This story is half true, half fantasy. Everything up until the sexual parts really happened, the rest is just something I wish had. I'm bi, and even though I've only ever dated girls, I like fooling around with either sex. Sorry if the story is a little long, but I like details and changing things up.
A few years ago, my former high school theatre director called me and asked if I wanted to come with them to an acting competition as a mentor. I didn't have anything going that weekend so I said sure. It was a two day trip and the competition took place at a large university in a city about 3 hours from our town. We all met at the school that morning, and our director assigned two guys to my room. I was pretty happy because I knew both of them. One of the guys, John, had been my event partner the year before, which was my senior and his freshman year. John was fairly short, probably just over five foot tall. He had brown hair and eyes, and was a little pudgy, but not too much. The other kid in our room was Nick. I had known his sister for a few years because she had been on the same soccer team as my sister. I met Nick a couple of years before, but hadn't really talked to him much since he was that much younger so we were never in the same circles. Nick was just a little taller the John, and had blond hair and blue eyes. He had a very slim, muscular build from years of wrestling, and overall was a fairly cute boy. After we all had our room assignments, we loaded up the bus and headed off. During the ride I sat next to John and just talked to him for most of the trip.
We got there that afternoon and were told that everyone had to watch a few debate rounds to learn about them, as none of our team was competing that day. Nick, John and I stuck together and went to the same rounds. After we had finally got finished watching, we ran to the student union of the school to grab some food before we all loaded the bus to go to the hotel.
"Hey John, can I use your iPhone?"
Nick asked, since he only had a flip phone at that point.
"I guess," said John. "What are you going to do?"
"Just check out some sports scores."
John gave him his phone and we sat there chatting while Nick played on it for a few minutes. When John's food was ready, he went up to the counter to get it, Nick watching him as he left. "I've got to go to the bathroom. I'll be right back." He said as he got up to leave. I just nodded and didn't think anything of it until John got back and asked where Nick was.
"With my phone?" John exclaimed when I told him.
"Yeah I guess." I said.
John, being kind of paranoid about people doing weird stuff, asked
"Why did he take my phone with him?"
Always taking the opportunity to mess with him, I mentioned that Nick had probably gone to whack off and used his phone to look up some porn. John was disgusted and started freaking out, and I just kept messing with him. When Nick finally came back (he was gone a really long time) John immediately asked him about it.
"Dude I just had to use the bathroom." He said, and handed John back his phone. John opened safari, and saw that his entire browsing history had been deleted. Somehow though, Nick had accidentally left another screen open, and when we switched to it we got an eye full of some soft core porn.
"Dude seriously?!" John exclaimed
"I never get to look at that stuff!" Nick whispered sheepishly, "At least not by myself. But I didn't do anything!"
"Bull!" I said, while I laughed my ass off. "Dude you expect us to believe that you looked up porn and took it to the bathroom and you DIDN'T jack off? We aren't stupid, just own up to it."
"But I didn't! And you guys can't tell me you've never looked it up!"
"Yeah but not with someone else's phone." I laughed. We joked about it the rest of the night, and of course told all of the other guys on the trip with us, even though Nick begged us not to.
We finally got back to the hotel, and all went to our rooms. As soon as Nick got into our room and shut the door, he stripped off everything but his underwear. He was wearing tight blue briefs, and I had to concentrate to control the stirring I felt in my pants. Nick dove into his bed and turned on the tv. I don't remember what we were watching, but it kept showing commercials for Girls Gone Wild, and We started giving Nick more crap. This time it was because he had a huge smile on his face and his hands under his blankets during those commercials. He got pissed and I jumped up and ripped the covers off of his bed. He turned bright red and covered himself with his hands, but not before I saw his raging boner tenting up his briefs.
"Nick seriously?! We are in the room!" I yelled in a mixture of excitement and astonishment. At this point it was all I could do to keep myself from having the same problem.
"Shut up! I told you guys that I never get to see that stuff!"
John was freaking out at this point, not sure at all what to do. Nick had managed to cover himself with his pillow, and was so red he was almost glowing.
"Man take care of that." I joked as I walked back to my bed.
"Well what if we all..." Nick said while making a jack off motion with his hand.
John was speechless. He was extremely conservative and had no idea how to react. But I could see a little twitching in his athletic shorts, so I took this as my chance.
"What the hell. I am a little horny. I haven't jacked off today." I said, looking at John as if to tell him to just go with it. "Come on man, we're all guys. We all do it. Why not?"
"I don't know..." John started, but I had already taken my shorts off and had my thumbs in the band of my boxers. I looked at Nick and said
"Together?"
"Ok"
He stood up and grabbed his underwear, and we counted to three. At three, we both pulled down, revealing everything we had. My 6" boner flopped out, rapidly getting hard and pointing straight up to the ceiling. He was already hard, and his 4 1/2" dick pointed out towards me. He had a small amount of blond pubes right over his dick, and it looked like he hadn't started getting hair on his balls yet. We both looked over at John, and he slowly stood up, as if he knew he couldn't back out. He was shaking as he took off his shirt and grabbed his shorts. He slowly pulled them off, revealing that he was hard as a rock under his boxers.
"I don't know guys..." He started.
"Dude, it's too late now. Just take them off. I'll get some porn going."
I grabbed my laptop from my bag and pulled up a site. I saw a video that showed two young guys banging a young, hot girl. We sat and watched as one of the boys fucked her from behind as the other enjoyed a blow job from her. Nick, who had started stroking himself the moment we sat done on my bed, once again had a huge smile on his face. John, however, still had his boxers on and had his hands over his crotch. I decided to go for broke and see what I could make happen, so I reached over, moved his hands out of the way, and started rubbing him through his underwear. He started to object and went to swat my hands back, but was quickly overcome by the feelings of pleasure I was giving him. I could see the mix of pleasure and confusion on his face, but it didn't take long for him to fully give in to the pleasure, rolling his head back and closing his eyes as he let out a small moan. Nick reached over and grabbed my cock, sending waves of pleasure through me as he slowly moved is hand along my shaft. At this point none of us were paying attention to the porn, so I shut the laptop and moved it off the bed. I pushed John down laying flat, and grabbed his boxers. I slowly pulled them down his legs, throwing them to the side. His cock sprung up and smacked him in the stomach. He had some dark hair on his balls and even less of a bush than Nick did. I grabbed his cock and pulled it up, continuing to jack him off. I moved up on him, putting my mouth inches from the head. I looked up at him, and licked the end of his dick. It was my first taste of cock, and it wasn't bad. There wasn't a lot of taste except for the salty precum oozing from the tip. He let out a louder moan, which I took as approval, and I took in as much of him as I could. I got most of his 5 inches in my mouth before I started gagging, and pulled back a little bit. I licked the head while I sucked, and it didn't take long to push him over the edge. He grabbed the sheets and threw his head back, letting out several spurts of cum. Since I had no warning, the first shot went into my throat. I pulled off of him, jacking him as he shot more loads, which landed on his stomach, leg, my hand, and the bed. I wasn't crazy about the taste. It wasn't bad but I really didn't want to swallow anymore. He laid there breathing heavy, in pure extacy from his first blowjob. I suddenly remembered Nick, and looked up to see him vigorously beating his meat to the sight of me blowing John.
"Can...can you to me next?" He asked quietly.
"How about you do me the favor first?" I said, not wanting to be left out. He seemed unsure, but I grabbed him and pushed him down on the bed, straddling his face and touching his lips with my cock. He poked out his tongue, tasting the tip, then licked all around my head. I pushed my hips forward, and he took my whole head into his mouth and just started sucking. It was obvious that he had no idea what to do, so I suggested he use his tongue. He swirled his tongue all around my head, focusing on the sensitive underside, and launched me into bliss. I pushed further into his mouth, pulling out and pushing back in a little farther. I did this several times until his nose was touching the smooth, shaved area above my penis. I let him blow me for a few minutes before pulling out and going down on him. I didn't want to cum yet, I had bigger plans. I didn't waste any time on Nick, and went straight down all the way on his small, young cock. I pushed my nose into his pubes and took in the sweet smell of his sweat. I loved it. I bobbed up and down on him, running my tongue over every inch of his dick. He was moaning sort of loudly, but I didn't really care. It was late, and I figured if anyone heard they would just assume it was coming from another room. I could tell he was getting close, so I let him out of my mouth and let go of his cock, much to his surprise and disappointment.
"Why did you stop?" He asked
"I want to fuck you." I said. I had gone this far. I wasn't going to let this chance pass me by.
"I don't know man....I've never even thought about having a dick in my ass..."
"What if I let you guys do me first, and then I'll do you?"
"Well...maybe." Said Nick. I knew he would be the easy one to convince. John on the other hand was completely against getting fucked.
"No way. I'm not doing that," he stammered. "We've already gone way too far."
"Exactly! We've gone this far," I countered. "It's not like any of us are going to tell anyone. And I've heard it feels great! This is probably your only chance to try this."
"I..."
Before he had a chance to respond any more, nick had shoved him onto the bed and swung himself around, placing his crotch in John's face and his face in John's. He started sucking John, but John wasn't returning the favor. I went over and jerked Nick right in John's face, rubbing his cock along John's lips. John finally gave in and took Nick into his mouth, trying to mimic what I did for him while Nick went to town on John. I positioned myself over Nick's ass, and started running my finger around his hole. Nick let out a surprised, muffled moan and shuddered, but didn't stop me, so I continued. His ass was clean and smooth, so I leaned forward and started eating his ass. He moaned some more, and I'm pretty sure he just held John in his mouth as I ate him out. He then licked his finger and reached over to John's hole, rubbing along his crack. John jumped a little, but I was holding his arms down and Nick was draped over his body, so he couldn't go anywhere. I grabbed Nick by the waist and pulled him off of John, then positioned myself for Nick to lick my ass.
"Your turn. Eat me like I did you."
I could see a hunger in Nicks eyes that I don't think even he knew was there until that night, and he went straight to work. He ate me out like a pro, getting my hole nice and wet. He also fingered me to loosen me up some. While he was doing this, I told John to give him a blow job to get his dick slippery. John obliged, but I think it was only because he knew we would make him no matter what. After a couple of minutes, I moved and pulled John out from under Nick. I laid back, throwing my ankles over Nick's shoulders. He lined up his cock, and I told him to be sure to go slow, which he did at first. He slowly pushed until the head was in, then waited until I told him to continue. We did this until all of his 4.5 inches was in me, and I felt his bush against my balls and his balls on my ass. He slowly pulled out, and them suddenly switched gears, slamming back into me. I bit my lip to keep from screaming as he began fucking me hard and fast. The pain started to subside pure pleasure took its place. The sound of his balls slapping me filled the room. After a few minutes I opened my eyes and saw John just sitting on the other bed jacking himself.
"Nick stop for a second." I said. He complied, and I pulled off of him and went to the other bed. Once again, John got pushed onto the bed, and I started sucking him off, licking up and down his shaft. I worked my way down to his balls and took one into my mouth, then switched over to the other. I let the sweet smell of teenage boy fill my nostrils, a smell that still drives me crazy. I moved farther south and started licking out his ass, which made him jump at first, but after a few seconds he started shuddering and relaxed. I felt the bed move, and looked up to see Nick crawling over John again, getting back into 69 with him. This time John took his cock into his mouth without any coaxing, and the two started sucking each other while I ate John out. After a few minutes I stopped, got onto my knees, and pulled Nicks face off of John's crotch. I put mine and John's dicks together and rubbed them together for a minute before reaching up and shoving Nick's head back down. The sensation of rubbing our dicks together combined with Nick's blowjob was unbelievable, and I almost blew my load right then and there, so I pulled Nick off again. This time I told him to move and pulled John's legs up, grabbing a pillow to prop his ass up in the air. I swung his ankles over my shoulders, and saw a nervous, slightly scared look in his eyes.
"Dude don't worry. I'll be really gentle. And once the pain goes away its amazing."
"Alright...just go slow, ok? Not like Nick did to you."
"Don't worry." I assured him. With that, I placed my head against his virgin rosebud, and just rubbed it there for a few seconds, teasing him. His moaned softly, and I used this relaxed state to push in. My head popped in, causing him to inhale sharply. I looked at Nick, who grabbed one of the pillows and placed it over John's face for him to bite. I waited for him to relax again, and then slowly continued pushing myself into him. Once I was all the way in I just sat there, letting him get use to me before I plowed him. I reached up and started hacking him to help him relax, which seemed to help. Once I saw my chance, I started pulling out, then slowly pushed back in. I did this a few times just to get him used to it, then started speeding up with every thrust until I was fucking him full speed. The room was filled with the sounds of sex again. I was at the edge of the bed, and Nick came up behind me to re-enter me. I stopped for a second so he could, and soon we had a train going. The feeling of fucking while getting fucked was beyond belief. Easily the most incredible thing I've ever experienced. I felt myself tighten up, and before I could stop myself I came inside John. This was one of the most intense orgasms I've ever experienced, causing me to throw my head back and let out a somewhat load moan. When I came, my ass tightened up, squeezing Nick's cock and pushing him over the edge. He filled my bowels with his boy seed, grabbing me tight and biting into my shoulder to muffle his pleasure cry. We all collapsed on the bed, trying to catch our breath. After a few minutes, John sat up and said
"Ok. Now it's my turn. I get to fuck you, right?" He looked at me as he said this, and I realized that a deal is a deal. And that I hadn't fucked Nick yet. So nick got on all fours in front of me, and I eased up behind him. I spit on my hand and rubbed it on his ass, fingering him and loosening him up some. Then I spit on my cock, and placed my head at his entrance. I slowly pushed in, but didn't stop when he winced. I kept going, my hand covering his mouth, until my balls pressed up against his. I slowly pulled out and pushed back in a little quicker. As revenge for not taking it slow with me, I wasn't going to with him. I started fucking him hard and fast, and he shoved his face into the pillow to cover his screams. I realized that I was hurting him pretty bad, so I stopped, both to let him recover and to let John come up behind me. By this point I was pretty loose, and I was leaking Nick's cum, so John pretty much slid right into me. He was a little longer and thicker, so I was still a little tight. As soon as he eased in, I started thrusting into Nick again, and with each thrust into him I pulled off of John, pushing back into him as I pulled out. John leaned over me, placing his body on my back did short, rapid thrusts into me as I fucked Nick. This time John came first, flooding me with cum again. It felt like he came harder than Nick did, or at least more. His pleasured whimpering was all it took to send my sexually exhausted body over the edge, and I emptied my balls into Nick, slamming hard into him as I did. Again we collapsed, I we were asleep almost instantly. The next morning our alarms woke us up, and we woke up sticky from each others cum.
"I can't believe we did that..." said Nick. I moved and winced from the sharp pain in my ass. I guess getting fucked that hard by two people does that to you. John got up to shower first, his cock swaying as he walked to the bathroom. We all got cleaned up and dressed, gather our things and met the rest of the group for breakfast. None of us ever mentioned that night again, and we never messed around after that. Nick and I hadn't really been friends before that night, and not much really changed after ward. We would chat on Facebook sometimes but other than that we didn't talk much. John and I still hung out, even though the first couple of times were a little awkward. Even though we never did anything else, John became a lot more comfortable with me, and when we hiked together he had stopped caring about walking away before taking a piss or covering up to change clothes. Overall, that night just became a fun, once in a lifetime occurrence that was never brought up again.