Unexpected Hookup



What’s your gender? Man
How old are you? 54
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? Medical
What’s your current relationship status? In a serious relationship (open)
Religious affiliation: Agnostic
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)? 50+
How many hookup stories have you here posted before? 1

Unexpected hookup

How long ago did this hookup happen? 5 years

What was your relationship status at the time? Dating casually

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? She was tall, perhaps 5’8″ wearing heels she was close to 6′. Blonde hair and it sounded like she was Russian or from another eastern block country. We met at a bar while I was attending a conference.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I was attending a conference in another city. It was a long day and I decided to head out on my own. I didn’t feel like going out to dinner with other attendees. Many times when I attend a conference I like to venture out on my own for dinner and a drink or two.

I looked up a few places on trip advisor that sounded nice. I picked one that was well reviewed, grabbed an UBER and headed on over. It was very crowded and I figured I’d have to eat at the bar which is fine with me.

I sat down in one of the only available seats and it was next to this woman. I didn’t initiate any conversation. She noticed my watch and mentioned she was in the jewelry business working at a high end retailer. I bought her a drink (I didn’t care if it led to anything but was happy I had someone to talk to). It turned out she was in this country for a few years and was separated from her husband. There was no sexual talk whatsoever but she was obviously getting through things.

Appearance wise I’d say she was quite striking. She was wearing a short business skirt with bare legs and a conservative blouse and high heels. I thought she looked great and told her so.

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? It turned out we both had not eaten and I offered to buy her dinner. She suggested we get a table rather than eat at the bar. We were soon seated at a round booth which was very quiet. Normally I’d sit across from a girl I just met, bus she insisted we sit next to each other.

During dinner her hand would brush against my leg or hand. Again, I didn’t think much of it. I was enjoying her accent and her company. I would say she instigated the flirting and I just went along with it.

She excused herself to the restroom for what seemed like a long time. I figured at that point she just hustled a dinner from me which really didn’t bother me too much if that were the case. Shortly thereafter she returned to the table which was nice. I had asked her if there was a line at the ladies room. She told me she needed to make a call or two and freshen up a bit.

Then it happens; she took my hand and placed it on her thigh and slid it up to her pussy. She was sopping wet and had amazing thighs. She asked me if I wanted to take this further. All I did was ask for the check. I suggested we head to the 5 star hotel I was at. We grabbed an UBER back and hurried up the elevator as I didn’t want to see anyone or answer any questions

Once in the room we basically tore each other’s clothes off and fell on the bed. Sex was animalistic and she never took her heels off which I loved. She was multiorgasmic and left puddles all over the bed. When it was my turn to cum I asked her where she wanted it. She told me on her pussy which was smooth as silk and waxed. I unloaded what seems like a quart on her. She loved it.

We cleaned up and cuddled for an hour or so. I asked her if she wanted to stay, but she declined and said she needed to head home. I called her an UBER and she was off. We exchanged numbers but we never spoke again.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, one

Did your partner have an orgasm? Yes, multiple

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? As I said we never spoke again but it remains a fond memory.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Condoms, Discussed STI testing history

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? A little tipsy/high

What substances did your partner(s) consume? Alcohol

How wanted was this hookup for you at the time? Not at all

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? Sex and company of a beautiful European woman.

What was the WORST thing about this hookup? We didn’t speak again. I assumed she worked it out with her spouse.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? 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

What are your thoughts on casual sex more generally, the role it has played in your life, and/or its role in society? What would you like to see changed in that regard? I think it’s a great outlet to experience new things.

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