Fourth Night of a Business Trip – Part 1



What’s your gender? Man
How old are you? 45
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: College degree (eg., BA, BS)
What’s your occupation? Account manager
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? Somewhat
What’s your sexual orientation? Heterosexual
Any other term(s) that describe your sexuality or sexual identity? Straight
How many sexual partners have you had in your life (including oral sex)? 4
How many hookup stories have you here posted before? 3

Fourth night of a business trip – part 1

How long ago did this hookup happen? 5 years

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

How would you best classify this hookup? Friends-with-benefits

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? This was the fourth and last night of a company wide meeting and we had spent the previous 3 nights together (written about in previous posts). C and I had met years before and were attracted to each other instantly. We were both married and lived hundreds of miles from each other so nothing between was ever a serious consideration however the attraction was still considerable. Over time we continued to find more and more opportunities to work together and a very fun and sexual relationship developed between us. After 3 years of this long distance affair I took a new position in the company and our hook up opportunities ceased. We had gone about a year without seeing each other.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? This was a large company wide meeting with over 300 attendees. We had rooms on separate floors but near a stairwell that allowed for easy unseen passage between rooms. This was Thursday of the week long meeting and the night before had been a more relaxing evening with some sex and cuddling but we knew that tonight was our last night together for many months. We had actually planned to hookup at lunch time but that didn’t work out.

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? Tonight was an awards banquet and the meetings ended early so we all had time to get dressed in “Evening attire”. C made it back to her room early, I was lagging behind getting stuff ready for the awards banquet. Apparently I missed a few texts from her so she called me telling me to “get up here and fuck me before dinner.” I headed directly to her room which was very risky being the time of the day but I had my orders. When I got to the room the door was propped open. I took a quick look to see if anyone was around and it looked clear so I went in. She was sitting on the bed naked texting on her phone. She looked up at me, spread her legs and said, “About damn time.” I pulled my shirt off and crawled up between her legs and started eating her while she ran her fingers through my hair. She stopped me before she came and pulled me up to kiss her while she reached down to unbuckle my pants. We kissed and she stroked my cock getting it hard then said, “the condom is on the night stand.” I looked over and unwrapped the condom and slipped it on. She turned around and got on all fours and presented herself to me doggy style. She was super wet and moaned as I entered her. We fucked like that for a several min and she was starting to get a little loud as she got close so she buried her face in a pillow as she came. We kissed a little then she said “I need to shower and get ready.” I got dressed and she checked the hall to see if anyone was around then I left. I headed to my room, showered and dressed and rushed out to dinner. C showed up about 15 min after me. Being a smart ass I walked up to her and said quietly. “You’re late” to which she replied, “I wouldn’t be if someone would keep an eye on their texts.” Then walked away. I smiled and took my phone out to see I had a text from her from earlier. It said “that was the last condom, get more.”

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? Excited for the after party play.

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)

How intoxicated were you? Not at all (no alcohol or drugs)

How intoxicated was your partner? Not at all (no alcohol or drugs)

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? No one

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? It was a bit risky being in the middle of the day

What was the WORST thing about this hookup? Short

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

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? Love it, need more of it

What do you think about the Casual Sex Project? Great way to share stories without letting people know it’s me

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