Caribbean Fling

by Craves-for-Semen

Gender: Male
Age: 41
Race/ethnicity: European
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
Occupation: Tutor
Relationship status: Married
How religious are you? Not at all
Sexual orientation: Bisexual
How many sexual partners have you had in your life (including oral sex)? 20+
How many hookup stories have you here posted before? 0

Caribbean Fling

How long ago did this hookup happen? 14 years ago

How would you best classify this hookup (e.g., one-night stand, fuck-buddies, friends-with-benefits, booty call, sex with an ex, short fling; paid sex…)? One night stand

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? My sex partner was a guatemalan woman in her early 20s. She was petite, fair skinned, dark curly hair. Her blouse was cut low in the front allowing to have a good look at her cleavage.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I was 27 and worked as a volunteer for an NGO near the remote carribean town of Livingston in Guatemala. I had gone out with some fellow volunteers to a bar. There was a lot of dancing going on and this young woman spotted me and wanted to dance with me. I agreed and she gave me a bit of her beer. I remember how I got a stiff one on the dance floor, which was embarrassing. Due to the tropic climate I wasn t wearing undies.

She seemed pretty interested in me and stayed with me. At some point we went outside with my friends. One of the females of the group walked off to hook up with some guy.

I walked off with her. We started to hold hands and I leaned over and kissed her. She kissed me back very passionately. So we went to some corner near the beach where we started to make out. I remember how I pulled down her blouse a little bit and her tit immediately sprung out. It was much smaller than I had expected, I guess she was wearing a push up bra.She had small perky breasts. I started to lick her nipple and she suggested we should go to her hostel room.
That was about half an hour after I had seen her for the first time.

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? In the hostel room I realized that the room had been occupied by two people. She told me that she was from Guatemala City and had come to Livingston with her friend, but they had had an argument. She also told me that she was on Cocaine.

We started making out again, I fondled her breasts and touched her between the legs. She immediately took off her clothes and stood naked before me. she pulled down my pants and started to give me a blowjob. I remember how she looked at me with her tongue still touching my dick when someone knocked on the door.

She got up, opened the door a  bit and talked to the guy outside. I think it was her boyfriend. She gave him something, I think I it was clothes. The guy left and she was with me again.

She asked me whether I want the lights on or off. I wanted them on, but there was a power outage. We laughed about that one and started to make out again. She rolled out condoms but I had a problem opening the packaging.

She was ok with not using condoms. She went on top, put my stiff cock into her vagina and started riding me. Unfortunately, I had an erection problem right away. she was quite disappointed as I had to pull out.

I told her I would just need a while and I could stimulate her in other ways. I started to lick her partially shaved pussy. She moaned and liked it. I noticed she had a little devil tattooed next to her vagina.
I don t remember when this exactly happened but I asked her whether I could kiss her her feet. She was ok with this and so I kissed her toes, but did not put them into my mouth. I guess this was a missed opportunity, but I felt kissing her toes wasnt as great as I thought it would be.

I tried to fuck her doggy style. It did not work that well because of my erectile problems. I licked her anus without asking before. She seemed to think that was the most normal thing in the world.

I finally got it going in the missionary position. She kept on moaning ‘Ay que rico! Que rico!” I loved that.

I pulled out in the last second and spermed on  the bed. She thanked me for that. I found that strange because I felt like a pig.

We made out a bit more and I think I tried it another time. If i did, I dont think I was successful. I had not had a sexual partner for many years.

Did you have an orgasm? Did your partner(s)? I think she had an orgasm. I obviously had one.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? As mentioned, we did not use condoms, even though they were there. I thought it would have made it even harder  for me to have an erection with a condom on my penis. I felt pretty bad about that.

What were your REASONS for having this hookup? We both obviously wanted to have sex. Maybe she wanted some revenge on her boyfriend. I didnt ask her.

Were alcohol or drugs involved? If so, how much? I was pretty sober. She was on cocaine and had had a few drinks.

What happened AFTER the hookup? How did you feel about it? What are your expectations/hopes for the future with this person? How do you feel about them now? Next day we kissed and parted ways. She gave me her phone number. She was surprised I remembered her name.

I noticed I had a blister on my glans probably due to all my unsuccessful attempts at fucking with erectile problems.

I called her when I was near Guatemala City. We agreed to meet up again in Antigua. She did not show up. I have never seen her before.

To whom did you talk about the hookup? How did they react? I told my fellow (male and female) volunteers about it. They pretty much congratulated me.

Was this a consensual and/or wanted experience for you? For your partner? very consensual

Do you regret this hookup? If so, why? Not at all

What was the BEST thing about this hookup? How about the WORST? Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? worst was obviously having erectile problems

best was that it was my first one night stand with a female. She instigated the hook up.

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

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

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