Location: Washington DC
Highest education received: College degree (eg., BA, BS)
Relationship status: Engaged
Religious affiliation: Catholic
How religious are you? A little
Any other term(s) that describe your sexual orientation/sexuality better/best? Straight but experimented with women
How many sexual partners have you had in your life (including oral sex)? 7
How many hookup stories have you here posted before? 3
How long ago did this hookup happen? Five Years
How would you best classify this hookup (e.g., one-night stand, fuck-buddies, friends-with-benefits, booty call, sex with an ex, short fling; paid sex…)? Not Serious Relationship
Tell us about your PARTNER(S). What did they look like? How well did you know them, had you hooked up before? How/Where did you meet them? How did you feel about them before the hookup? I had actually known Meredith since grade school. She was tall, probably five nine or ten a bit taller than me. She had long black hair and was fit with a big chest. Men use the word hot to describe her, had since she was a freshman. Meredith was also very intelligent and charming. She had been part of my small circle of friends since the fifth grade. We stayed in contact through college and both took jobs in DC after.
Now I thought she was just a friend and was not interested in Meredith in a sexual way at all before this. However her bisexuality was a bit of an open secret amongst our circle of friends, in high school and college Meredith had openly dated both men and women.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? It was about five months after I finished college, Meredith, myself, and several of our friends ended up with jobs in the DC area. Meredith came over one afternoon and it had been a hard first few months at work for both of us and we wanted to cut loose a bit. We smoked some pot which always makes me horny and sat on the couch for a bit to watch TV.
We were sitting close and I remember thinking how nice Meredith smelled. Meredith confessed to having a big crush on me, she had had it since High School. She kissed me on the lips, once and then a second time where I kissed her back.
What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? Did you have an orgasm? Did your partner(s)? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? Now I will be honest here, a lot of that night is still a bit of a blur. I am sure it was the pot but without the pot I never would have gone with it. Meredith straddled me as we started making out and put her hand down my pants and fingered by vagina. It had been a while for me and it felt really good. She brought her other hand up to my blouse and opened a few buttons.
This is where the pot really kicked in, I can remember us pretty much tearing each other’s clothes off. I can remember she really liked my boobs, they were bigger than hers and she played with them a bit and licked and sucked them as well. I remember her eating me and having a rather intense orgasm. I am not sure what I did to her, I remember playing with her boobs a lot and feeling her vagina a little. At this point things were pretty much black.
Next morning I woke up in my bed, naked and sore, and with Meredith’s face down buried in my tits. She woke up as I shifted around, honestly embarrassed at having been with another woman. She smiled a bit and kissed me, and told me I had nothing to be embarrassed about. We sort of cuddled a bit, trying to remember what we could of the previous night. My head was pounding a bit but we remembered we both enjoyed ourselves. We also discussed how this could affect our friendship and she asked if I might want her to not come around for a while. Meredith asked for a shower and climbed out of bed and I noticed carpet burns on her back and ass and from what she could remember and the mess I found later we had clearly fucked on the carpet in the living room at some point. She asked me to join her in the shower but I declined and pulled some sweats on and went to get something to eat. Meredith had to get to work, and kissed me goodbye which led to us making out and nearly fucking again but she had to get to work.
What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? Fortunately we were both clean as it never came up.
What were your REASONS for having this hookup? Number of factors come into play here, the pot we smoked made me horny, it had been a few months since I had had sex, I was quite attracted to Meredith that night and curious about being with another woman.
Were alcohol or drugs involved? If so, how much? We both smoked some pot, not a lot but as I said it relaxes me and makes me very horny and had a similar effect on Meredith.
What happened AFTER the hookup? How did you feel about it? What are your expectations/hopes for the future with this person? How do you feel about them now? Meredith and I quietly dated a few months, I did not want to risk my very conservative parents finding out. They would have disowned me. My wanting to keep it secret was an issue for Meredith, something I like about her as she was never ashamed or apologized for who she was. This would have been a big issue had things turned serious. She was my date to a few work functions, one of the few places we could openly be a couple.
Honestly we fucked a lot, more than I ever have with any man. Meredith was very into sex and a very sexual person and she taught me how to pleasure a woman and increase my own pleasure, for this I am still very grateful.
Things may have turned serious and I think I was really falling for her, but Meredith was offered a job in Europe a big career move that early and she took it with my blessing. We briefly toyed with the idea of me going with her, but we were not that serious and instead decided to break up. Like many of my past lovers I look back on my time with Meredith fondly and am grateful to her for letting me explore that side of myself. We stayed in contact via email for about a year but it became less and less and finally stopped all together. Ran into her sister a few months ago, who had known about us, and said Meredith had moved to Australia with a girlfriend. I am happy for her.
To whom did you talk about the hookup? How did they react? I wanted it kept quiet but one of our friends caught us together, she did not approve. Not about two women being together but about the affects on the circle of friends. People at my work knew but they didn’t care either way. I never wanted my parents to find out, they still have no idea. Also told my fiance a while back, and I gave him a really hard time for enjoying the story too much.
Was this a consensual and/or wanted experience for you? For your partner? Yes for us both
Do you regret this hookup? If so, why? Thinking right now, not at all. My only regret is it took pot to make it happen. I don’t think Meredith has and I have never smoked pot again.
What was the BEST thing about this hookup? How about the WORST? Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Honestly I really enjoyed the sex with her and just being with Meredith. Worst part was I had to keep it from my parents. As for what this has changed about me, as I said in one of my other posts I don’t feel there is a such thing as casual sex as there was nothing casual about what happened between me and Meredith. also learned I am straight and am honestly only really attracted to men. This relationship was not all women as much as just Meredith.
All things considered, how POSITIVE was this experience? Very positive
All things considered, how NEGATIVE was this experience? A little negative
You have a hookup story to share? Submit it here!