Where it happened: Guest bedroom
Langauge: English
Sex: Male
Rating: 2
Category: Straight
I had been going out with my girlfriend for around 7 months. However our love life was waning. As we went out longer and fell more deeply in love, we did progressivley less together when we were alone. She is very paranoid about sex and was so scared of the pain that she rather never have sex that experience the pain. I was truly in love with her (and I still am) and would never force her to, so that was that. Our relationship was in a stalemate. I still loved her and cared for her but I was disillusioned with the physical aspect of the relationship.
I had also become really good friends with a girl I knew from school (for my girlfriend and I go to different schools). We had become really good friends as of late, sharing the same music and movies. I had a secret attraction to her and I had told her that I could see us doing things together in the future if the conditions were right however I was faithful to my girlfriend and wouldn’t. She respected my relationship and didn’t come on to me either.
One night “Nancy” and I met up and went to Central Park together. As good friends we just planned to have some fun and get drunk and smoke some weed. I had brought some tequila and some gin as well as weed with me. So we met up and found a quiet place in the park. I drank the gin while she drank the tequila. Then we smoked the weed and sat in Central Park for a good time looking at the Biography ad and the huge Essex House sign. We got up and she was visibly messed up. She needed my support to walk. At about 9:30 we were both pretty messed up so like good drunks, we wanted to get drunker. We got on the N train and took it to 8th St. in the Village. There is a bar I knew of that would serve us. We went in and I bought a pitcher of beer. We sat and drank it.
While in the bar we were approched by a prostitute who thought we were a couple. I think she guessed this because we were holding hands. The prostitute told us that we should go out and we both responded with “But We’re just friends.” To this the hooker said, “So?” After the hooker left, I sat down next to her. Something took hold and I kissed her. Surprisingly she kissed me back.
It seemed like hours in that bar but we finally left. We took the F train back to Queens, but since we were both asleep, missed my stop. We ended up at the end of the line and got on the train in the other direction to go to my house, but we fell asleep again and ended up in Brooklyn. So we got out of the station and took a cab to my house.
When we got to my house (for she had said she wanted to sleep over) I brought her down to the guest bedroom in my basement. I went up to my room and shed most of my clothing. I went back down and we kissed. I put my hand up her shirt and started playing with her nipples. She liked this. Then she offered to give me head. I didn’t refuse. She was great at giving head. But I have the staying power of a horse so I didn’t cum in her mouth (to this day I have never cum while getting blown). I undid her pants and pulled them off. I started eating her out and fingering her at the same time. Her moans only got stronger. Then I asked if she wanted to have sex. She responded that she did.
I went up to my room and got some condoms. I came down and laid a towel down over the bed. I put a condom on and entered her. I was in heaven. She hurt a little but after about two minutes, she said it was pure pleasure. I kept thrusting and lasted about 15 minutes before I came. I took off the condom and put on a fresh one and she got on top. We fucked some more. I told her to get on all fours and I did her doggystyle for a few seconds but we stopped because she was in pain. We tried to have anal but it hurt her too much so we didn’t. I begain to jerk off and I was about to cum and she sucked the cum out of me and swallowed it. We collapsed together on the bed and told each other that we loved each other. We woke up two hours later. I went to a different bed so my parents wouldn’t think we were sleeping together.
When we officially got up, She jerked me off once more. Then came the “Oh shit, Now what?” part. We decided it was best not to tell anyone. We also decided that this was a one time thing and we wouldn’t do it again. Then I walked her to the train station and she went home.
I hate God for making it possible to love two women at once. I love my girlfriend and I love “Nancy” as well. The only thing I regret was only being half sober. People, If your gonna have sex, DON’T DRINK!! You will want to remember it!
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