It all started off with a simple game of truth or dare. Some of my friends and I would have a get together that started with video games. Video games turned to watching porn and porn turned to truth or dare.
In middle school, we had had some female experience but obviously not enough to our liking which led to truth or dare. Usually the truths were harder than the dares but every now and then someone would have to suck someone’s dick or something to that nature. It was the classic version of the game because the dares led you into something you didn’t want to do unlike if it was with women in the mix.
Eventually, my friend Sam had a younger brother by a couple years that started to play so he wouldn’t feel left out. As it turns out, his brother Cody and I seemed to favor each other. I wasn’t related to him and I didn’t “stink” down there as he had said about some of the others. Later on, it turned into Cody and I just having fun ourselves while the others played video games down stairs or something. Once, we actually got caught under the covers together by Sam but he let it be and never said anything. We started to get real kinky with each other like licking the other person’s hole or fingering or kissing with tongue. It really became intense quick. I even put his underwear on after he stripped because they fit like panties on me. He tried to wear my pants too but they were a bit big although it was still cute to watch. he would even get real crazy and say if someone gave him an ipod he would let them pee or poop in his mouth. This obviously never actually happened but I know I had someone who was kinky and comfortable with being with just me. If we fell asleep watching movies with everyone in the dark and I was next to him, one of us would give the other a little bedtime gift and slip our hands down the others under and give a good night tug. Even if we new the other was asleep we still did it which I loved as much as the fact that he handled my balls as well as my fiancé does now. There was just a strong connection and little play sessions turned into something strong.
There was one night in particular I will always remember with him. We got ourselves alone as usual and laid down in his bed. The usual tongue kissing turn into actual French kissing and caressing of bodies. He unzipped my black corduroy pants and pulled them down below my ass to see my throbbing cock. He thought I was making it twitch on purpose but I told him that was not the case and that he was making me uncontrollable. One of our favorite positions was to fuck each other in the butt lying side by side on his bed. He suggested this position and I gladly said yes. My dick was too big to fit in his butt so a lot of times he would just fuck me which was just fine on my end.. literally. As he pulled down my cords and used them to grab me and pull me closer, I could feel him insert himself in me. He wasn’t that big but I didn’t really care. I started to stroke myself as he penetrated my boy cunt which made me solid as a rock. Just then, I felt his arm reach around and push my hand away so he could grasp my dick and play with it himself as he fucked my ass. I was in awe as it all unfolded. Shocked and without words I let him continue on me for a while until he got me to cum. He usually would lick it right up too just as I would have done for him. That sensation was the best part of all. Someone younger than me taking control of me and just pumping my cock and making me feel like I was in safe hands. I rewarded him by pulling hit pants down and licking his asshole clean and sucking him off. For those of you that like wrestlers, that should give you an idea of his body. I'm pretty sure we feel asleep together that night in his bed and held each other until we thought it was early enough that people might start to wake.
As we finished up and I buttoned my cords we laid there holding each other in bed. I wasn’t sure why he and I were doing this other than it just felt right. Cody said something then that I never forgot. “You can always be with me if we can’t find someone to marry someday”. It was so sweet and I don’t how much stock I gave it but I held him and kissed him again. There was another other time in his tree fort that we went go at it and he would tease me by saying little boys have to play first before they eat. He wasn't even that much younger and had already clearly proven that he could handle my body just fine. Today I am engaged but I often think about it. I actually cross dress from time to time and wonder what it would be like to fuck Cody one last time dress like a woman. I wonder how he would hold me in my tight clothes and caress my curves or if he would just tear them off of me. OR I even think back to me in my corduroy pants that night and the texture of them rubbing against he and I as he pulled them down and pumped me like a squirt gun with his dick exploring and learning my ass in his bed. Maybe he could even get in on a 3 way with her and I but that would take some time to work up to.
