A Fast Way In

by Antonio Morera

Gender: Male
Age: 22
Race/ethnicity: Latin
Current location: Colombia
Highest education received: Some college (currently in college)
Occupation: Student
Relationship status: Single
Religious affiliation: Atheist
How religious are you? Not at all
Sexual orientation: Heterosexual
Any other term(s) that describe your sexual orientation/sexuality better/best? slow, passive
How many sexual partners have you had in your life (including oral sex)? 1
How many hookup stories have you here posted before? None

A Fast Way In

How long ago did this hookup happen? One Week Ago

How would you best classify this hookup? paid sex

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? I looked for an escort in several websites just for the experience, and i’ve found this “MILF” type of woman a week after i started to look and she had the whole package: big breasts, big ass, long legs. I called her from my college and set up a meeting that same day. I felt pretty nervous around the situation, overthinking about every possible scenario that could happen during the act, but i came through nonetheless.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I came to a house with covered windows and a camera on top of the front door. I knocked for four/five minutes until one guy opened the door and walked me through the house to a second floor where there were a lot of rooms. He left me alone in this really dark room with dark walls at the end of the hall, where i could see a low level bed with black sheets, a fan in the ceiling, a bathroom with no hand washer. He told me that my “companion” will be there in a moment, and after that i just waited.
She came through the door wearing only black underwear that gave me a very good glance at her body: natural breasts, probably a fake big butt and a big smile. She was carrying a black tray with lube, condoms, a box of baby wipes and massage oil. Then, we talked a little and she charged me for one hour. I paid, told her that i brought my own condoms, and so it began…

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? First, she gave me a body massage where later she ended up “massaging me” with her breasts from shoulders to my buttocks while i was struggling to grab her ass. Then, she put a little bit of lube in her vagina and i started to penetrate her; she laying on her back in the bed while i was on top of her, suckling on her breasts. It was just vaginal sex. Then, i told her to put herself in all fours and she complied. I penetrated her for a while and then i came for the first time. She took the condom off my penis with a baby wipe and i went to the bathroom to clean myself. The second time, she gave me another massage with the same series of movements and i put another condom. She asked if i wanted a blow job but i said No. I was interested in the hookup for the “penetrating” part. She climbed back to the bed and i told her to put herself sideways with her legs closed. I penetrated in that position while i was grabbing both ass and breasts. I put her in all fours again and penetrated her as well until i came for the second time. All of that ordeal took me half an hour, and although i paid for the full hour, i was just too tired to keep going, but she reassured me that she respected the time i paid for and told me that if i wanted to do it once more, she was OK with that.

Did you have an orgasm? Did your partner(s)? I sure did have two orgasms… i can’t say the same thing about her, but i could tell she was faking everything.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? Condoms. But i kept thinking about the risks of a “rogue” STI. I still do sometimes.

What were your REASONS for having this hookup? I hadn’t had sex for a long time, and i didn’t have the energy nor the patience to pick up a woman in a bar or in my college. I’m pretty lazy that way and also i’m not precisely a catch with the ladies.

Were alcohol or drugs involved? If so, how much? No. Just water she offered me. I was really dry… it was a hot day.

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? After all that, i started dressing back and talked to her. During the act she asked me things such as where i lived and how old i was. The thing is that she didn’t understand a sarcastic comment i made and asked again the same questions about my age and place where i live after we had sex, that makes me think about her level of education and attention.

To whom did you talk about the hookup? How did they react? I talked with my friend and he congratulated me, telling me that “it was something i needed”.

Was this a consensual and/or wanted experience for you? For your partner? It was a wanted and consensual experience for me.

Do you regret this hookup? If so, why? Yes and No. I could have sex per se, but i never saw myself in a situation where i had to pay for it until weeks earlier. I thought i could have a one-night stand of a “hookup for free”, but the waiting was slow and as i said, i’m not precisely a ladies man to go to any bar or in my college to pick up women. I don’t have that kind of confidence. I even told all of this to my friend and he reassured me that at least i came through.

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? The best thing was that i could have sex, thing that i didn’t in a long time. The worst thing was that she was blatantly fake-moaning about and for everything. But i guess it was the risks for paying for just penetrative sex and nothing else.

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

All things considered, how NEGATIVE was this experience? A little negative

Anything else you want to add about this hookup or anything else? Pay for sex? i’m not sure if i’m gonna do that again, but in the past i’ve always said that i would never have sex with an escort… and here i am. I just hope that i can have sex the convetional way in the near future without making a transaction and with a bit more feelings and honesty.

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