What’s your gender? Man
How old are you? 56
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? United States
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Sales
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Jewish
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)? 112
How many hookup stories have you here posted before? 0

My time with a PSE Escort

How long ago did this hookup happen? 14 months ago

What was your relationship status at the time? Engaged/Married (monogamous)

How would you best classify this hookup? Paid sex

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 46 years old, blonde with a very nice body. C-cup sized fake boobs. I knew what she looked like ahead of time from her very detailed website.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? My wife has a variety of chronic illnesses and is on a number of anxiety and depression drugs that severely affected her libido. Her physical health made vaginal sex impossible and oral was also out of the question. I was devastated that she no longer desired me and began to use porn more to the point that it became a problem. Then, I wanted the real thing. I had been to a few massage parlors, but this was the first PSE escort that I engaged with. Her name was Mary and she had very good reviews on the sites for this sort of thing. By the way, PSE means “Port Star Experience”.

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? I met Mary at a suburban hotel. She was running late and kept in good communication, but as the time approached, my nerves started to get frazzled. After a text from her with the room info, I went to the hotel room to meet her.

I knocked on the door and she met be topless and deep french kissed me on the mouth. My heart was beating a mile a minute. She pulled me into the room and offered me something to drink. After a few sips of proseco, she grabbed my dick through my pants and I undressed. She dropped to her knees and started licking and sucking my cock. Then, for the first time, I experienced being deep throated. Wow!

We moved to the bed where we got into a 69 position. She tasted clean and fresh and I played lightly with her asshole as I tongued her pussy. She had longer labia which I loved flipping back and forth with my tongue and lips. Within a few minutes I was ejaculating in her mouth.

She got up to clean up and returned to the bed where we talked for a few mintes, then she blew me for a while and I was hard again! Mary slipped a condom on me and added a bit of lube and I fucked her in a lots of positions. I had her get on her knees and licked her pussy and ass from behind. I had never rimmed a girl before and I have to say I discovered a kink for it and loved doing it. Licking a girl’s asshole is so taboo and it really turned me on. Then, she said, “It’s time to put it in my ass.”

I fucked her doggy style, but my favorite anal position was fucking her standing up. She was about 5’6 to my 6 foot, and when my cock was full inserted, it was lodged nicely inside her. After that, it was regular and anal fucking back on the bed while she used a Hitachi wand on herself and she started moaning like crazy while I fucked her pussy and fingered her ass.

It takes me a long time to come the second time and unfortunately, the hour was up, so I reluctantly pulled out, took a shower, and bid her goodbye. I hooked up with her a second time and perhaps I will write about that in the future.

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? I returned home exhilarated and not feeling at all guilty. I knew I was hooked and would have to see her again,

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

What were your motives for this hookup? Power / Dominance

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 did not share details with anyone.

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? Somewhat

Did your partner get emotionally hurt as a result of this hookup? Not at all

Do you regret this hookup? A little bit

Why do you regret this hookup? This is a tough one because I really enjoyed it. I loved the power of it and I also was very angry at my situation of no sex for so long. That said, I cheated on my wife and there are consequences.

What was the BEST thing about this hookup? Crossing items off my sexual bucket list. I had never been deep throated or rimmed a girl. I discovered a new kink, I guess.

What was the WORST thing about this hookup? Cheating on my wife. I know what I did was wrong, but I really struggle with sex addiction and I often think about Mary.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? As I look back on this, most married people would be horrified by this. After going this far, I was very sure I was a sex addict. I am in my 50s and hornier than ever and struggle to control it. I often think about how easy it is to have sex with prostitutes and have to work to not go there.

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

All things considered, how NEGATIVE was this experience? Somewhat negative

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