Regular Get-Together

by Robert

What’s your gender? Man
How old are you? 55
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Orlando
Highest education received: College degree (eg., BA, BS)
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? Somewhat
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 55
How many hookup stories have you here posted before? 1

Regular Get-Together

How long ago did this hookup happen? 1 month ago

What was your relationship status at the time? Engaged/Married (monogamous)

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? She was a married 50 year old hispanic female, 5’5″. nice figure. We met via an ad I had placed. We met for coffee a few time, we seemed to get along, and were looking for the same thing. We both seemed to be attracted to each other.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We mutually agreed to meet at a local hotel. There was some planning involved, and we mutually instigated and arranged the rendezvous.

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 our first meeting, we went to the room, talked a little bit, and started rubbing and kissing each other. Eventually we took our clothes off, and got under the sheets. She started rubbing my hard cock, I was rubbing her breasts, and rubbed her pussy. I then went down on her, and continued to do so for at least 20 minutes. Her pussy was extremely wet. I then got up, placed a condom on my hard cock, got her on her back, lifted her legs back by her ears, and entered her. We went at it aggressively for five minutes or so in that position, then we switched to her on top.. We worked it that way, then doggy style, then on her back again. Eventually I pulled out my cock, which was raging hard at this point, we took the condom off, and she started sucking on it. She was very a proficient cock sucker. she worked it for quite a while, until I let her know I was ready to blow. She wanted me to cum on her, so she continued with a hand job until I shot. It shot all over her, it must have squirted at least a foot, on her arm, tits, stomach, a real mess!! I think she has a cum fetish, though, that seemed to be exactly how she wanted it. we laid there together for a while, talked a little bit, then we cleaned up, got dressed and went our separate ways.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, one

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? We communicated by email the next day, we both felt the same way, it was exactly what we had expected, exactly what we were looking for. We eventually made plans to get together again, and have gotten together a total of four times since we met.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Condoms, Birth control pill / patch / ring / injection / implant

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

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? No one.

How would you best summarize people’s reactions about this hookup? I didn’t tell anyone

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? We are both on the same page psychologically. This is purely a physical relationship between two middle aged people. We both derive great benefit from it.

What was the WORST thing about this hookup? Nothing at all bad about htis.

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? It’s everything I hoped it would be.

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? I enjoy casual sex. I view sex as separate component that can be successfully engaged in without the psychological relationship baggage if both partners are clear and focused.

What do you think about the Casual Sex Project? Love the stories

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