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What’s your gender? Man
How old are you? 58
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? Retired
What’s your current relationship status? Engaged/Married (monogamous)
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)? 15
How many hookup stories have you here posted before? None

sex at age 50+

How long ago did this hookup happen? 30 days ago

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? She was a woman I had “met” through a dating app. I am married and she was widowed. I am in my late 50s and she is in her mid 50s. We had communicated for a while but were rarely in the same city. Still we were both intrigued.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I was traveling. This wonderful woman and I had connected by messages before, but had never actually met. But my schedule was free one evening and hers was as well. I asked her to a 6:30 dinner and she immediately said yes, though “warning” me that she needed to be home by 1:00 AM as she had to work the next day. We met for a nice dinner at a small, upscale Mexican restaurant. The evening went very well, food, margaritas, etc but the place was about to close, so we both decided to move down the street to a nice bar/restaurant that had much later hours.

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? As the evening/night went on things became more flirty, and touching and kissing increased dramatically. When we walked out to our cars she suggested that we should get in the back seat of mine for a while. The kissing started again, far more passionately. As things continued hands began to explore, buttons began to be unbuttoned, zippers began to be unzipped, etc. The next thing you know she asked me if I wanted a blow job. I enthusiastically agreed. We continued to undress each other, always keeping and eye out for other patrons of the large mall area who were walking to their cars after dining, drinking or seeing movies. Finally she climbed on top of me and guided me inside of her. She was very wet, and unshaven. When we were finished we had to use napkins to clean ourselves off enough to get dressed again. The entire back seat experience felt like a teenage makeout/hookup session, which was a thrill neither of us had experienced in a very long time.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, one

Did your partner have an orgasm? Yes, one

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

How intoxicated were you? Small amount of alcohol or drugs, not enough to feel it

What substances did you consume? Alcohol

How intoxicated was your partner? Drunk/high but not wasted

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? 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? There is something wonderful about the teenage type experience, but at an age when issues like pregnancy are no longer a concern.

What was the WORST thing about this hookup? Nothing springs to mind.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Though happily married, a part of my mind has always gravitated toward the notion of very casual sex. It was very satisfying to allow my mind to journey down that path, and take my body with it.

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!