I was always shy and awkward with the guys. I never considered myself good looking…a little under 5 foot and a little chubby. That’s why I never really got asked out much or had much to do with the guys.
When I got out of high school I moved out with a girl I had met at work. Unlike me she was somewhat experienced with the guys and knew that I was still a virgin.
I had “discovered” masterbation when I was about 15 so some of my sexual needs were taken care of but I still wanted to feel a man in me.
Feeling my frustrations Karen, my roommate, gave me some suggestions on how to get a guy to lay me and also got me on birth control pills just in case.
I worked part time at a pizza place and the manager was about 30, divoriced and a real nice guy. After Karen and I talked about it I thought Matt should be the guy to take may virginity. (Karen said an older more experience guy would make the event much more pleasureable)
I asked Matt out for some drinks after his shift one night. I don’t know if it was the beer or what but I began to tell him about how I wanted to experience sex and asked if he would do the honors. He acted surprised and told me he would let me know. Damn, I failed.
Several days later Matt and I were working and he asked me if I was serious about what I had told him at the bar. After I told him yes he said he would be interested as long as I didn’t get pregnant and that there would be no obligations or commintments after we did it. I told him I was on birth control and that I didn’t expect anything more than what I had asked for. He also told me he hadn’t been with a women since he split with his wife over a year ago.
We agreed on the following Tuesday evening to have dinner at my apartment and see what would happen from there.
It was a long several days. Karen was out of town on business so the apartment was all mine. I made lasagna and when Matt arrived I got so nervous I could hardly hold the fork to eat.
Neither of us ate much. We went into the living room and started to kiss. He began to touch my tits. No one had ever done this before. I began to get really wet.
He asked me if I was sure I wanted to continue. I just gave him a deep kiss and led him to the bedroom.
I asked him to take off his shirt and I took off my top.
We laid on the bed kissing when he reached behind me and took off my bra. Bare tits on an man’s chest never felt so good. I knew I really wanted him in me but also didn’t want to hurry the moment.
He took off his pants and slipped mine off. He asked if I had ever felt a cock. I told him no at which time he took off his underwear. I was somewhat relieved to see his cock wasn’t as big as some I had seen in a porno movie. I then got naked too. He suggested that I get him off first before we did it, telling me he was very excited and wouldn’t last very long. (he told me I was his first virgin)
He then showed me how he liked to be jacked off. In few moments he shot his cum everywhere and I was in awe of this entire experience.
After he wiped off he told me to lay back and enjoy what he was going to do next. He put his head between my legs and started to eat me. I could never have dreamed of the sensation and pleasure from this. I came twice (I remember it big one and a little one) when he stopped and asked if I was ready for him to enter me.
At this point I was very wet and very horney and told him to be gentle and make it as good as he could.
He ran the tip of his cock over my clit and started me on another orgasim when he slowly started to enter me.
IT HURT LIKE HELL the first few moments. But Matt was very concerned and stopped and reentered several times. When he finally got all the way in and started to move in and out any pain was off set by the pleasure. I had another very big climax before Matt shot off in me.
We did it three more times that night and since Karen was still gone we did it again twice the next night. Was I ever sore.
Matt and I didn’t continue our affair. However the irony is that two months later I was introduced to his younger brother. We have been married for s and have two wonderful children. Andy, my husband, knows about Matt and I suggested I write this. He plans to write about his first time later. (I was his first)
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Gloria
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