Last Stop

by Alamogordotourist

What’s your gender? Man
How old are you? 32
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? US
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Military
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)? 3
How many hookup stories have you here posted before? 0

Last Stop

How long ago did this hookup happen? 6

What was your relationship status at the time? Engaged/Married (monogamous)

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? She is 5 feet tall with dirty blonde hair that curls and a somewhat larger physique. We’ve known each other since we were kids and had never hooked up before. We’ve basically been in love all our lives but wound up marrying other people.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I was on my way out of the country for work and stopped by my home town for just two nights. She surprised me at the airport for my late arrival around 10pm. She decided to take me to my hotel herself so I wouldn’t have to drive, and on a whim I asked if she was gonna hang out with me all night. She decided to stay and we both took showers and started watching tv in bed. We had always been casual cuddlers/kissers, but this time we wound up one upping each other so it was a mutual instigation.

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 hadn’t seen each other in years so we kept taking friendly pecks at each other until we got closer to lip contact each time. Finally, we wound up with lip contact and didn’t stop. She pulled me on top of her and I started letting my hands feel her body. After a bit, I put my hands on her back under her shirt and started to use my arms to lift it. She broke the kiss and asked if I was sure I wanted to do this and I told her there was no one in that room but the two of us. She raised her arms so I could get her shirt and bra off while I started kissing my way down her body. We were both deeply into it and she pushed my head down, so I pulled her pants off and started using my mouth and fingers on her. She was very vocal and writing under my touch until she yelled “I’m cumming” and let loose. She then pulled me up, and made a quick job of undressing me entirely while begging me to fuck her. I slipped inside of her and she kept pleading for me to fuck her harder. It didn’t take long and I asked her if I could cum inside her to which she said yes. As I came we shared I love you’s and kissed some more.

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? We quickly cleaned up, got dressed, and moved to the non dirty bed. We cuddled that night and she made sure to take my hand and press it to her chest so I could grope her a bit while we slept. We both had guilty feelings but ultimately it made us happy. We had another encounter the next night right before I left the states, and a few here and there over the years but we both know it won’t ever be more than best friends making love.

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

What were your motives for this hookup? Fun, pleasure, horniness, Emotional intimacy, closeness, connection

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? Somewhat

Did your partner get emotionally hurt as a result of this hookup? Somewhat

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? Sharing something so special with someone I’ve known for years longer than even my wife.

What was the WORST thing about this hookup? I wish I could say it was hurting my wife, but really I worry that I’m hurting my friend.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? No, I probably would never have sex with someone I didn’t know very well

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

All things considered, how NEGATIVE was this experience? A little negative

What do you think about the Casual Sex Project? Pretty cool

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