Regular Meets with a Horny Older Woman

by Trees

What’s your gender? Man
How old are you? 46
What’s your race/ethnicity? White / Caucasian
What continent do you live on? Europe
What country and/or city do you live in? UK
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Lecturer
What’s your current relationship status? Single
Religious affiliation: Atheist
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
Any other term(s) that describe your sexuality or sexual identity? Very high sex drive
How many sexual partners have you had in your life (including oral sex)? 30
How many hookup stories have you here posted before? 0

Regular meets with a horny older woman

How long ago did this hookup happen? 2 years ago

What was your relationship status at the time? Single

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

How long did you know the person before this hookup? For less than a month

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 55 at the time; nice pretty smile, lovely curvy body. I met her through an online dating website; we initially met for a drink, and ended up kissing a lot that night.
As soon as we met that first time, I felt she was into me. Standing at the bar, she let her breast press into my back, just after we met.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? The hookup began next time we met up about a week later. We met at a bar, but it was packed so we went back to my place instead.

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? Sex began pretty fast, as we couldn’t keep our hands off each other. As we kissed on the bed, she began to undress; it was all very fluid and easy between us. Her body was amazing to experience; I loved the taste of her pussy, and the texture of her hard nipples. The oral sex went on a long time; she loved taking me in her mouth too. We seemed very in tune with each other. She was very demonstrative of how good the sex made her feel, and moaned and said my name a lot. She was a very attentive partner, and was consumed in the act: not at all self-conscious, which I loved.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than 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? Afterwards, I felt a bit overwhelmed at how intense she had been. She told me that she had not had sex in quite a few years.
The following day I reflected on the experience, and realised that I wanted a lot more of it with her.

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), Learning new things, experimenting, Emotional intimacy, closeness, connection, I was feeling lonely

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? I mentioned it briefly to my sister; she is used to me living this way, and understood my need to connect with someone.

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? Somewhat

Do you regret this hookup? A little bit

Why do you regret this hookup? It carried on for 4 months, and at the end I realised that she wanted to have a full relationship, and was getting hurt.

What was the BEST thing about this hookup? The amazing sex was so natural and satisfying.

What was the WORST thing about this hookup? Sometimes I feel very empty about having casual sex.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I know who I am more through this experience.

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

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

Anything else you want to add about this hookup? I often think about her still, and imagine her body/being with her. I have thought about contacting her again, but so far I have not.

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 think it’s fine, but can be a fairly empty experience.

What do you think about the Casual Sex Project? I like it; there should be more honesty and openness about sexual needs.

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