It was a Friday night in July of 1975, and I was a horny twink called Ben, vacationing in Chicago, I’d been picked up at the Gold Coast leather bar by Henry, a studly older man. After we”d spent a few wonderful hours of cock sucking, piss drinking, arse licking, tit torture, paddling and whipping, a friend of his who I’d met at the bar had joined us.
When I’d seen him back at the bar the new guy had in full leathers, but now, given the oppressive heat and humidity, he’d dressed down to shorts and t-shirt. I stared eagerly at him from where I was hanging by my wrists, while Henry passed him a cold beer and stood chatting with him for a couple of minutes. Eventually the newcomer grinned at me and came over to stand in front of me, tweaking my nipples.
“Well, look at you. Where’s that nice clean, quiet boy from the Gold Coast gone? Just a few hours with Henry and you’ve turned into a dirty, sweaty, pissy, mess, like all the cock-sucking boys he takes home.”
He shoved his fingers through the O ring gag that held my mouth wide open and grabbed hold of the soggy bulge between my legs with his other hand.
“Don’t bother trying to speak, your cock can do your talking for you.”
He made a big show of sniffing the air before turning to Henry.
“Christ, he looks like shit and he stinks to high heaven! What is it, Henry, your usual combination of sweat, piss, poppers and cum.?”
“Yeah. The boy’s been sweating like a pig in this heat, he came buckets into his jock and then pissed a whole goddam flood in his pants.”
The new guy, whose name I later learnt was Tom, pulled harder on my nipples and smirked when that got me aroused and started me moaning. After playing with them for a few moments, he walked around behind me to inspect the marks of the beating Henry had given me half an hour before.
“Looks like he got a real taste of Henry-style discipline. You must have really laid it on, the marks are still showing.”
“Yea and guess what? Turns out I took home a three-for-one; the punk’s not a bad cock sucker, he loves drinking piss and to top it all off he’s a real pain queen. I used the whip on his back and the paddle on his ass and his dick stayed hard right through.”
“You paddled his ass tool? Let me have a look.”
Tom unbuttoned my jeans and pushed them down over the curve of my bum, then fondled my cheeks.
“Half an hour later and his bum’s still warm to the touch; that was quite some going-over you gave him. Quite the eager bottom boy, eh. I wonder what else he’d be up for?”
He ran his hands all the way down my back, gathering up sweat along the way, and when he got to my bum, plunged one of his wet fingers into my hole. When I gasped and eagerly jiggled my bum in response, Henry, standing a few feet away, knew what I wanted.
“What are you waiting for, man, he’s ripe for the picking? Go ahead, be my guest.”
“OK by you if I strip him and let him down? I want him over the bench so I can go in easy.”
Henry smiled and nodded his head and Tom went to work. He untied the ropes around my knees and ankles and pulled off my boots, my socks and my stinking, piss-stained jeans, leaving me standing in just my piss-stained jock and the O ring gag.
Once my wrists were freed from the chains, Henry handed him the cuffs I’d worn earlier. Tom pulled my arms behind my back and snapped them on then steered me over to the work bench. As he did so I was glad to see Henry also give him a tube of Vaseline; I hadn’t been looking forward to being buggered with just my own sweat as lube!
When we got to the bench, which was waist height and about three feet wide and five feet long, I was so eager to feel him inside me that I bent forward and laid my torso flat across it, without having to be told. My ass was open for business!
As he shucked off his t-shirt and pulled down his shorts, I glanced behind me, eager to see his naked body for the first time and liked what I saw. He was leaner than Henry and a lot less hairy, but his muscles were well-defined, he had a sizeable, circumcised cock and that dark and sexy look that I found so attractive. Later on, he told me that Tom was short for Tomas, the name his Puerto Rican parents had blessed him with.
He came over behind me and placed one hand in the small of my back to keep me still, while squeezing a big blog of Vaseline down my crack. Then he slowly but insistently inserted one, then two, then three fingers in me, while I wriggled my bum around in anticipation of receiving his beautiful dark brown dick.
Once I was loose enough, he withdrew his fingers and began circling my hole with his cock head. I was beyond excited and moaned as loudly as I could through the gag, desperate for the teasing to stop and the fucking to start!
He played with me for a few more desperate moments longer, then eventually pushed himself into me. But after getting just a couple of inches inside of me, he stopped dead in his tracks and kept himself still, half in and kayseri escort half out. He was waiting for me to stop wriggling around and accept the fact that he was in total control of this fuck.
Once I let my body relax underneath him, he rewarded me by pushing slowly but inexorably forward until his entire cock filled me, with his balls pressed up against my taint.
Now he was fully in, he promptly pulled all the way out before plunging straight back. Soon, he was in the zone, pumping up and down, thrusting in and out, slapping my bruised ass cheeks and gripping my hips so hard they ended up with bruises.
I lay back, revelling in bottom-boy heaven. I was getting a hot fuck from a hot guy; which is what I’d been hoping for since stepping off the bus a few days before. And now that he was started, it seemed like he was never going to stop. I lost all track of time, lying on my stomach in a sex-haze while he plundered my hole; corkscrewing around inside me, bumping up against my prostate and forcing an endless stream of precum to leak out of my dick.
At some point he stood me up, turned me around onto my back and raised my ankles up onto his shoulders. Telling me to look at him while I was being fucked, he shoved himself back inside me and began again where his big brown dick had just left off. It hurt to lie on cuffed wrists on a bruised back, but I didn’t care; he could do anything he pleased.
In this new position his dick touched new places inside me, exciting me even more. But, seeing how excited Tom was and how much I was enjoying myself, I was desperately keen not to cum and therefore be the cause of our scene ending prematurely.
While I was desperately trying to keep from exploding, Tom looked so aroused himself and so near to the edge that he was forced to pull out and try to calm down by standing in place for a few moments. Having got himself back under control, he turned me over onto my stomach again, returning to the original position and plunged back in.
But, by this point he was so near the edge that it only took a few moments before he was pulling back out and using his hand. A few seconds of frantic jerking later, I could feel a spurt of cum land on my bum, and then the rest inside of me as he shoved himself back up my dark channel.
Exhausted, he lay on top of me with his dick left inside and his face next to mine, nuzzling my cheek and biting the back of my neck. It felt so good to lie there that I was disappointed to feel him pull his softening dick out and stand up behind me.
When I tried to rise up off the bench alongside him, he pressed firmly down on my back as Henry came up close, aiming his stiff dick directly at my face.
“Fuck, Tom, I got hot watching you. I want some of that. Help me get him on his back.”
The two of them quickly turned me over once again, which left me lying upside down with my head hanging over the edge of the bench. With my teeth kept well out of the way by the O ring, Henry had total access to my mouth and throat, which allowed him to go deep and stay long.
I spent the next few minutes happily servicing Henry’s cock, moaning excitedly as his fingers twisted and pulled on my tits. I loved what was happening and got even more excited when I felt Tom raise my legs back up onto his shoulders and poke a couple of fingers up into me.
Surely, I thought, he hasn’t got hard so quickly that he’s ready to fuck me again so soon? But even as I was thinking that, I heard him explain to Henry what he had in mind.
“You know, man, by the time I finished ramming his pussy it was loose as a fucking goose. It’s still so slimy with lube and cum that I’ll get my fist up there before it closes up. Take a rest for a minute and hold his head up so he sees what’s happening.”
Henry pulled out and propped the back of my head up against his stomach, which gave me a front row seat to watch as Tom got all four fingers in me. They went in as my gaping hole as easily as a knife through butter and once in, he corkscrewed them around before pulling them back out.
Henry played with my tits while Tom rubbed more Vaseline over the back of his hand and up his wrist. I watched, utterly fascinated, eager to see that greasy fist enter my hole, but just at that moment, Henry pulled my head back and down and growled,
“That’s enough sight-seeing for now. You’re having way too much fun. Get back to work, cocksucker.”
He shoved his cock back down my throat, helping to take my mind off what Tom was doing enough that his fist was inside me almost before I realised. Once in. he worked it around, making me squirm around helplessly in a state of delight, and let Henry get his cock further down my throat than he had any time before.
I lay under them both, loving everything that was happening to my body and listening to them trash-talk me, their very own horny, cock-sucking slut. I wanted it all to go on for ever, but since that was impossible, it was kayseri escort bayan clear the only way it would end would be with all three of us cumming.
Since he’d cum recently, it wasn’t too surprising that Tom was the one who signalled the end by pulling his fist out of my ass, grabbing my dick and starting to jerk it off.
Seeing me so close, took Henry right over the edge and he came first, spurting gobs of cum down my throat, flooding my mouth and nose and dripping down my forehead. That got Tom excited enough that he let my cock alone and began wanking his own instead. It only took him a few moments and even though I couldn’t see anything with Henry’s dick filling my upside-down mouth, I heard Tom’s groans and felt his cum landing and leaving a sticky mess on my stomach.
Now they’d both cum, there was no way I’d be allowed to remain the odd man out. Henry pulled my head back up and grabbed my tits while Tom used both hands on my junk, squeezing my balls with one and jerking my cock with the greasy one that had just been fisting me. Even if I’d wanted to, I couldn’t keep myself off the edge and only a minute or so later, Tom pointed my hard-on at the ceiling and I exploded, showering my face and upper chest with gobs of white goo.
That was the end and the two of them quickly unbuckled the gag, uncuffed my wrists and stood me up on my feet. Tom walked around me, checking out the marks on my back and bum, my reddened and distended nipples, my bruised wrists from being handcuffed, the mess of cum drying on my chest and stomach, plus the stink of sweat and piss and told the truth of what he saw.
“Christ, man, you’re a total fucking mess. We’d betta get you cleaned up. Come on, follow me, the shower’s upstairs.”
He led me into the house and up to the bathroom, stepping into the shower alongside me. He cleaned himself while gradually working his way down mine, washing me thoroughly, and even pushing a couple of soapy fingers in me to clean out some of his cum.
By the time we got downstairs, the kitchen clock told me it was six in the morning; dinner time for the two midnight shift employees who’d just been working on me. They were both dressed, but since my piss-soaked jeans were still lying on the floor of the garage, I remained in the nude, kept that way while Henry prepared dinner at what would normally be breakfast time!
After we’d eaten, we went into the living room and I sat on the floor, between Tom’s legs, with my head resting on his thigh, as they talked about problems at work, complained about Mayor Daley and all the homophobic tricks the Chicago cops played on guys like us and argued about the White Sox and the Cubs. Meanwhile I was so exhausted by all the sexual excitement and from my massive orgasm plus being awake for more than twenty-four hours that I dozed off until I Henry shouted at me.
“Wakey-wakey, sleeping beauty! I just asked you if you had any plans for the rest of the day?”
I looked up with a start, ashamed of being caught snoozing and gulped out a quick answer.
“No sir, nothing at all, sir.”
“That’s good. You need some sleep by the look of it. You can stay here and bed down with us and Tom can drop you off on his way home.”
A few minutes later we were all lying together on Henry’s king size bed with heavy blackout curtains drawn. He lay flat on his back with me on my side in the middle and Tom spooning me with his arm thrown over my shoulder. It should have been a dream come true; I was sandwiched between two naked, masterful, older men; but I was so tired that I went out like a light the minute my head hit the pillow.
However, the scent of testosterone that surrounded me must have worked on my subconscious and gave me an exciting sex dream featuring an English guy who I’d met in Toronto the previous summer. In my dream he’d tied me up and was about to guide his cock into my arse, when I woke with a start and found myself on my stomach with a heavy weight on my back and a hand pushing my face into the pillow.
Seeing nothing in the pitch black of the bedroom, I wriggled around in a panic until I heard Tom whisper in my ear,
“OK, babe, don’t move. Just keep quiet. You don’t want to disturb Henry; he get’s real crabby if you wake him up in the middle of the night. I just felt you up and you’re still greasy, so relax and let me in, OK?”
A moment later his cock slowly but inexorably entered my hole, shocking me with the ease with which he did so. He was right, I was still well lubed; just a couple of seconds and he was fully inside! He lay still for a moment, licking and biting my shoulders and neck, before beginning to pump up and down in a steady, gentle motion, making sure not to bounce
I lay still and quiet under him, shuddering with arousal every time he rubbed up against my prostate, hearing him whisper in my ear.
“Work that cunt, boy, get me off.”
But just as I was getting into it, it ended as quickly escort kayseri as it began. He must have been awake and working his dick for a time before he climbed on top of me, since it took no time before he pressed his face into my shoulder to stifle his groans as his cock filled my insides with his cum for the second time that night.
Once his dick stopped pulsing, he climbed off of me, rolled onto his side and — to judge from the sound of heavy breathing — fell asleep immediately. And that was it! It was all over almost before I knew what was happening.
Worried about waking Henry who was lying right next to me, I didn’t dare jerk myself off. Instead, feeling pissed, I rolled back on my side and promptly fell straight to sleep.
Later, when I woke up, the bedroom was still dark as pitch, but the guys had left the bed. At first, I wasn’t absolutely sure whether I’d dreamed about Tom fucking me, but realised it was true when I stuck two fingers between my legs. To make sure, I staggered down the hall to the bathroom, sank onto the toilet and let the cum he’d filled me with, squirt noisily into the bowl.
I walked down the stairs to find the guys talking in the kitchen. Henry grinned at the sight of me.
“Sleeping Beauty’s awake at last. You looked so worn out, that we let you sleep, but its seven o’clock now and life goes on. Where are you staying? Tom said he can drop you off somewhere on the way to his Ma’s.”
When I told them that my hotel was just off South Michigan Avenue, Tom said it was on his way and that he’d be happy to drop me off. I asked for my clothes, since I was still naked, and Henry told me they stank so badly of piss that he’d put them through the wash.
I was happy to get a ride; since I had no idea how to get there from Henry’s and because my uniform of jeans, t-shirt and black boots had been fine for a midnight trip to a leather bar but were an embarrassing look for an early evening trip on public transit! Also, after washing, my blue jeans had shrunk and become even more skin-tight than before, while the tightness of my t-shirt helped show off how over-worked and puffed-up my tits were now!
Tom, seeing heavy storm clouds approaching, a sign of a major storm coming off Lake Michigan, bustled me into his pick-up truck and headed downtown. But we hadn’t even made it halfway to the hotel before the heavens opened with a downpour so strong that he couldn’t see to drive and was forced to pull over and park and wait it out.
The rain beating down on the truck cut out all visibility, meaning we couldn’t see out and no one could look in. That got the horny bastard thinking about what to do while waiting for the storm to abate. Looking at me with lust in his eyes, he undid the zipper on his shorts, grabbed me by the back of my neck and pulled me across the front seat.
Seeing his stiff member sticking up out of his shorts, I began by licking his sweaty balls and quickly got onto sucking dick. But he wanted more. As I lay there with my head in his crotch, he was busy unbuttoning my 501’s and pushing them down over my bum cheeks.
With my hole exposed, he rooted around in his glove compartment looking for a small tube of lube that he kept in case of emergency! I didn’t move and just kept sucking while I felt him press a couple of greasy fingers up my ass. Once I was well-lubed and felt my ass swallow up his fingers easily, he moved my body around until I was kneeling across the bench, ass in the air, with my head jammed against the passenger door.
Aware that the downpour might let up at any moment and expose what we were doing to anyone walking or even driving by, he plunged right in with no hesitation, making me gasp with shock and delight. I got a very quick but very thorough fucking, with my hips held in a tight grip to keep me still while his dick corkscrewed around inside of me, making me whimper with glee every time it bumped up against my A spot.
It felt great, even though I knew it couldn’t last; this was one of those furious Great Lakes storms that stop as quickly as they start. So, remembering how I hadn’t cum after being fucked in the middle of the night, I grabbed hold of my dick and began to jerk it, determined I was going to get myself off this time.
But, just then, it became obvious that the storm was blowing itself out and our mutual deadline was fast approaching. He redoubled his speed and plowed in and out of me in a hectic flurry before pulling out and jerking himself off by hand. A moment later he grunted triumphantly as he shoved his dick back in me, loading me up with his third load of cum that night/day.
He was just in time, since the rain had already petered out to a drizzle as he pulled out and fell back behind the wheel, leaving me to pull up my jeans and scramble back into a sitting position just as a couple walked by on the sidewalk.
He put his hand on my shoulder and looked apologetic.
“Hey man, sorry. Everything happened so fast at the end that you didn’t have time to get off. Hope you still enjoyed it?”
Of course, I’d loved it and told him he hadn’t needed to ask, since there was no way he’d missed hearing my squeals of delight while I was being plundered. When he heard that he pecked me on the cheek, put the truck in gear and headed downtown.