Archive for August, 2010

The Scranton Archipelago

“Hey Sis!” my brother Glenn called from downstairs, “Get your butt down here and start sucking on my dick!”

I was up in my room, trying to finish my algebra homework.  Glenn was downstairs in the living room, making out with his latest girlfriend, a fact that made it rather hard for me to concentrate on my studies.

I snapped my math book shut and hurried down the stairs, eager to please.  It wasn’t until I was halfway down the stairs that I realized we weren’t alone.

Danielle was just beautiful, I thought.  She wasn’t scary skinny, the way Glenn’s girlfriends tended to be, nor was she blonde.  She was all curvy and cuddly, she had a really large set of round, nicely-shaped boobs, and a gorgeous mop of curly dark brown hair.  She had neat lips that formed a sweet smile, and big brown eyes that twinkled with intelligence and mischief.  She was a couple years older than me; I saw her around school but we’d never had a class together.  Glenn had introduced her to Mom and me the other day before taking her out to dinner, and I had been struck to the core with a painful jab of jealousy.  I wasn’t sure if it was her I was jealous of, or him.

They were sitting slightly apart on the big black leather couch.  Glenn’s jeans and underwear were all twisted up together down around his ankles, and his cock stood straight up from his hairy crotch, wetly erect, red and proud.  He wore a tight white t-shirt and a shit-eating grin.

Danielle modestly tucked her boobs back inside her black bra.  Her skirt was all crumpled up and piled in her lap, and a pair of purple panties lay nearby on the floor.  Her cheeks flushed deep red.  It was really cute.

I approached the couch cautiously.  We’d never done this with someone else present before.

“Come on baby sis!” Glenn caught me by the face, pinching my cheeks in his strong hand.  “Show Danielle how it’s done!”  I could smell sex all over his thick fingers.

I hesitated.  I could feel Danielle’s eyes on me.  Glenn slapped me across the face, lightly, a warning slap.  “Come on Sissy,” he said, “we don’t have all night.”

It was true.  Mom was due home from work by midnight, and it was already past eleven.  I got down on my knees between Glenn’s muscular thighs and got to work.

I loved Glenn’s penis, and at the same time I was scared of it.  I loved it because it was sexy, beautiful to behold, perfectly shaped and formed, and because playing with it got me incredibly, irrevocably aroused.  I was scared of it because it was big, a little too big for my liking, and because its owner was strong-willed, mercurial, moody, controlling and insatiable.

I opened my mouth and swallowed his cock whole, working my tongue all over the red swollen head and pumping the shaft with my small hands.  I could feel Danielle staring at me the whole time, watching what I was doing with– disgust?  disbelief?  jealousy? horror? something else?

“Oh yeah baby,” Glenn groaned, leering over at Danielle, “now that’s how it’s done!”

I felt a flush of pride, and sucked harder.  I’m a sucker for a compliment.  Glenn’s big hard dick felt super sexy in my mouth.  My pussy felt all squishy and wet and my clit tingled.

When Glenn was really excited, when he was focused on coming, when he was super turned-on; that was when it was hardest for him to get off.  His cock was hard as granite; I could tell that he could go on like this for hours.

What if Mom came home from work and found us like this?  Glenn would probably go to prison, I’d be put in an institution, and Danielle would sell her story to the National Enquirer.  I redoubled my efforts, sucking like a vacuum cleaner on the end of his dick and furiously jerking him off with one hand, while my other hand snaked under his bottom and tickled his asshole with one beckoning finger.

That seemed to set him off real good.  He grabbed big handfuls of my hair with both hands and started fucking my face, deep and hard, cramming his cock down my throat.  I choked and gagged a little, but he was way beyond caring about that.  I tried to keep my mouth wide open and my teeth out of the way as he face-fucked me.  Now and then I could gasp in a little air, but mostly I just held on, knowing that it wouldn’t be much longer.

Sure enough, after humping me furiously for thirty seconds or so, he yanked his big wet cock out of my mouth and throttled it with one hand, spraying hot come all over my face.  I like it when he comes like that, but I like it better when he finishes into my mouth.  I fell on the floor coughing and panting, a big wet sticky mess.

“I should be going” Danielle said, wadding up her purple panties and sticking them in her purse, “I’ll see you tomorrow.  Thanks for everything.”

Glenn and me got cleaned up just in time for Mom to come home and scold us both for still being up and send me to bed.  Glenn retired to his own room and Mom fixed herself a post-work cocktail.  I lay in bed for a long time with my vibrator humming between my legs, listening to her move around the house.


Later on that night, when Mom was safely asleep and the house was dark and quiet, Glenn let himself into my room.  I’d been waiting for him, dozing on and off.  He crawled into bed with me, laying down on top of me in the 69 position, and started licking my juicy cunt.

His cock was right up in my face, and I started licking and sucking and playing with it.  It was hard to concentrate; the things he was doing to me with his tongue made me squiggle and squirm.  I knew from experience that I’d have to be careful with his dick; it was all too easy to make him come when he’d gotten off once already and when he was distracted by my pussy, and I wanted to have an orgasm of my own before I made him come again.

He concentrated on my clit, flicking the sensitive little button with the tip of his tongue like a cat lapping up milk and teasing the entrance to my vagina with his fingers.  It was all too much for me.  I forgot all about his dick in my face and gave myself over to the orgasm, bucking and grinding my pussy against his face, moaning out loud into his hot hairy crotch as I came.

He came too, shortly after that.  I think my orgasm really did it for him.  With a long low sigh he squirted a good amount of hot salty bitter come into my hungry, tired mouth.

“One of these days,” he said, still gently fingering my tender virgin pussy, “I’m going to fuck that little hole.”

“No! No no no!” I protested, but I knew it was true, and the thought made my clit twitch all over again.


I saw Danielle at school a couple of times, passing in the hall, but we didn’t speak.  I felt weird and ashamed about what she’d seen, but it also made me feel secretly sexy, knowing that she knew.

About a week later, it was the next Friday night, I was up in my room when I heard Glenn’s car pull into the driveway.  I’d been browsing internet porn and teasing myself through my panties with my vibrator.  I heard the front door open and close.  I pulled up my pants, set the vibrator aside, and held my breath.

I heard them go into Glenn’s room.  I tried not to think about what they were doing in there.  It didn’t work.  I looked at some more porno.  I resisted the temptation to grab my vibrator and finish the job then and there.

Maybe fifteen minutes later, Glenn poked his head in my door.

“Take off your shirt and pants,” he said, “and come on into my room.”

I did as I was told, slipping down the hall and into his bedroom in my matching black bra and panties.

Danielle was lying naked on the bed, her pretty lips wrapped around Glenn’s cock.  Glenn was kneeling next to her head, feeding her his meat.  Her dark curls splashed onto the white sheets in a beautiful mess.  Her big round breasts were pancaked on her chest and jiggled as she sucked.  She had a soft, slightly rounded tummy with a deep bellybutton, and her cunt was shaved bare.  I hadn’t really expected that.  Her outer lips bulged out, and the sex between them was pink and moist.  She had thick, muscular legs, and her ankles were slender and delicate.

When I walked in, Danielle and I made eye contact, and it jolted through me like an electric shock.  Glenn grinned broadly and withdrew his hard cock from her mouth.

“Sit.” He told me, indicating the side of his bed.  I sat.  The walls of Glenn’s room were plastered with heavy metal posters, scary-looking guys with big hair and tons of tattoos.

He spread her thighs wide apart.  I got a really good view of her pussy, and I thought it looked incredibly beautiful, sexy, small and delicate.  The petite inner lips pouted like a dewy flower.  Her pink clit poked shyly out.  She gave me a little smile, but her attention was focused on his big red hard cock.

Glenn maneuvered himself between her legs and took aim.  I heard the squishing noise as he entered her, and the sharp intake of breath as she was penetrated.  Then he started fucking her, hard and deep.  I was so turned on!  I could actually see his cock sliding in and out of her cunt, covered in her slippery juices.  They were both breathing hard, fucking hard.  I knew Glenn, and I knew he could fuck her all night if he chose, fuck her cunt raw.

She was lolling her head back and forth, eyes half-closed, grunting with every thrust of his wicked big cock, her face a mask of tension and pleasure.  If I were a little braver, I would have reached over and played with her clit, making her come on his big thrusting dick.  But I sat quietly as he fucked her.

Suddenly he jumped up, yanking his dick out of Danielle’s open drooling cunt.  He shoved his cock into my mouth and started frantically jerking himself off.

His penis was hot from the sex, and totally coated in Danielle’s come.  It was tangy and a little salty and I liked it.  It tasted sexy.  His cock was thrusting eagerly in my mouth, seeming to swell and throb against my tongue, and his balls were pressed against my chin.

Danielle’s hand found mine and our fingers intertwined.  I squeezed her hand as Glenn jerked off into my mouth.  She squeezed me back.  I opened my eyes and saw her kissing his balls, his inner thighs, and then her head disappeared behind his body and he started moaning and making weird animal noises, and I knew she was licking his ass.  He shouted so loud I was afraid the neighbors would hear, and then he came, flooding my mouth with buckets and buckets of his hot sticky semen.  I swallowed and swallowed and milked every drop from his wilting penis.

He slapped me once, hard across the ass, and sent me back to my own empty bed.  I felt Danielle’s eyes burning into my back as I left the room.


Danielle caught up with me after school, on my way to the bus.

“Hey” she said.


“It’s pretty freaky what you and your brother do.”

“Yeah,” I agreed.

“It’s freaky, but it’s sexy too.” she said.


“How long have you two been doing that?” she asked.

“Forever,” I said, “Ever since we were little kids.  It started out with just a little fooling around, playing, but it’s been getting more and more serious.  Pretty soon I think we’ll be doing everything together.  Everything.”

“Do you want to come over to my house for a while?”

“Yes,” I said, “I’d love that.”

Both her parents worked during the day, and her little brother was in daycare.  The house was empty.  My pussy was hot and my clit was tingling, and it felt like my panties were soaked.  We didn’t even make it up to her bedroom.

On the cool, smooth linoleum of the kitchen, we kissed and groped and made out for a long time, her big soft breasts pressed up against my own much smaller ones.  My nipples felt like a pair of gumdrops, hard and puffed up.

It felt weird to be kissing a girl.  I liked it.  I liked it a lot.

She pulled my shirt off over my head and deftly unsnapped my bra and began sucking and tugging on my titties.  I couldn’t really believe it: she was beautiful, straight out of a renaissance portrait by Titian or one of those guys, the kind of girl that I would develop crushes on and worship from afar, and masturbate to at night with Glenn’s salty come still fresh in my mouth; and she wanted me.

Then her hands were inside my skirt and pulling aside my panties.  I was so horny I ached.  My pussy felt like it was wetter than Niagara Falls.  With every part of my being, I wanted to feel her inside me.

She pressed two eager fingers up into my cunt, and it hurt for just a second as the fragile tissue was torn away , and then pleasure overtook me and I savored the sensation of having her long clever fingers up inside me, inside my pussy.

Shoving me against the kitchen counter, Danielle kissed me forcefully on the lips, shoving her tongue deep into my mouth and squeezing my breast hard with one hand as she finger-fucked me.

I came hard, moaning, screaming maybe, into her mouth, grinding back against her hand.  Danielle pulled away, extracting her sticky fingers and grinning like a naughty cat.  Keeping her eyes locked on mine, she peeled off her shirt and removed her bra, setting her beautiful, round, grapefruit-sized tits free.

“I have been totally dying,” she said, licking her lips, “to eat you out!

She got down on her knees on the kitchen floor, and I leaned back against the countertop.  I lifted my skirt up out of the way, and she tugged down my panties.  They were a mess of come and blood.  She grinned up at me and dove right in.

Her tongue felt amazing against my clit!  It was like a wriggling little salamander.  Glenn may have had a more practiced technique, but Danielle more than made up for her lack of experience with enthusiasm.  I ran my fingers through her thick, curly hair and dragged my cunt up and down her lapping tongue.  She grabbed my butt with both hands and pulled me into her hungry mouth.

Her tongue circling and flicking my clit pushed me over the edge and I came again, grinding my pussy against her face.  It was a long, intense orgasm, and when it was over, my clit was tender and my knees were wobbly.

I took a thing or two I had learned from Glenn and applied them.  I watched silently as Danielle slipped out of her pants and pulled her red lace bikini panties off.  She knelt in front of me on the linoleum.  She had a gorgeous ass, pale and round and firm and smooth.  *SMACK*SMACK*  I slapped her butt across first one cheek then the other, leaving puffy red imprints of my hand on her flesh.  She smiled.

I got down on my knees behind her.  I could feel her heat, see her wetness, smell her sex.  It was incredibly sexy, like being inside a wet dream.  A little tentatively, I stuck out my tongue and caressed her pussy with it.  She sighed and seemed to open up like a blooming flower.  That taste again, the one I had tasted on Glenn’s fingers before, only even stronger now.  I could get addicted to that taste.  I licked again, drowning myself in her feminine scent, burying myself in her folds.

Her big tits shook as I licked her from behind.  I marveled at her clitoris, how small it was, and how much sensation it conveyed.  She was hot inside and wonderfully wet. I tickled her cute little asshole with my thumb.

“Someday I’m going to fuck that little hole!” I told her with more bravado than I really felt.

“Oh Goody!” she wiggled her rear end playfully, “Lucky Me!”

I went back to licking her clit, determined now to make her come just as she had done for me.  I tried to keep my tongue on her squirming button as I finger-fucked her pussy with two, then three, and finally four fingers, pounding her hole deep and hard until my shoulder ached from it.

When she finally did come, it was amazing.  She was so loud I was afraid I was hurting her, but she grabbed my arm urgently and said “Don’t you DARE stop!”  I licked her clit all the way through the orgasm, with four fingers buried to the knuckles in her pulsing cunt and the tip of my thumb pressed into her anus.  She screamed and shook and ended up collapsed on the kitchen floor with my face stuck stickilly between her thighs.  She rolled over and I crawled up on top of her and we kissed for a long while.

“You,” she said, “Are just amazing.”


That night in my bed, with a mouthful of my brother’s cock, I wondered if he knew that my pussy was no longer his personal property.  I wondered if he could tell that he wasn’t the first person to lick my cunt that day.  After he pumped his semen into my mouth, he uncharacteristically kept licking me until I came.  When I came on his aggressive lapping tongue, I pretended that it was Danielle’s mouth I was orgasming on.


Danielle offered me a ride home from school the next day.  I sat next to her, in the passenger seat of her black Stanza, savoring her presence.  Just being this close to her made my pussy damp.

“What are you going to do when you get out of here?”

I hadn’t decided yet whether I wanted to be a mathematician or a novelist.  But I knew what she meant.  There wasn’t much going on in Scranton: you could work at a call center, or at the Wall Mart like Glenn, or if you were lucky you might get a job at the hospital like Mom.  None of those things sounded at all appealing to me; and Glenn had been getting more and more bossy and possessive over the last several weeks.

“Do you ever think about running away?”

“Constantly.” I said.

“I’ve got a friend in New York City,” Danielle said, “She waits tables and does some modeling and stuff.  She’ll let us stay at her apartment for a while, and she says she could get me work.”

“Ok” I said, squeezing Danielle’s thigh through her jeans.  My touch lingered and strayed up the blue denim to the seam of her crotch which already felt warm and damp to my touch.

She pressed down hard on the accelerator, and made the tires squeal on the onramp.  We hit the interstate doing 80 miles an hour.


Comments (8)

I Like To Watch

God I love dick!  I’m embarrassed to tell you how young I was when I started checking out boys’ packages and trying to peek up their shorts through the slats in the boardwalk.  For as long as I’ve been sexual, which is almost as long as I can remember, I’ve been fascinated with cock and with the male body in general.

Mom was pretty liberal; she always had some pornography lying around the house. It  was of course fun to look at, but also to show off to horrified girl friends.  Unfortunately it was all pretty soft-core; it was only about female bodies.  That was interesting as far as it went, but what I wanted to see was dicks and lots of ‘em! Big, hard ones being sucked or sliding in and out of wet pussies and tight assholes and shooting come all over the place.  Even back then I had a dirty mind and an active imagination.

My friend Shelly liked dick too.  She had inherited a stack of Playgirl magazines from an older cousin who was gay.  Shelly and I used to leaf through the glossy, stiff pages and whack off till our cunts were sore after school, before her mom came home.  Shelly always wanted for us to play ‘Brad and Angelina’ (I’d be Brad and she’d be Angelina), after looking at the naked guy models and I indulged her in that a few times, but to tell the truth I wasn’t that into it.

Our house was in a subdivision.  Behind the subdivision was a strip mall.  Between our house and the strip mall was a small patch of woods.  In the woods was a little creek that froze over in the winter, and almost dried up in the summer.  A few small fish and crawdads flourished in the creek.  There was also one muddy spot that could, at a stretch, be called a swimming hole.  One summer I made a fabulous discovery; this was where the local teenage boys came to go skinny-dipping.

I remember thinking I had hit the jackpot!  It was a hot August afternoon and there were naked male bodies galore, dick for days!  There were guys I knew from around the neighborhood and guys who were complete strangers to me.  A few wore swim trunks, but most of the boys were letting it all hang out.  There were fat guys, skinny guys, jocks, non-jocks and everything in between.  From my hiding spot behind a fallen log out in the underbrush, I could see them all.  The swimming hole quickly became my favorite place to go on a hot summer afternoon.  I’d lie on my stomach on a soft bed of fallen leaves and stick my hand between my legs where I was already sticky and gooey. I would then masturbate for hours on end to visions of naked teen boys and their dicks.

If summer afternoons were good, then the sultry summer evenings were –at least sometimes– absolutely freaking amazing.  Some nights after dinner, I’d slip away from the house, creep quietly out into the woods and hide behind my log and see what I could see. Sometimes no one was there and I’d go home frustrated.  Other times though…

One night I saw Tommy Flannigan, a kind of fat kid a few years older than me who lived in our cul-de-sac.  He emerged from the woods hand-in-hand with a gangly dark haired girl that I knew was in high school.  They sat by the water for a long time and talked, then they started kissing and making out.  Clothes went flying and pretty soon he was naked and she was topless. She had a pretty nice set of big bouncing boobies too.  Her head dropped into his lap and bounced up and down and I knew she was sucking him.  Knowing that she was sucking his dick made me extra wet.  I heard him come with a long, drawn-out cry like a wild animal and I brought myself off at almost the same moment, grinding against my clit and squirming in the rustling loam.  It was the most amazingly erotic thing I had ever witnessed.

Another night, two older boys snuck into the clearing.  I think they were both on the football team.  They didn’t waste a lot of time on conversation; they started kissing and pulling off each other’s clothes right away.  They both had fine, chiseled athletes bodies and my pussy was instantly drenched.  I could see their hard, erect cocks bobbing and waggling in the dusky light; this was the first time I had ever seen a real live erection on a real live boy and I was getting double action.  It was awesome!

The guys lay down on the ground together, and from the sound of things, they were having a really good time. Herein lay the problem: what they were doing was sexy as hell and I had a slippery pussy and a rock-hard clit to prove it, but I couldn’t see any of the details.  I couldn’t see any of the good stuff. I was pretty sure that one of my hot football jocks was getting butt-fucked, but my hiding place was too far away and close to the ground to give me a good shot of the action.  I had to content myself with a view of a pale, humping butt, occasional yummy glimpses of full-frontal male nudity, and their moans, groans and sighs of pleasure.  It’s not that it wasn’t sexy as all fuck, it was that I was greedy.  I wanted more.

It was a sticky, cloudy, humid Wednesday afternoon.  It had been raining on and off all morning but the rain did nothing to break the humidity.  A thunderstorm was brewing up, but wasn’t there yet. There would be no one down at the swimming hole today.  I was up in the old tree house, catching up on my reading (one-handed reading that is, I was perusing the dirtier parts of a smutty novel I had found buried in my mom’s bookshelf).  I happened to glance up from the novel just as my brother Troy walked into his bedroom.  The tree house was just outside Troy’s room and he had his windows thrown wide open in the hope of catching some breeze.  Normally I wouldn’t have looked twice, but I saw the book that Troy had in one hand.  I knew that book.  It was one of my mom’s books of erotic photography.  It was a big, hard bound volume with full-page black-and-white glossy photographs of beautiful naked women.  They were all nude, lounging around in erotic, suggestive poses, their big round breasts, shapely asses and hairy pussies all on display.  Some of them even had their legs spread wide open.

Troy was my older brother.  Aside from being a dork and kind of bossy and full of himself, he was pretty ok.  He was going into his senior year of high school that fall.  He wasn’t a bad looking guy at all; tall and slender, he ran cross country and track.  But, he was my brother.  Ewww.

Or maybe not so ewww?  He peeled off his shirt and kicked away his jeans and sat down on the bed.  He looked really cute in his tighty-whities.  Even if he was my own brother, it couldn’t hurt to just watch…

He lay down on his stomach and started leafing through the pages.  I had looked through that particular book before and it was pretty sexy stuff, if you were into looking at naked women. Troy’s little butt looked really sexy in those tight underpants of his.  I mean, he was my doofus older brother and all, but at that point I didn’t care.  I just wanted to see him get naked. I could feel myself getting all gooshy and wet inside my panties.  Troy stuck one hand underneath his body and I knew exactly what he was doing.  I already had a hand of my own down my shorts; my pussy was already primed from reading the smutty book; my clit was screaming “Oh please, please, please…”

Then he rolled over onto his side.  Thank God he rolled over so that he was facing the window.  I don’t know what I would have done if he’d kept his back to me; probably died of frustration, I think. Christ, now I could see everything!  It was almost like being in the room with him.  I could see his little brown boy nipples with a few strands of wispy dark hair curling around them.  I could see his flat tummy, his belly button and the exciting little treasure trail that lead invitingly down into his underpants.  Jesus!  I could clearly see his package bulging underneath the briefs!  His cock was clearly erect and straining to get out, making an impressive tent in the white cotton fabric.  I held my breath.

He turned a page in the book and hooked his thumbs under the waistband of his underwear. The he pulled them down and all the goodies came flopping right out!  With a kick he sent his briefs flying across the room and there he was in all his naked glory.  Framed by an unruly black pubic triangle, his balls hung lazy and fat in the summer heat.  His hard cock jutted eagerly out from its base and the head was all swollen and purple a drop of moisture glistening at the tip.  It was glorious!  Did all boys have penises that big and delicious-looking?  I suspected not.  I suspected that my big brother was hung.

Off came my shorts and panties, and I let my fingers do the walking.  I was soaking down there, all slick and slippery.  I mean I was really drenched!  Joy juice was flowing out of my cunt and running down between my butt cheeks.  I parted my labia and spread my juices all around, teasing myself while enjoying the show.

Down in his bedroom, Troy had his cock in hand and was stroking himself.  God it looked so sexy!  I matched him move for move, as he masturbated.  Sometimes he pumped faster, sometimes painfully slowly. Sometimes he seemed to grasp his cock tight as if choking it and sometimes he barely petted it with his thumb and forefinger.  I followed along on my red-hot clit.  It was almost as if he knew I was watching and was tormenting me on purpose.  He kept me teetering on the edge of one massive orgasm.  The longer he held off, the bigger and redder his cock became until it looked like it must be ready to burst.

My tits demanded freedom.  I pulled off my tank top and now I was naked too. My eyes were glued to my brother’s bedroom window, not ten feet from my perch and my fingers were busy on my increasingly needy clit. He rolled over onto his back at this point and the rhythm changed, becoming stronger and more purposeful.  His cocked looked even bigger like that, pointing straight up in the air.  I tried to imaging what it would be like to have such a thing inside me. He lolled his head back and arched his back, lifting his butt up off the bed while his hand maintained that steady jackhammer pace and I knew it was time.  I fiddled my clit furiously as I watched and waited for him to come, determined not to miss any juicy details.

His tempo increased, faster and faster. Troy’s eyes were clenched tight as he bit down hard on his lower lip, I could see his balls were a tight knot and then it happened.  His body went rigid and I could see every muscle clench.  His hand was frozen for a second and I swear I saw his cock pulse as he then erupted, sending a perfect arc of pearly white boy come all the way up to his chest.  His hand resumed pumping again, less urgently now as more and more come oozed out. It formed a puddle on his tummy, leaking out of his shrinking penis in a long, sticky, sexy stream.

I finally let myself go and the climax was well worth all the build up.  I had to bite down hard not to scream out loud.  My entire body shook with the release, my pussy gasping and my clit distended.  I gasped for air and made animal growling noises as I clenched my hand in the hot, sticky place between my legs.  It felt like my clit would just about pop off if I let go.  It was the best orgasm I had ever had.

I never caught Troy masturbating again, though I certainly tried.  I did see him naked a few times, which was a thrill, but then fall came and the temperature cooled off. All the boys stopped skinny-dipping at the swimming hole and Troy’s bedroom window stayed closed with the curtains drawn.

I toyed with the idea of tapping on his door some evening, but I couldn’t really imagine the conversation we’d have…“Hey Troy, it’s me, you’re dorky kid sister.  I was wondering if you would, you know, whack off while I watch?  If you wanted to you could come on my face or on my tits or whatever.”  Nope, that was too weird.  Way too weird.


Two and a half years later.  I was alone in the house, fooling around on the computer when the phone rang.  It was Troy, calling home from college.

“Oh, hey Sis.  What are you up to?” he asked.

“Oh you know, just sitting in front of the computer, watching some internet porn.” I don’t know why I answered the way I did.  I told him the truth; it just sort of rolled off my tongue. There was a long, silent pause.

“Seriously?  That’s what you’re doing right now?”

“Yeah,” I replied, matter of factly.

“What are you looking at?” Troy asked.

I told him.  I was watching a video of a blonde chick with big tits getting double fucked by a couple of gross looking guys with big dicks and crew cuts.

“Wow–” Troy said, “Is it weird that I think it’s really hot you’re telling me this?”

“I don’t know,” I answered truthfully.

“Are you masturbating?”

“A little,” I admitted.  In fact my skirt was already hiked up around my waist, and my fingers had been kind of busy inside my panties for quite some time already.

“Wow–” Troy repeated, “this might sound really weird, but knowing that makes me really hard.”

“Really?” I asked him.


“I wish I could see just how hard,” I said.  My pussy was all of a sudden drenched and my panties were soaked right through.

There was another long pause.  I could hear Troy breathing on the other end of the line.  I had paused the video I was masturbating to when I answered the phone and I looked up at the screen. The blonde chick was frozen in time, her eyes half shut and her mouth stretched open, full of dick, while one of the redneck dudes fucked her pussy from behind.

“My laptop has a camera built into it,” Troy said at last, breaking the silence just as the tension had become unbearable and the pause unsustainable. “Did you really want to see?”

“Fuck Yeah!” I answered immediately.

“Ok, hold on.” Troy set down his phone and I could hear him moving around his dorm room.  “Ok, I’ve got the laptop on… here goes!”

He gave me his email address and I opened a window on my computer.  The image flickered for a second, then resolved.  There he was, in glorious living hi-res video; my older brother, sitting shirtless behind his desk in his messy dorm room with his beautiful big dick pointing straight up at the ceiling.

“Fuck yeah…” I whispered into the phone, “that is so hot.  Can I see it up close?”

Troy obliged, standing up and presenting his cock to the lens of his camera.  It was great!  I could see everything, every little detail; the bulging veins, the curvaceous head and the soft, curly hairs.  Troy really had the most aesthetically pleasing cock I had ever seen; shape, form, and size-wise it was absolutely perfect.

“It’s beautiful,” I said into the handset.

“Thank you,” he replied a little bashfully, “I wish I could see you right now.”

“We don’t have a webcam on the computer,” I said and Troy nodded, “but I could take a picture with my cell phone and send it to you.”

I grabbed my cell phone, which was sitting on the desk next to the keyboard. I spread my legs wide apart, pointed the phone at my crotch and snapped a picture.

You could totally see the outline of my pussy.  A few stray hairs peeked out.  I was wearing grey panties and there was a big dark splotch where my wetness had seeped through.  Even I thought it looked sexy.

I sent the photo to Troy’s email address.  The look on his face when he opened the file gave me a huge rush.

“Oh my god Sis, that is so fucking hot… do you mind if I masturbate?”

“Hold on one sec–”  I yanked down my panties and kicked them off my ankles.  Pointing the phone once more at my crotch, I snapped another picture.

This one was absolutely pornographic, hard-core.  You could totally see the girl-juice oozing out of my pussy. The hair was slick and wet, the lips puffy and pouting open.  You could even see my little pink clitoris peeking out.  It is always amazing to me that something so tiny can produce such intense sensations! I emailed Troy the photo of my naked cunt.

Troy took a sharp breath in when he opened the picture.  His hand started moving up and down on his cock.  I was practically drooling!  I loved watching him masturbate and I loved that he knew I was watching him do it.

“I want to see your tits,” Troy gasped over the receiver.

I didn’t think that my boobs were all that and then some, but I obliged him, pulling off my shirt and taking pictures with my cell phone. I sent him one first with my bra on and then with bra off.

I snapped more pictures and emailed them over to him as fast as I could take them.  Some of them were a little blurry and out of focus, but Troy didn’t seem to mind.  He was masturbating in earnest now and I was right there with him.

I shoved two fingers right up my cunt, all the way up to the knuckles.  I was so hot and turned-on they slid easily in.  When I pulled them out, my fingers were thoroughly coated in clearish goo.  I took a close-up of my slippery fingers and sent it to Troy.

“Oh my God,” he said. “Hold on one second!”  He got up from his desk, his erect cock waving around like an obscene flagpole.  He disappeared out of the camera’s field of vision.  A couple seconds later he came back into view holding something that looked a little like a small silver rocket ship.

Holy Shit.

He turned around, showing his backside to the camera and spread his cheeks apart.  I caught a fleeting glimpse of his cute little asshole and then he was working the vibrator up inside.  I masturbated furiously.

When it was all the way up his butt, he turned around so he was in profile to the camera.  I had a perfect view of his cock.  It looked delicious that way, long and proud, curving slightly upward and practically pulsating as his big balls gathered up tight underneath. One hand was pumping his cock, the other was hold the vibrator in place up his ass.  My pussy was making squooshy noises as I vigorously rubbed up and down the front of my sex, stimulating my clit.

“Oh shit, I’m gonna come!” Troy groaned.

I was right there with him.

With his ass clenched and his back arched, Troy’s dick seemed to swell like a balloon about to burst, and then he shot off with a loud, erotic groan, squirting out gobs and gobs of delicious-looking boy juice.  I gave myself over to pleasure, spreading my legs as wide as they would go and grinding on my clit, moaning into the phone as a massive orgasm wracked through my body.

After that, we just panted at each other over the phone line for a minute.  I lazily watched a big fat drop of come slowly ooze out of the end of Troy’s softening cock.

“Wow,” Troy said, “that was intense.”

“Yeah it was,” I said back.

“That was fun–”

“Yeah, really fun,” I agreed.

“But kind of weird, right?” he added.

“Yeah, a little.”

“We should do this again sometime,” Troy said.

We never did though.


After he graduated from college, Troy moved to New York City.  He got an apartment in Brooklyn and started dating this girl called Mel.  Mel was a cute black chick with milk-chocolate skin and spunky dreads.  She was short and very curvaceous, with big boobs and an even bigger gap-toothed smile.

If Mom was at all upset or concerned that her son was dating a black girl, she hid it pretty well.  Mel always seemed kind of shy when she came over for dinner, or when I saw her at family functions.  She was kind of quiet but always very polite and well spoken.  She seemed really nice.  She had a degree in biochemistry.

One Friday afternoon, Troy called my cell phone.

“Hey Sis,” he said, “I was thinking about asking you a favor.  You don’t have to if it’s too weird–”

Well that certainly got my attention.

“Sure, what’s up?”

“Well, Mel and I just got a new digital video recorder and we were wondering if maybe you’d like to come down to the city this weekend and help us make a video.”

“What kind of video?” I asked.

“Um, we were hoping you’d shoot a video of the two of us in action.”

Say no more.  I was so there!  The next morning found me on a train bound for New York City. When I arrived at their apartment Mel answered the door wearing comfy-looking sweat pants and an oversized black t-shirt.  She gave me a big, warm hug, “I’m so glad you agreed to do this!” she beamed.

Troy was there too, looking delectable in jeans and a tight t-shirt.   “Are you thirsty?  Can I get you anything?” he asked.

“No,” I said, “Let’s just get started!”

Troy handed me the video camera.  It looked expensive and fit nicely into the palm of my hand.

“We’ll go into the bathroom and get undressed.” Troy said. “Wait like three minutes, and then come on in with the camera running.”

Giggling, they went into the bathroom together, and closed the door behind.  I heard the sound of water running.  I faithfully waited, watching the clock in my cell phone.  When exactly three minutes had passed by, I turned on the camera, pressed the record button, and went on in. I carefully stepped over a pile of clothes.  The shower curtain was drawn, and Troy and Mel were naked under the spray of water coming out of the shower head.

Troy’s dick wasn’t really hard yet, but it was already well on it’s way.  He looked great all naked and wet with water beading up on his skin.  I liked the way his body had matured since he was a teen.

Mel’s breasts were large, but perky, angling slightly up and out.  She had big, dark brown nipples that were very prominent.  She was voluptuous, with a gently rounded belly and muscular legs. Her pussy was bald, shaved or waxed completely bare.  This was the first time I’d seen such a thing in person; I’d seen plenty of shaved pussies in porn of course, but not in real life.  Her plump outer lips mashed together invitingly.

They were kissing and making out in the shower.  I loved the contrast of their skins; his white hands on her big brown breasts, her dark hands on his pale cock and balls.  I zoomed in with the camera on Troy’s crotch and recorded in close-up as Mel manipulated his dick into a full-blown erection. This was wild, sexy as hell and I was loving it.  I was inches away from the action and I could see everything.

Mel winked and flashed me a big gap-toothed grin.  I panned back as she slid her breasts down Troy’s body until she was on her knees in the bathtub.  She dove right in, kissing, licking, slurping, and enthusiastically swallowing my brother’s erection while I filmed.

Her head bobbed up and down on his dick as her big full lips wrapped around his hard cock. Her hands were squeezing his butt, playing with his balls and occasionally stroking his shaft as Troy leaned back against the tile wall, his head lolling back with pleasure.

Then Mel pulled slowly back, letting Troy’s cock slowly, slowly escape her clinging lips and her cheeks pinched as if she were trying to suck a very thick milkshake through a straw.  At last only the head was left in her mouth.  She finally released his swollen purple head with a loud *pop* that made his wet cock jiggle and dance.  With a gratuitous leer, she stuck out her tongue and slurped the underside of his dick all the way from the balls to the pee hole.

Next, she spun Troy around so that he was facing the shower wall and his cute little white butt was right up in her face.  Teasingly, she licking and fondled his ball sac from behind, making his testicles dance.  She spread his butt cheeks apart and I captured a nice shot of my big brother’s crinkled anus.  Then Mel dove right in and started loudly and joyously rimming him, reaching around his front and jerking him off while she licked his asshole.

Troy was moaning and groaning with pleasure.  It looked so fucking hot!  I was soaking wet inside my panties.

“Oh God Mel,” Troy croaked out, “you’re gonna make me fucking come!”

She immediately ceased what she was doing and stood up pressing her voluptuous chocolate body against Troy’s back. She rubbed her smooth juicy pussy against his thighs as she nibbled his ear and fondled his buns.

“Let’s move into the bedroom,” Mel suggested, her hand full of Troy’s balls and her thumb halfway up his butt.

I paused the camera as they did a very quick towel off and then all three of us piled out across the apartment and into their bedroom.  Troy’s dick was sticking straight out, wiggling back and forth as he ran.  It was even bigger and harder and more delicious-looking than I remembered.  I surreptitiously stuck my hand up my skirt and inside my panties.  My pussy was sopping wet.

I pressed the record button again.  Mel flopped down on the bed, scooted a pillow under her ass and spread her legs wide open.  I brought the camera in for a close-up shot of her pussy.  She had a very beautiful cunt; if you were into pussy it would have been absolutely mouth watering.  She was all soft brown skin and slick and swollen purple girl parts. Joy juice leaked copiously out of her.  Her big pink clit poked expectantly out, practically throbbing with anticipation.

Troy landed on the bed between Mel’s smooth thighs, and cupped his hands under her butt as he started licking her pussy.  Troy was an enthusiastic cunnilingist, and Mel was soon squirming and wiggling as he tongued her.  She was absolutely beaming, “Oh baby!  Oh yeah you lick me so good!  Oh yeah baby, that feels amazing!”

It did look pretty hot!  Troy was really into it too.  I liked the slurping and smacking noises they were making as he ate her out and I liked seeing his cute pale ass and muscular shoulders.  Mel’s tits were pan-caked and they jiggled in time with his slurping, which looked pretty nice too.

Mel dug her fingers into my brother’s hair, pulling him hard against her pussy and proceeded to have a very long and loud thrashing orgasm right on his face.  I was almost jealous. When she stopped shaking Troy climbed up from between her thighs.  His face was glowing, slick with her juices.  He got up on his knees and nosed his naked cock right up against her hungry opening.

“Are you ready for it baby?” Troy teased, as I zoomed in tight on his engorged cock nuzzling against her pussy lips.

“Oh yeah!” Mel replied, “fuck me now!  Fuck me good and hard!”

As I recorded the action in high-definition  electronically-stabilized video, Troy slowly sank the entire length and girth of his glorious cock into Mel’s juicy pussy.  As his cock slid in and out of her, Mel’s pussy seemed to bulge greedily around his thickness and to grasp hungrily at his dick as he fucked her. This was way better than any porno I had ever seen.  They were both losing themselves in the sex, clasping their hands and making sexy little noises as they fucked.  I pulled back to get a hotter angle.

“Oh yeah,” Mel gasped, “flip me over and fuck me from behind!”

Troy happily complied.  When he pulled out of her, his dick was totally coated in her come.  Mel got up on all fours with her rump thrust up and boobs hanging down as Troy fucked her doggy style.  I got some sweet shots of his cock sliding in and out of her pussy while his thumb was toying with her asshole.  The expression on their faces as they fucked like that was pretty priceless.  I wondered if I could make a career out of being a pornographer.

“Stick it up my asshole baby,” Mel whispered hoarsely, “Come on and fuck me in the butt!”

Mel fell forward so her breasts were resting on the bed and one side of her face was pressed against the sheets.  Her ass was high and on full display.  Troy spread her milk chocolate ass cheeks apart, exposing her winking little anus.  His cock was all slick with her juices and looked like it was red hot and ready to explode.  The purple veins stood out and I could actually see his pulse twitching and the proud helmet-shaped head was a lurid red.

He nosed the end of his dick up to her asshole, pressing up against her.  From this perspective his cock looked huge; there was no way, I thought, it would fit up inside that tiny little hole.

“Hurry up!” Mel rasped,.  Her fingers were already squishing  busily over her clit, “Fuck my ass now!”

Troy eased his dick into her as her ass seemed to eat him up.  At last, his balls were pressed up against Mel’s soft pillow-like ass cheeks.

“Oh fuck, I can’t hold on!” Troy wailed, “I’m going to come in your asshole!”

“Oh yeah Baby, come inside me!  I’m coming too!  Oh shit yeah, I’m commming!!”  Mel’s fingers were strumming her clit furiously.

Troy bucked, thrusting powerfully in and out before shouting out loud like a pouncing jaguar and burying himself deep inside her ass.  He collapsed with sweat on top of Mel as she shook and gasped her way through a long, hard orgasm of her own.

I pulled the camera back, leaving them stickily entwined together on the bed, Troy’s dick still captured up Mel’s butt.  As she lay there breathing hard Troy played with her hair, softly whispering and kissing her ears and neck.

Later on, after they had cleaned up, showered again and gotten dressed, we were all hanging out in the living room.  Troy and Mel sat together on the couch, while I lounged in a big purple easy chair.  We were all drinking ice-cold beers fresh out of the refrigerator.

“That was really hot.” Troy said.

“Yeah it was!” I agreed.  I couldn’t wait to go home and masturbate, hopefully to a copy of the video I had just shot.

“That was so sexy!” Mel said taking a swig of her beer, “I can’t wait to watch the video.”

“So, we were thinking,” Troy said, “Maybe in a while I could film while you and Mel got it on?”

“Or maybe,” Mel chimed in, “I could hold the camera while you and your brother fool around?”

I thought seriously about it for about a minute.  The idea was tempting, for sure.

“No thanks,” I said at last, “I just like to watch.”


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Hard Reset

After my life fell apart around me, I gathered up my things and stuffed them into a duffel bag, bought a bus ticket, and moved to the city, where I started to pick up the pieces as best as I could.

I got an apartment, a dingy little one-and-half room studio with a shared bathroom down the hall.  The only window faced a brick wall and at night I could hear my neighbors snoring, but at least it was mine.

I got a job, writing code for a small company that produced (I’m ashamed to admit it) pop-up ads for sketchy websites.  They didn’t pay very well, but that was ok; it was enough for me to get by on.  The place took up an entire floor in a falling-apart old building in the garment district, and I had my very own office.  There were only about a dozen employees, and I was the oldest of the lot by a decade, easy.

The actual coding was really easy and repetitive, and I very quickly discovered that nobody in the place did any actual work, except when Mrs. Goldbaum, the owner, came to visit.  Liz played video games, Tim worked on his novel, Devon chatted with her boyfriends, Cat sent out résumés, and everyone looked at internet porn.  Mrs. Goldbaum dropped by once a week or so, and when she showed up, everyone scrambled to minimize their windows and made a big show of being hard at work for an hour or so.  It was a weird place to work.

I didn’t discover just how weird until later.  My first clue came fairly early on, in the first week or so when I was still trying to work all day like a good employee.  I tapped on Cat’s door (all us programmers had our own offices, and hers was next to mine) with a question about library protocols.

Cat was doing a crossword puzzle online, and reading a lesbian webzine.  She answered my question without even looking up (saying, basically, ‘do whatever you want’), and then swiveled around to face me.  “So, did you wanna see my tits?”

“Huh?” I responded eloquently.  Cat was a beautiful girl, tall and slender as a willow branch, with big brown eyes, an unruly mop of curly dark hair, ears that stuck cutely out, and an enormous set of knockers that stood out proudly and were usually unfettered by any bra under her tight t-shirts and button-up blouses and skimpy tank tops.  I was pretty certain that she and Liz were dating.  She had a pretty nice ass too.

“Well I noticed you staring at my chest.” Oh God, I hadn’t thought I’d been staring.  Or at least I thought I’d been discrete about it.  “So I thought you might like to have a look.”  She was already unbuttoning her shirt.  All I could do was stand there and gawk.

They really were glorious: big round gravity-defying globes with enormous crinkled aureoles and dimpled little nipples.  They jiggled slightly with every little movement.  I imagined how they must shake up and down when Liz licked her pussy, and I blushed even redder than I was already.  I also felt my cock twitch inside my pants.  I hadn’t had so much as an erection since the divorce went down.  That night I would masturbate to the memory of those beautiful breasts.

“So?  What do you think?”

“They’re lovely.” I answered lamely.

“Thank you.” Cat said primly, and began buttoning up her shirt.  “Well, see you later on.  If Goldbaum comes to visit, remember to look busy.  But don’t worry, she never comes by on a Friday.”

I went back to my own office, feeling confused and horny and a little chagrined, as if I had screwed up, missed my cue, blown the punchline.  I also had a hard-on in my pants that refused to go away.


Later on, over a beer, I cautiously related the story to Liz. Liz was the first friend I had made at this place, and at the age of 30, she was also the next oldest employee after me.  Liz was a dyed in the wool lesbian: everything about her screamed ‘Dyke’ from the crew cut and the baggy jeans and oversized plaid shirts to the letters D.Y.K.E. tattooed on the knuckles of her left hand.  And like I said, I was pretty sure that she and Cat were a thing.

“Oh yeah, don’t worry about her,” Liz leered at me across a pint of Guinness, “The girl’s a total exhibitionist.  Nice rack, huh?”


A few weeks later, by which time I had wised up and stopped even pretending to work, we were hanging out in Tim’s office: me and Cat and Liz.  The girls were giving Tim shit about the porn he had been looking at when we’d walked in, which was slightly disingenuous; I’d seen the stuff Liz liked to watch.  Anyway it was all quite light-hearted, and he didn’t protest too much when they made him open the window back up and click through the pictures: an improbable-looking lesbian couple with a lot of eye makeup, tits that may or may not have been fake, and scary long red fingernails.

Next thing I knew, Cat had slithered out of her stretchy black t-shirt, and she and Liz were making out right in front of us, kissing passionately, as if me and Tim weren’t there at all.  Cat was dry-humping Liz’ jean-clad leg, and Liz was shamelessly fondling her girlfriend’s big bouncing tits.

By this time, I guess I knew Liz and Cat well enough that I wasn’t completely shocked by their behavior.  I just sat down on the edge of Tim’s desk and enjoyed the show.

While I was enviously watching Liz kiss and suck Cat’s bountiful breasts, I felt Tim’s hand brush against my own, and it was like an electric shock.  It felt totally natural.  Our fingers intertwined, and clasped, and then we were kissing, and then Tim was stripping and tugging off my clothes.

It felt really good to kiss him.  He was strong, and his body felt hard and cut, and there was a little stubble on his face which felt strange but good against mine.  I hadn’t fooled around with a guy since –Christ, junior high!– but it felt great, and I wasn’t about to stop.  It wasn’t like kissing a girl.  He smelled –and tasted– clean and masculine.  My dick was threatening to burst my zipper.

I looked over at Liz and Cat.  Cat was on her back on the wide-planked floor, tits spilling over to either side, knees raised up to her chest.  Her skirt was piled up around her waist.  If she’d been wearing panties before, she sure wasn’t now.  I caught a nice glimpse of her pussy, which was shaved bare and had sweet fat labia, and then Liz’s head obscured my view.  Liz’s shirt was open, and her smallish boobs were threatening to fall out of her black lacy bra.

Tim deftly unbuttoned my pants, and shucked my trousers and my boxers down around my ankles, and then my erection was out in the open, bobbing and wiggling proudly around, and Tim, who was half naked already, got down on his knees between my legs and started sucking my dick.

It had been a really long time, literally years and years, since I’d had a proper blowjob.  It felt amazing.  I threw my head back, closed my eyes, and reveled in the sensations.  Right then it didn’t matter one fig to me that the mouth producing those amazing feelings belonged to a dude: it just felt great.

Tim’s head was bouncing up and down on my lap, and his tongue was doing these incredible loop-de-loop things to my dick, and I was having to fight really hard to not come right away, right into his mouth.

I glanced over at the girls.  They had left off what they had been doing, and were watching Tim and me with smoldering intensity.  They were lying like spoons on the wood floor, and Liz had one hand up inside Cat’s skirt.  Cat, still delightfully bare-chested, made momentary eye contact with me and gave me a big thumbs-up.

Tim stood up, letting my cock flop wetly out of his mouth, and then his own pants and underwear came off and joined mine in a heap on the floor.  Then he was kissing me hotly and wetly and ferociously, and our dicks were rubbing together, and then he turned around and bent over his desk, soft-core lesbo porn still filling his computer screen, and I was clutching him tight from behind, pressing my chest against his back, letting my wet dick slide up and down between his ass cheeks, and then my hand found his hard dick, and my fingers clasped around it, and I started stroking him.

His cock was sort of on the small side, but I certainly wasn’t complaining.  Jerking him off felt like the most natural thing in the world, and knowing that the two girls were watching just made it all the more sexy.

“Condom,” Tim whispered throatily, “Desk drawer.”

Twice I almost fumbled it, tearing open the package and rolling it on.  I couldn’t think of the last time I’d had to use a condom: my wife had been on the pill since we’d started dating.

I felt Liz and Cat’s eyes hot on me as I awkwardly maneuvered my cock toward Tim’s opening.  My hand was still busy on his hard dick, and he was breathing hard and trying to hump back against me, which made it rather difficult to aim.

At last, the end of my cock found his puckered anus.  There was another jolt of electricity between us, and Tim shifted, pressing himself insistently back against my cock.  He was moaning out loud now, and I may have been moaning myself as we rocked together as one, my cock nestled against his asshole.

I didn’t think it would actually go in.  It felt like he was clenched tight; but rubbing like that felt great.  Then suddenly, he shoved his body back against me just as I was humping forward, and his anus yielded slightly, and the pitch and volume of Tim’s moans went up a notch, and the head of my cock was suddenly nestled snugly inside his almost painfully tight grasping and clenching asshole.

“Oh!  Gentle, gentle, gentle…” he croaked through clenched teeth, and it took all the willpower I possessed to not ram my dick deep inside him and fuck his ass hard and fast.  “Ah shit, it’s too intense… shit!  I’m coming!”

I felt his dick twitch in my hand as I pumped it, and his ass pulsated, allowing a little more of my cock inside, and then Tim was shooting off, making a giant pearly puddle of come on his office floor, and my cock slowly slid deeper into his body, impaling him, and his asshole was spasming on me as he came, over and over, and then I was coming too, pressed hard against his back, my cock buried halfway up his ass, my face in his sweaty hair, my hand still wrapped around his dick, howling like a monkey as I came and trying to be gentle at the same time as I thrust involuntarily, emptying my balls and filling the condom with my come.

There was a glassy look in Tim’s eyes, and a big smile on his face as we delicately disengaged, and I’m sure I looked much the same.  The girls were locked tight together on the floor, and Cat had Liz’s jeans open and I could see her purple panties, and Cat’s hand was busy inside them, and I could hear her fingers squishing away, and then Liz came, silently, her face a mask of intensity, and it was beautiful.


“Ok, THAT was weird!” I said to Liz later on at the bar.

“Are you kidding?!” she said, taking a big swallow of her dark foamy beer, “THAT was smoking hot!”

“It was kind of freaky.”

“What, because you fucked a dude?  C’mon on, admit it, the whole scene was totally hot.”

“Ok, I admit it, it was pretty hot.  But it was still freaky.”

“Listen, you’re not gay if that’s what you’re worried about.”  Liz put down her pint glass and looked at me seriously across the table.  “Neither is Tim for that matter, I know that for a fact.  Listen, you’d fuck Cat if you got half a chance, wouldn’t you?  You’d fuck Devon.  Hell, you’d probably fuck me if I offered.  And I’d still be a lesbian.  If I did you, which I’m not going to.  Hey, it’s a dull gate that only swings one way.  Don’t sweat it man.”

I didn’t sweat it, and neither did Tim, though we never talked about what we’d done and it didn’t happen again.  I played the episode back in my head sometimes at night when I jerked off, but more often I thought about doing the same thing only with Cat, or Devon, or with Liz.


When Mrs. Goldbaum walked unannounced into my office, I was almost caught with my pants down.  Literally.  I barely managed to close out the porn site I’d been perusing and open up something that looked like work.  Mrs. Goldbaum came to visit irregularly, but usually on Wednesday or Thursday, occasionally on Tuesday; but never on Monday or Friday.  This was a Friday, and I had just been contemplating going to see if Liz and Cat wanted to cut out for an early lunch at the bar with me and not come back.

She closed the door behind herself with a bang, and I jumped.  Since I’d been hired on nearly three months before, my contact with Mrs. Goldbaum had been minimal.  She signed my paychecks, and peeked in every week or two to make sure I was working.  She hadn’t actually spoken to me since the interview.

“Hello Mrs. Goldbaum,” I swiveled around in my chair, hoping I didn’t sound too nervous.  “What can I do for you today?”  Fuck, small as it was, I really needed this paycheck.

“May I be frank?” she asked, walking across the room and standing next to my chair, a little too close for comfort.  She smelled strongly of liquor.  I could feel her body heat next to mine, and it was not necessarily an unpleasant sensation at all.

Mrs. Goldbaum was an imposing woman, six feet tall, with a thick gold ring on the third finger of her left hand.  She had salt-and-pepper hair down to the middle of her back, severe-looking black-rimmed glasses, and she wore a dark pinstripe suit that showed off her substantial bust as well as a pronounced paunch around her waistline.

“I have to tell you,” Mrs. Goldbaum said, setting herself on my lap.  She was kind of heavy, but I didn’t mind. “That I find you highly attractive.”  She smelled of gin, I thought.  The fumes alone were threatening to get me drunk.  I was sure that she could feel my erection poking her through the bottom of her slacks.  She shrugged off her jacket and tossed it aside, and began unbuttoning the front of her blouse.  “Does it bother you that I’m your boss?  Does it bother you that I’m a married woman?”  She unsnapped her brassiere.  Her tits were huge, dwarfing even Cat’s substantial rack.  Her nipples were thick, like oversized pencil erasers, dark pink and erect.  She stuck her boobs right up in my face.  “You don’t mind, do you?”

I didn’t mind, and I happily kissed her breasts and sucked and nibbled on the nipples, making them stick out even more than they were already.

“Mmm, nice.” she said, dropping down off my lap and onto her knees and fumbling with the button of my fly.  She got my jeans open, and my cock flopped out like a jack-in-the-box.  “Very nice!”

My dick was pointing straight up at the ceiling.  Mrs. Goldbaum wrestled my pants and boxers down around my ankles.  She captured my penis with her cleavage; I watched, fascinated, as my dick disappeared between the soft, warm mounds of flesh.  My cock reappeared, sandwiched between her pale, pillowy breasts, the head all scarlet and eager.

“Mister,” she said, taking off her glasses and setting them carefully on the edge of my desk, “I am going to eat you for lunch.”  Tits swinging like a pair of huge pendulums, she crawled back toward my erection, a stalking tigress, ready to pounce on her prey.

Mrs. Goldbaum attacked my cock like a greedy kid with an ice cream cone, slurping up and down, all over the shaft and balls before capturing the swollen head between her lips and sucking hard while pumping the shaft vigorously up and down.

She was really good at this.  The things her mouth was doing to my cock felt fantastic.  The fact that she was my boss, married, probably nearly 60 years old, drunk, and most likely totally insane; all this ceased to matter very much to me.  As she sucked, hunched over my lap, I could see the leopard-print panties down the back of her slacks, and I found myself itching with curiosity to find out what was going on inside those panties.

Very deliberately, with a wicked glint in her eyes, Mrs. Goldbaum wet one finger and, still holding the head of my cock captive between her lips, she stuck it between my ass cheeks until she found the virgin territory of my anus.  I jumped, and tried to squirm away.  She just grinned around my cock, and wormed her finger up my butt.

I’d never been touched like that before.  My first reaction was to clench up, to try and pull away.  Mrs. Goldbaum was insistent though, and I quickly realized that what she was doing felt really really good.

I groaned out loud, and she penetrated me deeply, burying her finger all the way up to the knuckle in my ass.

“Come on,” Mrs. Goldbaum said, letting my dick pop free of her mouth, “Fuck my face!”  She plunged back down onto my cock, literally swallowing me whole.  Her face was buried in my pubic hair.  My dick must have been halfway down her throat.  She wiggled her finger in my ass.  Needed no more encouragement, I grabbed her thick graying hair with both hands and started humping her mouth.  She stayed with me, choking and gagging a little, but swallowing me enthusiastically the whole time, gobbling my cock eagerly as I fed it to her.  The finger up my ass was pressing buttons I hadn’t even known I possessed.  In some corner of my mind, I realized that I was screaming as I came, and that everyone in the office could probably hear me.  My climax seemed to last forever as I pumped what felt like buckets and buckets of come straight down Mrs. Goldbaum’s hungry throat.

She disentangled herself from my limp body, grinning like a huge, well-fed cat.

“We can’t keep on doing this,” she said as she strapped herself back into her brassiere and retrieved her shirt and jacket.  I just sat on my damp swivel chair, pants around my ankles, gasping as if I’d just run a footrace.  “People will start to talk.”   She finished buttoning her shirt and straightened out her jacket.  “I do hope this won’t affect our working relationship.”

And then she was gone.


Later on, at the bar, when I described what had happened to Liz, she just laughed.

“Oh yeah, she does that to everybody.”




I walked into Devon’s office one afternoon a few weeks later.  Devon was almost exactly half my age, fresh out of college, a cuddly redhead with a ready smile, a pretty face, a cute up-turned nose, a bit of a belly, and a truly gorgeous ass.  I had developed a major crush on Devon, and I would use any excuse to go visit her office.

Liz was already in there, hanging out sitting sideways on the desk.  As soon as I entered the room, Devon reached for her mouse and hastily clicked a window shut.  That, I had learned in my relatively short time working at this company, could only mean one thing: internet porn.

The question I had ostensibly dropped by to ask, about file-naming conventions, was so obviously just an excuse to hang out that Devon didn’t even both answering it, and Liz just leered knowingly at me.

The three of us gossiped idly for a few minutes.  I wasn’t sure, but I thought Devon might have been flirting with me, and I kind of wished that Liz would bugger off and leave the two of us alone.

Then there was one of those expectant pauses that seem to derail conversation from time to time, a bug in the social interplay mechanism.  Liz was the one who broke the silence.

“Go ahead, ask him.  I bet he does.”

Devon turned crimson, but stayed mute.

“Fine then, I’ll ask him myself.”  Liz turned to me and asked sweetly, “So, do you think chicks with strap-ons are hot?”

It was my turn to go crimson.  “Heck yeah,” I said, “Totally hot.”

Another awkward pause, which was quite unexpected broken by Tim, who poked his head in the door.  “Heads up gang,” he said, “Goldbaum’s in the house!”


Later on that same afternoon, after a couple annoying hours of writing annoying pop-up ads while Mrs. Goldbaum patrolled the office making sure we were all coding away like good little worker bees, we evacuated en masse to the bar.  Coding was thirsty work, and had to be quenched with beer at the earliest possible opportunity.

Tim left after the first round, and Liz and Cat stayed for two beers and then buggered off, Liz sending significant looks my way as they left the bar arm in arm.  Me and Devon were left alone over the third round.

“So,” Devon said to me over the remains of her beer, “What are you doing this evening?”

“I don’t know,” I said, “Did you want to get dinner or a movie or something?”

“Why don’t we just go back to my place?”

I choked, nearly inhaling the dregs of my beer.

We took a cab over to Devon’s joint, a sixth-floor walkup on the Lower East Side.  We made out in the back of the cab, fingers intertwined, kissing like a couple of shameless wanton horn-dog teens as the cab wound its way through the city streets.

Devon’s living room was painted Satan red, and featured a red Persian rug, a red velvet mock-Victorian couch, and piles upon piles of books, some shelved, some not.  She looked at me critically, my erection making a conspicuous tent in the front of my jeans.

“You should take a shower.” she declared.

When I emerged from Devon’s shower (complete with loofahs, girlie lotions and rubber duckies) I found her waiting for me in her bedroom, nude.  Her body was all softness and curves.  If she didn’t back off on the partying and start working out, I thought, she’d probably have to worry about her figure in a few years; but for the moment she looked absolutely angelic.  There was a golden-red triangle of neatly trimmed pubic hair between her legs, and her puffy labia pouted shyly out.

“You just got divorced, didn’t you?” she asked me.


“I’m sorry.”

“It’s ok.  It was for the best, honestly.”

She sat up.  Her breasts looked really nice.  Not huge, but nicely shaped, with pretty pink nipples.  “I want to make you feel really good.” she said.

I got up on the bed with her, and we kissed, deep and slow, for a long time.  Her small soft hand squeezed my rigid cock, and my own hand found its way between her legs, where her pussy was nice and slippery.  I pressed a finger inside her.  She was hot inside, and very wet.  I took pleasure in the sharp intake of breath as I penetrated her.

“Roll over” she whispered in my ear.  Gently, but firmly, she extracted my probing finger from the juicy folds of her cunt.

I lay face-down on her clean white sheets while Devon straddled me.  She rubbed my neck, my shoulders, my lower back, kneading all the seized-up crunchy knots that riddled my back.  The massage felt really good, and the sensation of her squishy, wet pussy brushing against my skin as she worked felt really good too.

Then she shifted her position, and I could feel her breasts on the backs of my thighs, and her hot breath on my ball sac and the crack of my ass, and I shivered with delicious anticipation.

Delicately, almost hesitantly, she ran the tip of her tongue down my tailbone, parted my ass cheeks, skirted my anus, traversed my perineum (which made me shiver), and playfully licked my scrotum, before licking her way back up into the dark, sensitive forbidden territory of my ass.  Shyly at first, and then more and more aggressively, she licked my asshole. The sensation was incredible!  My anus suddenly felt like the center of the universe, like a blossoming lotus. Her tongue felt like a hot, wriggling, naughty snake, squirming about six feet up my ass.  I was panting and moaning into the pillow and thrusting my ass up against her tongue.  Underneath me, my hard cock felt like it was about a yard long.

“Hold on,” Devon gasped, coming up for air, “Don’t move!”

I felt her clamber off the bed, and after a moment I disobediently rolled over onto my side.  Devon was awkwardly struggling with the loops and buckles of a red leather harness.  When she saw me watching, she smiled sheepishly and brushed a lock of red hair out of her face.

“Is this ok?” she asked.

We were certainly about to venture into uncharted waters.  The place she was proposing to go wasn’t anywhere near my comfort zone.  But then, the last three months had been a fire storm of new experiences, and my dick had rarely been as hard as it was at that moment.  I wasn’t about to back out now.

She finished strapping herself into the harness, and buckled the dildo into place.  It jutted straight out from her crotch, purple, semi-realistic, and to my relief (and to my somewhat surprised secret disappointment) not too gigantic.

She looked beautiful like that.  I mean, she looked beautiful anyway, but just then, naked, a nervous smile on her lips, her skin flushed and her nipples pink and excited, her eyes sparkling naughtily, and that incongruous purple dildo projecting from her crotch… I was a little overcome.

I knelt before her on my knees and took the dildo in my mouth and started blowing her.  Her cock filled my mouth.  I could feel it buzzing, humming happily away.  She seemed to enjoy that.  She ran her fingers through my hair and rocked gently back and forth as I sucked.  I fingered her pussy as I sucked her cock.  She was very wet.

After a minute or so of this she gently pushed me away.  “Are you ready?” she asked, retrieving a bottle of lube from her bedside table.

I got on all fours on her bed, and she crawled up behind me.  She poured cool lubricant all over my ass, which felt nice.  She playfully squeezed my cock with her slicked-up hand, and that felt quite nice.  Then, while she softly petted my dick with one hand, she gently inserted a slippery finger up my lubed-up ass, and that felt really good.

We stayed like that for a few moments, while she stroked my hard cock and finger fucked my asshole.  But both of us were impatient to get on to the main event.

She released my dick, which hung thickly down between my legs, and extracted her finger, leaving my anus feeling wide-open, sensitive and vulnerable.  I watched through my legs as she positioned herself behind me.  Her pussy was so wet the come was leaking out of her in long, sticky clear strands.

I felt the end of her cock bump against my asshole, and I tried to force myself to relax.  I felt a little panic rising up, and I choked it down.  I wanted this.  I took a deep breath and blew it out, and just then she nudged forward and—

“Holy shit! I’m inside you!  This is so fucking sexy!”

“Fuck me,” I managed to spit out, “fuck me now!”  The sensation was overwhelming.  I felt totally filled up, stretched to the maximum, surfing a wild wave between pleasure and pain, and so far pleasure was winning out.  I found myself humping back against her thrusts, trying to get more of her cock inside me.  “Fuck me hard!”

Devon obliged me, fucking my ass gently at first, then harder and faster as we both got more and more excited.  My cock was bouncing wildly with every blow, and Devon’s hips were slapping against my butt, and we were both gasping and panting.  It was so intense.  I wasn’t sure just how much more I could take.

“Holy shit, I’m gonna come!” Devon cried out, grinding herself against the base of the buzzing dildo planted in my behind.

“Oh please please please!” I moaned incoherently.  She wrapped a hand around my swollen cock and pumped wildly.  That was all I needed.  I felt a rush of orgasmic pleasure that ran all the way from my toes to my ears, and every muscle in my body in between, and with a roar, I squirted gobs and gobs of hot sticky come all over her nice clean sheets.  Meanwhile Devon was coming, making sweet little hiccupping cries as she fucked my ass.

“Would you be my special boyfriend?” Devon asked me later on when we had both recovered a little bit and were cuddling in a happy state of post-orgasmic bliss.

“Sure, I’d be happy to” I told her, and we kissed for a while before moving on to round two, which involved more traditional, but still very hot penis-in-vagina sex.

Not long after that, I got myself a real job at a much bigger software company that produced real software.  My new job pays a lot better, but then again, I actually have to work every day, and I’m not boinking all my co-workers.

I’m still Devon’s special boyfriend.  We’ve been talking about cohabitating, but both our places are too small, and Devon tends to bring home a lot of different guys during the week, so I think we’re going to get a big two bedroom together.

We have an open relationship, which means we both have the right to sleep with whoever we like, whenever we feel like it.  Devon takes full advantage of this arrangement; so far I’ve only slept with one other woman.  I see my ex-wife pretty much every other weekend.  Our relationship has never been better.


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666 13th Avenue

“You don’t have to sell your soul,” The Devil told me, “In a matter like this, you could merely lease it to me.”

He was a handsome devil, and he wore a very expensive looking charcoal-grey suit. You could almost have mistaken him for a human, if you overlooked his metallic blue-black skin, the color of hardened steel.  And the sharp, curved horns that projected from his forehead.  And the long, hairy, obscene-looking tail that spilled discretely out of one pant leg.

One more semester and I’d have my goddamn MFA.  My grant money had dried up, and I had already maxed out my student loans.  I was desperate.  Desperate enough to go to Lucifer.  It was either him or the credit card companies.

“In cases like yours, I usually ask for a year of servitude.” He wore beautiful, extremely expensive-looking black leather loafers.  I wondered if he had cloven hooves hidden inside those shoes.  “Would you like to take a tour of the facility with me?”

It was one of those generic, anonymous glass and steel skyscrapers that so litter midtown.  I had probably walked right past the place a hundred times and never looked twice at it.  It took up an entire city block; most of the ground floor was occupied with retail shops.  There was a Starbucks on the corner.  The Devil led me to a discrete, unmarked door which swung silently open after he entered a code into a PIN pad.  His fingernails were the sharp, predatory claws of a wild beast.

We entered a large, dark room filled with small tables.  Canned jazz played softly through the sound system.  There was a bar at either end of the room.  A couple dozen more-or-less pretty girl with bare chests, most of them bustier than me, wandered in between the tables carrying drink trays; a couple more topless chicks were stationed behind each bar.  The customers were almost all men, generally quite well dressed. An enormous, scarlet-skinned demon bearing a spiked maul loitered near the door.  The bouncer, I surmised.  It was a titty bar.

The girls all wore pretty much exactly the same uniform:  a black or red g-string, and a pair of impractical-looking high heels.  That was it; a few girls wore fishnets or a leather choker around their necks, but most did not.  Some of the nipples were pierced, and there was a pretty large selection of navel rings and tattoos.  I liked looking at all the mostly-naked girlies.  All the boobies looked really nice.  They all seemed natural for one thing, and there was a wide variety of shapes and sizes.  I wondered how my own rack would measure up alongside them all.

“This is just the ground floor,” The Prince of Darkness told me, “Some girls spend their entire servitude working here.  It’s pretty easy stuff, all you have to do is serve drinks and smile a lot.  Our customers generally tip very well.

From time to time,” he went on, “A customer will select a girl.  He pays extra, and gets to take the girl upstairs.  You understand,” he grinned wickedly, exposing four rows of very sharp small teeth, “that this is a very expensive club, and it costs a lot of money to take a girl upstairs.  Shall we?”

Together, we walked up a grand curved staircase to the second floor.  Halfway up, The Devil turned to me.  “The important thing for you to remember about this establishment is that once a girl is promoted upstairs, she can never go back down again.”

The second floor was very much like the first, with the addition of a small stage, lit up by a row of spotlights with colored gels.  Two nude girls danced around a couple of poles.  They didn’t look like strippers; maybe burlesque performers.  They were both pretty cute, but not in a stripper sort of way.  One had a shaved pussy with prominent labia that peeked out and curled over.  The other one was shortish and kind of chunky, and had a neatly trimmed bush.  They both looked like they were enjoying themselves.

Again, a dozen or so girls were waiting tables.  They were all nude, except for the high heels.  I liked seeing all the jiggling and wiggling ass cheeks, of various shapes and sizes.  I saw a lot of shaved pussies, but there was also a fair amount of pubic hair, ranging from full bushes to landing strips.  The girls were mostly quite attractive — there was a redhead with a giant squid tattooed across her back that I got an insta-crush on — but not really in the stripper aesthetic. They looked more like, well, my friends and the girls I hung out with.  And also, in contrast to other strip clubs I’d been in, everybody here — patrons and workers alike — looked happy.

The customers were mostly, but again not exclusively, men.  Actually, there seemed to be more female patrons up here than on the first floor.  There was one table with three or four women dressed in business attire (and a naked brunette gyrating on one of their laps), a table with a lesbian couple, and more than a few wives and girlfriends scattered around the other tables.  Quite a few naked girls were sitting on customers laps.  At one table, quite close by where we stood, I could see that the girl had her customer’s pants undone, his erect penis out, and her hand was rhythmically pumping up and down.

“One again,” Beelzebub told me, “many girls never even graduate from the second floor.  The work is quite easy: lap dances and hand jobs, and the customers are very well behaved.  If they are not,” he flashed another disturbingly toothy grin, “they are quickly asked to leave.

“Sometimes the customer will want a little extra.   In that case, he –or she– can pay a little extra and take the girl of his choice up to the third floor.  Follow me.”

We ascended a wrought iron spiral staircase.  “There are no private booths or rooms in my club,” The Devil told me, “Anything that goes on here happens out in the open.  And remember, you can always go up, but you may never go down.”

The third floor was much more Spartan than the first two levels.  There was a small bar at one end of the room where a tall buxom amazon served drinks.  In the center of the room was a raised platform lit up by spotlights.  There was a large, very ornate Victorian bed atop the platform.  On top of the bed, three girls were interlocked in a complicated daisy chain.  The three of them were all licking, sucking, and fingering each other enthusiastically, and they all seemed to me to be genuinely enjoying themselves.  I caught a very nice look at one girl’s spread-open pussy, her co-worker’s index finger buried up to the knuckle in it.  She was very wet and her lips pouted open, and her clit was shiny red and erect.

There were futons in different configurations throughout the room.  Some were empty, but most held a couple –or a triad– cavorting on the clean white sheets.

On one futon, a tall forty-ish woman with salt-and-pepper hair and stretch marks on her belly was having her pussy vigorously licked by a very young-looking girl with a buzz cut.  I could actually hear the juicy smacks and slurps as the girl licked away.  The tall woman’s eyes were half-closed, her head thrown back in pleasure, her large dark nipples sticking straight up.

On another couch, a fat gentleman was entertaining two pretty dark-haired girls.  He was lying on his back while one of the girls bounced up and down on his slick hard cock.  The other girl was squatting astride his face, dragging her neatly trimmed pussy back and forth along his extended tongue.  I idly wondered how often the girls switched position.

On yet another futon, a quite good-looking man was fucking a rather chubby girl with gorgeous long brown curly hair from behind, while his (wife?  girlfriend?) filmed the scene with a hand-held camcorder.

Everywhere I looked, there were people having sex.  Maybe it was because I hadn’t had an orgasm in a few days (a combination of money stress and not having a boyfriend had put a damper on my sex life lately), but seeing this room made me incredibly horny.  All around me was the sound, smell, and sight of people fucking.  I’d never actually seen actual people having actual sex in person before, up-close and personal.  This was way better than any porno.  Inside my panties, my clit twitched obnoxiously.

“And then of course,” The Devil said, “There is the fourth floor.”

We took another spiral staircase up to the next floor, which was another big room almost identical to the level below it.

On a brightly-lit raised platform at center, a winsome girl with large breasts and curly black hair stood.  Here hands were tied at the wrists and were held over her head by a cord that ran up to a pulley in the ceiling.  A big fat vibrator was crammed up her ass; another was buried in her pussy.  I could hear the toys buzzing from where I stood.  Her face was a mask of intense concentration.

Clipped to the base of each vibrator were three steel balls, each one about the size of a ping pong ball.  Each ball had a snap on one end and a hook at the other.  As I watched, a winged imp with stubby little horns and a disturbingly long flaccid penis skittered out and clipped another ball onto each vibrator.  The girl on the platform winced, and I saw her muscles tense, and a low moan escaped her lips.

“Every fifteen minutes or so, we add another pair of weights.”  The Devil told me, “As soon as she drops one of the toys, her time is up and another girl takes her place.  Each ball weighs half a pound.  The record is five balls on each toy.  Think you can beat that?”  The Devil grinned his shark’s grin at me, “It’s excellent exercise and good fun too.”

There were only a few customers on the futons in this room.  I quickly saw what the theme was up here, and my clit twitched and throbbed in response.

On one futon, an attractive black guy in his early twenties was fucking a very pale blonde girl up the ass.  He was approaching climax as I watched; from the sounds she was making, the blonde was in very much the same boat.  All of a sudden, the black dude howled out loud, arched his back, and grasping her hips so hard his fingers left pink marks on her flesh, he buried himself inside her ass.  I actually saw his balls twitch as he came.  A few seconds later, his already wilting wet penis popped out of her winking asshole, followed by a veritable gush of semen.  The girl stayed on her knees, head down, masturbating furiously.

“Don’t worry,” The Devil told me, “All our clients are very carefully screened.”

On another futon, a woman I recognized from television (was she a politician?  Yes, that was it, she was a U.S. senator!) was butt fucking a mousey looking chick with a wide ass who’s glasses were all akimbo on her head.  The senator-lady was still wearing a half-buttoned white blouse and a lacy bra; she wielded a formidable-looking purple strap-on mounted on a black leather harness.  There were raised red handprints on the mousey girl’s pale ass cheeks.  I couldn’t tell whether the girl’s screams were motivated by pleasure or pain.  A little of both, I suspected.

On another futon, two hairy middle-aged men were screwing a skinny girl; one was fucking her pussy, the other was pounding her ass.  On a fourth futon, a fat woman with enormous breasts lounged.  Three girls were eating her out: two were taking turns licking her pussy and clit while the third had her face stuck between the woman’s ass cheeks and was slurping busily away.

“The upper floors,” Mammon told me, “Are more rarified and correspondingly more expensive.  They are only accessible this way.”  He led me to a bank of sleek, silent elevators.  Inside the car was an array of buttons, L for lobby, and 5-99.  The buttons were all black, except for the one that read 99.  That one was red, and keyed off.

The Devil pushed the button marked 5, and the elevator slid smoothly up.  “What you have to understand before you agree to anything,” he said to me in a serious tone, “is that while we don’t allow our clients to do any permanent harm to our staff, that leaves a LOT of room for pain and suffering.  Once a girl has been promoted a floor, she can never go back down, and for the length of her servitude she has absolutely no say in what is done to her or by whom.

The elevator doors slid open on the 5th floor.  On the (faux?) stone wall opposite us, a naked girl with an iron collar around her neck was chained spread-eagled.  Her head was shaved bare, and her back, butt, and thighs were an angry roadmap of painful-looking welts.  A big muscular guy with a crew cut, naked from the waist up, was standing behind her, holding a long, cruel whip.  He had a wicked farmer’s tan, and the back of his neck was sunburned.  There were messy looking, smudged blue tattoos up and down his sinewy, muscular arms.

As The Devil and I watched, the man raised his whip and, muscles flexing and bulging, brought it down across the poor girl’s back with a hiss and a crack.  She screamed thinly and struggled against her bonds.

There was a line of men –and one mean-looking woman– waiting their turn with various whips, switches, canes, and floggers in hand.  In the middle of the room, a dozen or so miserable girls in iron collars padlocked to rings in the floor watched the proceedings silently, patiently awaiting their turn at the whipping wall.

We took the elevator up to the 6th floor.  The walls of this room were painted institutional blue, and the floor was white tile.  On a stainless steel table at the center of the room, two blonde girls who looked so similar they could almost have been sisters were locked in a 69.  Literally locked; they were chained and padlocked so that they couldn’t move out of that position.  A demon was feeding the girl on the bottom potato chips out of a crinkly bag; another demon was pouring water from a large plastic jug into the mouth of the girl on top, who lapped the water up thirstily.

“Oops!  Look out– here she goes again!” one of the demons chortled.  The blonde girl on top moaned and quivered, finally letting go with a long, clear, seemingly endless stream of piss, which caught the girl on the bottom half of the 69 full in the face.  The blonde on the bottom sputtered and choked, struggling against her chains.

“Don’t worry,” the jovial demon said, “Here, have a drink of water!”  The girl’s face and her long blonde hair were soaked in pee.  The demon held the water jug to her lips.  She gave him a hateful glare, but gulped the water up eagerly.

Meanwhile, a group of men were urinating into a long porcelain trough.  The drain at one end of the trough was connected to a hose, the end of which was plugged into the asshole of a girl who knelt face-down on the tile floor.  She was receiving an enormous piss enema.

Next to her, a petite girl with a pixie-ish face and a pageboy haircut and a visibly bloated belly was giving a fat older guy a blowjob.  Lying on her back, between the pixie-girl’s knees, another girl was licking her pussy.  “Oh Rebecca, please don’t!” she whispered between licks, “Hold it in a little longer… Oh Becky, please don’t, no…!”  The fat man snickered and grabbed pixie-girl’s hair, forcing her head down on his cock until her face was buried in his graying pubes.

“Personally I don’t get it, but a surprising number of people really get off on this stuff.  Come on, I’ll show you something a little more intense.”

On the 23rd floor, the only light came from a single naked light bulb hanging from the ceiling.  A pale girl with big brown eyes and a long neck and very long dark hair was tied nude to a steel chair.  Alligator clips with colored leads attached to them were clamped onto her large brown nipples, her labia, and her clit.  The leads all ran to a black box on a small wooden table.

Two men in grey uniforms with black armbands and what looked like tasers on their belts were standing over her.  “I’ll ask you one more time,” one of the men snarled threateningly, “what is 2261 divided by 17?!”

“I don’t know!” the girl sobbed, “I told you, I’m no good at math!”

“Very well,” the other man said softly, “you leave us no choice.”   He pushed a button on the black box, holding it down for a long count of three.  The girl thrashed in her chair and screamed voicelessly, her eyes bulging out of her face and every tendon in her body straining.  I smelled smoke.

“Alright, shall we start over then?” the first man said when the girl had stopped twitching.  I could see that she was now sitting in a pool of her own urine.  “Let’s start with something more basic.  1024 minus 178?”  She whimpered fearfully as he unclipped the taser on his belt.  “Well…?”

“The interrogation continues until she answers a math problem correctly,” The Devil told me helpfully.  “Then she sucks them both off and the next girl is brought in.  Don’t bother boning up on your math by the way, the questioners may pick any subject they choose.”

On the 50th floor, a group of men in business suits were sitting around drinking beer and watching sports bloopers on a big-screen tv, and generally ignoring the emaciated girl who was suspended face-down from the ceiling by a couple dozen fishhooks stuck through the skin of her back, her shoulders, and the backs of her legs.  There was a ball gag in her mouth, and her ribs protruded like 2x4s underneath rice paper.  Big, heavy industrial-looking vise grips dangled down, clamped to her lower lip, her labia, and her grotesquely-stretched nipples.  A big, ominous-looking fire hose was coiled up on the floor.

Up on the 82nd floor, a long narrow steel box sat atop a beat-up looking oak table.  The box was about 18” square and maybe 5’ long, and was welded shut.  There was a small, circular hole in the side at one end of the box.  A naked man with a huge beer gut and pendulous balls had his cock jammed into the hole, and appeared to be blissfully fucking away.  At the other end of the box, two petite bare feet protruded from another pair of small round holes.  The feet were girl’s feet, swollen and bloody; the ankles were bruised and chaffed from rubbing against the rough-cut steel.

A severe-looking middle-aged lady in a grand black dress was busy inserting needles into those bare feet.  She had a whole pincushion full of them, plus various pliers, scalpels, and a soldering iron.  With an intent look on her face, she selected one extremely long and thick large needle from the pincushion and drove it very deliberately deep into the ball of one foot.  I heard a muffled, gagging scream from inside the box.

“Oh my God Dolores!” the man groaned, humping into the hole until his pubes were mashed against the steel wall of the box, “Every time you do that, she does the most amazing things to my cock!  Give me some more!”

“Nothing,” the lady said with a tight little smile on her face as she picked up the soldering iron, “Would give me more pleasure!”

“Well,” The Devil said as we got back into the elevator and headed down toward the lobby, “I think you’ve seen enough to make an informed decision.  The other floors are pretty much the same idea– use your imagination.”

“And what’s on the 99th floor?” I asked.

The Devil made a face.  “Oh you don’t even want to know.”

“So,” The Devil asked as we walked out into the bright Manhattan sunlight.  The sidewalk was crowded with pedestrians.  “What do you think?  Do we have a deal?”

I realized that my panties were absolutely sodden.  They’d have to come off, and soon!  “Where do I sign up?”


(Once again, inspired by/ripped off from Holly)

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