Wine The Third Time

by Trib

What’s your gender? Man
How old are you? 55
What’s your race/ethnicity? White / Caucasian
What country and/or city do you live in? USA
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Sales
What’s your current relationship status? In a serious relationship (monogamous)
Religious affiliation: Christian
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)? 4
How many hookup stories have you here posted before? 2

Wine The Third Time

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? For more than 3 years

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 is a colleague at work. We have had a few hook ups and a couple posted here. She is gorgeous and so much fun. I spend too much time thinking about her.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? As is usual for us, we were traveling for work in Europe. We were out drinking with colleagues and were getting closer as the night progressed. Holding hands, quick glances, etc. We got to talking about sex and she mentioned that she was really good at it.

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? We were looking for a place to have another drink and we ended up back in her room. She was complaining about her feet hurting and I offered to massage them. I found some cream in the hotel bathroom I was massaging her feet which were very sexy. She was lightly resting her feet on my leg then put one right on my crotch. I was already stiff as a board and that put me over-the-top. We stood up and started kissing and she turned around and ground her ass into me. I was cupping the most magnificent tits in my hands through her clothes. I pulled her top open off and unhooked her bra. She turned around and started kissing me deeply rubbing her hand over my cock before she got down and started sucking. After a couple of minutes, I lifted her up and let her to the bed. She knelt with her ass facing me. I pulled her panties down slowly revealed her juicy shaven pussy. I fucked her as hard as I could and she was moaning and reaching back between her legs to play with my balls. I did not want to come in her so I pulled out and sprayed over her ass. It was incredible.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, one

Did your partner have an orgasm? I don’t know

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 fell asleep together but when we woke later and she asked me to go back to my room.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Emotional intimacy, closeness, connection, Hoping or expecting it would lead to something more, Intoxication

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? I don’t know / I’m not sure

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

To whom did you talk about the hookup? How did they react? No, it seems we do this every 12 to 28 months.

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

Do you regret this hookup? Not at all

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