Cuban Delights


This post is sponsored by The T Bar.


What’s your gender? Woman
How old are you? 44
What’s your race/ethnicity? Black
What continent do you live on? North America
What country and/or city do you live in? USA/FL
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Self-employed
What’s your current relationship? Engaged/Married (monogamous)
Religious affiliation: Agnostic
How religious are you? Not at all
What’s your sexual orientation? Mostly heterosexual
How many sexual partners have you had in your life (including oral sex)? Not in imporant…….many
How many hookup stories have you here posted before? 1

Cuban Delights

How long ago did this hookup happen? 1 week ago

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? For less than 6 months

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? He was cute Cuban man (my first Latin/Spanish lover). Middle aged, shaved bald, salt and pepper goatee. Nice body. He’s a truck driver. Short, my heights. I had known them a few weeks. Met him on Craigslist. I answered an ad seeking a lonely married man in search of the same and not wanting to change their situation. We corresponded back and forth for about a week, then he disappeared. So I moved on searching for a lover. He popped back up on the scene about 2 weeks later after I started communicating with someone else. I really liked El Cubano, but he disappeared. His reappearance put me in a bind. Because I had already connected with someone else I wanted to be monogamous. We decided to be friends and exchange emails to stay in touch. After hooking up with my partner…..I wasn’t impressed. I felt like we wouldn’t be able to have a long term connection so I messaged El Cubano to begin a dialogue to see if he had found any luck on the site. He hadn’t and he was glad I had reconnected.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? The hookup began on the craigslist. Sexless marriage, being disrespected, the need for intimacy. His needs were primarily the same as mines. His wife was not interested in sex and he wanted to see and feel a woman enjoy his cock. I wanted to do the same. Some planning was involved for the second encounter, not much for the first lol. We both instigated it, though my erotic texts, naked pics, and squirting O video of my shaved pussy set the chain of events in motion.

  1. 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 sending naughty pics and nasty texts all day……..he was about to pop, and I was wetter than a fish aquarium. I told him I wished he was near so he I could mount him……..he said he was getting off early and he would meet me. We met earlier the previous week for a hug and just to talk, so I knew who he was. He asked if I could meet him some place discreet and I obliged. It was a last minute decision, and since it was going to be a car romp, I took a bath and shaved, and slipped on a long sundress (no panties no bra) for easy access for any and all activities. Had to be quick because it was close to the time for my husband to come home from work. I was excited, hot, bothered, and ready. We met in a parking lot behind a store with truck parking. I parked next to him, he was already out of the car waiting for me rock hard. I opened my car door. He grabbed my face and kissed me like he missed me which was such a turn on. I rubbed my neck, and my breast. He stood back in admiration of my body and then he just lunged towards me to kiss me passionately all over again. His hands rubbing across my spandex dress and my breast. His hand moved its way down to my pussy. I was so wet, so hot, I took my hand and grabbed his cock. It was so hard, and that turned him on. I lifted up so that he could roll up my sundress and rub my soft, fluffy ass……and finger fuck me good. We were alone out there for the moment, with his truck covering my car. He suddenly lifted up my dress and knelt down to lick my pussy. I opened my legs and obliged. Realizing where we were and what we were doing, I pulled him up and signaled for him to hop in my back seat. He opened the door for me (he was a gentleman lol) and I climbed in the back seat. I turned up the A/C so we wouldn’t be hot as we did the nasty……As soon as he got in he backseat and closed that door, I locked it and started kissing him passionately again. He was so handsome, and hairy. He was smooth……his hands were so gentle. He pulled my big breast out of my sundress and began inhaling them. He just took a deep breath as if he was getting ready to take a leap and he dove in……I grabbed his head and rubbed his face while he attended to my smorgasbord. He pulled the other breast out of my sundress and continued to feast. I climbed onto his lap and began grinding on his cock. He was throwing it back to me and I just leaned backwards so he could continue enjoying my boobs. After getting so hot, he pulled his shirt off and down his pants and I raised up so I could sit on his goodness. It was so wet. I sat on his cock and went to work. It was a little uncomfortable because of the seat adjustments, but we did not stop. I enjoyed it and him so much. His sexy accent………mmmmm . He was a very good lover. This was his first affair, yet he wasn’t afraid. He seemed relieved. When he arrived, we kind of just hugged and chatted casually. There was no rush. People started coming through the parking lot so I fixed my clothes. We kissed some more, then finally he said he needed to leave. He made hotel reservations for the next day and we met again. It was fantastic.

How sexually satisfying was this hookup? Very

Did you have an orgasm? No, but I was close

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? Afterwards I felt good, refreshed. The next day, no regrets. I was happy I stayed connected. I hoped it was good and it was. My expectations was that it was the same for him and that he would wanna be an exclusive hookup as we are both married. I still like him and he likes me. We commuicate via email daily. We plan to see each other as much as possible with time permits for great sex.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None, Discussed STI testing history

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, Emotional intimacy, closeness, connection, Thought it was an important experience to have, To feel more desirable, To feel more confident, To cheer myself up, I was feeling lonely, Revenge / Getting even, Boredom

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? My two friends out of town. They think I am crazy, feel that I deserve better than I receive in my marriage. Totally understanding. Both are single. The think it’s hilarious that I’m so bold.

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? It was spontaneous and unexpected, fun. He enjoyed my body. People think middle aged people can’t enjoy sex like we did we were young, which is not true. I love and enjoy sex. My partner loved it as well. Breaks up the monotony if life, boring unfulfilled, sexless marriages.

What was the WORST thing about this hookup? I have to have sex outside of my home because my spouse doesn’t want to.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? No.

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

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

Anything else you want to add about this hookup? I’m doing this again. I like him. We agreed that this hookup deal works for us.

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? People should mind their own business, dow what they want to do for their own lives and do not impose their religious and ideologic views on others. Stay out of my bed and I’ll stay out of your.

What do you think about the Casual Sex Project? Love it. I have a new place to vent about my escapades.

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