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My First Experience With Boys

Posted by: Age: 23 Posted on: 7 comments
19 likes 2819 views Category: Masturbation Male-Male Tags: boys, ass, bicurious, mature man
One of my best friends and I enjoying each other's cock for the first time.

So this is a fantasy I've had for a very long time. I had a friend who I met in high school. He's shorter, super thin, blond hair, kinda cocky. I've always wanted to initiate something sexual but I've always been too chicken. He was immediately accepted into our friend group and soon we were hanging out every day. One night, at a sleepover, I found a video on his laptop of himself jerking off while he was out of the room. I decided to peek at it quickly. I saw him masturbating on his bed. He was on his knees, bouncing with every stroke. he Was fully hard and i saw everything. Probably 6 inches, not circumsized, blond pubes and nicely thick, his cock was slightly bigger than mine. He came near the end of the video, and that's when I knew I really wanted his cock, since I popped a boner right there. He came back into the room and I put the laptop away awkwardly, my pants failing to hide my boner..He kept looking at it, but didn't mention anything. Later through high school I found a bunch more videos, each one of them turning into great jerk off material, but still I didn't act on it. After high school my friends and I, him included, rented out a house together in Toronto. But for the first two months, it was just the two of us living there. So. I decided that it would be my chance to make a move. First it was easy stuff like walking around nearly naked, and not wearing underwear under super thin pants, so he saw everything. I think it worked, because I caught him stealing glances when I was still half-hard and barely hiding it. Some nights I would walk around in just tight underwear, and his eyes would shoot straight to my cock and stay there.. I just loved the attention I guess. Finally one night I was alone in my room, completely naked when I heard him get home. So I open my bedroom door very slightly, turned off the lights and jumped in bed, face-up so my dick was showing. I started rubbing myself until I was nicely hard. Soon after he came upstairs and peeked into my room, only to see me sprawled naked on my bed, stroking my dick. We met eyes, but then he just stood there staring my my dick for a couple of minutes before turning away. I stopped him before he left. "You can look some more if you like," I said. He froze, not saying a word and turned around. He walked back into my room, straight to my bed, and just grabbed my dick. It felt amazing to have a big hand grab it, let alone one of my best friends, and start stroking me, his eyes fixed on my cock, just inches from his face. He seemed to like it, since he played with my balls, circled the tip and pulled back my foreskin quite a bit. His mouth hung open the whole time..he was just staring at it. . He continued stroking me for a couple minutes like this, still not saying a word. Eventually I grabbed his arm to stop me from cumming in his face, he was that close. He did stop.. and I lay there panting, on the edge of cumming. But he only waited a minute maybe before starting again, stroking me slower this time. His face was so close I could feel his warm breath on my head, barely an inch from his mouth. He paused as if considering..and then he just started sucking. I realized my big cock was filling my friends mouth, and I was loving every second of it. He started moving up and down with his head while still stroking me, my cock coming back to full power, filling his mouth completely. It didn't take long before I warned him I was gonna cum. but he just went faster and soon I was bucking my hips, exploding into his eager mouth. He swallowed it all and licked me dry. We paused maybe 30 seconds before I heard his belt come undone, and I barely had time to turn to face him before I had his massive cock in my face. It was bigger in real life, and it was definitely bigger than mine. Probably eight inches with a fine patch of blonde pubes,its girth stunned me. Soft, pale balls clung tight to his shaft.. just begging to be fondled. This was the first time I had seen my friend's dick, so I just stared for a minute, admiring and then complimented him. It was great looking, and I knew I wanted to please it immediately. So i just wrapped my mouth around it..or as much as I could. Tasting him and licking the head. It was hotter than I expected, and already wet with precum.. but I thought it was delicious, and went as deep as I could. He groaned as I pulled him closer.. he decided to get on top of me, one leg on either side of my body, his waist near my chin as I sucked him off. When he positioned like that it was easy for me to grab his bare ass for leverage, and I did just that. It only took a couple minutes like this before he tensed up and started panicking. I grabbed his huge cock and held on, jerking and sucking until I felt his hot jizz shoot down my throat. It was a massive load, bigger than mine.. I tried to pull away but he kept shooting hot cum in ropes onto my face. I ended up being covered in milky jizz, but I loved the way it felt.. hot at first.. then warm as it slowly starts to melt. I thought it was salty, but delicious. and licked up what I could. I returned the favor and also licked him completely dry. We didn't really say anything after that, other than "that was fucking awesome".. in between panting and laughing. Eventually I suggested we hop in the shower to clean up, and he eagerly agreed. Once in there, we started to scrub ourselves, until we each got raging boners again that had to be dealt with. First we compared by putting our cocks up against one another. His was much bigger.. 8 inches and super thick.. mine only 7.. but thinner. But after touching cocks, its wasn't long before I was on my knees, stuffing my mouth with his beautiful cock. I really did enjoy giving him head.. Before I finished him though, he grabbed me, turned me around and bent me over. He started slapping my ass, admiring it in the warm water. Then I felt the tip of his cock graze my ass.. so I pushed back, teasing. His response was to firmly grip my ass cheek.. but in doing so he placed his thumb right on my asshole. Pleasure shot down my legs legs... it felt amazing... I groaned , not knowing what had happened at first, but loving the feeling. He just grinned and asked me if i liked it. I nodded. The next thing i knew we was finger fucking me from behind, his cock pressed tight against my ass.. His other hand was stroking me. It felt so good! My asshole was raw pleasure.. him jerking my cock just a cherry on top.. I was groaning loudly..glad it was his finger and not his dick.. that would've wrecked me. When I announced I was gonna cum he turned me around and finished me with his mouth. My cock was pure ecstasy as I came into him mouth, him gripping my ass. We repeated the process a couple of times a week until our friends arrived. After that it was much harder... my favourite thing to do turned out to be sneaking into his room at 5 am to wake him up with a blowjob.. and then get back in bed before anyone noticed. And then college brought girls into the mix.. but that's another story..

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