Work Travel Pickup

by Just Judy

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)? 14
How many hookup stories have you here posted before? 4

Work Travel Pickup

How long ago did this hookup happen? Last week

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

How would you best classify this hookup? One-night stand

How long did you know the person before this hookup? Just met that day

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? Jake described himself as tall and cute and was correct on both counts. 6’3″ with dimples and glasses, he was kind of nerdy sexy, and there was definitely mutual attraction.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Following up on my successful first Craigslist endeavor from a few months ago, I was once again traveling solo for work and looking to hook up.

My ad immediately attracted almost 50 responses. I replied to a few asking for recent pictures and for suggestions of where these guys would want to meet up, etc. I settled on Jake because I liked his picture and because he didn’t seem to be trying too hard. We exchanged a few emails and then switched to texting. We ultimately agreed to meet at a bar close to my hotel.

I got to the bar first and had a drink while I waited for him to arrive. He texted me every few minutes. I think he was nervous that I’d find someone else before he arrived.

When he got to the bar, we spent about an hour chatting over a drink, getting comfortable. About 30 minutes in, I asked him if I could kiss him. He said yes and it was electric. Not long after, we paid the tab and left, hand in hand to go back to my hotel.

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? When we got to my room, Jake and I made out and slowly undressed each other. He was a great kisser and spent lot of time kissing my neck, chest, and back, which I really liked. I warned him that he would see some scars from an old injury. He laughed and said that the amazing thing about bodies is that they’re all different.

We had sex in a number of positions. I think he got close to coming a few times, and when he did, I’d say “not yet” and switch things up. At one point, he turned me face down on the bed and went down on me from behind. When I was close, which didnt take long because the oral was amazing, I climbed on top and rode him until we climaxed together.

The anonymity of being in a hotel made it really hot since we were both comfortable being louder and more vocal than usual.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, one

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? We stayed in bed and kissed and touched a little more, and talked about taking a shower before realizing he’d be too tall to be comfortable in the hotel shower. He wanted to stay but had to leave since he was also married. He suggested that we get together again if we end up in the same city again. He kissed me good night and left me alone, still naked, in the room.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Condoms

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), I was feeling lonely, Submission / Relinquishing power

How intoxicated were you? A little tipsy/high

What substances did you consume? Alcohol

How intoxicated was your partner? Small amount of alcohol or drugs, not enough to feel it

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? Fun in a new city

What was the WORST thing about this hookup? That he had to leave before we could go again

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? No, not at all.

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!