First gay sex

It was my cousin. We were both 15 and I was staying at his house overnight. Both of us sitting in bed, playing cards, and eventually betting sex stuff on the outcome. He is purposely losing, he sucks me and I almost came I had to stop him. He didn't want to stop. Then we end up with him getting vaseline putting it on his cute, firm ass and on my 7 inch cock. He just laid on his belly and spread open his ass cheeks "Do it" he said. I asked if he really meant it and he did. I got on top of him and gave him one last chance to back down. "You want me to put it in here?" with me poking my cock head at his tiny puckered little hole. "Yeah, do it, do it" he insisted. I leaned in and put some pressure. We'd tried it with saliva it didn't work but the vaseline let the head of my cock pop through his pucker. The head inside him I just heard a whispered "yeah" then "More, all the way". I pushed into him fully, going slow, not sure still if he just wanted to feel a cock inside him or if he wanted me to fuck him. I got my answer "Do it" he insisted as he started moving his ass up and down. I held him then started moving. I was fucking him, my first time fucking and his first time fucking, only he wanted to be fucked, not to do the fucking. I came quickly, my mind going a bit blank as I shot rope after rope of my cum deep inside his tight, tight asshole. I knew it was gay, I knew I was fucking a guy, I knew I was fucking as asshole my first time, not a pussy. "Oh yeah," he said as I settled down on him. My body resting entirely on his, me breathing heavily on his neck and ears. I felt a squeeze of his muscle around my cock. "That feels good" I told him. He squeezed long and hard on my still quite hard cock 7 inches deep in his asshole.

I wanted more and more, he was almost like a girl. He'd give it to me when and if I wanted it. Only in bed together would he initiate it. He'd walk around twitching his ass, moving all sexy, even pulling down his underwear to bare his ass. If we were out somewhere walking around, all I had to do was reach over with my hand and squeeze one of his pert little ass cheeks. He knew I wanted it and he'd find a spot, behind bushes in a park, inside a restroom, even behind this church parking lot behind a wall. Until we got to various spots where he wanted to be fucked, he'd grab my crotch. If dark he's put my hand down the back of his pants on his bare ass and he'd put his down the front of mine getting my cock hard. Then we'd fuck. We fucked all over the place. During the day if we were at his house or mine, we'd fuck in the basement, again all I had to do was grab his ass and squeeze and within minutes I had my hard cock sucked and ready. He didn't need lube anymore, saliva was fine.

One time his parents and sister were gone for the weekend. He got up from watching TV in the living room and told me to wait there. When he came back he was dressed in his sisters mini skirt (he had better legs and ass than she, and she was damn hot). He was wearing a white blouse with a white bra under it, stockings and garter, black heels and his face was made up. He had longish blonde hair but he'd done something to it, he looked like a beautiful woman. Sitting on my lap, I grabbed his ass. "Not now, you have to wait till later, I got all dressed for you and made up for you and don't want to undo it minutes after I did all this. "Do you like me like this?" he asked. I did, I really did. He cooked us lunch, we ate, and I again grabbed his ass. Instead of leading me to the bedroom like normal, he sat me on the couch with my pants down my cock out. He knelt between my legs and gave me a blowjob. Showing me the cum in his mouth, he kissed me as he swallowed then showed me his empty mouth. I couldn't help it, I twisted him around over the coffee table, pulled up his min skirt and pulled down his sexy white panties and fucked him right there.

He pulled up his panties after, then got a warm cloth and wiped off my cock. That night he came out in some of his mothers hottest lingerie. Sitting on my lap, I didn't mind kissing him looking like this. That was the first time I fucked him missionary. I think maybe the first time I made love to him, or to anyone. It was a let down a bit to have to go back to fucking a "boy" in boy clothes not a femmie gurl. So eventually we slowed down and I actually took his sisters virginity in all three holes. I got a girl knocked up and married her. It'd been great. He got married and divorced three times. I went to visit him for a week at his house in another state. He opened the door in full make up, and a mini skirt, all enfemme. We fucked with him in black lingerie. I fucked my first fuck, totally femme all week. Then returned to my wife.