My best friend
Me and my best friend started playing with each other in middle school and kept going through sophomore year of high school. And to this day I still masturbate to the thought of him.
He was tall and really skinny. And always tried to joke around with girls. But when we were together, it wouldn't take very much for something to happen. I mean there wasn't a room that we have sex in. Hell, we even took showeres together. That's actually where I first ate ass. Anyways, like I said, he was tall and skinny but had a fat cock for a white boy. His balls hung just above is asshole so every time we fucked his balls would slap nice and hard against my ass.
Probably the best sex we ever had, had to have been in his living room. I honestly don't even know how we ended up there but it was amazing. Doggy style the entire time. Just pounding the hell out of me. And there I was trying not to yell because he was still too big for me at the time. He just smirked and pushed it in deeper, making me groan even more. It probably lasted 20 mins but for those 20 mins I quickly realized that I loved every bit of it.
But, I never let him cum in me. Till the day of his birthday. And then he pretty wrapped himself around me spooning and dumped a huge load in me. It was kind of weird at first but he was happy and i got some dick. It went on like that for a while. Which I didn't mind since I had developed a huge crush on him and pretty much wanted to spend time with him.
Sadly, it didn't last forever. The last time we ever fucked it was super short. He didn't really spank me. And I kept begging for it till he finally did. He slapped both of my ass cheeks and got so turned that he came in me. It was cute but sucked because I wanted more.
And so every once and a while I'll sit there and masturbate to the thought of him fucking me.
Brings back memories. My cousin and I started around messing around before middle school. We continued all through high school and even for a few times after we both got married. Hell, he had fathered twin boys by the last time I had a chance to blow him. Yup... Good memories.