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What’s your gender? Woman
How old are you? 40s
What country and/or city do you live in? US
What’s your current relationship status? Engaged/Married (monogamous)
How many hookup stories have you here posted before? 2

Can’t Believe What I Just Did

How long ago did this hookup happen? A week ago

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

How would you best classify this hookup? Paid sex

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it?  A few months ago, I was propositioned on a business trip by someone who thought I was a prostitute working the hotel bar. (read my previous story) I decided to continue the ruse and let it play out

Since that night, I have been obsessed with the idea of being paid again for sex. Recently, I had an opportunity to visit Las Vegas for a convention. I purposely booked myself at a hotel across town from the rest of the conventioneers. I also started searching the internet for everything I could find about prostitution in Las Vegas. I decided to see if I could make this happen again.
My second night in town, I dressed in a very sexy pair of heels and a tight black dress. I went to the hotel bar and ordered coffee (I read that it’s important to stay sober when meeting a potential client) I sat at a table alone and checked my phone. It didn’t take long to attract the attention of a very attractive man who I mentioned with my eyes to join me
We sat and chatted as he enjoyed a drink and I flat out asked him if he would like some company for the evening.

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?  After agreeing on an arrangement, we left the bar together to go to his room. My pussy was getting very wet just thinking about what I was about to do. I was about to cross a line. The first time was a fluke. This time was a conscious decision to be a whore.

When we got to his room, he counted out the money and put it in my hand. I put it in my purse and we began to kiss passionately. Our clothes came off quickly and I found myself naked against a window facing toward the lights of Las Vegas with a naked man behind me rubbing his cock against my pussy. I was so wet that he slid in very easily after putting on a condom. For the next hour, I fucked him against the window, in front of the mirror and rode him to several orgasms.
He lasted a really long time and I took advantage of his stamina. He told me he couldn’t hold out any longer and asked to cum on my tits. I felt so dirty having this stranger just pay me to fuck him and then cum on me. It was so fucking erotic watching him explode that I let the cum just drip off my tits. Part of me wanted to take a selfie but I didn’t want to chance the picture being found.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than one

Did your partner have an orgasm? Yes, one

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, Learning new things, experimenting

How intoxicated were you? Not at all (no alcohol or drugs)

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

To whom did you talk about the hookup? How did they react? No one

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? I loved the feeling of being in control and being so dirty all at the same time

What was the WORST thing about this hookup? Nothing

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I was already planning to do it again before leaving Las Vegas

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

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

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