The summer after college I visited Montreal from my home in the states. I was 22 years old. Kind of a twink I guess. I had just broken up with my girlfriend, and thought I'd try something new. I'd always fantasized about getting fucked rough by a couple of guys before, so on my first night I went to the gay district. At the first bar I went to, I met a local named John. He was a hipster, about my age, but a little taller and fitter. I was drunk and pretty soon told him about my fantasy. He was interested and said his roommate might be too. We left the bar, and stopped to get pizza. He bought me an ice cream. I accepted it but told him I was only looking for no strings attached. Then we went to his place.
He let me into his bedroom and then said,
"I'm just going to grab him." I nodded and sat down on the bed, I was really drunk and excited. I started to take off my shirt then stopped myself, I didn't want to seem too eager. In a minute he came in with another guy. The new guy had red hair and was shorter than me, but really muscled. I stood up and John introduced us. The new guy came forward. He wasn't bad looking so I let him take off my shirt. He moved his face toward mine and I stepped back.
"I'm not into kissing."
He laughed.
"Well, get to work then." He put his hand on top of my head and pressed down. I took the cue and got down on my knees on the carpet. The new guy unbuckled his pants and let them fall to his ankles. His balls smelled like baking soda and vinegar. His dick was soft, freckled, circumcised and surrounded with pubic hair – the carpet matched the drapes. He pointed his cock at my face. I opened up and took it all in my mouth. He got hard fast and his cock was soon pressing against the back of my throat. I coughed. He laughed and took off his shirt. His dick wasn't too long, but it was thick.
I felt a hand on my head. It was John, he was naked, turning my head towards his dick which hung semi-erect and uncut in front of my eyes. I obediently opened my mouth and he pressed his dick into my throat. I let him do it. He was probably 7 inches, but still kind of soft, so it was easy. He soon got hard, and then I had to struggle to swallow all of him. He put his hands on either side of my head and guided my mouth slowly up and down his shaft. After several of those he held my head, with his dick in my mouth to the balls. I gagged and he pulled out. A bunch of spit pooled into my mouth, I swallowed it. The new guy jerked my head back towards his dick. I wrapped my lips around the head and circled it with my tongue. I felt like a slut, and I loved it. I was rock hard.
After a minute or two of me doing that, John got behind me and slid my pants down. The new guy pulled out and pulled my head back by my hair, a little hard.
"Open up," he said. I did. He pursed his lips and let a wad of spit drop down. I wasn't expecting it, but I closed my mouth and eyes just in time. It hit me on the nose and slid down onto my lips.
"What the fuck?" I said.
He looked at John behind me, then shrugged. I wiped his spit off my face.
"Open up" he said. I began to suck the head of his dick again.
"No don't suck it, just open it." I did. He pushed his cock slowly in to the balls and held it there. I gagged and tears sprung into my eyes.
"Whoa, not yet," I heard John say from behind me, and he slapped my ass. The new guy put his dick back into my mouth and began pumping to the back of my throat. I put my hand on his shaft to get some kind of control. I felt John slide a finger into my ass. It felt good.
"How's that feel?" he asked. I made a sound around the new guy's dick. I could taste his pre-cum now, slippery on my tongue. John slid his finger in and out, then added a second one. I could feel my ass stretch a bit.
"Get up on the bed." I did as ordered, and got up on the mattress on all fours. My pants and underwear were around my ankles and my socks were still on. John slid his fingers in with lube this time.
"I think he's ready," the new guy said, then he lay down on the bed in front of me and brought my face down to his package. I licked his balls, then up his shaft and took the head in my mouth. I felt John's penis press against my asshole. I pushed it open and felt his dick slide in. It felt good!
"Fuck yeah!" John said, picking up speed as he pumped his dick in and out. I let the new guy`s dick sit in my mouth leaking pre-cum while I enjoyed my first real anal sex. After a couple minutes the roommate got up and said to John,
"Come on, my turn. You`re having all the fun." John gave two more pumps then pulled out slowly. The new guy moved to my behind and grabbed my ass. John came and kneeled on the bed in front of me. His bare cock was hard as a rock and glistening with lube.
"Aren`t you wearing a condom?" I asked.
"It`s cool, we're clean."
I was drunk, so I let it go. The new guy`s cock was sliding into my ass. I gasped.
"Have you ever tasted your butt?" John asked. Then his cock was in my mouth. My ass didn`t taste as bad I would have guessed, or maybe that was just the strawberry flavoured lube. He let me suck it at my own pace while his roommate plowed me from behind. I was in gay fantasy heaven! John eventually put both hands on the back of my head and shoved my face down into his pelvis. His cock rammed down my unprepared throat. My entire body clenched as I gagged, and I pushed out the roommate's dick out of my ass involuntarily. I tasted bile in the spit that poured out of my mouth. John held me there, and I had to push my hands forcefully against his legs to pull my head up and off of his dick. I managed to say "fuck" through my sputtering. My eyes were watering. The roommates grabbed my hair and pulled my head back. John spat in my face, the gob landed in my left eyes obscuring my vision. My inner slut had woken up. I was loving it.
"So that's what your ass tastes like, now how about mine?" John said, then flipped over onto his stomach. He reached back with his hands and spread his ass cheeks. I saw his asshole, a little pink circle under a mess of hair. I could smell it too. The roommate's fingers hands were tangled in my hair and he pushed my face into John's ass crack. The other hand held one of my hands against my back. He started to thrust again.
"Get your tongue in there," John said. It smelled like... ass. I reluctantly stuck out my tongue.
"Is he licking it?" the roommate asked. John told him I wasn't. The roommate pulled out and smacked my ass so hard I thought I was going to cry.
"Lick it!" he commanded. I did. I felt the pubic hair on my tongue and tasted sweat and ass.
"There we go" John said, "now get your fucking tongue in there."
"Do it!" the roommate commanded, then gave my ass another hard smack. I cried out then stuck out my tongue. I pressed it into John's asshole as far as I could. It was dry inside and tasted just like I imagined an ass would.
"Oh fuck yeah, there we go," John said.
The roommate started fucking me again.
"Don't stop licking that shit," he said. He grabbed the back of my head again and started pushing my face into John's ass in rhythm with his thrusting. This went on for a couple minutes until my mouth was full of pubes and the taste of sweat and ass, and then the roommate pressed into me hard from behind and groaned.
"Fuck!" he growled, keeping his dick inside, "I fucking blew already."
He pulled out and he and John switched places. He made me suck the last drops from his cock, then clean his balls with my tongue. Meanwhile John was telling me to push out the cum. I tried. I didn't feel anything coming out, but after a moment John came around to my face and held out his hand. There was a huge pool of cum in his palm.
"Eat it," the roommate said. I was about to protest when he said, "Come on slut, what are you here for?" I obeyed. I licked John's palm clean and swallowed all of it. It's funny, that was the most degraded I ever felt, on my knees, my asshole gaping open, lapping cum out of this stranger's hand, but the next morning it seemed like nothing compared with the other shit that happened later.
After I swallowed the last of the cum, the roommate led me off the bed by the hair.
"Kneel low" he said.
Just then the door opened and a third guy came in. He was a good looking arab, 20 years old at the most. He was holding a big salad bowl and a banana.
"Nice!" John said "You got my text."
"Fuck yeah," the arab guy said. He looked at me and smiled.
"So we're finally going to do the banana split" John said.
"The banana split?" I asked. I was interested.
"You'll see," the roommate said.
John's erection poked me in the cheek. I raised a hand and stroked it. The arab guy tossed the banana and bowl on the bed and took off his clothes. His dick was the biggest of the three, veiny and shaved bare, already hard.
"My turn" he said. He put a hand on the back of my head and I opened my mouth for his dick. It tasted like he'd already had sex today. He took his hand off my head after a while and just let me suck it. I continued as he moved and sat on the bed. I looked up with the dick in my mouth and saw the roommate peeling the banana. John crouched behind me stretched my ass with his thumbs. It was already getting kind of sore.
"Pass me that bowl," the arab guy said to the roommate. He grabbed it and placed it under me on the carpet. Then he grabbed my head and pulled me onto his dick. It wouldn't fit down my throat, but it filled my mouth and made me gag. He held me there and started to slowly thrust. Spit dripped out of my mouth and onto his balls. I felt a bubbling in my stomach and then the beer was coming up. My mouth was full of dick so it squirted out of my nose. The arab guy let my head go and I puked up beer and pieces of pizza into the salad bowl. I wasn't even touching my dick and somehow I cummed.
"Damn Ryan!" The roommate said, then laughed. The arab guy, Ryan, grabbed my hair and pulled my head back so I was facing him.
"I didn't tell you to puke that shit up. Open," he said. I opened my mouth. He snorted and then spat directly into my mouth.
"Don't spit it out," he said. I tasted the warm snot, gagged and then swallowed. He was cuter than the roommate, so I didn't mind. No use turning back now anyway. He noticed the cum dripping from my cock onto the carpet.
"Fuck guys the little slut cummed," he said. John and the roommate were masturbating.
"I think he's going to like the banana split," the roommate said.
"Get up on the bed," John said. I wiped the spit from my chin and laid down on the mattress on my back. John pulled me to the edge of the bed and got between my legs and started fucking my ass. Instead of lube he used spit. Ryan scooped up my cum and knelt on the bed next to my head.
"Open," he said. I shook my head. He shook his head and said "alright, have it your way then." He smeared the cum across my face. Then he knelt and looked at the roommate with his balls resting on my forehead. The roommate was handing the banana to John.
"You got him, will you do the honors?" John laughed and accepted the peeled banana.
"Hold his ass open" John said. Ryan leaned forward and stuck a finger from each hand in my ass. John held the banana to my asshole and pushed it in with his cock. It slid in and John pushed it even further when he fully inserted himself. My ass felt so full! The roommate pushed Ryan away, spat in my face and put his dick back in my mouth. I didn't even care about the spitting anymore. I was starting to like it.
"Time to get me hard again," he said. I sucked his cock again. After a while Ryan switched places with John and my ass got even fuller.
After a few minutes John said it was time. He had me squat over the bowl and they all stood in front of me. They passed me between their cocks, each one pressing as far down my throat as possible. After a few gags I felt the banana slide out. The roommate picked up the bowl and told me to eat it. I was glad I'd gone to the washroom earlier that night, as there was no shit on the banana or in the bowl. I hesitated, but the roommate lifted the bowl to my mouth and started to tilt it. Before I knew it my puke was pouring out. I opened my mouth and let the cool pizza, beer and stringy spit slide back down my throat. Then the banana came to my lips and I swallowed it too. I already felt like I was going to puke when John told me to get back onto the bed.
They positioned me on my back with my head hanging over the side so I saw the room upside down. The roommate put the bowl under my head. John grabbed the back of my head and slid his cock back into my throat. His dick was long and skinny, so it went it all the way. He fucked my face like that while I gagged. Eventually the beer began to come back up and trickle up my face, into my nose. John gave one deep push and held it for a long time. I pushed him away when I couldn't take it anymore and a wave of puke erupted from my mouth. Pizza, ice cream, beer and banana plastered my face and dripped down into the bowl. The guys cheered.
"Fuck yeah! You're doing a great job," John said.
"Nice, you remembered to get him an ice cream," the roommate said.
I rolled off the bed onto the floor and wiped the vomit from my eyes. I knelt on the carpet and felt the puke dripping off my face and hair. I felt like a filthy little slut.
"Alright. Here's the fruit of your labor. Enjoy your banana split." He held the bowl sloshing with puke. By this point I was committed. I opened my mouth and he poured the contents down my throat. It took me a few tries but I got it down. Then they cheered again and tossed me back up onto the bed. I got into position on all fours. Ryan jumped into position and stuck his big dick in my ass. He fucked me deep and leaned forward and stuck two fingers down my throat. I puked up a little bit of the "banana split" onto the mattress. With his dick balls deep in my ass, he pushed my face into the hot mess and told me to blow bubbles.
"Fuck off, Ryan," the roommate said, pushing him away. He rolled me onto my back and took a turn in my ass while John humped my face. John's cock slid down my throat and little by little I threw up the rest of the banana split. It ran across my face and pooled around my head.
John eventually filled my mouth with a huge load that I swallowed without having to be told. Then the roommate went from my ass to my mouth and shot a second watery load across my face. To make up for showing up late, Ryan took his time. He fucked me slow and deep, occasionally scooping up a hand full of puke putting it in my mouth or spreading it across my face. After a few minute he pulled out too, and shot a massive load all over my face. He then guided the cum into my mouth using his dick, and made me swallow all of it.
And that was it, my first banana split. The first banana split in the world for all I know. Ryan spat one more wad into my face then stepped back. John told me I could sleep in the room if I wanted to. Then they left me, covered in cum and puke. After lying there for a couple minutes, I got up and found the shower. I showered quickly, got dressed and left. I was still shitting out bits of banana the next day.