A used sissy story
It was wild, unlikely chance that led me to Brent’s party that night. I certainly had no intention of going. Hell, I don’t even like Brent. I had another party to go to that night, but that one fizzled out early, so I found myself standing on the sidewalk trying to decide what to do. It was a nice summer night, the kind of night that just seems too good to waste. Grant came out right after I did, and like me, he was still in the mood to party.
“Hey Jeff,” he said with a grin. “I’m headin’ over to Brent’s party. Wanna come with?”
“I don’t know,” I demurred. “Brent’s kind of an asshole.”
Grant laughed. “I know,” he said, “but I hear his parties are huge. We could go, hang out, meet some people. We probably wouldn’t even have to talk to Brent.”
He did have a point. “Yeah, okay,” I said. “Let’s do it.”
He laughed again. “How bad could it be, right? Follow me over, so we can go in together. I got an invite.”
So that’s what we did. I followed Grant to Brent’s house. There were a lot of cars there, so we had to park two blocks away and walk over. You could hear the music two doors down, but it didn’t look like his neighbors were home, so I guess no one minded. The house was pretty big, one of those split-level ramblers, and appeared well-maintained. Brent’s parents were apparently doing well to afford a house like that.
I followed Grant to the front door. Grant had his invite in his hand, but there was nobody at the door checking, so we just went right on in. It was crowded inside, and noisy. It looked like everyone there was a college student like us, and while it was mostly guys, there were quite a few girls as well.
I didn’t know anyone there. Brent’s crowd was not my crowd. But there was a lot of energy in the room, and I figured I’d find some of my kind of folks if I looked. Everyone was drinking beer from red plastic disposable cups. We made our way to the kitchen, where there were three kegs lined up on the counter. There was a sign that said, in big crude letters, “Buck a beer,” and a huge jar already stuffed with dollar bills. So we stuffed in a couple more, and served ourselves some beers.
Sipping our beer, we started touring the house. The back yard was only slightly less crowded, and there was a lot of weed being smoked out there. That wasn’t our scene, so we stayed inside. There were bedrooms, all with locked doors and the sounds of energetic sex coming from inside. Then we came to the rec-room.
It was almost as big as the living room, with lots of chairs and some vintage pinball games, but nobody was playing them. Everyone was crowded around the side of the room where the chairs were. It looked like they were all watching some event together, and there were occasional bursts of laughter, and a couple of people were cheering someone on like it was a sporting event, but nobody was talking, so there was like a kind of tension. We were curious, so Grant and I integrated into the crowd to see what was going on. When we were close enough to see, I was shocked speechless.
There was a low, narrow coffee table, and there was someone on it. It looked like a girl, mostly naked, and she was tied up tight with rope, yards and yards of it. She was on her back, her legs folded up tight against her chest, her legs from the knees down kicking freely in the air. Her arms were tied folded together behind her back, and the way she was lying on them sort of propped up her butt so that it was raised high in the air. She was wearing fishnet stockings that ended at mid-thigh, and that was it. No other clothes, no underwear, nothing.
There was a guy kneeling on the coffee table, shirtless, with his blue jeans pulled down. His dick was out, and he was fucking the tied-up girl. Fucking her hard. He was muscular, probably a football jock, and he was soaked with sweat, like he’d been going at this for a long time.
The way he was hunched over her, I couldn’t really tell whether it was a guy or a girl under him. It looked like a girl, with the fishnet stockings and those slender arms and everything. The way she was tied with her knees bound tightly against her chest, I couldn’t tell whether she had tits or not.
Her head was hanging off the edge of the coffee table where I couldn’t see it, and there was another guy kneeling on the carpet, holding her head with one hand and fucking her in the mouth. He wasn’t doing it in a nice way, either. He was driving his wet cock all the way into her mouth with each stroke, and he was going at her hard and fast. His cock had to be going right down her throat with each thrust. And he was doing it sort of casually, grinning and holding a beer in his other hand.
What the hell was going on here? It looked like these two guys were r****g a tied-up girl, and the crowd was cheering them on, laughing like it was a hilarious joke. That couldn’t be right. There was something else going on. I looked over at Grant, but he looked as mystified as I was.
I couldn’t help staring. I’d never seen anything like this before. It was shocking, frightening, outrage-inducing, and, well, I’ll admit it, pretty fucking erotic, too. I mean, if it wasn’t ****, if the girl was okay with this, then it was sexy as hell. Was it a game of some kind? Did she lose a bet? Take a dare? I had to know.
I watched as the fucking continued. I was spellbound. There was something about the angle, the juxtaposition of their loins, that suggested he might just be fucking her in the ass. Anal sex was a bit of an obsession of mine, so if it was true, it made the scene that much more fascinating.
I wanted to ask someone what was going on, but I’d noticed that, other than the laughter and the occasional encouraging whoop, nobody was talking. I didn’t want to break whatever rules applied to whatever this was, so I waited to see if it would be explained at some point.
“f******n minutes, Bob!” said a bystander, looking at his watch. “Don’t slow down!”
It went on for another half a minute, and then, suddenly, the guy doing the fucking straightened up. He threw his head back and let out a loud groan, his hips slapping the upturned butt hard and fast. He was clearly cumming.
“f******n and a half minutes!” said the guy with the watch. “Bob fails to beat the record!”
When Bob straightened up, I could clearly see, right where the girl’s pussy should have been, a hairless pink ball of skin bouncing as the violent pounding continued. It had to be a pair of balls I was looking at, but the base of it was pinched by a thick ring of chromed steel, and below it was what had to be a tiny dick, no more than two inches long, encased in a small tube of steel, with slots and vents that made it look complicated. I didn’t know exactly what I was looking at, but I knew one thing. It was not a girl he was fucking, it was, in fact, a guy, and Bob was fucking him in the ass as hard as he could. Other than the steel-encased genitals, though, it still looked like a girl. I couldn’t see his head, as it was below the edge of the coffee table, held there by the guy that was plunging his cock in and out of his mouth. But he had the slender waist, flaring hips and skinny arms of a girl. Everything was shaved clean, legs, crotch, everything. I’d heard about guys like that, guys who were more feminine that masculine, but I’d never seen one in the flesh.
Bob continued to cum, head back and eyes closed, his body quivering. All around me the taboo against talking had apparently been relieved now that Bob’s run was done, and everyone was talking at once. There were men and women in the crowd, joking and drinking beer, some sipping drinks of other kinds. Nobody seemed bothered by the ****y-looking festivities.
I couldn’t stand it anymore. I turned to the guy on my left. “What’s going on?” I asked. “Who is that?”
He laughed. “I dunno who it is. Nobody knows! Some cock-loving sissy. They’ve been goin’ at ‘im for like three hours!”
“It’s somebody Brent knows,” said the next guy over. “He said the k** can’t get enough cock, so we’re tryin’ to prove him wrong.”
“Brent said we could do whatever we want with ‘im,” said a third guy. “He’s totally into the kinky shit.”
“Huh,” I said.
Just then the guy who’d been fucking the sissy’s mouth all this time began to groan. “Ah, gawd…” he moaned, then shivered and withdrew his glistening cock. A drooping strand of semen followed it.
There was a round of booing from the crowd. “Three minutes, Jerry!” said the guy with the watch, laughing. “You lasted three fuckin’ minutes.”
“I can’t help it, he’s a really good cocksucker!” complained Jerry, zipping up his pants, and everyone laughed.
The tied-up sissy finally lifted his head, and I was expecting to see a face. But instead, his whole head was enclosed in a black leather sheath, right up to the hairline. It covered his eyes, ears and all his features. There was a little cluster of air-holes where his nose would be, and the mouth of the head-sheath looked like a chromed plumbing fixture. It was a short steel tube about two inches wide that went right into his open mouth, attached to the leather with a chrome ring like I’ve only ever seen on toilets and stuff. The tube was wide enough for guys to stick their dicks through, at least some guys, and I could see a tongue moving around inside. The steel tube was only about half an inch long, just long enough to chock his teeth open. The tube made it so that guys could stick their dicks in his mouth, and right down his throat, and he couldn’t do a thing about it. He also couldn’t talk with his mouth held open like that.
His hair was blonde, and longish for a guy, but not long enough for a girl. I could also see his chin below the sheath, and it was smooth, his neck slender, but I couldn’t tell anything else about him. All I could tell was that he was slim, blonde, and built sort of like a girl. I still had no idea who he was. He was probably a college student, maybe even someone I’d seen in class, but with nothing to go on but his hair, his smooth skin and his girl-like build, I didn’t recognize him.
The disturbing part of this, for me, was that the tube in his mouth kept him from being able to speak. That meant that the crowd only had Brent’s word that this sissy was okay with taking cock all evening. Hell, they only had Brent’s word that this was a sissy at all. And Brent was an asshole.
As I was thinking all this, Bob finally pulled his cock out of the sissy’s ass. I immediately discerned that Bob’s cock was way too thick to fit through the tube into the sissy’s mouth. And it was not just thick, it was longer than I would have guessed. It was only partially erect now, and as it came free it flopped and bounced, oozing cum, but it was still huge. The sissy’s glistening pink anus gaped open for a few seconds before it closed. In spite of my doubts, I stared in fascination.
There was something about this situation that struck a chord deep within me. I found the whole thing deeply erotic, but in a way that made me really uncomfortable. It was weird, and at that moment I couldn’t sort out my feelings about it, but I knew that I wanted to see more. I couldn’t take my eyes off the helplessly bound figure on the coffee table.
“Okay who’s up next?” said the guy who’d been timing Bob.
A guy stepped forward, another big, muscular guy. “I’ll go next,” he said, and stripped off his shirt. Several of the spectators let out a cheer, and someone said “Go Ryan!”
Ryan bent over the sissy and picked him up effortlessly, flipping him over and setting him down cross-wise on the table, face-down on his knees. The way he was tied, this position also raised his ass in the air. His hips were wide as a girl’s, or maybe it just looked that way because his waist was so narrow, but either way, he really looked like a girl from this angle.
“I don’t wanna be lookin’ at his balls while I fuck ‘im,” Ryan said by way of explanation.
Standing on the floor behind the helpless sissy, the big guy unzipped and took out his cock. It was of considerable size, and he wasn’t shy about whipping it out. It was only semi-hard, and as he began stroking it, someone tossed him a bottle of lube.
“The football players have turned it into a competition,” said the guy beside me, seeing my perplexed expression. “There are nine of ‘em here, and six have already had a go. Travis Jenkins set a record of twenty-three minutes, and nobody’s beaten it yet.”
Ryan had lubed himself up and was rubbing his glistening tool slowly and lasciviously. He looked across the table to where a girl was standing right up front, a red plastic cup in her hand. She was wearing jeans and a halter-top, and looking good in them.
“Hey Erica, you wanna come get this hard for me?” said Ryan with a leer.
“I wouldn’t touch that thing with tongs,” she said teasingly.
“Not what you said last Wednesday,” said the big jock, getting a laugh from the crowd. “Flash me a little tit, then?”
“In your dreams,” she said, but then she lifted her top one-handed for just a second, lowering it back into place with a grin.
Ryan’s cock was still lengthening and hardening in his hand. “I’m gonna pretend this is your ass, baby,” he said, lowering the tip of the thing toward the sissy’s upturned butt.
“Oooh, ride me hard, honey!” she laughed, shaking her bottom.
Ryan pressed the head of his cock against the sissy’s sphincter. It had become stiff enough that, by holding the long, thick shaft in his hand, it looked like it might go in. He pushed, and the fat pink cockhead disappeared into the hole. The sissy grunted, his head coming up with a jerk.
“Ahhh, damn,” said Ryan, looking down in appreciation. “That’s a tight little hole!”
He worked a couple of inches of cock into the clasping orifice, moving it back and forth. “Make some noise, baby,” he said, closing his eyes. “Beg me for more cock.”
Erica slipped into a soft, little-girl-like voice. “Oh yeah, honey, give it to me! I neeeeeed it sooooo bad… fuck me deeeep in my ass…”
Keeping his eyes closed, Ryan plunged the entire length of his mostly-hard cock all the way into the sissy’s ass. The sissy let out an agonized groan, and the crowd laughed uproariously.
“Oh Erica, sweety, your ass is sooo fuckin’ hot and tight,” Ryan crooned, eyes still closed. “I’m gonna fuck you so hard you’re gonna scream like a Catholic school girl!”
“Do it, you big mountain o’ man-meat, fuck me til I cry!” said Erica.
“And GO!” said the timekeeper, looking at his watch.
Ryan began to slide his cock in and out in long, deep strokes. I could hear the sissy groaning through his mouth-tube with each thrust. I stood there and watched Ryan’s huge cock plunge into the depths of the sissy’s body again and again, and a strange feeling began to creep over me. My own cock was beginning to stiffen, and I stuck my free hand casually into my pocket so I could rub it a little. I fantasized that it was me driving that huge cock in and out of that helpless bottom. Soon I found myself trying to imagine what it would be like to be helpless and blindfolded while a massive cock like Ryan’s plundered my ass.
Ryan had stamina and staying power. Minute after minute was called out by the timekeeper, and the big jock kept hammering away at the sissy’s ass. A steady “Uhh, uhh, uhh, uhh, uhh, uhh” issued from the open tube in the sissy’s mouth with every thrust into his lean body. Somewhere around the ten-minute mark a young guy with a rock-hard erection in his hand knelt in front of the sissy’s head and fed his dick into the mouth-tube. With barely a pause, he took the sissy’s head in his hands and pushed it all the way in. I heard the sound of gagging at first, but when the guy settled into a rhythm, sliding his cock in and out like he was fucking a pussy, the gagging stopped. I still heard occasional choking sounds, but the guy was oblivious, and never slowed.
As it went on and on, Grant grew uncomfortable and wandered away from the scene. I, however, was enthralled. Watching this crowd of guys using the tied-up sissy seemed to touch some dark, forbidden fantasy within me, one that I had never even been aware of.
I still didn’t know if this poor sissy was here of his own free will, or had just been tied up and put here to be endlessly ****d by that asshole Brent. Brent had a history of bullying the band geeks, math nerds and anybody else who was smaller and weaker and easy to intimidate. What if this was just some poor band geek that Brent had decided to torture? Who was to say whether he was even a sissy? I watched and listened for clues, for signs that the sissy was either being used against his will, or was enjoying an extreme fantasy. Nothing definitive presented itself.
The sheath that enclosed his head, I noticed, was locked in place with three small padlocks. The device that locked up his penis and kept it from getting hard, I’d noticed, was also locked on. These kept me from being able to tell if he was here consensually or not, and neither could be removed without a key. Even the ropes themselves were tied so intricately that it would take an engineer to figure them out.
But I knew one thing for certain. I wanted to fuck him myself. I wanted to feel his tight anus give way before my hard cock, wanted to feel his helpless body tremble as I violated the depths of his rectum. God help me, I wanted to dominate and use this poor, helpless sissy, not even knowing if it was consensual or not.
The scene carried on for a long time. Ryan reached the twenty-one minute mark before he came, failing to beat Travis Jenkins’ record. The last two football players didn’t even come close, but both gave him a thoroughly brutal fucking.
When the competition was over, the football jocks moved on, and they took three quarters of the crowd with them. There were only a handful of people left, most of them guys who wanted to fuck the sissy but, like me, were a little shy about it.
Before any of them could make their move, a pair of drunk, overbearing women took over. They had finished their drinks and had cups full of ice cubes, and they decided it would be fun to insert the ice cubes into the sissy’s bottomhole, to “cool it down” after the long hard fucking he’d received from the football jocks. They each stuffed a cube into the little hole, and the sissy whimpered and squirmed in his bondage, unable to do much more than shake his ass from side to side. They found this terribly amusing, and proceeded to stuff all the rest of their ice cubes into him. They walked away laughing, leaving the poor sissy whining and wriggling comically as the ice slowly melted inside him, freezing his tortured rectum agonizingly.
Finally the sissy was left alone with me and six other non-jock guys who just wanted to put our dicks inside him. We were polite about it, so the first guy that stepped up got to go next. His cock was only semi-hard, so he dropped to one knee and inserted his drooping knob into the sissy’s mouth-hole. The sissy had been flipped over several times, but was currently face-up. The guy’s cock, in its semi-flaccid state, slipped easily into the hole without threatening the sissy’s throat. The guy closed his eyes and moaned softly.
“Aw that’s good...” he said. “What a great tongue...”
With his teeth and lips held wide open by the metal tube, I knew there was no way the sissy could get any suction, so all he could do was lick the cock with his tongue. The fact that he was doing so was encouraging to me, because it meant that he was cooperating. It wasn’t proof that he was willing, but it showed that he was at least submitting to us.
After a minute the guy pulled his cock out of the hole fully erect. He quickly lubed it up as he circled around to the other side of the narrow table, and stuck it into the upraised ass. The sissy moaned softly as it went in. The cock was nowhere near the size of Ryan’s, nor was this guy using it as a battering ram.
“Damn,” said the guy as his cock sank all the way in on the first stroke. “He’s still nice and tight! And cold… fuckin’ ice cubes…”
He started fucking in and out, closing his eyes and basking in the sensation. Only after a few minutes did he start to accelerate, and when he did the sissy began making his “Uhh uhh uhh uhh” sound with each stroke. The guy went for several minutes, but then he withdrew without cumming.
“Someone else go,” he panted. “I’m gonna take a minute.”
He set the pattern for the rest of us. The guys began taking turns, turning him first one way, then another, sticking their cocks into him and pumping for as long as they could without cumming, then letting the next guy go.
When at last I got my turn, I was ready. I lubed up in advance, and took my position standing before that sweet, helpless ass. Breathless with excitement and trepidation, I leaned forward as I pushed the head of my cock slowly through the clasping pink hole. It was amazingly tight, considering what it had been through, but perhaps the ice cubes had tightened it up. Inside, it was all slippery heat and ecstasy. I could hardly believe how good it felt! It took my breath away, and when I was all the way in, I held it there for a long time, feeling his steaming, squirming bowels squeezing my cock.
I looked down, and I couldn’t resist caressing his smooth pink ballsack. I’d have stroked his little cock, too, if it hadn’t been locked in a steel cage. He turned his head slowly from side to side, his face hidden beneath the leather.
I had to know. I leaned down, close to the blank leather that covered his face, and I asked him, in a whisper. “Are you here of your own free will?”
There was no response. I said it louder, feeling a little hypocritical since my cock was already buried in his ass, but I really needed to know. Still there was no response, so I asked even louder.
“He can’t hear you, Jeffery,” said a voice from behind me. A voice I was all too familiar with.
Brent had bullied me through most of my high school years, beat me up repeatedly and made me dread going to school every day. I hadn’t even seen him for two years now, but that voice still sent a chill through me.
“He can’t hear anything,” said Brent, coming around to where I could see him, that smug, cruel smile I knew too well curling his lips. “He’s got noise-cancelling earbuds under his mask. He can’t see you or hear you. To him, you’re just another cock in his ass.”
Brent slapped the helpless sissy’s bare butt-cheek, hard enough to leave a pink hand-print on the smooth white skin. The sissy yelped in surprise. “You’re bein’ way too nice to him,” he said with a grin. “Don’t molly-coddle ‘im! He likes it rough! Doncha, boy?” He slapped the other cheek, drawing another yelp from the sissy.
Brent unzipped his own jeans, and unabashedly pulled out a cock twice the size of mine. Grabbing the sissy’s head in his big hands, he slid him several inches so his head hung over the edge of the table. Taking cock in hand, he fed the fat head of it through the metal tube and into the sissy’s mouth. It barely fit. Once it was well ensconced, he grabbed the leather-sheathed head in both hands and drove his long, thick cock straight down the sissy’s throat.
My own cock was still deep inside the sissy’s ass, and I felt it convulse, squeezing me harder than ever. There was a desperate whimper, followed by gagging noises.
Brent chuckled, his open fly pressed tight against the sissy’s mouth-hole, his cock buried deep in the helpless esophagus. “He fuckin’ loves this,” said Brent. “His little pecker can’t get hard anymore since I make ‘im wear the cage, but just look at the way it’s droolin’. He’s plenty excited.”
Brent began fucking the sissy’s mouth with long, deep strokes, seemingly oblivious to the gasping, choking noises. The sissy’s ass was squeezing my cock each time he swallowed Brent’s, and I was as hard as I’ve ever been. My eyes were glued to that mouth-hole, to that thick cock sliding into it and coming out wet. I still didn’t know whether Brent was telling the truth or not, but God help me, watching him stuff his cock down the sissy’s throat again and again, using him like that, was exciting me in ways I couldn’t explain.
When I peered down at the sissy’s belly, beneath his captive penis, it was awash in the thick, clear liquid that oozed from the slot on the end of the cage. I allowed myself to believe that this meant the sissy liked being treated this way, because I wanted, more than anything now, to be mean to him.
I slowly resumed fucking him. It was weird. As much as I hated Brent, I couldn’t stop watching his long, fat cock plunging in and out of that helpless mouth. I was getting swept up in the bully’s sadistic brutality, carried away by my own cruel fantasies. I became more aroused, and began fucking that hot, slippery ass harder and harder. Even though I didn’t know whether Brent was lying or not, whether the sissy I was fucking was really a sissy or was just being forced to be a sissy against his will, I wanted to hurt him with my cock. I pounded his ass hard, caught up in the moment, driven by an unholy desire.
Brent suddenly stopped, groaning and shaking as he came in the sissy’s throat. I paused to watch. When he was done, Brent withdrew his softening, spit-slick cock and tucked it back into his pants. He climbed to his feet, stretched and sighed. He turned and looked at me, that smug, cruel grin returning to his lips. He glanced down at my hard dick, buried in the sissy’s bowels, and chuckled.
“Knock yourself out, Jeffery,” he said, putting his hand on my shoulder. I cringed, conditioned by countless confrontations with my high school bully. “Be sure and come back next week. You’re gonna love what I have in mind for that party!” With that, Brent sauntered away.
I was still hard, still tremendously excited. With Brent gone from the scene, I began to feel like I was in control once more, and I began fucking the unknown sissy more confidently. Soon I was pounding my cock into him with a will, my libido spiraling out of control. When I felt the first tingling of approaching orgasm, I couldn’t stop myself. With an uncontrolled cry, I came in the sissy’s ass. There was probably a gallon of cum in there already, but I added my own to the pool. As I came down from that intense, explosive climax, my emotions whirled into a chaotic maelstrom. Ecstasy, triumph, doubt, guilt, recrimination, loathing, all tangled together.
“Hey Jeff,” he said with a grin. “I’m headin’ over to Brent’s party. Wanna come with?”
“I don’t know,” I demurred. “Brent’s kind of an asshole.”
Grant laughed. “I know,” he said, “but I hear his parties are huge. We could go, hang out, meet some people. We probably wouldn’t even have to talk to Brent.”
He did have a point. “Yeah, okay,” I said. “Let’s do it.”
He laughed again. “How bad could it be, right? Follow me over, so we can go in together. I got an invite.”
So that’s what we did. I followed Grant to Brent’s house. There were a lot of cars there, so we had to park two blocks away and walk over. You could hear the music two doors down, but it didn’t look like his neighbors were home, so I guess no one minded. The house was pretty big, one of those split-level ramblers, and appeared well-maintained. Brent’s parents were apparently doing well to afford a house like that.
I followed Grant to the front door. Grant had his invite in his hand, but there was nobody at the door checking, so we just went right on in. It was crowded inside, and noisy. It looked like everyone there was a college student like us, and while it was mostly guys, there were quite a few girls as well.
I didn’t know anyone there. Brent’s crowd was not my crowd. But there was a lot of energy in the room, and I figured I’d find some of my kind of folks if I looked. Everyone was drinking beer from red plastic disposable cups. We made our way to the kitchen, where there were three kegs lined up on the counter. There was a sign that said, in big crude letters, “Buck a beer,” and a huge jar already stuffed with dollar bills. So we stuffed in a couple more, and served ourselves some beers.
Sipping our beer, we started touring the house. The back yard was only slightly less crowded, and there was a lot of weed being smoked out there. That wasn’t our scene, so we stayed inside. There were bedrooms, all with locked doors and the sounds of energetic sex coming from inside. Then we came to the rec-room.
It was almost as big as the living room, with lots of chairs and some vintage pinball games, but nobody was playing them. Everyone was crowded around the side of the room where the chairs were. It looked like they were all watching some event together, and there were occasional bursts of laughter, and a couple of people were cheering someone on like it was a sporting event, but nobody was talking, so there was like a kind of tension. We were curious, so Grant and I integrated into the crowd to see what was going on. When we were close enough to see, I was shocked speechless.
There was a low, narrow coffee table, and there was someone on it. It looked like a girl, mostly naked, and she was tied up tight with rope, yards and yards of it. She was on her back, her legs folded up tight against her chest, her legs from the knees down kicking freely in the air. Her arms were tied folded together behind her back, and the way she was lying on them sort of propped up her butt so that it was raised high in the air. She was wearing fishnet stockings that ended at mid-thigh, and that was it. No other clothes, no underwear, nothing.
There was a guy kneeling on the coffee table, shirtless, with his blue jeans pulled down. His dick was out, and he was fucking the tied-up girl. Fucking her hard. He was muscular, probably a football jock, and he was soaked with sweat, like he’d been going at this for a long time.
The way he was hunched over her, I couldn’t really tell whether it was a guy or a girl under him. It looked like a girl, with the fishnet stockings and those slender arms and everything. The way she was tied with her knees bound tightly against her chest, I couldn’t tell whether she had tits or not.
Her head was hanging off the edge of the coffee table where I couldn’t see it, and there was another guy kneeling on the carpet, holding her head with one hand and fucking her in the mouth. He wasn’t doing it in a nice way, either. He was driving his wet cock all the way into her mouth with each stroke, and he was going at her hard and fast. His cock had to be going right down her throat with each thrust. And he was doing it sort of casually, grinning and holding a beer in his other hand.
What the hell was going on here? It looked like these two guys were r****g a tied-up girl, and the crowd was cheering them on, laughing like it was a hilarious joke. That couldn’t be right. There was something else going on. I looked over at Grant, but he looked as mystified as I was.
I couldn’t help staring. I’d never seen anything like this before. It was shocking, frightening, outrage-inducing, and, well, I’ll admit it, pretty fucking erotic, too. I mean, if it wasn’t ****, if the girl was okay with this, then it was sexy as hell. Was it a game of some kind? Did she lose a bet? Take a dare? I had to know.
I watched as the fucking continued. I was spellbound. There was something about the angle, the juxtaposition of their loins, that suggested he might just be fucking her in the ass. Anal sex was a bit of an obsession of mine, so if it was true, it made the scene that much more fascinating.
I wanted to ask someone what was going on, but I’d noticed that, other than the laughter and the occasional encouraging whoop, nobody was talking. I didn’t want to break whatever rules applied to whatever this was, so I waited to see if it would be explained at some point.
“f******n minutes, Bob!” said a bystander, looking at his watch. “Don’t slow down!”
It went on for another half a minute, and then, suddenly, the guy doing the fucking straightened up. He threw his head back and let out a loud groan, his hips slapping the upturned butt hard and fast. He was clearly cumming.
“f******n and a half minutes!” said the guy with the watch. “Bob fails to beat the record!”
When Bob straightened up, I could clearly see, right where the girl’s pussy should have been, a hairless pink ball of skin bouncing as the violent pounding continued. It had to be a pair of balls I was looking at, but the base of it was pinched by a thick ring of chromed steel, and below it was what had to be a tiny dick, no more than two inches long, encased in a small tube of steel, with slots and vents that made it look complicated. I didn’t know exactly what I was looking at, but I knew one thing. It was not a girl he was fucking, it was, in fact, a guy, and Bob was fucking him in the ass as hard as he could. Other than the steel-encased genitals, though, it still looked like a girl. I couldn’t see his head, as it was below the edge of the coffee table, held there by the guy that was plunging his cock in and out of his mouth. But he had the slender waist, flaring hips and skinny arms of a girl. Everything was shaved clean, legs, crotch, everything. I’d heard about guys like that, guys who were more feminine that masculine, but I’d never seen one in the flesh.
Bob continued to cum, head back and eyes closed, his body quivering. All around me the taboo against talking had apparently been relieved now that Bob’s run was done, and everyone was talking at once. There were men and women in the crowd, joking and drinking beer, some sipping drinks of other kinds. Nobody seemed bothered by the ****y-looking festivities.
I couldn’t stand it anymore. I turned to the guy on my left. “What’s going on?” I asked. “Who is that?”
He laughed. “I dunno who it is. Nobody knows! Some cock-loving sissy. They’ve been goin’ at ‘im for like three hours!”
“It’s somebody Brent knows,” said the next guy over. “He said the k** can’t get enough cock, so we’re tryin’ to prove him wrong.”
“Brent said we could do whatever we want with ‘im,” said a third guy. “He’s totally into the kinky shit.”
“Huh,” I said.
Just then the guy who’d been fucking the sissy’s mouth all this time began to groan. “Ah, gawd…” he moaned, then shivered and withdrew his glistening cock. A drooping strand of semen followed it.
There was a round of booing from the crowd. “Three minutes, Jerry!” said the guy with the watch, laughing. “You lasted three fuckin’ minutes.”
“I can’t help it, he’s a really good cocksucker!” complained Jerry, zipping up his pants, and everyone laughed.
The tied-up sissy finally lifted his head, and I was expecting to see a face. But instead, his whole head was enclosed in a black leather sheath, right up to the hairline. It covered his eyes, ears and all his features. There was a little cluster of air-holes where his nose would be, and the mouth of the head-sheath looked like a chromed plumbing fixture. It was a short steel tube about two inches wide that went right into his open mouth, attached to the leather with a chrome ring like I’ve only ever seen on toilets and stuff. The tube was wide enough for guys to stick their dicks through, at least some guys, and I could see a tongue moving around inside. The steel tube was only about half an inch long, just long enough to chock his teeth open. The tube made it so that guys could stick their dicks in his mouth, and right down his throat, and he couldn’t do a thing about it. He also couldn’t talk with his mouth held open like that.
His hair was blonde, and longish for a guy, but not long enough for a girl. I could also see his chin below the sheath, and it was smooth, his neck slender, but I couldn’t tell anything else about him. All I could tell was that he was slim, blonde, and built sort of like a girl. I still had no idea who he was. He was probably a college student, maybe even someone I’d seen in class, but with nothing to go on but his hair, his smooth skin and his girl-like build, I didn’t recognize him.
The disturbing part of this, for me, was that the tube in his mouth kept him from being able to speak. That meant that the crowd only had Brent’s word that this sissy was okay with taking cock all evening. Hell, they only had Brent’s word that this was a sissy at all. And Brent was an asshole.
As I was thinking all this, Bob finally pulled his cock out of the sissy’s ass. I immediately discerned that Bob’s cock was way too thick to fit through the tube into the sissy’s mouth. And it was not just thick, it was longer than I would have guessed. It was only partially erect now, and as it came free it flopped and bounced, oozing cum, but it was still huge. The sissy’s glistening pink anus gaped open for a few seconds before it closed. In spite of my doubts, I stared in fascination.
There was something about this situation that struck a chord deep within me. I found the whole thing deeply erotic, but in a way that made me really uncomfortable. It was weird, and at that moment I couldn’t sort out my feelings about it, but I knew that I wanted to see more. I couldn’t take my eyes off the helplessly bound figure on the coffee table.
“Okay who’s up next?” said the guy who’d been timing Bob.
A guy stepped forward, another big, muscular guy. “I’ll go next,” he said, and stripped off his shirt. Several of the spectators let out a cheer, and someone said “Go Ryan!”
Ryan bent over the sissy and picked him up effortlessly, flipping him over and setting him down cross-wise on the table, face-down on his knees. The way he was tied, this position also raised his ass in the air. His hips were wide as a girl’s, or maybe it just looked that way because his waist was so narrow, but either way, he really looked like a girl from this angle.
“I don’t wanna be lookin’ at his balls while I fuck ‘im,” Ryan said by way of explanation.
Standing on the floor behind the helpless sissy, the big guy unzipped and took out his cock. It was of considerable size, and he wasn’t shy about whipping it out. It was only semi-hard, and as he began stroking it, someone tossed him a bottle of lube.
“The football players have turned it into a competition,” said the guy beside me, seeing my perplexed expression. “There are nine of ‘em here, and six have already had a go. Travis Jenkins set a record of twenty-three minutes, and nobody’s beaten it yet.”
Ryan had lubed himself up and was rubbing his glistening tool slowly and lasciviously. He looked across the table to where a girl was standing right up front, a red plastic cup in her hand. She was wearing jeans and a halter-top, and looking good in them.
“Hey Erica, you wanna come get this hard for me?” said Ryan with a leer.
“I wouldn’t touch that thing with tongs,” she said teasingly.
“Not what you said last Wednesday,” said the big jock, getting a laugh from the crowd. “Flash me a little tit, then?”
“In your dreams,” she said, but then she lifted her top one-handed for just a second, lowering it back into place with a grin.
Ryan’s cock was still lengthening and hardening in his hand. “I’m gonna pretend this is your ass, baby,” he said, lowering the tip of the thing toward the sissy’s upturned butt.
“Oooh, ride me hard, honey!” she laughed, shaking her bottom.
Ryan pressed the head of his cock against the sissy’s sphincter. It had become stiff enough that, by holding the long, thick shaft in his hand, it looked like it might go in. He pushed, and the fat pink cockhead disappeared into the hole. The sissy grunted, his head coming up with a jerk.
“Ahhh, damn,” said Ryan, looking down in appreciation. “That’s a tight little hole!”
He worked a couple of inches of cock into the clasping orifice, moving it back and forth. “Make some noise, baby,” he said, closing his eyes. “Beg me for more cock.”
Erica slipped into a soft, little-girl-like voice. “Oh yeah, honey, give it to me! I neeeeeed it sooooo bad… fuck me deeeep in my ass…”
Keeping his eyes closed, Ryan plunged the entire length of his mostly-hard cock all the way into the sissy’s ass. The sissy let out an agonized groan, and the crowd laughed uproariously.
“Oh Erica, sweety, your ass is sooo fuckin’ hot and tight,” Ryan crooned, eyes still closed. “I’m gonna fuck you so hard you’re gonna scream like a Catholic school girl!”
“Do it, you big mountain o’ man-meat, fuck me til I cry!” said Erica.
“And GO!” said the timekeeper, looking at his watch.
Ryan began to slide his cock in and out in long, deep strokes. I could hear the sissy groaning through his mouth-tube with each thrust. I stood there and watched Ryan’s huge cock plunge into the depths of the sissy’s body again and again, and a strange feeling began to creep over me. My own cock was beginning to stiffen, and I stuck my free hand casually into my pocket so I could rub it a little. I fantasized that it was me driving that huge cock in and out of that helpless bottom. Soon I found myself trying to imagine what it would be like to be helpless and blindfolded while a massive cock like Ryan’s plundered my ass.
Ryan had stamina and staying power. Minute after minute was called out by the timekeeper, and the big jock kept hammering away at the sissy’s ass. A steady “Uhh, uhh, uhh, uhh, uhh, uhh” issued from the open tube in the sissy’s mouth with every thrust into his lean body. Somewhere around the ten-minute mark a young guy with a rock-hard erection in his hand knelt in front of the sissy’s head and fed his dick into the mouth-tube. With barely a pause, he took the sissy’s head in his hands and pushed it all the way in. I heard the sound of gagging at first, but when the guy settled into a rhythm, sliding his cock in and out like he was fucking a pussy, the gagging stopped. I still heard occasional choking sounds, but the guy was oblivious, and never slowed.
As it went on and on, Grant grew uncomfortable and wandered away from the scene. I, however, was enthralled. Watching this crowd of guys using the tied-up sissy seemed to touch some dark, forbidden fantasy within me, one that I had never even been aware of.
I still didn’t know if this poor sissy was here of his own free will, or had just been tied up and put here to be endlessly ****d by that asshole Brent. Brent had a history of bullying the band geeks, math nerds and anybody else who was smaller and weaker and easy to intimidate. What if this was just some poor band geek that Brent had decided to torture? Who was to say whether he was even a sissy? I watched and listened for clues, for signs that the sissy was either being used against his will, or was enjoying an extreme fantasy. Nothing definitive presented itself.
The sheath that enclosed his head, I noticed, was locked in place with three small padlocks. The device that locked up his penis and kept it from getting hard, I’d noticed, was also locked on. These kept me from being able to tell if he was here consensually or not, and neither could be removed without a key. Even the ropes themselves were tied so intricately that it would take an engineer to figure them out.
But I knew one thing for certain. I wanted to fuck him myself. I wanted to feel his tight anus give way before my hard cock, wanted to feel his helpless body tremble as I violated the depths of his rectum. God help me, I wanted to dominate and use this poor, helpless sissy, not even knowing if it was consensual or not.
The scene carried on for a long time. Ryan reached the twenty-one minute mark before he came, failing to beat Travis Jenkins’ record. The last two football players didn’t even come close, but both gave him a thoroughly brutal fucking.
When the competition was over, the football jocks moved on, and they took three quarters of the crowd with them. There were only a handful of people left, most of them guys who wanted to fuck the sissy but, like me, were a little shy about it.
Before any of them could make their move, a pair of drunk, overbearing women took over. They had finished their drinks and had cups full of ice cubes, and they decided it would be fun to insert the ice cubes into the sissy’s bottomhole, to “cool it down” after the long hard fucking he’d received from the football jocks. They each stuffed a cube into the little hole, and the sissy whimpered and squirmed in his bondage, unable to do much more than shake his ass from side to side. They found this terribly amusing, and proceeded to stuff all the rest of their ice cubes into him. They walked away laughing, leaving the poor sissy whining and wriggling comically as the ice slowly melted inside him, freezing his tortured rectum agonizingly.
Finally the sissy was left alone with me and six other non-jock guys who just wanted to put our dicks inside him. We were polite about it, so the first guy that stepped up got to go next. His cock was only semi-hard, so he dropped to one knee and inserted his drooping knob into the sissy’s mouth-hole. The sissy had been flipped over several times, but was currently face-up. The guy’s cock, in its semi-flaccid state, slipped easily into the hole without threatening the sissy’s throat. The guy closed his eyes and moaned softly.
“Aw that’s good...” he said. “What a great tongue...”
With his teeth and lips held wide open by the metal tube, I knew there was no way the sissy could get any suction, so all he could do was lick the cock with his tongue. The fact that he was doing so was encouraging to me, because it meant that he was cooperating. It wasn’t proof that he was willing, but it showed that he was at least submitting to us.
After a minute the guy pulled his cock out of the hole fully erect. He quickly lubed it up as he circled around to the other side of the narrow table, and stuck it into the upraised ass. The sissy moaned softly as it went in. The cock was nowhere near the size of Ryan’s, nor was this guy using it as a battering ram.
“Damn,” said the guy as his cock sank all the way in on the first stroke. “He’s still nice and tight! And cold… fuckin’ ice cubes…”
He started fucking in and out, closing his eyes and basking in the sensation. Only after a few minutes did he start to accelerate, and when he did the sissy began making his “Uhh uhh uhh uhh” sound with each stroke. The guy went for several minutes, but then he withdrew without cumming.
“Someone else go,” he panted. “I’m gonna take a minute.”
He set the pattern for the rest of us. The guys began taking turns, turning him first one way, then another, sticking their cocks into him and pumping for as long as they could without cumming, then letting the next guy go.
When at last I got my turn, I was ready. I lubed up in advance, and took my position standing before that sweet, helpless ass. Breathless with excitement and trepidation, I leaned forward as I pushed the head of my cock slowly through the clasping pink hole. It was amazingly tight, considering what it had been through, but perhaps the ice cubes had tightened it up. Inside, it was all slippery heat and ecstasy. I could hardly believe how good it felt! It took my breath away, and when I was all the way in, I held it there for a long time, feeling his steaming, squirming bowels squeezing my cock.
I looked down, and I couldn’t resist caressing his smooth pink ballsack. I’d have stroked his little cock, too, if it hadn’t been locked in a steel cage. He turned his head slowly from side to side, his face hidden beneath the leather.
I had to know. I leaned down, close to the blank leather that covered his face, and I asked him, in a whisper. “Are you here of your own free will?”
There was no response. I said it louder, feeling a little hypocritical since my cock was already buried in his ass, but I really needed to know. Still there was no response, so I asked even louder.
“He can’t hear you, Jeffery,” said a voice from behind me. A voice I was all too familiar with.
Brent had bullied me through most of my high school years, beat me up repeatedly and made me dread going to school every day. I hadn’t even seen him for two years now, but that voice still sent a chill through me.
“He can’t hear anything,” said Brent, coming around to where I could see him, that smug, cruel smile I knew too well curling his lips. “He’s got noise-cancelling earbuds under his mask. He can’t see you or hear you. To him, you’re just another cock in his ass.”
Brent slapped the helpless sissy’s bare butt-cheek, hard enough to leave a pink hand-print on the smooth white skin. The sissy yelped in surprise. “You’re bein’ way too nice to him,” he said with a grin. “Don’t molly-coddle ‘im! He likes it rough! Doncha, boy?” He slapped the other cheek, drawing another yelp from the sissy.
Brent unzipped his own jeans, and unabashedly pulled out a cock twice the size of mine. Grabbing the sissy’s head in his big hands, he slid him several inches so his head hung over the edge of the table. Taking cock in hand, he fed the fat head of it through the metal tube and into the sissy’s mouth. It barely fit. Once it was well ensconced, he grabbed the leather-sheathed head in both hands and drove his long, thick cock straight down the sissy’s throat.
My own cock was still deep inside the sissy’s ass, and I felt it convulse, squeezing me harder than ever. There was a desperate whimper, followed by gagging noises.
Brent chuckled, his open fly pressed tight against the sissy’s mouth-hole, his cock buried deep in the helpless esophagus. “He fuckin’ loves this,” said Brent. “His little pecker can’t get hard anymore since I make ‘im wear the cage, but just look at the way it’s droolin’. He’s plenty excited.”
Brent began fucking the sissy’s mouth with long, deep strokes, seemingly oblivious to the gasping, choking noises. The sissy’s ass was squeezing my cock each time he swallowed Brent’s, and I was as hard as I’ve ever been. My eyes were glued to that mouth-hole, to that thick cock sliding into it and coming out wet. I still didn’t know whether Brent was telling the truth or not, but God help me, watching him stuff his cock down the sissy’s throat again and again, using him like that, was exciting me in ways I couldn’t explain.
When I peered down at the sissy’s belly, beneath his captive penis, it was awash in the thick, clear liquid that oozed from the slot on the end of the cage. I allowed myself to believe that this meant the sissy liked being treated this way, because I wanted, more than anything now, to be mean to him.
I slowly resumed fucking him. It was weird. As much as I hated Brent, I couldn’t stop watching his long, fat cock plunging in and out of that helpless mouth. I was getting swept up in the bully’s sadistic brutality, carried away by my own cruel fantasies. I became more aroused, and began fucking that hot, slippery ass harder and harder. Even though I didn’t know whether Brent was lying or not, whether the sissy I was fucking was really a sissy or was just being forced to be a sissy against his will, I wanted to hurt him with my cock. I pounded his ass hard, caught up in the moment, driven by an unholy desire.
Brent suddenly stopped, groaning and shaking as he came in the sissy’s throat. I paused to watch. When he was done, Brent withdrew his softening, spit-slick cock and tucked it back into his pants. He climbed to his feet, stretched and sighed. He turned and looked at me, that smug, cruel grin returning to his lips. He glanced down at my hard dick, buried in the sissy’s bowels, and chuckled.
“Knock yourself out, Jeffery,” he said, putting his hand on my shoulder. I cringed, conditioned by countless confrontations with my high school bully. “Be sure and come back next week. You’re gonna love what I have in mind for that party!” With that, Brent sauntered away.
I was still hard, still tremendously excited. With Brent gone from the scene, I began to feel like I was in control once more, and I began fucking the unknown sissy more confidently. Soon I was pounding my cock into him with a will, my libido spiraling out of control. When I felt the first tingling of approaching orgasm, I couldn’t stop myself. With an uncontrolled cry, I came in the sissy’s ass. There was probably a gallon of cum in there already, but I added my own to the pool. As I came down from that intense, explosive climax, my emotions whirled into a chaotic maelstrom. Ecstasy, triumph, doubt, guilt, recrimination, loathing, all tangled together.
1 year ago
