TyLeR's True Story, New Beginnings

(Part 2 from 2. Fiction.)

Without even thinking about what I was just about to do, I quickly grabbed my suit pants from the floor and pulled my wallet from the pocket. From my wallet, I slipped out a condom. I always keep a condom or two in my wallet, ready to fuck a juicy pussy at a moment's notice. I tore the wrapping with my teeth and pulled the condom from it. As I slipped the condom on my twitching cock, he asked me to stand in front of him so he could wet it down with his spit before I fucked him. He didn't want me to fuck him dry. I did as he asked, and he quickly started sucking my condom-covered prick. All the while, I slapped his muscular buttocks hard with my hands. I slipped a finger in my mouth to wet it down, then slipped it into his tiny ass hole. God, he was tight! Tighter than any pussy I had ever fucked! 

I pulled my cock from his mouth and walked around behind him. I didn't waste any time at all. I just rammed my big, fat cock up his ass in one powerful thrust. A loud scream escaped from his throat, as I abruptly entered him. I was so horny that I just started fucking him, without even giving him a chance to get used to having my 11 inches deep inside his super-tight ass. I pounded his ass hard, long-dicking him. The rougher I fucked him, the louder he groaned and the more he seemed to love it! 

He jacked himself off, as I jackhammered his ass with my blood-engorged cock. I couldn't believe how good his ass felt wrapped around my hard cock. I must admit I loved fucking that hot ass! It felt very different than fucking a girl's pussy, much better. I was hooked! I grabbed him by his waist and pulled his ass down hard on my big cock, sinking deep in him. My abs kept smacking against the top of his buttocks, and my heavy, hairy balls kept slapping against the back of his thighs, as I repeatedly pounded his prostrate. His ass muscles tightly squeezed my cock, as he shot his big load all over the top of the desk, which in turn caused me to shoot my week's worth of cum into the condom covering my big dick up his ass. 

Just as my orgasm was winding down, we were abruptly interrupted by my cousin Ryan walking in on us! Supposedly, Ryan had forgotten his cell phone at the office and returned to get it. I froze in fear, the FedEx dude grabbed his discarded clothes and ran, and Ryan just stood there and laughed his ass off! Ryan is a year older than me and also worked that summer while out of school. I quickly pulled the condom off of my spent dick and started getting dressed, my face burning red with my embarrassment. It was that day that Ryan told me that he too was bisexual. Since then, he and I became very close friends. We've never had sex together, but we've played together in group sex after that (one such group sexual encounter with Ryan was in "TyLeR's True Story, Part 3"). 

Since my first encounter with another guy, I have gone through an evolution of sorts from being "totally straight" to being "bisexual". After that summer, I often thought about having sex again with another guy but didn't act upon my impulses until my winter break trip to my parents' vacation condo in Florida with my cousin Ryan and my straight wrestling buddies. 

While in Florida, I was approached by many guys. Our girlfriends took their own trip, so us guys were all alone and free to roam. We got drunk and high almost every night. One night we even played "Truth or Dare". On a dare, my straight buddy Josh (who later experienced his own first time with another guy in "TyLeR's True Story, Part 1") was told to kiss me. I was stunned when he did, giving me tongue and all. My drunken buddies laughed their asses off, thinking it was funny, while Josh and I French-kissed. Later that night, Josh drunkenly cornered me in the kitchen and wanted to kiss me again. I should have known right then and there that Josh was open to sex with another guy, but I was so concerned with hiding my newfound bisexuality that I laughed at him, told him he was too drunk to even know what he was doing, and pushed him away. Josh was a fucking hottie, so I was strongly attracted to him, but I didn't want my straight buddies to know about my secret desires. 

Later in the week, we went jet skiing. At the Jet Ski rental place, the manager, a hot blond dude in his early twenties, kept staring at me and at the big bulge my cock and balls made in my Speedos. I could sense his obvious interest. He asked me to join him at a midnight beach party that night, and I quickly accepted. 

At the beach party, he walked me away from the crowd to under a nearby pier. Under the pier, he groped my crotch and kissed me. He knelt down and started mouthing my cock through my Speedos. Using his teeth, he pulled my Speedos down my thighs. He hungrily sucked me off and ate my ass. I was surprised when he swallowed all of my cum when I shot my big load down his throat. We quickly returned to the party. 

A few days later, while I was in the men's changing room on the beach, I noticed a married man in his early thirties, with two small boys, bluntly staring at me and at the big crotch bulge in my Speedos. I thought it was simply his envy. I had no idea he was actually interested in me. He took his two kids out to his wife on the beach and returned to the men's changing room alone. I was stripped naked and showering the sand off my body when he returned. He commented on the size of my "big cock". It was then that I knew what he wanted. He walked over to me and grabbed my cock and started stroking it. Since I didn't protest, he quickly dropped to his knees and proceeded to suck me off and eat my ass. What excited me most was the fact that any guy could walk in on us and catch us in the act. The danger was thrilling. After he swallowed my big load, he stood up and left. That night as I lied in bed trying to sleep, I couldn't help but think about what had happened to me on the trip so far, and my cock was rock-hard. 


A few nights later, my buddies and I went bar hopping and ended up at a dance club. Thank God for fake IDs! At the club, one of the bartenders, a sexy dude in his late twenties, kept sending me free drinks all night long. I walked over to thank him and talk to him for a while. He and I quickly hit it off. He had the next day off and asked me if I wanted to go with him to Disney World for the day. I readily accepted. My straight buddies were too busy dancing with some of the hot girls in the club, trying to get in their panties, to notice my conversation with Michael, the bartender. 

The next day, Michael picked me up and drove us to Disney World. We had a ball! We rode all the amusement rides, especially the roller coasters. We went back to his apartment that night. He fixed us some drinks. As we sat on his sofa, he groped my crotch and kissed me. He proceeded to undress me. He hungrily sucked my cock and ate my ass. He twisted his body into a 69-position on the sofa, and I quickly pulled his shorts down to mid-thigh and sucked my very first cock. 

He had a fat, circumcised cock about 8 inches in length. The salty taste filled my mouth. The way his hard cock felt in my mouth drove me wild. I wanted more. I tried to swallow all of it down my throat but gagged. I sucked his big cock and balls and rimmed his sweaty ass, as he did the same to me. I couldn't believe I was doing it all! Nothing could stop me now! I wanted to experience as much as I could! I wasn't disgusted at all by eating his ass. It was as if I was eating his man-pussy. The musky smell and taste excited me. When I sensed that he was about to shoot his big load, I pulled my mouth off of his cock and let him shoot his cum all over my chest. I was surprised he swallowed my big load when I came. I was still rock-hard, and he wanted me to fuck him. He didn't have to ask me twice. I pulled a condom from my wallet and quickly slipped it on, as we both stripped completely naked. I had him on his back on the sofa, with his legs up in the air and resting on my shoulders, as I fucked him hard. He had an awesome ass! 

After I came and pulled out of him, he wanted to fuck my ass but I wasn't ready for that yet and wouldn't let him. Instead, I fucked him again! I stayed at his apartment for 3 nights. We sucked each other off, ate ass, and I repeatedly fucked him the whole time there! When I returned to my parents' vacation condo, my straight buddies had automatically assumed I found a hot girl and spent the last 3 nights with her. They all patted me on the back as if I was their hero. If they only knew I was really with another guy! 

That Christmas, my parents surprised me by flying down to Florida on my Dad's company plane with gifts for me and all my buddies. It was a nice surprise. My uncle, who works in the film industry and lives in Bel Air, California, was throwing a major Hollywood-style New Year's Eve party and invited all of us to attend. My parents offered to fly all of us out there from Florida, and we readily accepted. My buddies were thrilled. It was at my uncle's wild party that I had my first 3-way. 

There were over three hundred guests invited, and I met this really hot married couple there. I snuck the guy and girl up to my guestroom. They were both in their late twenties. She was very conservative, but he was a really wild fuck. While I ate her pussy, he sucked me off and ate my ass. I then fucked them both, first her, then him. She was quiet, but he was a real screamer. I had to use my pillow to stifle his loud screams, as I fucked his hot ass. I could tell that she was a bit jealous, as she watched me fuck him. I went through so many condoms that night, as I repeatedly fucked them both. As they were leaving, he slipped me a piece of paper with his name and phone number written on it, asking me to meet him alone the next day so we could fuck again. Not wanting to hurt his wife in any way, I didn't meet him the next day. 

After all of my wild times during our winter break from school, things calmed down somewhat when we returned home to our girlfriends and got back to the grind of school. As I did after my very first time with a guy, I felt very guilty about what I had done. Yet, I was absolutely thrilled I had experienced the things I had. 

About a month later, I was at Hockeytown Caf‚, a sports bar in Detroit, one Saturday night when this really sexy guy walked up to me at the bar and started talking to me about Red Wings hockey. His name was Todd (that night we became regular fuck buddies, and I talk about him more in "TyLeR's True Story, Part 2", where he seduces my straight buddy Josh in a 3-way that suddenly turns into a crazy 4-way). He invited me to his home for some more drinks. 

I knew something very hot was about to happen between us. I was strongly attracted to him. He was a very handsome gym jock, who was 37 but looked more like he was 27 years old. I followed him to his house. We ended up in his bedroom, where we 69ed and I fucked him raw. Todd was an awesome "bottom". It was then that I realized I was referred to what most gay men would call a "top". 

After that night, Todd and I became regular fuck buddies. Todd was a very thoughtful dude. Before we even had sex that first night, he showed me the results to his recent medical tests to prove to me that he was "clean". How many guys do you know who would do that? I was very impressed. I told him that the university often tested us jocks and that I was "clean" as well and planned to stay that way. I felt very comfortable with him from the start. I had my first unprotected gay sex with him. I "barebacked" his hot ass over and over again that night. It was awesome! 

We met regularly after that, promising to only have gay sex with one another. We made a deal. If we were to ever desire sex with a new guy, we would tell the other about it first. It was a deal that worked well for us until I went on my spring break trip to snowboard in Colorado with my cousin Ryan, my straight best buddy Josh, and all of my other straight wrestling buddies a couple of months later. Please read "TyLeR's True Stories, Parts 1, 2 and 3" to see what has happened since.

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