My Fling with a Mexican Prostitute



What’s your gender? Man
How old are you? 36
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? Engineer
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Agnostic
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 25+
How many hookup stories have you here posted before? 1

My fling with a Mexican Prostitute

How long ago did this hookup happen? 6-7 years ago

What was your relationship status at the time? Single

How would you best classify this hookup? Short fling

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

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 mexican. About 5′ tall, gorgeous, fake boobs, and not an ounce of fat on her. Fairly muscular-she was part Mayan so she looked slightly Asian.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I would go to Tijuana once ever other week or so for a span of 2 years and go to the whorehouses. I must have been with at least 50 different hookers. I meet her at the brothel bar and she’s not really rushing me, or pressuring me to buy her a drink. I ask her if she wants to go upstairs and get a room.

She put a condom on me, and I noticed she did not need lube (most whores do). I asked her about it and she said “my pussy provides lube.” I was pretty horny, and she was very tight, so I basically came as soon as I entered her. I leave, then come back in another week, and she is there. She remembers me-we go upstairs again. This time, I am touching her and she’s all into it, we are both so into it that she gets on me without a condom. I finish inside her, then start freaking out that I fucked a hooker without a condom. She assures me she’s clean, and gives me her number so I can call her after she gets tested in a few days. I didn’t call her but got tested myself, I was nervous but came back clean.

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? Months go by. I see her, and ask her if she remembers me. She told me that “yes, we had sex without a condom and you freaked out.” I apologized, and bought her a drink. We go up to the room again. We have sex again unprotected, and I finish inside her. As I was gathering my clothes she says, “I have an idea, how bout you come down here, and we get dinner and a movie?”

I reply shocked, “you mean, an actual date?” And she says “yes”. So I get her number, call her, and make arrangements. I am a little worried, thinking she’s bait to kidnap me or something. So I buy a rather large knife and bring it with me, and make her meet in a public place.

We meet, go to dinner, then to a hotel to hang out. I think to myself “she doesn’t want to have sex. It’s what she does for a living so I’ll just play it cool.” We are hanging out, she turns on the tv, and it’s a porno. She says “this looks great.” I take my cue from there, and she immediately gives me a blow job, putting nutella on my junk and eating it off. I had her in doggie style, and I could never last long as I saw her brown and pink vaginal lips clasping on my white cock as it went in and out. In and out-it was nice to see the contrasts in colors between my parts and hers. I pull out this time, and it sprays all over the place-her, the bed, the room,etc. After the first session, she started fingering herself and commanded that I suck on her breasts while she does so. She proceeded to have multiple orgasms. As I was leaving, I showed her the knife I brought down, laughing about how I thought she was going to kidnap me. In hindsight, that was a bad idea, she was freaked out.

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? We met up a few more times-each time she showed me her paperwork from the STD clinic saying she’s clean. She demanded that I show her some, and acted shocked that I didn’t just carry them around. I was just like “sorry it’s not my job.” She would also inspect my penis for any obvious STDs before she put it in her mouth.

On the third or fourth time we met, she told me I had to pull out, and made me wear a condom for the first session every time because I came too much. She told me I got her pregnant, and that she got an abortion, right before we were to have sex. Then she wondered why I wasn’t raring to go immediately after. She was funny like that.

I don’t know what it was, but she made me cum a lot. I could shoot it across the room when I was with her, and she would be like “Jesus Christ, don’t you masterbate?” I told her I did, but she could make me cum gallons. Even the second time in a session (after a break of an hour or so) I came a lot

After a month or so it faded, and I never saw her again. I’m currently friends with her on FB and it looks like she’s had a daughter in the last couple of years. Not sure if she’s still whoring or not.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None, Withdrawal, Condoms, Discussed STI testing history, Exchanged recent STI test results

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, Thought it was an important experience to have

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? It’s one of my favorite stories to tell the guys-they love it.

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? Having a gorgeous hooker without having to use protection or pay.

What was the WORST thing about this hookup? The fact that she was a hooker and I went unprotected. Even though she was always clean, I still shuddered a bit thinking about it. As years go on I look back fondly.

They say that prostitutes a lot of the time are much cleaner than the general population-because their livelihoods depend on it. I believe this to be true.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? A lifetime of hookups (and now being married) have hanged my perception.

All things considered, how POSITIVE was this experience? Very 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? It needs to be not looked down upon as much.

What do you think about the Casual Sex Project? I love it. I read these stories almost daily.

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