by Ace

Gender: Male
Age: 45
Race/ethnicity: White
Current location: Brooklyn
Highest education received: College degree (eg., BA, BS)
Occupation: Entrepreneur
Relationship status: Married
Religious affiliation: None
How religious are you? Not at all
Sexual orientation: Heterosexual
Any other term(s) that describe your sexual orientation/sexuality better/best? In an open marriage
How many sexual partners have you had in your life (including oral sex)? 200+
How many hookup stories have you here posted before? 0


How long ago did this hookup happen? 1 month

How would you best classify this hookup (e.g., one-night stand, fuck-buddies, friends-with-benefits, booty call, sex with an ex, short fling; paid sex…)? The first of many

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? Stunning 37 yo white female with long bright red hair. We had known each other 20 years earlier when i was her high school teacher (i was a VERY young teacher). We had casually run into each other at a College party shortly after she graduated and had a light hookup that night 19 years ago. we then met a couple more times before she left on her life adventure, and while we hooked up, we didn’t have intercourse. over the years i had continually thought about re-connecting with her but we had lost contact.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? About 4 years ago she found me on face book. for the next 4 years we had a Facebook friendship as she lived on the west coast, and i was on the east. then fate brought her into my town about 4 months ago and we connected for drinks to catch up on each other lives. i chose a very sultry wine bar to meet at hoping the evening might turn into something. throughout the night we were not very flirtatious but we did talk about sex quite a bit, sharing our stories. i couldn’t get over how amazing she looked, with this thick red hair, great figure, and fuck me eyes. she had on this great dress that just hugged her body, i kept wanting to put my hands on her but there was no personal space violation even though we were next to each other on bar stools. after the third drink, we paid our bill and got up to leave, when i just plain out said ‘You should come over’ to which she responded  ‘Absolutely’.

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 was slow at first as we were both electrified at the thought of this actually happening 19 years since we had seen each other last. we made out standing up for a bit before i laid her down on the bed, and as i held my body over her letting our lips just brush against each other, she whispered ‘The last time i did this with you i was 18 years old’.  we were all over each other for an unknown amount of time, there were periods of just laying there breathing, and periods of energetic fucking.  It was awesome, we both seemed to be really enjoying it, and she was quite an experienced lover which is really nice. as i got close to coming each time she would lay me down and have me cum in her mouth which drives me wild. after it was over and we had sat around talking for a while she went home. we have since met several more times now that we live near each other.

Did you have an orgasm? Did your partner(s)? i orgasmed twice, i’m not sure how many times she orgasmed but there were a few.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? Condoms. we did not discuss anything before hand regarding STI’s or pregnancy.

What were your REASONS for having this hookup? Desire

Were alcohol or drugs involved? If so, how much? 3 drinks ( 1 whisky, and 2 glasses of wine) spread out over 3 hours.

What happened AFTER the hookup? How did you feel about it? What are your expectations/hopes for the future with this person? How do you feel about them now? I felt amazing after this hookup. i think i was smiling for weeks afterwards. we are becoming ongoing FWB as i’m married and she is looking for a partner.

To whom did you talk about the hookup? How did they react? I told my wife who really gets off on hearing my hookup story. this one was especially arousing given the set up of former student and teacher

Was this a consensual and/or wanted experience for you? For your partner? Completely consensual and wanted by both of us.

Do you regret this hookup? If so, why? No way

What was the BEST thing about this hookup? How about the WORST? Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Best: totally unexpected but had been a desire for so long that it was especially satisfying.

Worst:  Nothing, it was perfect.

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

All things considered, how NEGATIVE was this experience? Not at all negative

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