I don't know what the hell started it. I doubt I'll ever know. Carl and I were sitting out by the pool finishing off the last of a hideously expensive bottle of red wine. The sun had hit and exploded on the horizon in a blaze of purple and red. And dear Barry had finished his studies and turned from diligent 18 year old college student to horny boytoy, wiggling his naked ass in time to something he insisted was music. Carl and I watched his every move, like always. Two equally horny middle-aged men sharing a lust for each other and the angel faced Barry. I think Barry asked us if we thought he could pass as a woman. Carl shrugged and said sure he could. It kind of got out of hand from there.
Carl and I sat on the bed, drinking a cheaper wine, but our buzz was so pleasant we didn't care. The transformation was incredible. We watched Barry go from sweet faced boy to sweet faced girl. 'Damn,' Carl said. 'Where did you learn this?' Barry smiled demurely. 'My sister. She loved to play dressup, and then went to cosmetology school. I used to be her homework.' He stood, and we gaped at him. Long, slender legs, slim hips, small round breasts, and that beautiful face in full makeup, topped with a fluffy wig the color of his own pale blonde hair. The all-American sweet innocent girl-next-door. 'Damn,' Carl said again.
He wanted to go out to a bar, and despite all my better judgment, we went. The innocent girl developed quite a twitch to her miniskirt as we walked in. Male eyes fastened on the little ass as we walked across the room and slid into a booth. We ordered two beers and a cola for Barry. He looked even younger as a girl than he did as a boy. He sat and pretended not to notice the looks and conversation pointed his way, but he was aware of every bit of attention he got. Carl patted his knee indulgently. 'OK, sweet child,' he said. 'What do you want?' Barry smiled. 'I want to get a straight guy off without his knowing I'm a boy.' Oh, shit, I thought. Carl smiled.
We ended up in the men's room, with Uncle Nick along mainly to keep Uncle Carl and little 'Betty' out of either the hospital or jail. A silver-haired man in expensive tailoring had just lowered his zipper and sent a stream of urine down into the urinal when we walked in. It took him a while to realize that it wasn't just males that had joined him. When he noticed 'Betty' he froze, then shook his cock, then just stood there and held it. 'Betty' gave her Uncle Carl the prettiest smile, then got down on her knees and opened his pants. Out popped Carl's abnormally huge cock, and an expert blowjob began. I watched the guy at the urinal, who was now holding a stiff cock, and stroking it gently. His eyes were huge, and I don't think he even knew what he was doing. 'Suck it, little girl,' Carl said suddenly, and very loudly. The silver-haired guy started to shake. I buried my face in my hands.
Carl came with his usual flood of cum and Barry made a big show of licking his lips and swallowing. The poor son-of-a-bitch in the tailoring was now openly jacking off as he watched. Barry batted his fake eyelashes at the guy, oozed over on his knees and put a finger on his hard cock. With one finger he turned the guy, then fastened his hungry mouth on his pole and sucked. Sucked hard. Silver hair was a howler, and the sounds of his pleasure echoed off the tile walls. Carl stood with his pants around his knees and fingered his cock as he watched. My cock was hard, but I was glued to the wall. Two guys in their early twenties walked it, took one look, and stopped in their tracks. They looked at each other, then looked at me. I opened my mouth, but Carl got their first. 'I told my little niece if she was a good girl and ate all her vegetables,' he said with a perfectly straight face, 'I'd take her out and get her some meat. She's really hungry.' I buried my face in my hands again.
Silver-haired guy let out an agonized howl, backed up until he hit the wall and slid to the floor, his softening red cock still hanging out. He just sat there, eyes glazed, whimpering. Barry turned to the two new arrivals and smiled. 'Hello, gentlemen,' he said in his little girl voice. They started to speak, stopped, looked at each other, then looked at me. I shrugged. The brunette had his pants open and his cock out in seconds. Barry smiled demurely up at him, then fastened on him like an out-of-control vacuum cleaner. He repeated 'suck it baby, suck it baby' over and over again in a dull monotone. Barry yanked the jeans down so I could get a good look at the brunette's cute little ass. I shook my head. Not interested in cute asses attached to 'suck it, baby' moaners. He came, finally, and mercifully shut up.
His friend also had a cute ass, and much more style. He leaned down and kissed Barry, told him how beautiful he was, how hot he was, and a lot of other sweet garbage like that. He pulled out a good sized cock, stroked it a couple of times, then presented it. He gasped when Barry's mouth closed around it. 'Damn,' he said. 'Damn, honey, that's great.' Barry smiled up at him, batted the lashes, then turned into the human vacuum. I watched the tight ass move, then tilted my head to watch the big cock slide in and out of Barry's mouth. I wondered idly what would happen if I strolled over there and ass-fucked the guy as Barry sucked him. The thought occupied me until Barry's latest target groaned, shuddered and shot cum. Barry sucked and licked and smiled. The guy smiled back, arranged his clothes, bent down and kissed Barry's mouth deeply, using lots of tongue. He also pressed a folded bill into Barry's hand. Definitely a lot more style.
With the exception of the silver-haired guy, who had gone to sexual Valhalla and wasn't due back for a while, we were alone again in the restroom. Carl still had his pants around his knees and was stroking his hard cock. Barry grinned at me. 'C'mon, Uncle Nick,' he whispered. 'Let me make you feel good.' I started to say I had no intention of participating in this little game, but it didn't come out right, and my pants were down around my knees, I have no idea how, and Barry started in on my cock. I stood there with my feet spread and just let it happen. Barry knew just how to bounce me off all four walls and the ceiling. He was slow and gentle, running his fingertips along the shaft, caressing my balls, his long eyelashes laid against his pink cheeks. I came in long, shuddering waves that seemed to go on forever. I ended up on the floor next to the silver haired guy.
The next three to walk in were members of the band, and they didn't even blink when they saw three men with their cocks hanging out and a sweet young thing on her knees. 'Excuse me, babe,' one of them said as he made his way to the urinal. They took care of business, washed their hands and walked back out. 'Aren't straight people strange,' a voice said thoughtfully. Carl and I looked at each other, then at Barry, then all three of us swiveled our heads to the one who had spoken. The sliver-haired man had returned from Valhalla.
Barry pouted. 'You knew I was a guy?' he said, offended. Silver-hair shook his head. 'Nope. Thought you were a girl. I just didn't give a fuck. You were sucking, and he,' he said pointing at Carl, 'has the biggest fucking cock I've ever seen. It's incredible. I got so hot looking at it that I didn't give a shit if you were a girl. My balls hurt. I didn't know what you were until I got down here on the floor and saw your cock. The face is supreme, love, but the tuck needs work.'
Barry smile prettily and fluffed his wig. 'Want to fuck my ass while I suck Carl's cock again?' he asked. I groaned, then waved a hand at Barry's sad face. 'I have no problem with the nice man getting a piece of your horny ass, Barry,' I said helplessly. 'But you've had your fantasy. Could we move the party, please, before something really, really bad happens?'
We moved the party out of the men's room, thankfully and back to my house. Silver-hair, whose name turned out to be Dan, arrived about ten minutes later. He'd stopped off for two bottles of the expensive vintage Carl and I had saved for and savored earlier that evening. I let it breathe while Barry danced for his appreciative and rapidly naked audience. I took my clothes off slowly, enjoying the complete arousal of the other three. I sipped wine and toyed with my cock and watched Barry work with appreciation.
He was the consummate seducer, flipping from fragile virgin to accomplished whore with a mere change of facial expression. He could reduce both me and Carl to helpless hardons in seconds. Watching him give the unsuspecting Dan both barrels of his charm was something. Dan had the sunlamp/workout-room body of the wealthy middle-aged man, and one great cock. He went to his knees mewling like a baby and begged for Barry's cum. Barry teased Dan mercilessly, until Carl moved up behind him, grabbed him, and clapped a hand over his mouth. Dan went wide-eyed, and Carl gave him an evil grin. 'Suck the little slut,' he growled. 'Just take what you want.'
To say he sucked Barry's cock does not do justice to the way Barry's eyes rolled around in his head. Dan fucked him with his mouth, hard, fast and deep. It was over rapidly, with an explosion of cum that Dan lapped up...then kept on sucking. Barry was half-mad, struggling against Carl's arms, the sensations coming too fast and too intense for him to handle. He had nowhere to go, and he screamed against Carl's palm as the second orgasm took him. Dan moved his head back fast and let the cum spurt all over his face. He grinned up at Carl, who released the trembling Barry and let him slide down into Dan's arms. Dan cradled him, rocking him and murmuring to him, until Barry recovered and licked his own cum from Dan's face.
Barry bounced back completely ready to go again, as always. He got on his hands and knees and wiggled his ass in the air. 'Fuck me,' he demanded. 'Fuck my ass good.' Dan spread the cheeks apart, kissing them tenderly, as Carl worked a lubricated finger into the tight hole. Soon, two fingers pumped in Barry's ass. Carl handed the lubricant to Dan and gestured. Dan was wide-eyed, but he slicked up Carl's huge cock, letting his fingers travel repeatedly up and down the full length. 'Damn,' he muttered under his breath. He guided it to the pink hole, rubbed it a few times and nodded. Carl eased forward and his huge purple rod disappeared up the soft white ass. As many times as I've seen it, I've never gotten used to the sight of that huge cock taking that tight ass. Dan nearly passed out while watching it. He watched Carl fuck Barry until he couldn't take it anymore and had to get his cock into Barry's mouth. Barry sucked him lustily, moaning with pleasure. The boytoy had his greatest sexual desire...an older man's cock in both ends. I have no idea who came first. It went on in beautiful rhythm for a time, then all hell broke loose. There was a lot of howling and swearing and movement, and they ended up in a tangle of arms, legs and cum on the floor.
I sat and stroked my cock and watched them twitch, sipping my wine, quite content, until all three heads snapped up. They smiled at each other, then looked at me. And charged. I managed to put the glass down before they grabbed me and took me repeatedly on the floor.