Anal Experiment



What’s your gender? Man
How old are you? 56
What’s your race/ethnicity? White / Caucasian
What continent do you live on? Europe
What country and/or city do you live in? Austria
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Tour guide
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Shinto
How religious are you? A little
What’s your sexual orientation? Heterosexual
Any other term(s) that describe your sexuality or sexual identity? Pleasure seeking and game to be experimental
How many sexual partners have you had in your life (including oral sex)? Many
How many hookup stories have you here posted before? 0

Anal Experiment

How long ago did this hookup happen? Last year

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? 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? I had been using social media to find an experimental hookup. Though being very happy with my wife, I just wanted to experiment a little with other women. I was intrigued by the idea of anal sex, yet my wife was dead against it. So I had come around to the idea that I should try receiving anal sex and that if it is so good, then I would try again to persuade my wife. My local gay friend turned me down saying he was too tired from work and hence could not give me a good experience. So one day, I saw an ad on social media from a young French guy; he was arriving in town and was looking to hook up. He even said no experience was no problem. So I lept at the chance. He was a handsome, trim young (about 35) French guy of dark complexion.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I turned up at his hotel and went straight to his room. He had only just arrived. From my arrival, he turned his full attention to me. It was mutually planned and instigated.

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? He had me strip, lay down, and then he started to check out my arse. He worked it for a while with his fingers then put on a condom and slowly entered me. He worked his way in and worked up a rhythm, but I was quite disappointed that it did not create fireworks for me. So we gave up and had a little small chat, and then I went home.

How sexually satisfying was this hookup? Not at all

Did you have an orgasm? No, not even close

Did your partner have an orgasm? No

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? I was disappointed that it had not been more stimulating but resigned myself to the contentment that I no longer need to push my wife into accepting it. So in that respect, it was a very positive outcome for me and my wife.

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

What were your motives for this hookup? Learning new things, experimenting, Thought it was an important experience to have

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? A little bit

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? It was great to feel that I had tried “the great taboo,” and it is satisfying that I can now discard anal from the tools to inflict upon my wife. She gets enough orgasms anyway!

What was the WORST thing about this hookup? That I could not get pleasure from this additional sexual activity.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? It is great to know that a hook up can work. This was my first time since marrying. I would like to have some occassional extramarital sex.

All things considered, how POSITIVE was this experience? A little positive

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

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 am all for a little bit on the side, but each person has their opinion. My wife would not want me to play around, so if I do, I must be careful which makes it a little stressful.

What do you think about the Casual Sex Project? Wonderful. I have read some stories already.

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