boy made girl feel good, deep inside of you

Losing your virginity is a milestone in life. You will always remember which boy popped your cherry or you will always remember the first girl who was kind enough to let you stick your below average penis inside her. Ideally you would like your partner to be a virgin so that if you are a bad performer in bed they won't know what to expect based on previous encounters. But what happens when the playing fields are uneven? What if one team is the New York Yankees and the other is a 6-year old T-Ball team? I have found myself playing in that game. I was dressed in pinstripes.

I got to this point in my life where I was feigning for a v-card. It wasn't like I wanted to rock a virgins world or anything, I just wanted to be able to call someone up and be like "so I was looking through my wallet today and you know what I found? your v-card!" One night I found myself in a situation where I could finally be able to actually say those words in that order and have it be true! He was one of the guys we hung out with, soberly shy and sexually inexperienced. One night when he was over and drinking with us I had a drunken conversation with him about Entourage. Apparently that means we should be left alone on my bed to have sex. Ya know, I wonder if Marky Mark intended for the show to have this effect.

After taking this kids flower I felt pretty indifferent about the whole situation. I got what I wanted, but was that what he wanted? I guess it was. Well, on top of feeling like this I did something really really low. AC status.

Five days later while drinking in one of the dorms I thought, in my ossified state, it would be a good idea to hook up with him again. Maybe out of boredom. Probably out of convenience. I asked his roommate to see if he was awake. Negative. I was talking to my friends who collectively agreed that I should not attempt to walk back to my room. His roommate offered me his bed and thinking he's just my friend I took it, and I even told him he didn't have to sleep on the floor, because he was just my friend. Well, he turned into my friend who I slept with that night.

I slept with the virgins roommate 5 days after taking his virginity. In his room. While he was sleeping in the room.

I am such a cunt.