The Older Woman



What’s your gender? Man
How old are you? 43
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
Highest education received: College degree (eg., BA, BS)
What’s your current relationship status? Single
Religious affiliation: Christian
How religious are you? A little
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 13+
How many hookup stories have you here posted before? 1

The Older Woman

How long ago did this hookup happen? 6 months ago

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

How would you best classify this hookup? Fuck-buddies / Booty call

How long did you know the person before this hookup? For less than 6 months

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 7 years older than me and tall, almost six feet even with big, D sized breasts, beautiful long hair, and a curvy figure. She was an absolutely beautiful woman. We met in an online private Facebook group that was sexually oriented. We talked a lot before we hooked up. Both of us fully intended to have sex the first time we met.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I’m not really sure who initiated it first, we just started chatting with each other out of the blue. Our hookup was definitely planned.

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? She was big into breast play, I motorboated those beautiful tits for a long time. She also actually knew how to suck a cock the right way! We engaged in every type of intercourse except anal and in every position we could think of. We ended up breaking my bed. She was a very nice woman and she was great in bed. We still talk and are thinking of hooking up again, maybe even for more than just sex.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, one

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? We still talk all the time. Neither of us felt shameful or regretful for it. There’s a good possibility we may end up together as a couple. She is a wonderful woman who has her priorities straight and her shit together. A rare find. We are talking about meeting up soon.

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), To cheer myself up, I was feeling lonely

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? 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? 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? All my friends just assumed it was happening. They saw us around each other and knew she was spending the night.

How would you best summarize people’s reactions about this hookup? Relatively positive

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 drew us closer together. We began getting more interested in each other as a person rather than just sexually.

What was the WORST thing about this hookup? It only happened twice (So far).

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? No. It wasn’t much different than any other hookup.

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

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

Anything else you want to add about this hookup? Definitely not regretful.

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? I’d like to think my days of casual sex partners are just about over. I want something more meaningful. They were fun while they lasted.

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