His name was Craig, and I met him when we were both grad students at the local college. It turned out that he lived only a few doors down from me, so one day he invited me over to his place. We hit it off, and I soon began hanging out with him and some of his other friends. I thought he was very good looking, and I wanted him, but he didn’t make a play for me for what seemed like ever.
Then one day I went over to his place, having deliberately neglected to wear panties under my skirt. It was just the two of us, and I sat in a way that allowed him the occasional glimpse beneath my skirt. I think he got the message, because he suddenly came over and began kissing me. As he did his hand went under my skirt, feeling my pussy until I was totally soaked.
He pulled my dress up over my head and licked my breasts, then worked his way down my body until he was eating my pussy. He worked himself into position so that his crotch was in my face, and I knew what he wanted, so I reached up to massage his obvious hard-on. When I undid his zipper and took out his hard cock he rubbed it over my cheeks and lips until I opened my mouth and took it inside. I began sucking it immediately, taking it as deep as I could. But he soon pulled out of my mouth, saying that if I kept doing such a good job he would come too quickly.
He then turned me over onto all fours and got behind me. He rubbed his cock over my pussy for a few moments, then pushed it deep inside me. He went really slow, and it felt really good.
But just as I was about to come he pulled out of me and began to rub that stiff dick over my ass. He asked if I’d ever had it in my ass before, and I told him no. I asked why he wanted to fuck my ass, and he shocked me by saying that he loved to do it that way, but his wife would never let him.
Oh my God, I thought. I never even knew he was married! I didn’t know what to say, and he apparently took my surprised silence as an okay.
He lubed my ass up with my vaginal fluids and began to penetrate me. It was difficult at first, and I stopped him twice before he got too far into me. He kept telling me how sexy my ass was, and how tight and good it felt. His words began to turn me on, and his fingers were playing with my pussy the whole time; so that when he began to probe my butt again it seemed to go more easily. He kept pushing until he told me he was all the way in, and I actually felt his balls against my soft butt. He began sliding in and out of my tight hole while he rubbed my pussy, and soon I was ready to come. And so was he; I heard his cry of completion and felt him shooting deep into my ass, just as my own climax hit me.
Afterwards I asked him about his wife, and he said she was back in Los Angeles, working to make some money while he finished grad school. When I asked why he’d never told me about her before, he said I’d never asked. Well, that was true. Anyway, it turned out that it didn’t really matter, because Craig and I kept on fucking for the rest of that semester, until he graduated and moved back home.
—S.D., San Francisco, California