My name is Jose and I'm a first generation Mexican-American. I'm the first person in my family to go to college and so far, my freshman year hasn't been everything I expected. I thought I'd be going home with a different girl every week. Some guys have a real skill with picking up women, but I don't. My roommate Stephen is even worse, mostly because he's always smoking grass. He went to a boarding school in Connecticut, and I think they smoke a lot of grass up there. He's fair-skinned and tall but wiry, I think from playing so much lacrosse. So we don't look anything alike.
A few Thursday nights ago, I went to bed early and Stephen went out drinking with his buddies. He came in after midnight and stumbled into bed. He tried not to make noise, but I did wake up. I pretended like I was sleeping because I didn't want to have a conversation with him. A few minutes later, I heard his covers rustling and I looked over. He was laying naked on top of the bed and stroking his cock. I had an early class in the morning and I was a little annoyed. It was almost pathetic looking at Stephen tugging on his soft cock trying to make it come to life.
I laid there for a minute watching him. I'm not gay or anything, but my cock started getting hard. Stephen didn't notice me getting up. His eyes were closed and he kept jerking himself off. I walked to his side of the room, grabbed his bottle of conditioner off the shelf next to his bed, and poured about half the bottle onto his crotch. As soon as I started pouring, Stephen stopped, opened his eyes and asked what I was doing. I didn't say anything but I put my hand around his cock and started stroking it. He made a feeble attempt to stop me, but I barked at him to put his hands behind his head. With only a little protest, he did what I told him.
It didn't take long for his cock to get hard. He just laid there with his eyes closed as I played with his cock and balls. I've never touched a cock other than my own, and it was kind of fun feeling it get hard in my hands. I squeezed his slippery cock and pulled up and down on it. Stephen spread his legs and bent his knees up just a little. I began to gently finger the rim of his asshole. After a minute or two, my lubed-up fingers were sliding in and out of his ass. His cock was so hard I thought he might orgasm.
I slid off my underpants and climbed on the bed between his spread legs. I assume he noticed but he didn't say anything. With my cock in one hand and his cock in the other, I put the swollen head of my cock against his anus and pushed barely a little.