Taking My Pick



What’s your gender? Woman
How old are you? 30
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? USA
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Lawyer
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Atheist
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 12
How many hookup stories have you here posted before? 2

Taking my pick

How long ago did this hookup happen? 3 months

What was your relationship status at the time? Same as current status

How would you best classify this hookup? Fuck-buddies / Booty call

How long did you know the person before this hookup? For less than 6 months

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? Ken is a guy I work with. He’s tall, goofy but not goofy looking, late 40s. At the time, he was the oldest guy I’d been with. He was very friendly and flirtatious, not just with me but others as well. When the events of the night started to take shape, I was pleasantly surprised to learn that he was attracted to me since I thought the flirting and innuendo was just his nature.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? There was no planning whatsoever for this hookup. I was at a work function where Ken and I had some drinks and spent the evening chatting. Another of our colleagues, Vic, the subject of another post, Ken and I ended up closing down one of the bars. While Vic was taking a call, Ken and I got to joking about how unflappable I am. He took the opportunity to proposition me, and I told him to email me his room number. I only half expected him to do it, but he did. He left the bar and I followed a few minutes later.

What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? I went to Ken’s room, and he had already changed out of his suit and into shorts and a t shirt. I was wearing a dress and jacket. We made out on the balcony of his hotel room, overlooking the water. He undressed me and led me to the bed. We spent the next few hours kissing, touching, performing oral sex on each other. We didnt have penetrative sex that night (but did when I came by for round 2 the next night). We fell asleep together and I did the walk of shame back to my room the next day. Ken and I were really compatible and have since kept up a FwB relationship when we travel to each other’s cities for work

How sexually satisfying was this hookup? Very

Did you have an orgasm? No, but I was close

Did your partner have an orgasm? Yes, one

What happened AFTER the hookup? How did you feel about it the next day? What are/were your expectations/hopes for the future with this person? How do you feel about them now? The next day, we made arrangements to see each other again that night. We both had less to drink and performed even better the second night. We’re still colleagues and text from time to time. We’re planning to hook up again the next time we’re in the same city.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Sterilization, No penetrative sex happened

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s)

How intoxicated were you? A little tipsy/high

What substances did you consume? Alcohol

How intoxicated was your partner? Drunk/high but not wasted

What substances did your partner(s) consume? Alcohol

How wanted was this hookup for you at the time? Very

Did you consent to this hookup at the time? I gave enthusiastic consent

How wanted was this hookup for your partner at the time? Very

Did your partner(s) consent to this hookup? They gave enthusiastic consent

To whom did you talk about the hookup? How did they react? Nobody.

How would you best summarize people’s reactions about this hookup? I didn’t tell anyone

Did you get emotionally hurt as a result of this hookup? Not at all

Did your partner get emotionally hurt as a result of this hookup? Not at all

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? Quality of sex, intimacy, sleeping together

What was the WORST thing about this hookup? No penatrative sex the first night

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? No

All things considered, how POSITIVE was this experience? Very positive

All things considered, how NEGATIVE was this experience? Not at all negative

You have a hookup story to share? Submit it here!