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Archive for December, 2009
I first noticed it about two weeks after my twenty sixth birthday. Work had been exceptionally crazy lately; I had been sitting in front of a computer screen crunching numbers for twelve hours straight, and my eyes were bloodshot and my brain was sore. Dinner had been Chinese takeout. Again.
I tumbled into bed, leaving behind me a trail of clothes strewn across my bedroom floor. I was bone tired, but before I went to sleep, there was some pressing business that needed taking care of. I hadn’t masturbated all week and despite my exhausted state I had been crawling the walls all day long.
My panties came off, and I let my fingers do the walking. As my finger circled my clitoris, I noticed a lump down there that I didn’t normally encounter.
“Odd” I thought to myself; but I was soon way too distracted to think about it at all. And a little while later, I was sound asleep.
I didn’t think about it again until the next afternoon, at work. I had taken a bathroom break, and that was when I noticed that there was very definitely something going on down there. It was beyond a swelling; it was actually a growth of some sort. And the oddest thing of all was that I peed out of it.
First of all it was scary. My mother had recently had a mastectomy; the “C – word” was in the forefront of my mind. Secondly I was embarrassed; I had this creepy –thing- going on with my vagina. I hadn’t had sex in –well in a rather long time, so I was pretty sure it wasn’t the effect of some weird std. That was a relief anyway.
In the end, I decided to just wait and see. It wasn’t painful. I had a hard time going to a gyn and saying “Doc, you gotta help me! I’ve got what looks like a baby penis growing out of my crotch!” Besides, I was a freelancer: I didn’t have health insurance. Maybe it would just go away on its own.
It didn’t. Go away that is. The next morning (a Sunday; my one day off), it was the size of a penis. A rather small and flaccid penis to be sure, but I have seen my share of penises, and that is definitely what it looked like.
I did what any normal girl would do in my situation (I hope): I gave myself an erection. It felt nice. Weird, but nice. And ultimately frustrating. My clitoris had migrated to the end of, well of my penis; and it didn’t seem to be functioning properly.
Over the next few days, the thing grew at quite an unreasonable rate. By middle of the week, it was fully five inches long (yes, I measured) when erect.
Ah yes, the erections. It started on Monday at work. I would get them without warning. Nothing short of dousing them in cold water (which did work) would make them go away. It caused quite an embarrassing lump in the front of my pants. I became convinced that everyone was staring at my crotch. After the first day of that, I wore skirts for the rest of the project. No mean feat, considering the small number of skirts I had in my closet.
Eventually I got freaked out enough to spend precious money out of pocket and go see my gynecologist. Fat lot of help she was. All she did was take a quick look and say “Oh Yes, we see this sometimes. It usually goes away after a few months. If you’re going to use it, make sure and wrap the rascal.”
And then, on Thursday morning, freshly unemployed (we had wrapped up the project I’d been working on about midnight the night before) and feeling lazy and horny, I made The Great Discovery.
It turned out that with manual stimulation not dissimilar to (as a matter of fact, exactly the same as) a hand job, I was able to achieve orgasm with my new penis. It wasn’t at all the kind of orgasm I was used to; shorter but more intense I guess is how I’d describe it, but an orgasm it was alright. I even ejaculated. Not a ton, but it looked (and tasted. Of course I did. Wouldn’t you?) more or less exactly like semen.
Wow. Now that was something cool.
I guess you can imagine how I spent the rest of the day.
I didn’t have much lined up for the next day. My next gig didn’t start up until Monday. I had planned on doing the laundry, catching up on groceries, cleaning up my wreck of an apartment; all the chores I had been too crazy busy to touch the last couple of weeks. And with my new discovery, I had some serious masturbation planned as well.
That all went to pot though. The next morning in my inbox was an email from Justin, one of the programmers at the firm I had been working at for the last few weeks. He was a beautiful man in his early thirties. Beautiful was the only word I could think of to describe him. He was tall and slender, with fine, almost delicate features, piercing eyes, and a mop of reddish-blonde hair and bushy, ironic sideburns to match. He could have been a model for ‘Hot Geek Boy Monthly’. And he wanted to have dinner with me.
I don’t get asked out a lot. I’ve never been the kind of girl who gets asked out a lot. First of all I’m not skinny. I’m not fat either, not by a long shot, but skinny I aint. And I wear glasses. And I’m a social outcast, the kind of girl who would rather stay home and play Sim City than go out dancing. The kind of girl who would rather play D&D than go to her senior prom. Oh, and did I mention that I’m painfully shy?
I responded “Hell Yes I’d like to go out with you” or words to that effect. Probably something nicer and more demure; I don’t remember. The rest of my day was spent agonizing over the date (if a date it was, maybe he just wanted to go out “as friends”?) and cleaning up the place- “just in case” he happened to come over after dinner.
Oh God. What was I going to wear? What wouldn’t look too slutty, too nerdy, make my ass look too fat, and above all, what wouldn’t show an erection? The random woodies had stopped, but every time I got sexually excited at all, the little guy stood right up at attention. And just re-reading the email from Justin got me sexed up.
The date was lovely. We went to a pan-asian place on the West Side. I don’t remember what we talked about, but Justin was a good conversationalist, good enough to make up for me, and we seemed to get along well. We also drank a bottle of wine between us, and I have notoriously low tolerance.
And, Of Course I invited him back to my place. My penis? To say that I had forgotten all about it would be patently untrue: the damn thing was stiff as a two-by-four and poking out the top of my panties. I guess I just figured that we’d cross that bridge when we got to it.
We made it up into my apartment and from there onto the futon, where the kissing began. Justin was a pretty damn good kisser, I have to say! His hand found my breast (more than a handful’s a waste, right?), and I didn’t object one bit. I was eager to find out just what exactly was causing that delicious looking lump in the front of his pants. My skirt was piled up on my lap, obscuring my own lump. I was quite sure that my panties were totally drenched at this point.
His hand slipped up under my skirt, caressing the soft skin of my thigh, and worked its inexorable way up higher. I shivered in delicious anticipation.
“What the fuck?” He abruptly broke off our kiss. “Ugh, that’s disgusting!” His roaming hand had found my erection rearing out of my panties. He stood up, buttoning his shirt which had somehow come halfway off.
“It’s not what you think” I said dumbly.
“Whatever, Dude” he said heading out the door “That’s the last thing I’m looking for. Thanks for nothing you… Freak!” The door slammed behind him.
I cried for a long time until I finally fell asleep, lonely and frustrated.
After that upsetting incident I fell into a deep blue funk. For a while I was too depressed to masturbate. That lasted about two days. Then it seemed like I did nothing but. It was fun to jerk myself off with a vibrator buzzing away inside my vagina; it was fun to see how often I could make my penis shoot off (my record was four times in one day); it was fun, but in the end it was just masturbation and not particularly fulfilling.
It was in a dark little bar in the Lower East Side, having a drink with my friend Annaleese that I finally blurted it out.
She didn’t believe me at first.
“No, I’m serious.” I said “Hey, it’s not funny.”
“I’m not laughing. So you’re telling me you just grew a-”
“A Dick!” we both burst out laughing. “Ok, so I guess it is a little funny. And it’s definitely interesting. Hey, I get to pee standing up! But it’s ruined my sex life. As if I had a sex life in the first place.” I related the sad story of my date with Justin.
“Aw Sweety” she said “That sucks. What a… dick!” she leaned forward “So do I get to see it?”
“Are you serious?”
“Hell ya I’m serious. Come on, I want a peek!”
“Come on!” She took me by the hand and led me into the cramped little bathroom in the back. We crowded into one of the two stalls together.
“You really want to see?”
“Of course I do! Are you kidding?”
I unbuttoned my pants and let them fall around my ankles. Feeling suddenly very shy and self conscious, and annoyed with myself for feeling that way, I defiantly pulled my panties down around my knees, letting it all hang out.
“Holy Shit, you weren’t kidding! It looks just like a-”
“Dick!” I finished for her. We both broke out laughing.
“Do you mind if I…?” Analeese didn’t wait for me to answer, reaching out and gently squeezing.
Analeese and I have been friends forever. We went to college together, moved to New York at about the same time. Physically, she is everything I’m not: she is tall, skinny, and her boobs are even smaller than mine. I don’t even know what her natural hair color is; at the moment it was flaming red. I did know that her hand was wrapped around my penis, and that I was starting to feel the first tinglings of an erection.
Now I’ve never considered myself a bisexual. Well, I guess everyone is bi to some extent. I mean I’ve certainly looked, and I’ve even fooled around a couple times. But I’ve always been way more interested in boys and in their parts.
“Oh My God!” Analeese was saying “That is so cool! You know, I’ve had boyfriends with smaller ones.”
Someone else had come into the bathroom. “We should get out of here” I said.
“Yeah” she said “Let’s go over to my apartment.”
I found myself being towed over to Analeese’s apartment, which was about six blocks uptown. “Ted won’t be home until after nine” she was saying. “So we’ve got a couple hours.” She and Ted- another friend of ours from college- were practically married; they’d been together for years. I knew what was going to happen; I was hardly an unwilling participant; but there was a sense of dreamlike unreality about it for me.
We took the elevator up to their apartment. In the elevator, the sexual tension between us seemed to crackle like static electricity. Once inside, Analeese locked the door behind us. “God Damn, I’m horny!” she almost snarled, pulling me close to her and rubbing her jean covered crotch against mine.
Well I have to say I was pretty fucking turned on myself. My dick was making quite the lump in my pants, and I was pretty sure that my panties weren’t especially dry either. Her jean-clad crotch felt really good rubbing up against my erection.
She started tugging my shirt off, and I raised my arms up to help her. We were standing in the middle of her living room. Outside, it was already dark, and it was cold and windy. She had my shirt off, and I could feel her breath on my neck as she fumbled with the clasp of my bra.
“Fuck!” she said “I can’t get that damn thing open. This is embarrassing.”
I reached back and unsnapped it myself, setting the girls free. Analeese took the opportunity to rid herself of her own t-shirt and bra. Her tits looked really nice. They were quite a bit smaller than mine, but very perky, and her nipples were long and pink and quite hard.
She pushed me down onto the hardwood floor and started sucking and nibbling my breasts as she pulled my pants off. With the help of a little squirming on my part, these came off with no undue trouble. That left me clad in just my blue-and-white striped panties, with the head of my dick peeking shyly out the waistband.
She wasted no time pulling my panties off, leaving me naked on the floor as she stood over me, topless in her bluejeans, wild scarlet hair standing up in every direction. My dick was incredibly hard, standing at a rigid 45 degree angle. I felt vulnerable, and yet at the same time sexy and wanted and in a strange way powerful. Analeese looked great: she had the boobs of a sixteen year old and a nice flat tummy that spoke of many many crunches and Pilates classes. The wind outside rattled the window panes. I wanted to fuck her.
I rolled over onto my side and watched as she unzipped her jeans and let them fall in a crumpled heap to the floor. I started slowly stroking my penis, wetting the tips of my fingers with my own slipperiness. She stepped out of her black bikini panties, revealing a pussy that was almost completely shaved, except for a little brown landing strip up her mons.
“I want to lick your pussy Analeese” I heard myself saying “And then I want to fuck you.”
She sat on the edge of the couch, slouching back and letting her legs part wide. I crawled eagerly between her thighs, my penis hanging heavily down.
Now I may not consider myself bisexual, but at this point I was way too turned on to be arguing semantics. At the moment, her pussy seemed like the most delicious fruit in the world. I hadn’t seen a lot of pussies up close and personal (plenty in porn, but that really isn’t the same thing at all); I had only fooled around with another girl twice: once in the front seat of my best friend’s car after a long night of bad Denny’s coffee and half-veiled flirtation; and once sloppy drunk in a dark dorm room my first year of college. Neither instance had given me much of a chance to look at what I was doing.
She was obviously really excited. Her labia were more prominent than mine, they pouted out all purple and swollen and puffy; clearish girl goo was leaking out from between them. I could see here tiny little clit peeking out from behind its hood. Gingerly, I stuck my tongue out. I’m not sure what I expected; I guess I was afraid that I wouldn’t like the taste. I was pleasantly surprised. It wasn’t anything I’d put on my breakfast cereal, but it wasn’t bad, not bad at all. I parted her inner lips with my tongue. Her clitoris poked out, big and pink and bold. I felt her hands in my hair. Feeling more confident, I licked harder, dragging my tongue across her wide open pussy. She jumped as if shocked when my tongue passed over her clit. “Too sensitive!” she gasped.
She rubbed circles around her clit with her forefinger while I licked. I started to get really into it. I would drag my tongue all the way from the crease where her butt cheeks came together up through her pussy to just below where her finger was busy with her clit. She was getting really wet, which was a huge turn-on for me. I slurped fast and hard, like a thirsty dog at a water dish.
Suddenly I felt her hands pushing me away. Regretfully, I stopped licking. “I need you to fuck me now, Ok?” Analeese said, looking me dead in the eyes “I need to feel your dick inside me.”
I lost my virginity when I was sixteen, in the back of a pickup truck. It wasn’t an incredibly pleasurable experience. The guy was in his 20s and didn’t know that I was a virgin, or that I was underage. I had been on a mission to lose my cherry; I had an unreasonable morbid fear of dying a virgin, so I picked up some cowboy in a club and let him have his way with me. This experience, this loss of virginity, was much more pleasurable.
I actually had trouble getting it in; my hands were shaking, and my coordination seemed to have fallen apart. Analeese was looking at me through glazed, half-closed eyes, her shocking red hair every which way, her breasts flushed. My penis found its target, and slipped inside. Suddenly, I was inside her. “Oh my God!” she gasped. I fell on top of her, burying my dick all the way up into her pussy. My own juices were flowing freely, my breasts were mashed against hers.
It felt so good. It was amazing, I had never felt a sensation like that. I had to stop moving for a second; I was afraid that I would come right away.
“Fuck me baby, fuck me!”
I was afraid to move; I was afraid that if I so much as twitched, I would start squirting all over the inside of her pussy. My pubes were pressed against her little landing strip. I could feel my own juices running down the shaft of my dick. She was hot inside, really hot and slippery.
“I’m not going to be able to last” I gasped “I’m going to come right away ‘Leese!”
“It’s ok” she said “Just fuck me!”
Swallowing hard, I started moving in and out. “Yeah” Analeese said “do it to me Babe, do it harder!”
Her hands were on my ass, pulling me into her. I could feel her pussy pulsating, squeezing my cock. I knew she was coming. She looked incredibly sexy like that. I started fucking her harder and harder, slamming myself into her as hard as I could. This fucking thing was hard work! I could feel myself starting to come. One of her fingers slipped between my asscheeks to tickle my anus. I humped her as hard as I could, feeding my tit to her mouth, which she eagerly sucked. I came with a shout, squirting what felt like a gallon of come into Analeese’s pussy.
Finally, my poor sensitive little penis slipped out of her pussy. Analeese was masturbating again, her eyes closed in concentration. I couldn’t help myself; I got back down on my knees and licked her sopping wet pussy while she worked her clitoris. I could taste myself leaking out of her, bitter and salty. Her finger was like a blur on her clit. My face was covered in our combined juices. Finally she came again, bucking and shaking. I felt like I was glowing.
“That was amazing” Analeese said at last. “I’ve always wanted to do something like that.”
“Yeah” I said, fishing under the couch for my panties “That was incredible. Thank you.”
“You don’t think you could get me pregnant, do you?”
“No, I don’t think so. I mean I don’t have the balls.”
“That’s good” she said “That’d be pretty hard to explain. Do you want to wash up? I need to take a shower. Ted’ll be home in not too long.”
“We probably shouldn’t do this again” Analeese said as she climbed into the shower. She had a really lovely body “Enjoy it. You’ve got it, enjoy it.”
Enjoy it. That was all very easy for Analeese to say. The next day I was sore (especially my ass- I don’t know how guys do it; if I kept getting laid I was going to have buns of steel); guilt ridden (for fucking my practically married best friend); horny; and I got my period. At least it was good to know that that part of me was still female and in good working order.
Life goes on. I did contract jobs; steady work and not too incredibly stressful; I stayed up late drinking wine and playing Sim City; I masturbated a lot: in other words, life was much as it was Before.
I was out for a jog one sunny morning in April (I had become disgusted with my laziness over the winter and decided to get in shape. So far so good.) and, rounding a corner on the jogging path in the park, I fell into step with a cute guy.
He wasn’t cute in any conventional, mainstream media sense; or even the unconventional alterna-porn sense that I was rather fond of. In fact he kind of reminded me of a muppet. He was cute like Grover was cute.
He was as skinny as a piece of string, except for a prominent little beer belly, and he seemed to be all arms and legs. He was in fact comically gangly; his limbs were just too long for his body. His head seemed roughly triangular; his ears stuck out at right angles to his skull; his thick black hair stood almost straight up in a ‘Spaceman Spiff’ do; and he was sweating profusely.
I don’t know why, but he captured my imagination. Instead of pulling away, or dropping back, I stayed parallel to him as he loped along like a clumsy foal on new legs. At the top of a small hill by a playground, he gasped to a stop. I stopped too.
“What’s your name?” he asked me after a minute, still breathing hard.
I told him.
“Mine’s Kevin” he said “Would you like to go out sometime? I mean like have dinner or see a movie or something? Like a date?”
“Sure” I said, stretching my calves and wondering why I was talking to this strange boy who I didn’t know from Adam “Give me your phone number, I’ll call you.”
“I don’t have anything to write with.”
“Just tell me” I said “I’ll remember it. I’m good with numbers.” I am good with numbers. But I wasn’t at all sure that I had any intention of actually calling him.
He gave me the number. It was easy to remember; a Brooklyn prefix and four Fibonacci numbers.
“Don’t forget” he called after me as I jogged off “Give me a call.”
I didn’t forget. But I also didn’t call him. I wasn’t in the habit of going out on dates with total strangers I met up with in the park; particularly strange boys who looked like refugees from The Muppet Show. And then there was the little matter of the thing between my legs, which contrary to what my gynecologist had said had been there a little over two months, and showed no sign of disappearing, or even shrinking. Just the opposite, if anything.
Still, I couldn’t quite let it go. He stayed in the back of my mind all week, the digits of his phone number rattling around my head like empty bottles in a subway car. The sum of the digits in his phone number, taken without area code, added up to a perfect square. The area code itself added up to a perfect square. I was never going to be able to forget that stupid number.
And then, on Friday night, when Analeese and Ted had bailed on me in favor of a show at BAM that I had absolutely no interest in seeing, and I was facing another evening of take-out Chinese and Sim City (my city was now sprawling and polluted and crime-ridden; it was too depressing to even think about), those ten numbers came rolling into the forefront of my consciousness and wouldn’t go away.
And so I called him. What harm could come of it? He seemed like a nice enough guy. It was only a date after all. Anyway, he probably wouldn’t be home. And even if he was home, he probably already had plans.
Kevin answered his phone on the second ring. No, he didn’t have any plans. He would love to go out and have dinner and a couple drinks. He only lived a little ways away. He would meet me at the bar in half an hour.
A Date. I don’t know why it made me so nervous, but all of a sudden I was a wreck. Over what? This goofy string bean of a muppet looking guy? I needed to get a grip. It was a date, nothing more. I wasn’t a teenager anymore, waiting nervously at the edge of the gymnasium floor, hoping fervently both that somebody would and that nobody would ask me to dance with him. We were two grown-ups going out for dinner. No Big Deal, right?
So why wouldn’t my hands stop shaking?
I was fully prepared to hate him, to write the whole thing off as a bad idea, to forget once and for all that annoying sequence of numbers that made up his phone number.
But we had a really good time. We got along really well; we were both nerds, to the core. I felt so relaxed with Kevin that I almost forgot that I was out on a date. Almost. As we talked about number theory and D&D and surviving high school, the question kept rattling around my mind: would I (in theory anyway) sleep with this goofy, awkward, very sweet but still a total geek?
The answer increasingly became a resounding YES. Aside from the fact that I genuinely liked Kevin, that I thought he was funny and smart and I wouldn’t mind at all hanging out with him; aside from all that I was becoming more and more fascinated with his strange, eccentric, long limbed cartoonish body. As the evening past (and beer was consumed) it became less and less strange looking and more and more endearing. Fascinating even. And, pervert that I am, I couldn’t help looking at his ridiculously long, outsized limbs and wonder what he had going on between his legs.
By the end of the evening we were talking and laughing like old friends. I felt really comfortable with him, which is unusual for me around guys. Especially for me around guys that I am attracted to. We left the bar together, and walked side by side for a few blocks, until we reached the point where our ways home diverged.
“Well” Kevin said “I guess this is goodnight.”
“Yeah” I said “I had a really good time though.”
“We should hang out again.”
“So I guess this is goodnight.”
And that is how we ended up necking in somebody’s doorway for probably three quarters of an hour, making out like two dorky teenagers. He was a really good kisser, I had to give him that. A quick learner; he quickly figured out the things I liked (soft kisses, little nibbles and harder bites) and the things I didn’t (having a tongue jammed down my throat); and the lump in his pants pressed against my thigh felt nice. Really, really nice. There was a corresponding lump in my own blue jeans, but I wasn’t pressing it against anything. I didn’t want to scare this one away.
We finally broke off our embrace and went our separate ways to our separate beds. I suppose I did the guy thing: as soon as I got home I jerked off. I missed my clitoris sometimes. I mean the dick was fun, and I had definitely built up some new muscles playing with it, but it just wasn’t the same. Not the same thing at all.
I thoroughly intended to at least wait a few days before calling him. I almost made it through the entire next morning. I minced around the apartment all morning, resisting the temptation to call. Finally, at about eleven, I succumbed. I was just not going to be able to get anything done until I called him. Hell, he probably wouldn’t even be home.
Just as I was walking across the room to pick up the phone and dial his number, the phone rang. It was Kevin. He apologized for calling so soon after our date, but he was bored, and wondered if I felt like hanging out.
It was sunny out, but not very warm. There was a definite chill in the air. We went to the park together. I don’t know why I picked out the park; it was just the first thing that came to my mind. We strolled around together, holding hands, just enjoying each others company more than actually conversing. We wandered up into a more remote part of the park. The place was pretty much deserted. Naturally, we ended up on a park bench together, snuggling up against the still-chilly spring air, and kissing.
He really was a good kisser. It felt really nice to be snuggled up against him too. He seemed a little shy, a little hesitant. Endearing, but frustrating. I took his hand and placed it on my breast. It felt good there. He gave me a little squeeze, which felt nice. He didn’t remove his hand. Progress.
I, however, needed no such encouragement. I was really turned on from all the kissing. I was feeling horny and daring. No one seemed to be around. The lump in the front of Kevin’s jeans was just too enticing.
He gave me a surprised look as I fumbled open the buttons of his fly, but he made no move to stop me. I fished his hard penis out from inside his polka-dotted boxers. It was a nice one too. I’m no size queen, not by a long shot, but I guess I had sort of expected his cock to reflect his build: long and skinny. In fact it was just the opposite; not incredibly long, but exceptionally thick. Thicker around than my thumb and forefinger could enclose. And I don’t have especially small hands.
It tasted nice too; clean and sexy, like a man fresh out of the shower. It felt really good in my mouth. How long had it been since I had given a blowjob? Way too long! I went to work on it with gusto.
Giving head has always been a huge turn on for me. I found the danger of doing it outside, in the public park, extra exciting. I could feel my juices flowing, and my dick was straining against the zipper of my jeans. I found that by squeezing my thighs together, mashing my labia, I could get very close to orgasm. I wasn’t the only one.
“Oh my god, you’re going to make me come!”
Well, ya that was sort of the point. I lifted my mouth up off of his cock long enough to say “Go ahead, don’t hold back” Then I went right back to work. I was enjoying this immensely.
It didn’t take much longer. He was humping back against my mouth, moaning and groaning and squirming around. I love it when a guy gets really excited. It is such a turn on. Then his body went rigid, he gasped, and then he flooded my mouth with what seemed like buckets of come. I didn’t waste a drop.
He kissed me long and hard. I loved that he wasn’t afraid of his own come.
“That was amazing” he said “Thank you!”
“Hey” I said “It was my pleasure!” It had been.
Two old ladies dressed in black strolled by, deep in conversation with each other. Kevin and I got the giggles; his fly was still open and his penis was still wet. If they had come by two minutes earlier, it would have been embarrassing. I don’t think that either of us would have noticed them until they were in front of us. If then.
“So” he said once they were out of earshot “Would you like me to do the same for you?”
Would I? Oh God! What I really wanted was to drag this goofy, sexy, weird muppet-boy back to my apartment and fuck his brains out all day.
“No” I said regretfully “I can’t… this is a bad time. Girl stuff.” Lame excuse.
So we walked around the park and kissed a bunch more, and had lunch and said our goodbyes. I was incredibly sexually frustrated at that point; I had been walking around all day with an erection jammed in my jeans and my pussy wouldn’t stop salivating. If I’d had balls, I’m quite sure they would have been blue.
When I got home, I couldn’t even wait to get all the way undressed. My jeans ended up in a heap on the hallway floor, my panties got hooked around one ankle. I grabbed my vibrator from the top drawer where it lived, turned the buzzer on, and jammed!
I was so wet that joy juice was literally running down my thighs. I didn’t even touch my dick; just pistoning that buzzing toy in and out of my extremely slippery vagina was enough to set me off. I came like a dam bursting, squirting white sticky stuff all over my sheets. Oh well, it was time to do laundry anyway.
When I was done coming, I was a little surprised to find that I was still horny. And still hard. This had never happened to me before; at least not since I had grown my appendage. I kept going, still leaking white stuff out of the end of my (rock hard) penis.
I had to work a bit for the second orgasm, but it was well worth it! With my hand wrapped around my penis and my vibrator buzzing away inside me, I was able to come again. This orgasm was even more intense than the first, though I only produced a little more semen.
Exhausted, arm cramped up and pussy sore, I collapsed, half-naked onto my bed. And stayed that way for a long time.
When I got up, I dialed Analeese’s number right away. I told her everything.
“You’ve got to tell him Girl” Analeese said “If you want to hold onto him. If he’s worth holding onto, he won’t mind. Just break it to him gently, that’s all.”
Easy for you to say, ‘Leese.
It was two days later, in a dark theatre, that I finally decided that I had to say something. I wasn’t into the movie at all (It was some light romantic comedy- a chick flick. Give me boobs and explosions any day.) I was distracted, to say the least, both by what was going on between my legs, and what Kevin had going on between his.
I couldn’t help myself: I kept reaching over and playing with Kevin’s dick through his jeans. He sure didn’t seem to mind, but it was driving me crazy. I really wanted to have that nice thick boy toy inside me. It had been a long time now since I had been fucked (as opposed to being the fucker); and I was starting to bug out. Plus, I had a bad case of the hots for goofy, sweet Kevin. He grew on me.
If I was going to get laid, if I was going to continue hanging out with Kevin, I was just going to have to say something to him. That’s all there was to it.
We left the theatre holding hands. Kevin seemed nervous. Finally, at the corner that marked the demarcation between his way home and mine, he spat it out.
“Would you like to come over to my apartment and hang out for a while?”
“Sure” I said and gave him a quick kiss “That sounds great.”
We didn’t talk much as we walked the five or six blocks over to his place. I don’t know about Kevin, but I was a nervous wreck.
His apartment was a fifth floor walk-up. He got me a beer, and opened one for himself. We sat side by side on the couch like, well, like a pair of horny geeks out on a date, both too nervous to make the first move.
He went first, putting his arm around me and kissing me, just the way I had taught him that I liked it. It felt really good. I wanted him.
“What’s the matter?” he asked, pulling away “I hope I didn’t… we don’t have to…”
“It’s not that” I said, holding his hand in mine. “I want to. It’s just that… before we do more… stuff- which I really want to do- there’s something I need to tell you.”
“What is it?” he asked, not letting go of my hand “Are you sick? Is it HIV?”
“No. No, nothing like that.” I sighed “It’s nothing bad. It’s really not a big deal. I just didn’t want to take you by surprise.” I paused “So when you get into my pants, don’t be shocked. I’m not one hundred percent… well I’m not like other girls down there.”
“Oh.” he said “Ok. There’s something I need to tell you too.”
Oh Dear. “What’s up?” He was blushing. It was sweet.
“Well it’s just that I’m kind of a virgin.”
“Kind of a virgin?”
“A virgin. I mean, I’ve fooled around with girls a couple of times before, but I’ve never…”
“Are you serious? I mean you’re what, twenty five?”
“Twenty four” he interrupted.
“Twenty four” I went on “and you’re sweet and cute as hell…”
“Yeah well” he said “I’ve just never had the opportunity. I hope you don’t mind, I’m just a little inexperienced.”
“Hey” I said “You have to start somewhere. Why don’t we move into your bedroom?”
Kevin led the way into his bedroom. He sat on the edge of his bed. I straddled his lap, and we kissed for a while. I kept getting hotter and hotter. A thought occurred to me.
“Hey Kev, do you have any condoms in here?”
“Yeah” he said “There’s a package in the drawer of the nightstand. I thought…”
“You thought right.” I told him, kissing him again “I think I need to get naked now.”
I stood up and peeled off my shirt, then my bra.
“They’re lovely!” Kevin said. He pulled me to him and started kissing and sucking on my breasts. It felt really good, made me even more horny than I was already. But I wanted to get everything out in the open, as it were.
I stepped back and unbuttoned my jean, letting them fall. By some miracle, my dick wasn’t actually poking out the waistband of my panties; it was just making a huge lump in the front of the thin material. Hooking my thumbs under the elastic, I slid my underwear down. My cock sprang out like a jack-in-the-box.
“You’re so beautiful” he said. I was kind of surprised. I placed one foot on the side of the bed, moving my cock to one side with my hand and parting my labia for him. I wanted to show him my pussy, and show him how hot and wet I was for him.
“This is kind of a new development” I said “I haven’t always…”
“More parts to play with” he said with a wicked grin. And with no further ado, he lowered his mouth onto my dick.
Now, I’ve always loved giving blowjobs; ever since I became sexually aware, that has been one of my favorite things to do. It is really fun, it gives me a huge sense of power, and it is a great sensual turn on for me. Suddenly, I was having the very new experience of being on the receiving end (which was totally different from getting cunnilingus, let me tell you). I liked it. I liked it so much that my knees threatened to buckle. I tumbled onto the bed, my wet dick flopping comically around.
“I need you to be naked!” I gasped.
“Can you come?” Kevin asked as he pulled his clothes off “Like a boy?”
“Keep that up and you’re going to find out!” I said. He looked really hot naked; all skinny and long limbed, with that nice fat cock between his legs. Like some kind of sexy cartoon creature.
“That’s what I was hoping!” he said, and got right back to work. I don’t know where he learned to suck dick (I asked him about it later, and all I got was a deep red blush), but his mouth was driving me insane. He looked incredibly sexy like that, all naked and excited with his mouth wrapped around my dick. A girl could get used to that view.
Then he slipped a finger, and then two, up my pussy. The rhythmic motion of his long digits inside me coupled with what his tongue was doing to me was too much for me to take.
“Oh my god I’m going to come! Oh, please don’t stop Kevin, please don’t stop! Oh, I’m coming!” It was so intense I think I blacked out for a second. Kevin stayed with me, taking it all into his mouth. My body shook, my pussy spasmed on his finger. I think it was the best orgasm I had ever had. When it was done, and my dick was too sensitive to be touched, he released me, sliding up my body and licking his gooey fingers seductively. He gave me a big, warm, salty kiss.
My dick was still fully erect, and my pussy was more than ready for more action.
“I think” I said “That you need to put on a condom. Right now.”
We had a little trouble getting the condom on; it was tricky and both of us were horny and neither of us had much practice. We got it in the end though.
I was so wet and excited that he slipped right in, thick as he was. Oh My God it felt good to have a real actual living penis filling up my vagina! Once he was all the way inside, Kevin froze like a rabbit in the headlights. I knew exactly how he felt.
“Don’t worry about it” I told him “Just fuck me.”
Our relationship then entered into that delicious phase where we dropped all pretension of doing anything other than having sex.
Kevin loved to fuck me and to suck me, and was possessed of a kinky imagination, boundless energy, and a healthy sense of humor. I was having the best sex I’d ever had in my life. I was positively glowing; people at work commented on it.
Sometimes Kevin would fuck me from behind, one finger buried in my asshole and one strong hand pumping my cock as his dick moved deliciously in and out of my pussy. Man, that was intense! I think that was my favorite, though I loved it every way we did it.
We were at his apartment one night, having polished off a pizza and half a six pack of beer (we were such romantics) in preparation for the evenings’ main event. We were getting all snuggly and lovey on his couch; this was the cue for us to remove to his bed. Or not. Either way, clothes were about to go flying.
“I was wondering” Kevin said “If you would be interested in fucking me tonight.”
Wow. Now what had happened to the blushing shy virgin I had hooked up with only a few weeks before? I must have been corrupting the lad.
“You mean fuck you like Me doing it to You?”
“Well, yeah. That was sort of what I had in mind.”
Oh my. That naughty boy had hit on the one nasty fantasy that had been plaguing me since we had gotten together, the one that I had (for reasons I didn’t completely understand, some sort of latent primness I suppose) never shared with him.
“Does that sound erotic to you? Do you think you’d enjoy it?” Well it certainly got my juices flowing!
Well now. The odd thing was that when it came right down to it, I was worried about hurting him. Funny really, because it was me who had introduced Kevin to the pleasures of anal sex; his cock was bigger (and undeniably thicker) than mine and my asshole was presumably smaller and I had experienced no discomfort (quite the opposite just as a matter of record). And yet I was worried that it would hurt him. That he wouldn’t find it pleasurable.
Oh no, he assured me. He really wanted to. Unless I wasn’t into it? Unless I thought it was too weird?
Too weird? Oh goodness no! My erection felt like the state of Florida. Just thinking about it made me hot.
Truth be told, this had been an offhand fantasy of mine for years, since long before I had grown the appendage that made the act anatomically possible. God, I remembered being a teenage girl, jilling off on top of the sheets one hot and sweaty August evening when I thought I was the only girl in the world who masturbated and feeling both guilty and unrepentantly thrilled with my discovery; when I had first come up with the fantasy which had gone on to become a staple for years: sliding an imaginary cock up the tight little asshole of that cute boy who sometimes sat next to me in precalculus (the one who I never actually worked up the nerve to talk to), him groaning and wiggling his backside, meeting my thrusts, him hard as a rock, squirting off copiously in my hand; me collapsing on top of him in a wet and sticky wave of pleasure.
Not into it? Ah, contraire my friend!
I pretty much tackled him at that point. I smothered him in kisses, kicking aside the empty pizza box, swarming over him, pulling his clothes off in a full frontal attack that swept right past his defenses (as if!) like my Panzers past his Maginot Line. I don’t think he knew what had hit him.
I had him naked and on all fours on his living room floor. My own clothes needed to come off; I almost tripped up and fell on my ass in my haste to get naked.
I kissed him and touched him all over before my mouth landed on his penis, hanging down hard as hard and leaking sweet clear fluid. As I sucked, I let my finger explore up behind his balls, up between his cheeks into unexplored territory I had previously avoided out of some sort of misguided and neurotic fear of him thinking me a pervert.
I soon left his dick, hot and hard and wet from my attentions, and replaced my exploring fingers with my tongue. He had such a cute little butt. It was one of my favorite parts of him, all tight and muscular. He shivered as I traced my tongue from the sensitive skin behind his scrotum up into the uncharted flesh of his ass.
I flicked his anus with the tip of my tongue. He moaned something, too soft for me to make it out. The eroticism of the act was incredibly intense; I was explosively hard and wet as the ocean. I reached up under his chest and pinched his little nipples, licking more aggressively at his puckered little asshole.
I penetrated him with the tip of my tongue. It was musky and male back there, not bad tasting at all. He tasted clean, sexy. I loved eating out his asshole. It made me incredibly hot.
Apparently he thought so too. “Oh Yeah, that’s so good, so fucking good…”
Yeah. It was so fucking good. But I couldn’t stand to wait much longer. The swollen log between my legs demanded attention.
“Don’t you dare move!” I told him.
I literally ran into his bedroom, coming back with the little bottle of lube we kept next to the condoms.
I really liked penetrating him; I petted his dick as I finger fucked him with first one, then two and finally three slippery fingers. He was tight, but seemed to open right up and swallow my invading fingers. His eyes were closed, he was biting his lower lip in concentration. I think he was enjoying it.
“I can’t wait any longer Kevin” I told him “I really need to fuck you soon.”
“Oh please” he breathed “I want you so bad. Just… be gentle when you start, ok?”
Of course I’d be gentle. I poured a liberal amount of the slippery stuff on my engorged penis. It was cold, it made me shiver.
I guided the end of my penis between his spread, inviting cheeks. He wiggled his butt invitingly, arching his back like a cat. I had a hard time believing that that sweet little hole would open up to accept me. All evidence to the contrary, I didn’t believe it would fit. I’d hurt him, I’d split him open.
I rubbed the end of my cock against his asshole. It felt really good. I wanted him with every ounce of my being. I pressed forward a little. It didn’t go in.
“God you’re tight!” I half moaned.
“Do it, do it to me” he responded. I pressed toward him a little more, trying to be gentle, still afraid of causing him pain. It still didn’t go in.
The he pressed back against me, hard and steady pressure. I saw his rosebud open up and swallow me. I watched as his body swallowed my cock, burying inch after inch until almost the whole thing was inside him. He was tight. The muscles of his ass squeezed me tight. He was hot inside. My pussy was flowing like a river; I could feel my juices running down my thighs.
“Don’t move” he told me “don’t move for a second. Just let me get used to it.”
We stayed that way for a little while, locked together, just breathing.
“Ok” he said “I think you can fuck me now. Just start slowly.”
I started very slowly, tenderly fucking his little asshole. “More lube” he told me. I applied more chilly lubrication. “Harder” he told me.
I fucked him harder. And harder. And faster, and deeper. I was so turned on, and I was rapidly approaching the point of no return. I reached under him, wrapping my hand around his thick, swollen cock. “Oh Kevin, I’m going to come!”
“Me too. Don’t stop.” We kissed, fiercely, roughly, for a moment as we fucked. Then I put everything I had into fucking his ass and jerking him off.
It didn’t take long. He cried out loud and I felt his cock twitch and he squirted all over his chest and tummy. I felt his orgasm from inside and it set me off, filling him with my own come. I came and came. When it was all over, I collapsed on top of him, a sweaty, sticky heap. We kissed and cuddled for a long time. Then we showered together.
It was a long night, and when I showed up to work the next day I had dark circles under my eyes and a big goofy grin on my face that wouldn’t go away.
I asked Kevin once, why did he give me his number in the park that first day? “Because” he told me “I had a feeling that if I didn’t, I’d regret it for the rest of my life.”
It turned out that my gynecologist was right. About a month before my twenty seventh birthday, we noticed that my penis was shrinking. Over the next few weeks, it simply disappeared, with no clue left to show that anything had ever been different down there. I was happy to have my fully-functional little clitoris back (and the girly orgasms that went with it); and Kevin turned out to be an even better pussy eater than he was a cock sucker. And it made it much easier for me to buy underwear, and to dress for work, without having a trouser snake hanging around down there to worry about.
I took on a salaried position at a start-up consulting firm; Kevin was training for the New York City Marathon. The bastard took just one stride for my every two, and his cute little beer belly was no more. We were shopping for co-op apartments. Did this mean that we were all grown up?
Sometimes I kind of miss having a penis, but our strap-on dildo and harness (if not quite the same as the real thing) certainly does the trick when we’re in that kind of mood. And the sex, the sex is still amazing!
After I graduated from college, I did a brief stint in construction, putting my art school skills to good use as a welder. During that time, I had a friend and coworker named Joe Smiley. Most paydays, Joe would go to a massage parlor and indulge himself in a rub-and-tug; a massage with a happy ending. I used to quiz him about those massages, how it all worked, what the girl looked like, all the dirty details; and he used to get really shy and evasive and vague about it. (it was pretty cute, because Joe was a big, tough-looking hatchet-faced fellow) It’s not like I was being judgmental or anything; I was really curious. It was a window into a very male world that I knew nothing about.
It was after I had moved to New York and gotten myself a crappy job patching ATM machine code; a time when I didn’t really have any friends in the city, couldn’t seem to meet anyone, and I was spending ninety percent of my time hunched over a computer: coding all day and writing (or playing computer games/looking at internet porn) all night. My back was cranked out, my shoulders ached, and I hadn’t had a non-self inflicted orgasm in months. That was when I got the idea of going out and getting my own ‘massage with release’.
I made a couple phone calls, even worked up my courage to walk into one sleazy-looking place, but I got nowhere. Every time I asked, I was told that they were booked solid, that they had no-one available. They obviously didn’t want to deal with me because I was female; that or they thought I was a cop.
Oddly enough, I met Trish in a bar. (I say oddly, because at the time I spent virtually no time in bars) I was supposed to be meeting this guy I had been chatting with online (looking back, it is clear to me that I was getting desperate). I wasn’t that excited about the dude, but had agreed to meet him anyway, despite my misgivings. Now it appeared that I had been stood up.
This pretty cute fake-blonde chick was sitting next to me at the bar, and we started talking. At first I thought there might be a spark there, but I quickly realized she wasn’t really my type, plus she was waiting for her boyfriend who was meeting her after work.
Her name was Trish. She asked me what I did, and I told her that I was a writer, but that I did computer stuff to pay the bills. When I asked her what she did, she told me she was a masseuse.
“Well,” she said, “I am a licensed massage therapist.”
“So do you give happy ending massages?”
She grinned like a canary-eating cat. “It helps pay the rent.”
I explained my quest to her. If she was surprised, she didn’t show it. “I’ll take care of you,” she said. She fished a business card out of her purse. “Come by anytime.”
About that time, I finished my beer, and her boyfriend showed up, so I made myself scarce. I went back to my apartment for Chinese food and internet porn. But I held on to the business card Trish had given me.
The next Tuesday, after work, I made a detour over to the address listed on her card. It didn’t look too sleazy; I wouldn’t have noticed it walking down the street, or I would have thought it was somewhere you went to get your nails done or something.
When I walked in, there was a pixie-faced girl with black hair and thick-rimmed glasses sitting behind the desk.
“May I help you?” she asked.
I told her that I’d like to book a massage with Trish.
“I’m sorry,” she said, “Trish doesn’t work Mondays or Tuesdays.” Aw, crap, blown off again. “I could go ahead and book you an appointment with her,” she continued, “or if you want, I could take care of you right now.”
Oh! “Um, ok. That would be good.”
“Have you ever had this kind of a massage before?”
“I’ve had therapeutic massage before…”
“Ok. It’ll be sixty bucks up front for the room. You can head on in, disrobe and lie down on the table with the towel on top of you. I’ll be right in.” she said, “My name’s Liz by the way.”
I went ahead into the cranberry-colored room, which had a massage table and a neatly folded towel, some oils and stuff, a shower stall in one corner, and a rack to hang your clothes on. I got undressed, layed face down on the table, and arranged the towel over my butt. A minute later, Liz came in.
It was my first good look at her. She was pretty cute. She was a petite little thing with ropey muscular forearms, and she wore tight black jeans and a black vee neck t-shirt. I was pretty sure she dyed her hair black. And she had a pretty big set of boobs, for a girl her size.
“So I usually charge eighty bucks for a half hour fully clothed; a hundred to do it topless, and one twenty five to get all the way naked.”
“Um, topless I guess.” I didn’t want to come across as cheap or anything. And I was pretty psyched to get a look at those boobies.
“I, uh, usually take cash” Liz told me.
I handed over the money, and she stripped off her shirt and sports bra. She did have really nice tits. They were quite big for her frame, round and symmetrical with little pink nipples, and they were decidedly perky.
“One hundred percent natural” Liz told me with more than a hint of pride, and I believed her. I can usually spot fake boobs a mile away, and hers definitely did not have that fake, plasticy look. She had a pair of boobs on her that I wouldn’t have minded taking home to play with.
She proceeded to rub my back down with hot oil and to give me that massage I had paid for. To my surprise it was a really good deep-tissue massage. It had been ages, absolutely ages since I had gotten so much as a back-rub, and Liz’s ministrations felt heavenly.
We chatted as she worked:
-Gawd, what have you been doing to yourself? Your shoulders are all knotted up!
-I spend all my time (gasp, groan) in front of a computer keyboard
-What do you do?
-I’m an artist and a writer, but I work on computers to pay the rent.
-Oh yeah, what do you write?
I told her the truth –Mostly perverted short stories, the occasional non-sexual short story or essay, and a novel that I’ve been plugging away at forever
-Cool, I like perverted stories.
She wanted to know if I was a lesbian (I’m not) and if I had a boyfriend (I didn’t)
I found out that she’d been in the business about four years, that she had gone to school for massage therapy, but soon found out that she could make more money in less hours doing this; that she was a rock climber and went to the Gunks almost every weekend and Yosemite or Joshua Tree a couple times a year; and that she had a boyfriend but he didn’t know exactly what she did for a living.
“I suppose I should tell him,” she sighed, “before things get too serious. But I’m honestly not sure things are going to get any more serious between us.”
All the kneading and rubbing had gotten me into a totally relaxed semi-catatonic state. Liz left my lower back all warm and tingly, pulled off the towel, and went to work on my buttocks. It felt awesome, and her strong hands back there woke up the smoldering sexuality that had sort of drifted off to sleep while my back was being massaged.
“Ok, you can roll over now. Hey, you’ve got really nice breasts.”
I flushed and suppressed a goofy grin. I’ve never thought of my breasts as being especially nice; to me they look like a couple of smallish, slightly mismatched pears, but I like a compliment as much as anybody else.
“Now,” Liz said, smirking oh-so-slightly, “If there’s any part of your body you’d like me to massage, please indicate so by placing my hand there.” She placed her hand in mine, and I (of course!) immediately guided her to that warm, fuzzy place between my legs.
“I’ve never done this before, so I may need a little guidance…”
“You’ve never fooled around with a girl?!”
“Well, um, yeah I have but it’s been a really long time… What I meant was I’ve never done it professionally to a girl. It’s always been a heat of the moment thing, you know?”
Well, for now she was doing just fine, tracing her finger up and down my moist slit, just barely teasing my (suddenly very sensitive!) clitoris.
I think I moaned a little bit and spread my legs wider.
“Does that mean I’m doing ok?” Liz grinned
I looked down toward my crotch, admiring the way her big boobs jiggled as she worked. It was pretty fucking sexy. She was playing with my clit more aggressively now; peeling back its little hood and sort of strumming it with her wet and slippery thumb.
“That feels great!” I told her.
“You’re so wet!” she responded. It was true. I felt like I was making a big sticky puddle on her massage table. My nipples were all sticky-outy. Liz seemed to have found a method that she liked. She toyed with me, bringing me to the edge of orgasm, then backing off, making me squirm and moan and writhe deliciously.
“This is fun!” she said, “I don’t get nearly this much reaction out of most of the guys who come here. Would you like me to put a finger inside you?”
“Ok,” Liz said, “I don’t mind doing that for you. I think it’s kind of sexy… I’d like to finger fuck you.” As I watched, she slipped the middle finger of her right hand up my gasping pussy, keeping her thumb busy on my clit.
I was in heaven! I pinched and pulled on my own nipples, watching Liz and her perky boobs as she fingered my pussy and rubbed my clit. Her finger kept hitting me in that most magical spot inside my pussy, right behind my clitoris, and it was definitely going to set me off.
“Oh Liz, I’m going to come, don’t stop. Please don’t stop!”
“Why would I stop?” she smiled sweetly, keeping up the rhythm with both hands. I think she had added a second finger up inside my pussy. I slipped right over the edge, coming hard, bucking and panting and gasping and crying, squirming happily on her talented fingers.
When I was all done, she got me a warm moist towel to clean up with.
“That was awesome,” she said, “That was really fun. Was it everything you hoped and dreamed too?”
“That was amazing!” I croaked out, still riding high on the orgasm and feeling dazed and slightly retarded.
“Come back any time you want,” Liz said, “I’d be happy to massage you again.
I tipped her forty bucks, and she gave me a hug, a bare-chested, boob-to-boob hug that felt warm and genuine.
I walked out of the place and down into the subway, headed for my apartment and my computer, feeling happier and more relaxed and at peace with the world than I had in ages. I felt like I was glowing.
There were three members in Spanish Club: me, Amy, and Nate. Spanish Club consisted of hanging out after school in Miss Flores’s classroom, playing games, gossiping, and occasionally speaking Spanish for form’s sake. Miss Flores was an affable old alcoholic who let us use her classroom as long as we kept the noise level reasonable, ignored her drinking problem, and didn’t make her do anything.
Actually, the only thing Spanish Club had to do with Spanish was that we three wanted to go to Mexico for our spring break. The school would match the funds an activity group managed to raise.
Getting our moms to make brownies and selling them at football games wasn’t going to cut it. So far, Amy’s was the only idea that sounded like it had any prayer of making enough money to get us our Mexico trip.
“Isn’t that illegal?” asked Nate. Nate was the worrier, the soft-spoken and polite one.
“Well, yeah, if you want to be technical about it. But so is downloading music, and that hasn’t stopped you, has it?” Nathan blushed and Amy turned to me. “The real question is would she do it?”
They both looked at me expectantly. ‘Would she do it?’ Amy and I had gone to school together since second grade, but we hadn’t become friends until Spanish II and the monotony of our senior year. Lately Amy and I had begun sharing some rather intimate thoughts; I knew that she had wet dreams about doing it with girls. Just the other week, we had actually come this close to having phone sex together: laying in bed, telling each other about our favorite fantasies over the phone, I had my pajama bottoms off and two fingers up my pussy; and I knew Amy was masturbating too while she told me about this girl in her class she wanted to fuck. Amy came across as a bit of a prude; a prim, good, mild girl who got straight ‘A’s and would go on to get her engineering degree from Stanford. I knew her secret: behind all that niceness was a very dirty mind.
She knew my secret too. She knew what pushed my buttons. “Come on,” she said, eyes sparkling with mischief, “Do you have any idea how many guys would pay to get into bed with you?”
“How many?” This was Nathan, ready with his calculator.
“Um… I don’t know. A lot anyway.” Amy and Nathan looked at me expectantly.
None of us had any experience to speak of: Amy (for all her active imagination) had never had sex with a guy or a girl; I don’t think Nate had ever even been out on a date; and though I wasn’t a virgin I’d only had penis-in-vagina sex with one guy, and that had been over a year ago. So: ‘Would she do it?’ Even as I opened my mouth to answer, I didn’t know what I would say.
“Sure, why not?” I felt myself getting wet just thinking about it. “I want to go to Mexico, how about you guys?”
Nate and Amy started brainstorming the logistics of it all. It would have to happen on a Saturday night, and we would do it at Amy’s house because her parents were going to be away, and because Amy was such a known goody-two-shoes that nobody would suspect her of anything. Nate was the computer geek; knew how to break into the school email system: he sent invites to the entire senior class. I wrote the message myself. I was the creative one, the one who would get an useless degree and end up working retail, scrabbling along, drinking too much and writing until three in the morning, waiting for my big break. ‘One-on-one intensive tutoring session’. Nothing too explicit, no names named, but if you read it carefully, you’d know what was going on. $100 a ticket. Condom mandatory.
I was incredibly, impossibly nervous the day of the event. I couldn’t sit still. I paced back and forth across Amy’s bedroom. My hands were shaking. Nate and Amy wouldn’t tell me how many tickets had been purchased. “A lot” was all they would say. How many was a lot? Was I really prepared to go through with this? It wasn’t as if I could back out now. And it wasn’t as if I wanted to back out, really. I was hornier than I think I’d ever been before. I’d refrained from masturbating all week prior (a pretty mean feat!), and I felt like I could come just by squeezing my legs together. My clit felt fat and tender between my puffy damp lips.
At eight o’clock, I took a shower, scrubbed my body with soap and washed my hair, barely resisting the temptation to masturbate in the tub. There was a knock on the door. “It’s time” Amy whispered through the closed door. I toweled off and put on a clean bra and panties, and stepped out into the hall.
“You look beautiful!” Amy said, and kissed me on the forehead. “Are you ready?” She was wearing a neat little black outfit I’d seen her wear to her college interview. She looked very professional.
I felt myself blushing as her eyes travelled up and down my (mostly) naked body. I forced a quick smile, and ducked into her bedroom, closing the door behind me.
I lay down on my back on the clean blue cotton sheets of Amy’s bed. Night was falling outside. There were a bunch of cars parked outside, and I could hear the sound of people downstairs. Even though I knew what was supposed to happen next, I couldn’t quite bring myself to strip of my underwear and lie there completely naked.
I could hear my heart thumping in my chest. It seemed like I lay there for an eternity; it was probably more like five minutes. Then there was a soft tap on the bedroom door. We had agreed that they would come in in the order that they had purchased tickets. This was lucky ticket buyer number one.
It was Matt Carlson, the math geek. He was clearly just as nervous (if not more so) than me. He hovered just inside the closed door.
“How does this work?” he asked.
“I don’t know” I said, “ but I’m ready if you are.”
He started pulling off his clothes. I could tell he was nervous, his hands were visibly trembling. He had a pretty nice body, and his dick was already hard. And nice and big and fat too. We had been in pre-calculus together the previous year, and I had fantasized about having sex with him before. Of course, I had fantasized about having sex with most of the guys I had had a class with. He gave me a sheepish smile, and I realized it was my turn.
Well, here goes.
I unsnapped my bra and rolled my panties down.
“You look awesome!” Matt said.
I grinned. “Thanks!”
“Would it be okay if I ate you out a little bit first?”
My smile got even better, my pussy got even wetter. “You certainly don’t have to… but I sure wouldn’t say ‘No’!” I spread my legs, exposing myself totally to him. God, I couldn’t believe he’d paid for this!
Matt got between my wide open legs and crouched down, dragging his tongue up my drenched pussy, starting at the crease of my butt cheeks and traversing the whole length of my labia. As soon as his tongue made contact with my engorged clit, I went off like a string of firecrackers. I was that worked up!
When I was done writhing, moaning, screaming, spasming, and whatever else I’d been doing, I propped myself up on my elbows. Matt came up for air, his face nicely coated in my juices. “You should put a condom on now,” I said, “and then you should fuck the shit out of me!”
He climbed off me and pulled a condom over his rigid dick (we’d bought a case of them at Costco).
“Are you ready?”
“Oh fuck me, please!” I was SO ready.
Matt clambered back on top of me, and (a little awkwardly, it took him one or two tries to get the aim right), impaled me with his thick, hot tool. It was all I needed to go off again. He probably lasted for all of three or four seconds of vigorous thrusting, but we came simultaneously, thrashing and moaning and (yes!) kissing.
And then he climbed up off the bed, disposed of the condom, got dressed, thanked me politely, and left me, gasping and fingering myself on the bed. A few moments later, there was another soft tap at the door.
Jeff Greenley came through the door. “Wow!” he said, staring at me.
“Are you ready?” I asked him.
“Hell yeah!” he said. We had taken Chemistry together, and he used to sit in front of me. He was on the basketball team, tall and skinny and muscular, and he had a really nice ass. I used to daydream about that ass, and now he was getting naked just for me. For the privilege of fucking me. His dick was uncircumcised and waggled enticingly as he walked over to the bed and rolled the condom on. I realized that I was masturbating shamelessly as I watched him, and I didn’t even care.
He fucked me without much ado; I wrapped my legs around his back and let him do all the work. “God, you’re hot!” he grunted. When he came inside me, he howled like a stuck boar and went rigid all over and then thrust wildly as he emptied himself into the rubber, and it was just enough to set me off all over again.
This guy named Todd, who I didn’t know very well and had a bit of a stutter. He was really sweet though. His dick wouldn’t stay hard enough to get the condom on, so I went down on him for a little while, intending to just get him nice and hard for the main event, but I think that both of us were enjoying the blowjob action so much that we got carried away and he ended up coming in my mouth, gobs and gobs of delicious, hot, sticky, bitter semen.
“Was that okay?” I asked (I was worried that he’d feel like he’d been cheated.)
“Oh My God” he croaked, “Th-That’s the f-first time… n-nobody’s ever…” and then he kissed me full on the lips.
#4 – #9
Cute guys who I sort of knew from school, with big, hard, beautiful dicks. #9 ( a hot looking black kid I recognized but didn’t really know) wanted to come on my tits, and I was fine with that, so he pulled out of me at the last second, ripped the condom off, and jerked himself off onto my boobies, squirting sticky white droplets all over my flushed and jiggling breasts.
It was incredibly sexy. I was high on the sex, sweaty and juicy and soaking wet and hyper-excited. I had lost track of my orgasms; I was in this head space where I could barely tell the difference between coming and not. I was surfing an endless wave of pleasure and it felt amazingly good. And then with a rap at the door, #10 came in.
My ex-boyfriend, Mike. He stood just inside the door, looking at me with hate, or disgust, or lust in his eyes as he stripped naked. I lay there on the bed, passive, silent, with the previous guy’s come dribbling off my boobs.
He sheathed himself in a condom and entered me viciously, fucking me as if he were stabbing me, holding my wrists above my head so I was pinned to the bed beneath him. I felt nothing. His cock made squishing noises as it plunged in and out of my soaking wet cunt. When he came inside me, it was almost silent, he just made a stifled little grunting noise, like a pig. He pulled his wilting cock out of my pussy, and fixed me with a glowering look of contempt that made me cringe.
Without another word, he got dressed and stalked out of the room, leaving me feeling lower than low, the most disgusting slut on the planet. That awful feeling lasted about two minutes, until the Johansen twins walked in.
#11 and #12
I’d gone all the way through high school with the Johansen twins, Jake and Brad, but I’d never actually talked to them. They weren’t the kind of guys mere mortals like me and Amy and Nate associated with. They were over-achievers: they both got straight ‘A’s, both of them were on the football team (Wide-receivers? Tight-ends? Something like that) They were both well-spoken and polite, tall and muscular and sandy-haired: classic All-American good looks. Both of them had beautiful, well-behaved, popular girlfriends, cheerleaders who would go to college, marry their sweethearts, and then develop drinking problems and go to seed.
Jake and Brad looked very similar, but they weren’t identical. One was somewhat taller, one had a more angular face, and one of them (I’m really not sure anymore which one) had a bigger dick than the other.
They seemed a little shy when they entered the room, looking at each other and trying not to stare at my pussy and introducing themselves (as if I didn’t know who they were!). As they got undressed, they seemed to relax a little bit. They were beautiful naked: they were both incredibly well-muscled with not a hint of body fat, neat patches of well-trimmed body hair, and Jake had a little bit of chest hair between his sizeable pecs. Both brothers were erect and circumcised and quite well-hung in the cock department! (until that night I had seen –outside of porn- maybe a half-dozen dicks. The Johansen twins appeared to be better endowed than average).
They were so shy and polite about it, it was hard to get out of them what they really wanted. What they wanted (Brad finally admitted after much hemming and hawing) was to double team me: have one of them fuck me while the other got a blowjob, then switch.
It sounded pretty good to me! I kind of wondered why they hadn’t done such a thing with their beautiful Barbie Doll girlfriends, but I figured it wasn’t really any of my business. I got up on all fours, which felt good after having been on my back for so long. I hadn’t realized it, but my thighs had gotten really stiff. I presented my pussy to Jake while I applied my mouth to Brad’s nice, big, condom-sheathed member (or maybe it was the other way round. It doesn’t matter…)
I L-O-V-E sucking dick! I love having that piece of flesh in my mouth, giving a guy pleasure; I love the noises he makes as I lavish affection on his cock, and I love the way he thrusts involuntarily into my mouth as he gets more and more excited. So having one athletic cock fucking my greedy pussy while I got a mouthful of another one was pretty much pure heaven as far as I was concerned. I wasn’t a huge fan of giving a blowjob through a condom-wrapped cock, but what’s a girl gonna do? I loved playing with Brad’s balls and fondling his shapely, muscular buns as I sucked his dick while his brother fucked me.
And then, as promised, they switched places. Jake (or was it Brad?) had a significantly bigger dick than his twin. I made the pleasantly exciting discovery that, while my pussy couldn’t really tell the difference, sucking on a big dick really was more fun. I loved that his cock was all hot from being inside me, and coated in my tangy juices. I loved how excited both the brothers were getting from what I was doing to them.
“Oh God, I’m going to come soon!” groaned Brad, both strong hands grasping my ass as he slid his cock in and out of my pussy.
“Please! Put it in my mouth!” I heard myself gasp as Jake’s oversized cock bobbed in front of me. I unrolled the condom from his shaft and threw it on the floor, unveiling Jake’s dick in all its naked glory. Brad pulled out of my pussy and rolled his condom off, and both brothers presented their throbbing, swollen, leaking dicks to my hungry mouth.
I took both dickheads in my mouth, rubbing them against each other and swirling my tongue all over them as I jerked off both hot shafts as fast as I could. It didn’t take long. One came first, with a muffled grunt, spilling gobs of hot slimy semen into my mouth. This seemed to set the other twin off: another drawn-out, muffled groan, and more boy-juice flooded my mouth, two cocks bathed in come. I swallowed as much as I could; more white cream ran down the two spent shafts. I started to lick them clean, like a kitten lapping up spilt milk. I happened to look up and saw that the brothers were locked in a full-on kiss: tongues and everything. It was very very strange sight and very very erotic: I felt a fresh rush of juice in my pussy as I watched them kiss and touch like they were lovers.
When I cleaned all the come off their cocks, the twins got dressed and left the room, leaving me reclining on the bed, idly playing with my pussy as I replayed in my head the scene we had just acted out. When the next tap at the door came a couple of moments later, I was more than ready for another nice hard dick.
I guess I shouldn’t have been surprised when Brenda Eastman walked through the bedroom door. Everyone knew she was a lesbian, even if she didn’t actually say so. She was stocky and athletic, captain of the soccer team, captain of the softball team. She was kind of quiet except for her braying laugh; a good student, a dishwater blonde with a cute up-turned button nose who (as far as any of us knew) had never had a boyfriend.
“Is this ok?” she asked.
“I’m here to please” I told her. It was true: I felt like the Cult Prostitute at the temple of the Sex Goddess. Every part of me wanted to be sexed, to give –and to receive- pleasure.
“I’ve wanted to do this to you ever since the sixth grade” Brenda said as she pealed off her t-shirt and jeans. She was wearing a black sports bra and panties. I remembered having gym class with Brenda in the sixth grade, envying her the boobs she had already grown. Amy had mentioned Brenda more than once on the phone to me at night. The bra and panties fell to the floor. The boobs were bigger than I remembered, bigger than I would have guessed, cone-shaped and pointing slightly away from the center of her body, with large pink puffy areole. Her pussy was covered in a triangular burst of soft pubic hair, a shade darker than the hair on her head. “Would you suck my pussy?” she asked even as she clambered onto the bed and straddled my face.
It was the first time I had ever tasted pussy (other than my own) and I kind of liked it. Don’t get me wrong: I had of course wanked off to pictures of naked girls, and even videos of girls doing it to each other. I had fantasized about trying it myself, but it had never been my focus, the way it was for Amy. I just liked dick way too much.
I was a little concerned I wouldn’t know what to do once I was down there, but I needn’t have worried. As soon as Brenda was on top of me, she lowered her pussy onto my face and started grinding. All I had to do was keep my tongue stuck out and get some air in my lungs from time to time. Breathing was the hard part.
Brenda started by dragging her soaking wet pussy up and down my face. I thought she tasted nice. I guess I was a little surprised, I don’t know why. She tasted clean, salty, tangy, sexual. Her juices instantly covered my face. I felt the little nubbin of her clitoris, felt her jump slightly as it dragged over my extended tongue. I tried to stiffen my tongue and jam it all the way up her wet pussy, but she wasn’t holding still for that. Instead, I made my tongue flat and let her do the work. Pretty soon she had centered her clit right on my outstretched tongue and was shimmying back and forth with her hands wrapped up in my hair.
She was making so much noise I actually started to worry that the neighbors might hear. I had both my hands on her ass (which felt delicious), supporting some of her weight as she rubbed herself off on my tongue. I couldn’t believe how wet she was. Her pussy was making wet squelching noises against my face, the stuff was running down my cheeks and my neck. It was SO sexy! I had a soft, perfect ass cheek in each hand. I let one finger explore between those milky white globes, and was rewarded with even more vigorous movement and even louder moans. I gulped a lungful of air when I had a chance. My middle finger found her asshole, circled it, and gently penetrated. She was slick with pussy juice, and my finger slid in easily, right up to the first knuckle, grasped tightly by her sphincter.
Above me, the gasps and moans turned into cries and screams. My finger slipped deeper into Brenda’s asshole. She grabbed my hair hard and mashed me into her cunt, grinding me against her clit, squeezing my head between her thighs as she came all over my face.
It seemed to go on and on forever. I almost couldn’t hold my breath long enough and started to panic. Just then, she eased off. With my finger still up her butt, Brenda squatted over my face, rubbing her clit like a banjo player to another (exceptionally loud) orgasm. Long gossamer strands of come leaked from her neat little pussy to my sticky face.
“Oh man, that was amazing!” She kissed my forehead before getting off the bed and putting her clothes back on, “Do you think we could ever, you know, hang out sometime?”
“Sure!” I said, still slightly dazed from the intensity of her orgasm. Of all the people who bought tickets, Brenda was the only one who asked me that. (We did, in fact, hang out later on that spring, and she more than returned the favor.)
#14, #15, #16
Three more guys that I kind of knew from school. With the first guy, I was already so worked up from pleasuring Brenda that I came all over his dick as soon as he entered me, and I kept on coming and coming while he fucked me. He must have felt like some kind of super stud! The next guy was fun too. The third guy was kind of a pain in the ass. He was chewing gum, which I found mildly distracting and kind of annoying; and once he started fucking me he just couldn’t come. He pounded away at my pussy for probably ten or fifteen minutes. It was kind of boring, and my poor pussy was starting to get sore. He just kept at it, pumping away on top of me, huffing and puffing and sweating and cracking his gum. Enough was enough: there were other guys waiting their turn. I had to ask him get off me and remove the condom and jerk off into my mouth while I licked the head of his dick. At the very last second, he yanked his dick out from between my lips and came on my face which I didn’t really mind, but thought was a little rude. At least he didn’t squirt a ton of come out, and none got in my eyes.
When Mr. Christianson walked in the door, I thought we were busted. Mr. Christianson was my second period American History teacher. We stared at each other for a second. Then I almost laughed out loud at the flustered look on his face. He swallowed hard and started undressing, neatly folding his clothes and stacking them on a chair.
He was, I don’t know, forty or fifty years old with a bushy beard and a mostly bald head. He had a paunchy little belly that was really kind of cute, and a very hairy chest, and a decent-sized penis that hung thickly in front of his dangling ball sac.
“Um, I’m not quite sure how this works…” he was at least as nervous as a teenage boy, “Can I make a special request?”
I smiled my sweetest smile. “Don’t be shy now…”
“Er…” he was blushing bright red now. It was cute. “Can I do you in the ass?”
Now I’d never had anything up my butt. Not really anyway; this one guy I had fooled around with for a while used to put his finger in my butt hole when he went down on me, which was nice; and I REALLY liked anal porn, though I never would have admitted it to anyone at the time.
“Sure,” I said, “I don’t mind.”
I didn’t mind either. I was riding on a huge adrenalin and sex high, and I’d already had more orgasms than I could count, and my pussy was starting to feel raw. I got on all fours and presented him my ass.
“Don’t be nervous”, he said nervously. I watched upside down through my thighs as he rolled a condom onto his erection. His dick wasn’t all that huge, about average I guessed, certainly not as big some of the boys who had already fucked my pussy.
“I’m not nervous” I said. As I watched, he took the giant, Costco sized bottle of lube and poured the slippery stuff all over his latex-covered erection. I’d never be able to look at Mr. Christianson in class the same ever again.
He clambered up onto the bed behind me. I closed my eyes and buried my face in the pillow as he fondled and lightly smacked my upturned ass. I really like the attention to my rear end, the knowledge of what he was getting ready to do to me. I couldn’t help myself, my fingers found there way up to my throbbing clit.
Mr. Christianson poured a big squirt of lube between my butt cheeks. The slippery liquid felt cool against my warm flesh. I shivered in delightful anticipation.
He was kneading my cheeks and running a finger very lightly up and down my crack, always just missing my tender asshole. The anticipation was killing me. I must have moaned out loud.
Then he shifted his weight, and I felt his bushy beard tickling my thighs and rear end, and before I even realized what he was going to do, he was licking my asshole.
My first instinct was to feel shocked, to pull away, to squeal like a little girl. Then I realized just how fucking good his tongue felt back there, and I relaxed into it. It felt absolutely amazing, and the nastiness of the act was a major turn on. My high school history teacher was eating my ass out and I was loving it! I masturbated shamelessly as he licked, rubbing my clit and holding my ass open for his wriggling tongue.
I was just on the edge of coming when he stopped. His weight shifted as he sat back up. “Please… please…” I begged as I worked my clit. I just needed a little more stimulation.
Suddenly I felt a pressure back there, and before I could even be scared, I felt him penetrate my asshole. It felt so dirty, so sexy, so hot, I was instantly addicted. It was awesome!
“Is that your penis? Are you all the way in?” I asked him when I had settled down enough. I was still plenty horny, and I was really enjoying the sensation of having him in my butt.
“No,” he laughed sheepishly, “That’s just my finger. Are you ready to try it?”
“Ok” I said.
He pried my cheeks wide apart, and I suddenly felt obscenely exposed. Then I felt the head of his dick nudging insistently against my asshole. I was whimpering with lust to be penetrated, stuffed full of dick, butt-fucked into submission.
I felt him shoving himself harder against my puckered opening, and I tried to will myself open, pressing back against his hardness.
“Try to relax,” he whispered in my ear, reaching under my torso and cupping my breast, “I’ll be gentle. It won’t hurt.”
“Fuck me!” I growled back at him through gritted teeth. I thrust my ass aggressively back at his crotch, and there was an almost audible *pop* as the bulbous head of his dick entered me.
I gasped, suddenly rigid. The sensation was amazingly intense. Not painful, just intense. And pleasurable. Once I had determined that it didn’t hurt, that I wasn’t being split in two, I pressed back, feeling more and more of Mr. Christianson’s slide up my ass.
“Oh my god baby,” he groaned, “You’re so tight!”
“Just fuck me!” I answered back. His cock was all the way up my ass and I felt incredibly full and stretched to the limit. He was bent over me, cupping both my boobs in his large, hairy hands. My clit felt like it was sticking straight out of my crotch, like a miniature erection. Mr. Christianson was breathing hard in my ear as he fucked my ass, deeply and slowly, squeezing my breasts hard.
I reached between my legs to pet my throbbing clitoris. I was literally dripping juice. Slippery stuff was running down the insides of my thighs. I slid my middle finger up my pussy, squeezed unnaturally tight by Mr. Christianson’s cock in my ass. Inside, I could feel every inch of his cock as it slid in and out of my asshole. I realized with a gasp that I was going to come, and hard. So was Mr. Christianson. He was really close to losing it, fucking my ass harder and faster, breathing in huffs and gasps. My ass loved being fucked. It felt great. As he sodomized me, I finger-fucked my own pussy and ground my clit against my hand and suddenly I was coming, coming harder than I’d ever come before, shaking and shivering and screaming into the pillow. Somewhere in the background I heard Mr. Christianson coming as he buried himself in my ass one last time.
He gently extracted himself (which was tricky), and watched as I fingered myself to another delightful come. I watched, in a bit of a daze, as he got dressed. “Pop quiz on Monday, read the chapter on the Reconstruction.” And then he was gone.
A couple more guys from school who I kind of knew by sight, but didn’t really know. #18 was this skinny blonde kid who seemed REALLY young, and who came literally as soon as he entered me. Like, as the head of his penis slipped between my labia, he shot off. He was still hard, so I let him put on a fresh condom and try again. This time he fucked me for a good five minutes before coming. After he had withdrawn, he asked if he could watch while I did it with the next dude. I told him I didn’t mind if the next guy didn’t mind. He said it was okay, they had fooled around together before, and had talked about this beforehand.
#19 walked in, another really young-looking guy, darker and a little heavier than his friend. He was nervous, but didn’t seem to mind having an audience. His dick was on the small side, but I sure wasn’t complaining. He fucked me vigorously with it, while his blonde friend watched and masturbated. They both came at about the same time, the blonde kid squirting a few fat droplets of semen onto my outstretched hand. His dusky-skinned friend licked them off and then kissed him, which I thought was unspeakably erotic.
As much as I was enjoying all the action (and I was, believe you me!), my pussy was getting tender and sore. After each bout I squirted on more lube, which helped. But my privates were getting the workout of a lifetime, no doubt about it!
When there was a soft tap at the door and Maria Sanchez walked in, I almost didn’t believe it was her. Of all the people in the world who I thought might have bought tickets, she would have been one of the last. Maria was in my class, but we’d hardly ever spoken. She was studious, highly intelligent, and spoke English with an accent, when she did speak. The girl was almost silent, she only spoke in class when called on. She was short and kind of round, with long straight black hair neatly brushed.
“Is it ok?” she asked me. I smiled and said yes.
“May I… lick you?” she asked haltingly. Her accent was enchanting.
“You can do whatever you like.” I told her.
“Do I have to be naked?”
“You don’t have to be,” I said.
“Would you like me to be naked?” she asked, flashing me a hint of a smile.
She nodded as if that settled it, and set about stripping out of her blouse and skirt. Under her plain white bra, her breasts were small and pert, with large brown nipples that stuck straight out. She pulled off her white panties, revealing a thick triangular bush of black pubic hair.
“I want to lick you now,” she said, crawling up onto the bed. I spread my legs wide apart for her. My pussy was soaked in come and lube, and there was a damp spot on the sheets the size of a small lake. “tell me if I’m not doing it right.”
Very tentatively, she stuck out her tongue and traced a line up my pussy. I held my breath and jumped slightly when her tongue brushed my clit. She looked up and grinned, flashing white teeth at me. “You like that?” I did.
Maria kept licking softly at my clit. It felt wonderful. I kept getting worried that she would tire and quit before I could come. “Please, Maria…” she looked up at me and smiled again, “I want to feel you inside me…”
She went back to licking, softly, maddeningly slowly, and slid one finger up my pussy. I was turned on beyond belief, her ministrations were maddeningly pleasurable, I was moaning and sighing, and just not quite able to come. “Play with my asshole,” I begged, my voice shaking, “Please, touch me there!”
I felt her fingers prying between my ass cheeks, and then her tentative finger, stroking my tender, recently-fucked anus. It was just enough to set me off. I came as she licked, groaning and saying her name over and over. When I was done shaking, she came up, face all sticky with my juice. Her smile lit up the room. “Thank you! Thank you so much” she said, “That was so amazing!” And then she got dressed and practically skipped out of the room, grinning hugely and brightly the whole time.
More guys, more cock, more orgasms. Sticky bed, sore pussy. I started having the guys pour lube all over their condom-sleeved erections before they entered me. That seemed to help quite a bit.
The sky outside Amy’s window was turning pale grey. There was a barely audible tap at the door and then Christopher peeked his round, brown head through. “Can I come in?” he whispered hoarsely. Christopher was a boy in my English class: smart, fat, black, and intensely quiet. I don’t think I had ever heard him speak above a whisper. I didn’t know him very well. I did know he was really self-conscious about being overweight.
“Come on in!” I said, and he did, sliding through the door like a bear in the woods. How a guy so big could move so quietly and delicately was beyond me. He tiptoed sheepishly into the room and sat down heavily on the side of the bed.
“I’ve never done anything like this before” he whispered.
“Me neither” I said.
“That’s not what I meant…”
“I know,” I said, feeling ludicrous as I patted his big thigh, “Its ok.”
“You don’t have to do anything with me if you don’t want to.”
“You should get undressed.”
He took a deep breath of air and stood up next to the bed and started unbuttoning his shirt. There is something really sexy about watching a guy, any guy, get undressed. I watched as he fumbled with his belt and let his trousers fall. He was wearing a pair of girl’s green silk bikini panties, with a promising looking bulge in the front of them.
“Nice undies!” I said.
I’ve never seen a black guy blush so red in my life! “They’re more comfortable!” he sputtered. He wiggled out of them, setting his cock free. It was a nice looking dick, uncircumcised and a little on the small side, which was just fine by me. “How does this work?”
I’m not sure how much Christopher weighed; 250, 300 pounds? He had a soft, round body, like a giant teddy bear. His cock on the other hand was petite and rock hard. “Why don’t you just lie down on the bed,” I suggested, “and I’ll take care of the rest?”
Christopher set his bulk down, lying flat on his back on the bed. His dick stuck straight up from the kinky black pubic patch below his copious belly. I tore open a condom and crawled up between his thighs to roll it on. Before I did that though, I kissed him right on the oozing purple head of his dick. He moaned, and before I could stop myself, I had swallowed him whole.
Christopher had a lovely taste to him, sweet and salty and spicy and clean and masculine. I swirled my tongue across his dick head and sucked playfully.
“Oh God no, don’t do that, I’m going to come!” Even as he said the words, I felt his body tremble and his dick swell, and suddenly he was pumping my mouth full of his hot sticky semen. There were gobs and gobs of it. It was great!
“I’m so sorry!” he gasped after I had swallowed all he had to offer and I had removed my mouth.
“Don’t you worry about it,” I said grinning. His dick was still hard and I carefully rolled the condom down the length of it. I climbed up onto his lap, running my very juicy pussy up and down, up and down, rubbing myself on him. “Enjoy this moment,” I told him, “Savor it.” I reached down with one hand to help guide him, and slowly, very slowly, impaled myself on his erection.
It felt nice to be on top. Muscles that had worked hard all night were getting stretched out. Other muscles were getting worked, and it felt good. Christopher was gazing up at me with wide, happy eyes. His dick was working my pussy in a way that felt quite pleasant.
“I’m going to come again soon” he warned me.
“Me too,” I said, grinding happily back and forth, “go for it!”
I felt the orgasms building up from my toes as I bounced up and down on Christopher’s dick. I hadn’t thought I really had another in me. How wrong I was! I pinched and twisted my own nipples as it built up inside me. I was aware of Christopher moaning and groaning and tweaking his own nipples underneath me as I crested, and I think we got off at exactly the same moment, “Oh, FUUUUCK, yesssss….” I collapsed onto his huge, heaving chest, and I kissed him quickly and lightly on the lips
“Thank you,” he gasped, “thank you so much!”
When I woke up, bright sunlight was streaming in through the window. I was stiff and sore, caked in dried juices and sweat, and my pussy felt like it was the size of a watermelon. A very sore and tender watermelon. I was still riding high on an endorphin buzz when the door swung open.
Amy and Nathan bustled into the room. Amy, bless her heart, had a big hot cup of coffee for me. Nathan, seeing me in my naked state, blushed deep red. I draped a crumpled sheet over my body in a symbolic act of modesty.
“So,” I said, “Did we make enough money to go to Mexico?”
“Sweety,” Amy laughed, “We made enough money to buy a fucking house in Mexico!”
“You did all the work!” Nathan pointed out.
“What work?” I asked with a grin.
“We are going to have So Much Fun south of the border!” Amy was grinning from ear to ear. “You know, Nate and I bought tickets too, but we can wait to cash them in.”
“I’m gay you know,” Nate said, “But I sure wouldn’t mind watching you two…!”
I was definitely looking forward to it. And now I knew how I was going to pay my way through college!
Ok, so when it comes down to it, temping really pretty much sucks. BUT, it’s decent money, and there’s at least one fringe benefit: a fresh set (there’s always at least one!) of cute guys in each different office.
My latest gig was a two-week stint in the accounting office of some investment bank. It was a fairly horrible office: flickering fluorescents, soul-killing cubicles, vacuous corporate drones from Queens with scary fingernails; and a bunch of bankers who were gratuitously self-important fat rich golf-playing Republicans.
There was -exactly- one cute boy in that office: Mitch, the tech guy. He was a beanpole of a man: twenty-something, ridiculously tall and pale and skinny, with an angular face and a high forehead. He was quiet and totally wired, and walked with this super-cute slouch. And he had a really cute little ass.
I checked out his personnel file. One bonus to working in accounting is that you get to snoop, and I take regular advantage of that ability. He lived in Brooklyn. Interesting… I wrote down his cell phone number.
On Friday afternoon, as I got ready to leave work, I dropped by the tech closet. Mitch was in there still, hunched over his laptop, clicking away at the keyboard.
“Hey you,” I said, “A bunch of us are going out for an after-work drink” A blatant lie, I wouldn’t go out with those troglodytes on a dare. “You wanna come along?”
He looked up from his computer, brow furrowed, slightly annoyed at the interruption. “No thanks, I’ve got to work late.”
On Saturday night, buzzed from two beers and WAY too much internet porn, I sent a text to his cell phone: ‘U wanna hang out?’ There was no response.
Back at the office, on Monday or Tuesday, he caught me staring at him. I fought down the urge to look modestly away, and blushing furiously, I forced myself to smile and licked my lips (hopefully) seductively.
The next day, after work, I called him at home.
“We should get together some time.”
“Look,” he said, “I already have a girlfriend.”
I got drunk and masturbated. Called him back a couple hours later: “Where’s you girlfriend now? What is she doing? I’ve got a vibrator up my pussy and it feels great! It’d feel better if it was your cock… Does she suck your dick good? I’d do it better…”
Slunk into work the next day, wallowing in self pity and social awkwardness. I figured he’d at least avoid me, but we ran into each other like three times that day. The last time, he favored me with a wry little smile.
Next day, went to a bar in Brooklyn that just happened to be near his home address. I was kind of hoping to get picked up on, but no-one was biting. I was a little drunk and a whole lot horny by the time I left the place.
Called him up again.
“Hey, I’m in your neighborhood, if you want to hang out…”
“Where are you now?”
“Driggs Avenue, near the corner of 6th. We don’t have to do anything if you don’t want, just talk…”
“I’ll be right down.”
He met me on his stoop. “Let’s go for a walk.” He took my arm and pulled me along beside him as he slouched down the street at a surprisingly fast speed. “I already told you I’ve got a girlfriend.” I nodded mutely. “Her name’s Lauren, she’s upstairs. She wants me to take a picture of you. I told her I’d come back with a six-pack.”
We entered McCarren Park. It was pretty dark; the streetlights were on, but they were widely spaced, and there were long stretches of darkness between the pools of sodium-vapor light. The hipsters were out, strolling by in ones and twos and little posses of five or six, with their single-speed bikes and their skateboards, and there was the occasional little old Polish babushka, out walking her rat-dog or dottering home with groceries. I was drunk enough that I was relying on Mitch’s arm to keep me walking straight.
We stepped off the main path, and stopped at a park bench under a bare old oak tree whose naked branches creaked in the night wind.
I stumbled over a loose cobblestone and laughed nervously.
“Bend over” Mitch told me, and there was a harsh edge to his voice that was new to me. I kind of liked it. I leaned over, resting my arms on the back of the bench. Mitch was already tugging my pants down. “Cute panties” he sneered. I was wearing the yellow ones with the Garfield print. I felt him pulling them out of the way, felt the cold night air on my wet pussy. “God your wet!” It was true, I was drooling, utterly out-of-control horny. He ran his fingers up and down my crack, spreading my labia, tormenting my eager swollen clit.
He spread my butt cheeks wide, and without ceremony, he penetrated my asshole with one slick finger. I squirmed and wiggled, the shock of unexpected penetration combined with my lustful desire to get more of him inside. He twisted the finger inside me, and I moaned out loud.
A group of hipsters in skinny jeans and ironic t-shirts ambled by, laughing among themselves. They stopped in front of the bench. Though I was facing away, I could feel their eyes on me. “Full moon’s out tonight” I heard one of them crack. A girl giggled outrageously loudly, a high-pitched titter. “I’m gonna have to tweet this” another one said. And they moved on.
“You are such a horny little slut.” Mitch slapped my pale ass hard. SMACK! It stung. SMACK! SMACK! SMACK! The flat of his hand beat my ass cheeks, leaving red fingerprints that would leave bruises and be there for days. It really hurt. Each SMACK! spiked my lust until I was sobbing, begging incoherently for him to touch my cunt. “You love this, don’t you?”
After about a million years, he finally stopped spanking my bare bottom. He came around to the other side of the bench, unbuttoning his black jeans, fishing his cock out. He was very much erect.
It was a beautiful dick, long and thick and circumcised, with a perfect purple head and a nice tight ball sac. The whole package was shaved bare, and his erection curved slightly upward, like the catenary of a suspension bridge.
He started jerking himself off, right into my panting, tear-streaked face. “Yes, yes, yes…” I urged him. Faster and faster he went, his dick swelling and going from purple to livid red, oozing clear fluid from the winking pee hole. “Yes, yes, yes” I chanted.
He growled like a cave-bear as he came, squirting salty bitter hot semen into my mouth, on my tongue, and splashing onto my cheek, my nose, my neck, my shirt. I greedily swallowed all the spunk that had gone inside my mouth as he buttoned up. He pulled out his cell phone, pointed it in my direction, and I was temporarily blinded by the flash. “See you back at the office” Mitch said, and walked off into the dark night.
When I got home that night, I stripped naked, turned on the overhead light in my bedroom, and pulled the curtains wide open. I sat on the edge of my bed and opened up a beer, listening to Tom Waits cranked up really loud on the stereo.
The bottle empty, I grabbed my trusty purple vibe, set it humming, and lay back on the bed, legs spread wide apart, toes pointed at the ceiling, wet crotch pointed right at the blackness of the window. I could come faster by concentrating the vibrating tip on my clit; instead I slid the toy up my slippery pussy-hole, savoring the sensation of every inch of the silicone toy filling my juicy cunt.
I pumped the buzzing toy in and out, in and out, fucking myself, feeling the thousand eyes of the cold cold city on my naked body, watching as I furiously masturbated. I felt myself slipping over the edge, raising my hips up off the bed, plunging the purple cock deep deep into my cunt as my body shook and I came and came and came again.
I would wake up stiff and sore and hung over. I would take a shower and go to work. Another week, another office, another cute boy, another crush.
I am going to die of loneliness.
(Author note: this story owes a lot to somebody else’s work, a story out there on the interweb that I read the other week, and that inspired me to retell it from a different point of view, and expand and change around a lot of details and crap. I can’t remember where I saw it, but it was good, well-written, and hot. If you’re the author, send me a note, and I’ll happily give you credit! -Elsie)
I had a date with Sam that evening, so I cut out of work a little early and hurried home to shower and change.
The house was quiet. I wasn’t sure whether or not my daughter Alisha was home. She might be upstairs in her room working on homework; she might be at the library; or she might be over at our neighbor and her friend Kira’s place. I’d occasionally wondered if she and Kira weren’t fooling around, doing some experimentation on their own, but quite frankly I figured it wasn’t any of my business if they were.
I dropped my bag and peeled off my work shoes and made tracks for the upstairs bathroom. I was all tingly with anticipation: it was a pretty safe bet that I was going to get laid tonight. I was debating the merits of a pre-dinner masturbation session, just to take the edge of my horniness.
Sam and I hadn’t been dating very long: he was a carpenter and part-time sculptor who had done some work on the house a few weeks before. There had been an immediate physical attraction between us, and after I paid him for his work (good quality work, and a very reasonable rate) he asked me out. I only hesitated a second before agreeing to a date with him. It turned out that he was smart and sweet as well as being a hunk. He was the sweetest guy I’d been with in fact since… well, since I’d been single. And, as I’d discovered on our second date, he was hung like a… well, for a carpenter he had one VERY nice tool. This night was to be our third date, and I was looking forward to finding out exactly what that tool could do.
I noticed a light on in the study as I headed for the stairs, and I paused at the door, which was slightly ajar. It was dark in there, but the room was lit with the blue-tinged light from the computer monitor. The computer was turned off when I had left for work that morning. I stuck my head in through the door to see what was up.
It was Alisha. She was sitting in the darkened room in front of the computer wearing a baggy black sweatshirt and nothing else. She had her feet up on the desk and her panties were dangling from one ankle.
On the screen, a girl with jet black hair, big boobs, and a lot of tattoos was getting vigorously fucked by a skinny asian guy with a really big dick. Her pussy was shaved clean, she didn’t have any hair at all down there and Oh My Goodness! His dick wasn’t even in her pussy– he was fucking her up the ass!
There were moans and groans from the couple on the screen coming quietly out of the computer speakers, but over that I could clearly here the squishing noises of Alisha’s fingers busy at work between her legs.
“Eeep!” I squeaked. Yes, I squeaked. “Alisha, what ARE you doing?”
Ok, so that was stupid. It was really obvious what she was doing. And it’s not like I have any room to be shocked about pornography: when I was her age I was wanking off to Penthouse and Hustler magazines that I stole out of my dad’s closet. I’d vowed to be more open about sex with Alisha than my parents had been with me, and I even kept books of erotica and nude pictures around the house. But I didn’t know much about internet porn, and I didn’t want my computer to get infected with viruses and spyware, or even worse have my credit card hacked or my identity stolen.
Alisha spun around in her chair, trying to yank up her panties and shut down what was happening on the computer all in one motion. She did pretty well, all things considered. I felt kind of bad for having interrupted her; I should have quietly let her finish what she’d been doing, and had a little talk with her about appropriate computer use at another time.
“Oh Mom! I was just… I mean, I just wanted to see how it works, you know, when people do it…” she trailed off.
I thought Alisha and I had a pretty good relationship going on, I thought we communicated pretty well. I had long ago explained the mechanical and biological aspects of sex, and that sex and masturbation were a natural part of life. I had told her (and I meant it) that she could come to me with any questions. But I could certainly understand wanting a better ‘visual frame of reference’. I just didn’t want her to get my computer all infected. I blurted it out before I had even thought it through.
“I’ll probably be bringing Sam home after our date tonight. If you want, you could watch us do it.”
I cringed the instant I said it. Gawd, watch your mother fuck? How totally uncool! Alisha’s eyes however opened wide. “Are you serious?”
“Sure,” in for a dollar, in for a dime. “Why not?”
“You’d let me do that? In the room with you guys and everything?”
I guess I’m naturally a bit of an exhibitionist. I’d had sex in my dorm room once when I knew for a fact that my roommate was awake in her bunk; and in my post college New York City days, I would sometimes masturbate on my bed with the lights on and the curtains wide open just for kicks. I used to entertain fantasies of being a stripper, or even a porn star. All that had died off during the years I was married, but since I’d been single, my fantasy life had been making a comeback. Sam and I, in our flirtations, had dropped big fat hints that we both wanted to experiment and try a little kinkiness. So while I had initially pictured a peephole, or hiding a video camera or something, I went with Alisha’s interpretation.
“Sure, as long as Sam’s ok with it.”
Alisha jumped up and gave me a big hug. “Oh mom, you’re the coolest ever! Thank you!”
“I’ll let you know later tonight,” I said, hugging her back. “And no more internet porn. I don’t want to get any viruses on my computer!” I regretted it the moment I said it: if there’s one sure way to get a teenage girl to do something, it’s to forbid it.
‘I just wanted to see how it works’?? I couldn’t believe how lame I’d sounded. But what was I supposed to say? I mean, it was pretty obvious what I’d been doing…
I’d come home from school all horny, and Kira wasn’t around and I was pretty sure she was on the rag anyway, and my mom doesn’t usually get home ‘til after six, so I’d gone onto her computer and fired up some porn and let my fingers do the walking. I couldn’t believe she’d walked in on me; not that she has anything against masturbation, and I thought she might know about me and Kira anyway; but she had specifically told me not to look at porn on her computer. Oops.
And then she’d offered to let me sit in on her and Sam! I swear, even though she drives me crazy sometimes, my mom is the best. Sam was this really cute older guy she’d just started dating, and he was by far the nicest of all the guys she’d gone out with since the divorce. I’d tried (unsuccessfully) to flirt with him when he was working on the house.
I had to finish what I’d been doing. I was WAY too far gone for that. So when I heard the shower running, I crept back into the study, loaded up the video I’d been watching, and brought myself to a really quick, but really intense orgasm. Only this time, when I came, the goth girl getting butt-fucked was my mom, and the asian dude fucking her was Sam.
I cleared the browser history, washed my hands, and went up to my bedroom and made a serious effort to do some homework.
Mom came by before she left and kissed me on the forehead.
“Have fun!” I told her, “Don’t forget!”
“I’ll ask him” she said, “Be good.”
“Be good yourself!” I said, “Don’t stay out too late…”
Dinner was fun. Sam and I had a really good chemistry together, and there was this delicious sexual tension between us, the tension of two people who are attracted to each other, like each other, think they’re probably going to sleep together later on, but don’t really know each other that well yet. We laughed, we flirted, we ate and had a few drinks, and my panties stayed moist the entire evening. Especially when I thought about asking him the big Alisha question later on.
After dinner, after the last drinks were drained, in the parking lot of the restaurant, we made out like a pair of horny teens on the back bumper of his pickup truck. When we’d gotten to a point where we really couldn’t go any further without getting a room (his erection was making a delicious tent in the front of his jeans, and one of my boobs had somehow fallen out of my bra), there was the obligatory awkward silence, followed closely by a volley of giggling.
“Why don’t you take me back to my place?” I finally managed to gasp.
While Sam drove, I found myself totally unable to keep my hands off his hard-on. At least I was a good girl, and confined myself to playing with it through the denim of his pants. I certainly didn’t hear him complaining. As we got closer and closer to my house though, I got more and more nervous about what I’d promised Alisha, and what I was going to ask Sam.
I blurted out the question at the last stoplight before our block. As we waited for the light to turn, Sam looked at me funny.
“Alisha? You mean your daughter?”
“Yeah,” I said. I explained how I’d walked in on her masturbating that afternoon.
“Ok,” he said, “That sounds cool to me.”
They got home around ten-thirty, giggling like, well, like a couple teenagers. I was in my room, where I had honestly been trying to do homework, but I also hadn’t been able to keep my hands off myself. I had borrowed one of Mom’s erotica books, but I also hadn’t wanted to get overexcited before the main event.
I heard them galumph up the stairs, and quickly pulled up my pajama bottoms. A moment later, Mom tapped on my door. When I opened it, she was grinning wickedly. She gave me a big ‘thumbs up’, and I followed them into Mom’s bedroom. They tumbled onto her bed, hands all over each other’s bodies. I sat down on the chair next to Mom’s dresser, where I had a prime view of the all the action.
Alisha followed us into the bedroom. I felt positively high: not only was I about to get some ACTION, but I was going to do it with an AUDIENCE! Sam and I tumbled onto the bed; ‘Lish pulled up the chair next to my dresser.
Whatever Sam had been holding back, he let go of. He landed on top of me on the bed, kissing me hard and desperately, letting his big strong hands travel all over my body. I kissed him back, groping him like a thing in lust. The excitement of being in bed with a hot guy was amplified by the excitement of being watched.
Sam stopped kissing me long enough to pull my sweater up over my head. I obliged him by unsnapping my bra and tossing it aside. Sam began kissing and sucking my already quite erect nipples while he fumbled with the clasp of my pants. I glanced over at Alisha. Her eyes were wide and her mouth slightly open; she was totally absorbed in the scene. We made eye contact, and I grinned happily at her. She smiled shyly back.
Then Sam pushed me onto my back on the bed, temporarily abandoning my boobs so that he could concentrate on getting my pants off. With both hands freed up, he successfully unbuttoned them, and I lifted my ass off the bed. With one quick motion, he tugged my pants off.
“God, you look gorgeous!” he said. He paused a moment and pulled off his own t-shirt and then his jeans and undies. His big dick flopped out, and I thought I heard a sharp intake of breath from where Alisha was sitting. I admired his cock. It was a thing of beauty; not insanely long, but My God it was thick, capped with a perfect mushroom-shaped head, circumcised, with nice compact balls and a neatly trimmed triangular patch of reddish pubic hair. It was the first time I had had a chance to have a good look at it: our last make-out session had taken place in the dark and cramped cab of his pickup truck. I lusted to have that thing inside me. I couldn’t wait to taste it.
He very obligingly got down on his knees, and I wasted no time wrapping my mouth around his erection. I was not disappointed. He was red hot, and tasted delicious, all sexy and clean and male. I let him slide in and out of my mouth, swirling my tongue all over his velvety-hard flesh, grabbing onto his firm buttocks and trying to get the whole thing inside my mouth, then letting it slide out until just the head rested on my tongue.
“Fuck, you’re going to make me come if you keep that up!” He pushed me back down on the bed, his rock-hard juicy wet penis bobbing delightfully with every movement. I slipped my fingers under the waistband of my lacy blue panties and slipped them off. God, I couldn’t believe how fucking wet I was down there!
Sam took hold of my legs and dragged me around, turning me on the bed so that my feet were facing Alisha. He nudged my thighs apart, and taking the hint, I spread my legs wide apart for him. Looking down my body, I could see my horny little clitoris straining up from my pussy. Alisha, who had scooted her chair closer to the side of the bed, must have gotten an eyeful! Sam clambered down off the bed, got on his knees, and dove right in, licking and slurping my pussy with relish. He obviously enjoyed eating me out very much, and he was very very good at it! My ex-husband used to only grudgingly do that, and as a result I had never enjoyed it very much. Now Sam had what felt like two or three fingers inside me, and his tongue had found my hyper-excited clit, and I realized that I was moaning like a porn star, and in fact very close to having a massive orgasm.
He concentrated on my clit, flicking me rhythmically with his tongue. I was pinching and twisting my own nipples, thrusting my pelvis into his face. His fingers were deep, deep inside my cunt, and then I felt another finger very gently tickling my asshole, which was terra incognita for me, and suddenly I was coming. I heard myself screaming, bucking and writhing on the bed, grinding my cunt onto Sam’s face. I had never ever come that hard before in my entire life.
Sam came up for air, beaming with a grin that lit up the entire room, and sporting an erection that was, if anything, even fatter than when it had been in my mouth. “Grab a condom,” I said, “They’re on the bedside table.”
I watched, enthralled, as he rolled the latex sleeve down his cock. “I don’t think I’m going to last very long,” he said, “I’m too excited.”
That didn’t concern me one bit. I was fingering my pussy idly, just watching him. “How do you want to do it?” I asked.
“That sounds fantastic!” I said, rolling over and getting on all fours. My wetness was all over the inside of my thighs. I felt deliciously exposed like that. As Sam came up behind me, I glanced over at Alisha. She was biting down hard on her lower lip. One hand was up inside her pajama tops, toying with a nipple. Her pajama bottoms were crumpled up around her ankles, and her other hand was busily drawing little circles in her crotch. It seemed like she was in a world of her own.
Sam was tormenting my cunt, rubbing the head of his dick up and down my sopping wet slit. At that moment, all I wanted was to have him inside me. Finally, after what seemed like ages, he did what I needed him to, entering my pussy in one decisive stroke.
It felt so good to have that big fat cock up my pussy! It had been ages, ages since I had last been laid, and I was enjoying every millimeter of it. His dick made sexy squooshing sounds as it slid in and out of my well-lubricated hole, and he was grasping fiercely onto my butt cheeks. I became suddenly aware that I was about to come again. I reached between my legs and started diddling my engorged clit.
“Oh fuck, Maureen, I’m going to fucking come!”
“Yes Sam, yes yes yes!”
He was slapping my ass hard and pounding my pussy and crying out loud and I knew he was coming inside me even as my own orgasm washed over me like a breaking wave. He kept thrusting all the way through it, and it seemed to go on and on. Finally he collapsed sweatily on top of me, panting and kissing the back of my neck.
“That was awesome!” I said.
“Shh…” He nodded over at Alisha, who had kicked off her pajama bottoms and had her feet up on the seat of the chair. Her eyes were shut tight and her hand was a blur on her clit, and I could see her little pussy, labia moist and pouting open like a blooming flower.
“Ah, ah, ah, ah!” she came in a series of little gasps.
Sam’s much reduced penis slid gently out of me, and he disposed of the used-up condom. We lay on the bed, side by side, glowing, watching Alisha recover from her orgasm.
With just a touch of embarrassment, she pulled her p.j. bottoms back on. “Thank you guys so much, that was really amazing! Can I watch you guys again sometime?”
“Sure,” Sam said, squeezing my boob, “It was really hot having you watching. I’m glad you enjoyed it.”
It had gotten late on us. Alisha went back to her own room, and Sam very sweetly fell asleep next to me. I hadn’t really expected him to spend the night, but it was nice that he did. I quietly masturbated, replaying the events of the evening in my mind over and over.
Weird and freaky? Well, yeah, if you want to put it that way. But coming from Maureen, in the front seat of my pickup, all nonchalant and matter-of-fact, it hadn’t sounded weird at all. As a matter of fact it sounded pretty hot. And I kind of liked the idea of someone watching. Especially if that someone was a saucy teenage girl. Even if that teenage girl happened to be my girlfriend’s daughter.
And when I saw Alisha come out of her bedroom, I almost came in my pants! She was this absolutely cute cherubic little thing, with curly golden hair, a little up-turned nose, and jiggley tits that were well on their way to being as big as her mother’s.
I was super turned on about Maureen anyway. She was the coolest, smartest, funniest, sexiest chick I had met in a very long time. And once we got into the bedroom and things got hot and busy, I almost forgot about young Alisha’s voyeuristic presence. Almost.
I hadn’t really intended to spend the night. I just felt so drowsy and satisfied after the sex, and it was so warm and comfortable in Maureen’s arms… It had been, well, a long time since I had had sex; and it had been a really really long time since I had sex that good with someone I actually liked.
So I woke up early the next morning in a strange bed, with a full bladder and some morning wood. Maureen was still asleep, breathing softly and rhythmically. I got out of bed, careful not to wake her, and retrieved my briefs from where they had been tossed aside during the previous evening’s frenetic activities.
I padded quietly down the hall and found the bathroom. The cool morning air helped my cock shrink a little, and I was able to relieve my bladder. I washed up, wondered idly if Maureen had a spare toothbrush, and headed back to the bedroom. I had to be at a gig fairly early, and I hoped I could grab a shower and at least have a few moments to be with Maureen before I had to leave…
Those were the thoughts going through my head as I opened the bathroom door into the hall and found myself face to face with Alisha, who was wearing a naughty little smile and the same unicorn-and-princess pajamas she’d had on the night before.
Before I could say anything, she pressed her finger to her lip in a ‘Shhh’ motion, and ushered me back into the bathroom. I took two surprised steps backward, and she stepped forward and closed the bathroom door after herself.
Alisha ‘Shushed’ me again. Her smile had gotten bigger. That wasn’t the only thing that had gotten bigger. Despite my better judgment, my dick had responded right away to the naughty little pixie in the white cotton jammies. It had never gotten very soft; now it was making its presence obvious, peeking disrespectfully out the waistband of my underpants.
Alisha grinned wide and tugged down my shorts. My cock flopped out, like a puppy eager to play. Alisha got down on her knees, face to face with my dick. She smiled happily up at me, stuck out her tongue, and traced the underside of my penis, all the way from my balls to the purple head that was already leaking pre-come. When her tongue tickled my pee-hole, I shivered, and let out an involuntary sigh. I reached down and stroked her curly blonde hair, which was as soft as a kitten’s belly.
My cock was harder than hard. Grinning like a Cheshire Cat, Alisha unbuttoned her pajama tops, giving me my first glimpse of her tits. Lord have mercy! They were beautiful! They were large and firm, soft and pale and slightly freckled, and seemingly impervious to the laws of gravity, with pretty pink nipples that pointed perkily upward.
Her breasts swinging erotically with every movement, Alisha proceeded to swallow my cock whole. Or at least, she tried her damnedest. She could only get about half the length inside her mouth. She started bobbing up and down on me, slurping happily away. Her hands cupped my ass cheeks and fondled my thighs and ball sac. I don’t think she had much –if any– experience giving blowjobs. It felt really good, amazing even, but it wasn’t going anywhere. She couldn’t get a rhythm going, wasn’t really using her hands in conjunction with her tongue. She wasn’t going to be able to make me come.
The last thing I needed now was for Maureen to come tapping on the door. I gently pushed Alisha off me, and wrapped my own hand around my shaft. She smiled understanding and nodded eagerly. I started lustily jerking off. She opened her mouth and stuck out her tongue invitingly. Her tits were all flushed, her nipples erect. She had my butt clasped in both little hands, and one finger started probing between my cheeks, probing, pressing…
“Oh, fuuuuck!” I choked out, trying not to shout out loud as I came. I squirted gobs of pearly white come right onto her outstretched tongue. She swallowed, and more landed on her neck and tits. When I was done squirting, she licked up the sticky stuff that was leaking out of my dick until there was none left.
“Thanks!” Alisha said brightly, as she buttoned up her p.j.s “I have to get dressed for school now. Don’t follow me right out, ok?” And then she was gone, leaving me standing alone in a daze in the bathroom with my underpants around my ankles.
Sam very sweetly woke me up with a kiss and a hot cup of coffee. He was already dressed, and running late. He kissed me again on the lips, a lingering, sexy kind of kiss and looked at me seriously with those big blue eyes. “Can I we get together again soon?”
Oh yes, very soon. The sooner the better, as far as I was concerned.
I called him up from my desk at lunch. He answered on his cell phone.
“Where are you right now?”
“In my truck, taking a lunch break, eating a tuna sandwich.”
“Mmm, yummy! Last night was fantastic…”
“Yeah, it was…”
“Sam, you wanna guess what I’m doing right now?”
As a matter of fact, I had just pulled my panties down, and my free hand was busy under my skirt, tracing up and down my moist slit.
“God Maureen, you’re making me hard just talking about it…”
“Why don’t you get your dick out and play along? No-one will know…”
“Listen, Maureen, we need to talk.”
Oh God. That stopped me up short. He wasn’t really going to dump me was he? I thought he was such a nice guy, I thought we had such a cool thing going on.
He wasn’t dumping me. Stammering, embarrassed, he told me what had happened to him that morning in the bathroom with my daughter.
At first I was more than a little miffed. Not at poor Sam, bless his heart. I was mad at Alisha, that little tramp… get a boyfriend of your own to molest! But then, I felt bad for getting mad. I had pretty much led her straight down the road to temptation after all.
And then I started picturing the scene in my head: my little Alisha on her knees on the bathroom floor, her mouth full of dick, her boobs swaying in the breeze, my man Sam’s big strong hands all tangled up in her curly golden hair… I was even wetter than I had been before!
“Are you pissed at me?” I realized that Sam was still on the phone, and that I had left him waiting in silence for a very long moment since he had made his heartfelt confession.
“I’m not pissed!” I said, “Just promise me one thing, ok?”
“Sure,” Sam said, “Anything.”
“Promise me you won’t do anything sexual with Alisha again–”
“–unless I’m there with you. Ok?”
“You know what?”
“Just thinking about this stuff makes my pussy really wet.” It was true. I tend to get ridiculously wet when I am aroused. I have soaked all the way through a pair of jeans before. What with all the nasty thoughts in my head, and the fingers that just would not stay still, I was making a big sticky puddle on my swivel chair. “You should take your dick out.”
“It already is.” Sam confessed.
“Is it hard?”
“Let’s masturbate together. I want to hear you come.”
There was near silence on the phone line as we touched ourselves. I could hear Sam’s heavy breathing, the rustle of his movements. My clit was poking straight out, my juices were flowing. I imagined him in his pickup truck, parked in some construction site, stroking his beautiful cock. It was so hot! My skirt was up around my waist, my legs were spread wide. Anyone could (theoretically at least) walk into my office at any time. The danger just added to my excitement. I couldn’t get that picture of my naughty daughter out of my head either.
“Sam, you know what I’m picturing right now?”
“What?” His voice was hoarse.
“I’m picturing you fucking Alisha. I’m picturing you sliding your big dick into her pretty little virgin pussy…”
“Is she a virgin?”
“Yeah, I’m pretty sure she is.”
“Aw, fuck Maureen, I’m gonna come!”
And come he did, with a strangled, drawn-out grunt that pushed me over the edge, triggering my own gasping orgasm. I would have to put a towel or something down on my seat, or I’d get joy juice all over my skirt.
“Sam,” I said when we could both talk again, “Would you like to go out for dinner tonight?”
I had been thinking seriously of going over to Kira’s house and jumping her bones, period or no period. It had been an endlessly frustrating day at school, with Sam’s come drying on my breasts, and me so worked up I couldn’t concentrate on anything. The hours absolutely crawled by! I amused myself by kind-of-masturbating in class, squeezing my legs together to stimulate my puss. It kind of worked– it kept me all aroused and juicy; but it did nothing to relieve the sexual tension.
I called Kira’s cell phone as soon as I got home, but she didn’t pick up. I fired up the computer: if I couldn’t get off with another real live human being, I could at least whack off to some hot nasty porno. Before I had gotten very far though, I heard Mom’s car pull into the drive. Damn! Home early twice in a row! I pulled up my panties and buttoned my pants and closed the naughty web site, and managed to look pretty damn studious when she walked into the study.
I don’t know how she knew, but she knew. I braced myself for her to be furious with me, and it took me a little while to figure out that she wasn’t. She started off by telling me that she was wrong the other day, to tell me not to look at porn on the computer. She said that she trusted my judgment, and that I could look at whatever I wanted online, as long as I didn’t get the computer infected. That was kind of a relief; if I had gotten caught once, it was a pretty safe bet I’d get caught again. Mom even asked me to show her some places to get hot porn.
At that point I breathed a secret sigh of relief: I wasn’t about to get busted for what I’d done that morning. And then she started asking me about blowjobs, whether I’d given a lot of them (I hadn’t) and whether I liked giving them (I did!). I was feeling really nervous at this point because I was pretty sure I was about to have to fess up to sucking her boyfriends’ cock that morning in the bathroom.
Mom sat down next to me and put her hand on my knee. “Would you like to have sex with Sam? While I watched?”
Oh My God, that certainly wasn’t what I was expecting to hear. It actually knocked me speechless for a few moments.
“Mom,” I stammered, “You know I’m a virgin, right?” Well, technically a virgin… Kira had had several fingers and a small vibrator up my pussy already.
“Well, yes, I guess I kind of figured you were…”
“I just… I always pictured having sex for the first time with a guy I was really in love with” It sounded kind of silly to me, when I heard myself say it, but it was true. I guess I was kind of a romantic.
“I totally understand” Mom said.
There was kind of an awkward pause. “I’d let him do me up the butt though.”
“You’d like that?” Mom sounded shocked, mildly horrified.
“Oh Yeah.” Sometimes when she went down on me, Kira would tickle my asshole with one finger, and what I really wanted, and hadn’t worked up the nerve to ask for yet, was for her to stick two or three fingers (or her vibrator) up there, and fuck me that way. That was in fact, my most recent favorite topic of masturbation.
I had, of course, seen anal sex done in porn, and I have to admit that I found it hot. I’d never imagined though, that the women actually got any pleasure out of the act: I’d though it was for a strictly male audience. I looked at Alisha, looking at me, blushing, with big blue pleading eyes, and then I imagined her on my bed, and Sam impaling her little ass with his big cock.
“Sure,” I said, and gave her knee a little squeeze, “I bet he’ll be thrilled!”
Dinner was awesome, though we both had a hard time eating. Maureen kept flirting with me, rubbing my thigh with her foot, asking me questions about my experience with Alisha in the bathroom: “Did I like her tits?” “How much of you could she get in her mouth?” “Doesn’t she have a nice ass?”
At one point, Maureen excused herself to the bathroom. When she came back to the table, she slipped me her wadded-up red panties. The crotch was damp. I ‘accidentally’ dropped a fork, and dived under the table to retrieve it. Maureen had her skirt piled up on her lap, and I stuck my head between her thighs and gave her juicy pussy a big slurp before resurfacing. We were right on the verge of making a complete scene out of ourselves right there in the restaurant. Fortunately about that time we finished out dinner, refused the waiter’s offer of coffee, paid the bill, and walked out to my truck. I was pretty sure that everyone in the place was staring at the flagpole boner sticking out of the crotch of my pants.
In the truck, as we drove over to her house, Maureen fished my cock out and laid her head on my lap. While I tried to concentrate on not getting us killed, she idly licked, kissed, fondled and occasionally swallowed my member. It was about the most pleasurable –and distracting—drive I could remember.
“Have you ever had anal sex?” she asked me as we pulled into her driveway.
“Never have,” I answered honestly as I tucked my aching hard dick back into my jeans. “It’s something I always wanted to try at least once, but I’ve never had the chance.”
Christ! Just when I thought my dick couldn’t get any harder!
We walked in the front door, and there was Alisha, waiting for us, in her blue jeans and tank top.
Maureen gave her a big hug and a kiss on the forehead. “You want to show me Honey? Show me how you did it this morning.”
Alisha looked from her mom to me and blushed. She actually blushed, it was painfully cute! But then she got down on her knees in front of me, and I realized this was for real.
“Go ahead” Maureen said, and I unzipped my pants. Alisha clumsily fished my dick out. It was incredibly hard. I think, if I hadn’t already come twice that day, that I would have shot off into her mouth the instant that she licked the underside of my cock with her soft little tongue. As it was, I moaned out loud, and she took her cue to swallow my dick head.
“Take off your shirt!” Maureen had flopped down on the couch to watch. Alisha released my dick just long enough to pull her t-shirt up over her head and to reach behind and unsnap her bra. Then she went right back to work. Her boobs were just as big and perky and beautiful as I remembered, and they jiggled nicely as she bobbed up and down. She was no longer trying to swallow the whole thing: this time she kept her mouth on the head, and was jerking off the shaft. If she kept that up, I was going to come right in her mouth.
“God that’s hot!” Maureen had her skirt hiked up and her legs apart, and was fingering her snatch. “Why don’t we all go upstairs to the bedroom?”
I took the opportunity to lose my pants, then Maureen and I followed Alisha up the stairs. “Doesn’t she have a sexy ass?” Maureen commented to me on the way up. Alisha turned around and grinned at us.
We all three piled onto Maureen’s bed. Maureen’s skirt was already on the floor, and she stripped her top off, setting her gorgeous rack free. Her nipples were pink and erect.
“I hope my tits look like yours when I’m grown up!” Alisha said.
“I bet I know what you’d like to do,” Maureen said to me as I peeled the vestiges of my clothes off. Alisha lounged topless on the bed next to her mother, grinning and watching intently. “I bet you’d like to lick her pussy!”
That wasn’t ALL I wanted to do to her, but she was absolutely right. I did want to lick Alisha’s pussy.
Alisha unsnapped her jeans and allowed me to tug them off. She was wearing green and white panties with roses printed on them. I could see the crease of her pussy, and I thought I could detect a little damp spot in the crotch.
“Go ahead” Maureen said. Alisha wiggled out of her underwear. Her pussy had a neat little triangle of soft golden hair above it. He shy little clitoris was just peeking out, and her petite little labia were pursed as if for a kiss. She was very wet.
“She’s a virgin,” Maureen said, and I thought ‘this is as far as it goes: her mom would never let me fuck her if she’s a virgin.’ Alisha nodded seriously. “Go ahead and lick her pussy. When was the last time you got to lick a virgin pussy?”
I dove right in. I tried to tease, to lick all around and be coy, but Alisha was having none of that. “Lick my clit!” she moaned, grabbing me by the hair and directing me. My tongue found her little button, and she reacted violently, tugging at my hair, grinding herself onto my face.
I had her small, round ass cupped in both hands, lifting her pussy into my face like it was a chalice. She was delicious, and my face was covered in her slick juices. She was also making a ton of noise, groaning and gasping and urging me on. I was slurping her pussy, dragging my tongue up her slit and lavishing her clit.
I had an ass cheek in each hand, and when one finger ‘accidentally’ brushed against her tiny puckered rosebud, I thought I detected a change in the pitch of her moans. Experimentally, I pressed just a little harder against her asshole, while I continued to lick.
“Oh fuck YES! I’m going to come!” I let my finger tip slip up into her anus, and licked her clit for all I was worth. Her body shook as she came and came all over my face.
“Holy Shit that was hot!” Maureen had two fingers up her pussy, and her clit was bright pink. Alisha lay on her back, gasping. My dick was still quite hard, and I was leaking a gossamer strand of sticky pre-come.
“Tell Sam what you want,” Maureen said.
“Would you like to fuck me in the ass?” Alisha asked quietly. “It’d be my first time.”
She looked so sexy, lying there naked on my bed, still flushed and sweaty from her orgasm. I felt a surge of pride for my sexy little vixen.
When she told Sam what she wanted, I thought he might pop off right then. His erect dick jerked and bobbed even as he stammered that he’d be happy to oblige if that was what she really wanted.
Oh, she wanted it alright! Quick as a little salamander, she was on her hands and knees on my bed, her ass thrust up in the air like a cat in heat, her beautiful boobies hanging down swaying, her golden curls fallen all over her face.
I took the opportunity to reach over to the nightstand and open up the drawer. I grabbed Blackie, my realistically shaped black silicone vibrator, and a tube of lube which I tossed over to Sam.
“Make it really slippery” I instructed him. I realized that I had been masturbating shamelessly in front of my daughter: my fingers were all juicy and sticky. Alisha had one hand busy between her legs. I loved how sexy she looked, all naked and turned on. I wondered if I had been that sexy when I was her age: at the time I had just felt awkward.
I watched greedily as Sam greased up his pole. I had never yet seen his cock this hard. Covered in slippery lube, it looked extra big and thick and sexy. I couldn’t believe he was going to put that thing up Alisha’s butt. I wondered what it would be like for him to do that to me. I wondered if I might like it.
I twisted the knob on Blackie, and concentrated the buzzing tip on my clit. Sam was rubbing his dick up and down between Alisha’s heavenly butt cheeks, and she was breathing heavily already and whimpering, “Put it in… put it in… slide it up my ass…”
Sam assumed a look of total concentration as with one hand he guided his engorged dick toward its target. Alisha grunted, shifting her weight so that her head lay in my lap. Her pretty mouth hung slightly open, her eyes were half closed. That finger between her legs was making sexy squooshing noises. I could feel their combined heat rolling over me. The vibrations running through my clit were driving me insane. I could feel Alisha’s breath on my inner thigh.
“Its too tight,” Sam gasped, “its not going to fit.”
“Keep going,” Alisha responded throatily, “keep going. Just go slow, ok?”
He had both strong hands on her pale ass cheeks, spreading them far apart. His face was rapt with concentration, his brow furled. Alisha was panting. I was going to come in a second. Somewhat regretfully, I stopped directly stimulating my clit with the vibrator, and slid Blackie up my incredibly wet pussy. It felt so fucking good to have that humming toy up my cunt!
“Oh Fuck, Yes!” Alisha breathed. “Fuck yes, I’m inside!” Sam gasped.
“Fuck that’s sexy!” Alisha grabbed Blackie out of my hand and started thrusting it in and out of my slippery pussy. This was way farther than I had intended anything to go, but I was far to turned on to stop it. And it felt amazingly good! “Fuck my ass!” she growled back at Sam, “I’m going to come!”
She wasn’t the only one! Sam’s face was all red and he was biting his lower lip hard. I was amazed. He had every inch of that glorious cock up my daughter’s ass. “Ohh! Ohhhh!” he was growling, “Ohhhh fuuuuck!”
Alisha came too, shaking and crying, her face all screwed up, her tits shaking, “Ah ah ah ah ah yes!” Her hand never stopped rubbing her clit, and her other hand was still jerking Blackie in and out, in and out of my hot cunt. With one hand, I reached under my bottom and stimulated my own anus with a fingertip. I’d never done that before, and it felt goood. With my other hand, I strummed my poor over-excited little clit straight into heaving, screaming ecstasy.
When I could think straight again, Sam and Alisha were spooning, her face pressed against my thigh, his thick fingers idly tracing the crack of my vagina. I realized with a bit of a start that I had one of Alisha’s rosy pink nipples pinched between my thumb and forefinger. I gave it a playful tweak.
“So, who’s up for another round?”