by Leonel

Gender: Male
Age: 30
Race/ethnicity: Latin
Location: Puerto Rico
Highest education received: College degree (eg., BA, BS)
Occupation: No occupation
Relationship status: None
Religious affiliation: Deisim
How religious are you? Somewhat
Sexual orientation: Mostly gay/lesbian
Any other term(s) that describe your sexual orientation/sexuality better/best? Open to anything
How many sexual partners have you had in your life (including oral sex)? too many
How many hookup stories have you here posted before? 0

Caribbean Bear

How long ago did this hookup happen? 3 weeks

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…)? Fuck-buddies

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 is a 43 civil engineer married with 2 children. We have known each other for a year and a half now. I meet him online on a chatroom about MMA. We started to talk and had a lot of appreciation for the same fighters. He was very well updated in the fights.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I didn’t say anything to him about being gay. We just talked for a few weeks. I eventually discovered he was good in some math problems I was having so he offered to help me online. We skyped but he didn’t have a cam and I didn’t mind as long as he could see the problems. One day he asked if I had a gf and I told him I used to see one but she left (which was true but not recent), and then he asked if I had a bf. I kinda forgot about the cam thing and he must have read my face (my ears turn red when I get flustered or embarrassed). I sum up the courage and told him. I expected him to hang up but he then told me that I was cute. I asked him if he was (I knew about the wife and kids at this point) and he told me he was bi but in the closet (sort of). We ended up talking about sexuality all that week (no MMA talking) and he send pictures of himself (he was a bear which was a plus for me) and he convinced me of doing a one time thing and I agreed.

What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? Did you have an orgasm? Did your partner(s)? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? We meet after work at a mall parking area and I sat in his car and we left. We went to a fast food to have something to eat and talk more and look at each other well enough to see if we were gonna do this or not. I hadn’t had sex in a year at that point and I said oh what the heck. He was very hairy and very dominant like but also gentle. I was somewhat nervous but he got me to relax really well. We had lots of oral sex and touching and growling (jejeje). He was a bit smaller than me so we decided to go on 2 positions only since he had a bad back also. We were at it for 2 hrs and then we finished each other and took a shower together. No kinky or unasked stuff. Just plain simple sex.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? We had talked about it before so we had our check ups done and send pics of the results to each other. We also discussed our previous experiences he hadn’t been with a guy in 3 years which meant he already was married but had a guy too.

What were your REASONS for having this hookup? I really ignored the fact about his family. It did bother me a bit (still does) but not because I’m jealous or anything but because it is a religious taboo here in Puerto Rico. But honestly speaking, I have met online a LOT of married guys looking to hook up with other guys and then you see them on the church parade ranting about gay marriage and homosexuals being a sin and an abomination and I just think they are hypocrites. I believe that everyone should do what they want as long as the are respectful and cautious. He was too me, I am to him. I do not need to see what he is up to, he calls me or text more often to tell me to have a nice day or so. I say thanks and that’s all. Every 2 weeks or so he calls to see if we can hook up that week. I check, tell him the date, we settled for it, we go we fuck we shower and we leave. He is happy in his work, he takes my opinions in considerations (he even took his wife to Europe after I suggested they go without the children), I counsel him on sending his kids to the same university I am because I know they will do good there and that’s it. He told me I have made him a better husband (lol too much lovely doe shit for my taste) and I have better understanding for math, physics and now investment since he is teaching me how.

Were alcohol or drugs involved? If so, how much? We each had 2 beers the first time to loosen up a bit. After that we never drink, we don’t need to.

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? I felt awkward at first but now is easier. I expect to see him until i finish university. We already talked that as soon I finished we are taking a trip together (he is always traveling for work since he is one of the upper managers of the company) and after that we will be done. Keep the contact, leave the sex.

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

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

Do you regret this hookup? If so, why? The only part is the fact that he cheats on his wife, but i know he loves her deeply. Is just that she isn’t all that open about anal sex or other stuff so he has me for that and I’m ok with it. He plans on retiring with her to Florida and raise the grandchilds until they both die.

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? Best? He is a freaking 250 pounds hairy bear with a nice size penis. Never hurts, always knows how to move on a bed.  
Worst: he doesn’t do oral sex to me.
It confirmed to me how much I like bears woof rawr howl

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

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

Anything else you want to add about this hookup or anything else? He is a bear and I am an otter. Google those terms. We are both half white half black.

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