Long Time Friendship Turns Into Experiment [M/M] | 2016

I had been friends with Rob since we were in elementary school, but once he left my school, we only hung out every so often. I never thought anything of him other than he was funny, good looking, and could always get girls to hang out with us.

A little background: he was skinny but really cut, probably 5' 10" tall, 150 lbs, slightly curly blonde hair. I was a more buff as I lifted weights almost every day, 6' 180 lbs, short brown hair.

I had no idea I was bicurious in high school, so I thought nothing of hugging guys, making gay jokes (nothing hateful, more like "you're so sexy" or "you're making me so hard"), but we always messed around like that, since no one thought anyone was actually into it. I identify as straight, but when I was younger, I was very open to experimenting.

Well, Rob and I continued to hang out, almost always in bigger groups, and we would have big slumber parties on weekends all through high school. Eventually, I started noticing his "jokes" were more frequent than my other friends, but once again I didn't think too much of it, just noticing things here and there. Regardless, I found myself subconsciously drawn to that, and I would usually claim a bed in the same room as him at most of these sleepovers. As horny teens are prone to do, we would stay up well after everyone went to bed and talk about girls, sex, masturbation, etc. Sometimes one or both of us would get hard and laugh at each other.

One time, I noticed him staring more and more, so I worked up the courage to jerk off in the bed next to him as we were talking about the hottest girls we knew. He noticed, and said it wasn't fair that I was harder than him, so he started jerking it too. This led to me saying we should see who is harder, so we got out of our beds and stood next to each other.

Shoulder to shoulder, staring at each other's hard dicks over our boxers, something came over me and I just reached out and squeezed his tip. He laughed and I stepped away laughing too, and he asked how it felt. I said "kindof like mine...wanna feel it?" And that's when he reached and grabbed my whole shaft over my boxers. I have never been that hard before, and he pointed that out right away.

I said "I bet I can get harder than you," and he responded "No way," and to my surprise, he whipped his dick out right there and started jerking it! Of course, I followed his lead. After a few tugs, I said "Let's compare now." He approached my side and I said "No, let's really put this to the test," and faced him, our hard cocks now so close to each other.

Rob's cock was so long. Skinny, but longer than mine. I'd say at least 7 or 8 inches. I had a shorter 6 inch dick, but I made up for that in huge girth. Seeing my cock next to his...we both just stared for a while.

Then, Rob totally went for it. He grabbed my dick, pulled it next to his, and started jacking both of us at the same time. I was overcome with emotions, my entire body trembling, and I don't know what overtook me. I just grabbed his bare ass with one hand and his head with the other, and pulled him in for a make out session that seemed to last forever. I had no idea that would happen, or that he would accept, especially since we had both only been with girls until then.

After sticking my tongue deep into his mouth, I stepped back, and, once again, let my inhibitions go. I pushed him onto the bed, laid down next to him with Rob facing me, and stroked his cock for a few seconds (I know...) before he came all over my cock and stomach. He let out the loudest moan when that happened (our friends were in rooms on both sides of us) that I had to cover his mouth somehow...so I grabbed the back of his curly hair with my free hand and thrust my tongue into his mouth again.

Once we calmed down, I wasn't sure how either of us would react to this. To my surprise, after laying on his back for a few minutes (felt like eternity), he just rolled over and started licking his cum off my stomach. I was in shock...I didn't expect this at all. I started laughing, as this was such a ridiculous situation, and he fell back laughing too. After a minute of that, he kissed me deeply again, and kept kissing me all the way down my naked body.

At this point, I was hardly surprised when he grabbed my dick and shoved it in his mouth. He didn't even get the chance to deep throat, because it only took me a minute to cum in his mouth. He got up, went to the washroom, and spit my cum in the toilet. Then he came back and got right back in his bed.

After a few minutes of laying in our beds, he broke the silence. "That was nice."

"Dude, I can't believe that just happened. What does this mean?"

"I don't know, but your penis is amazing," Rob replied.

"Yours is better," I said. "That happened so fast...we've got to try that again some time."

"Can't wait. That felt great to have you in my mouth like that." Then we both laughed, as we realized how that sounded (we never considered ourselves bi before this, so the gay comment got to us.)

Once things got quiet again, he rolled over and said "Goodnight, sexy."

And we both went to sleep with enormous grins on our faces.