Casual Cathy

by Drew Fast

Gender: Male
Age: 26
Race/ethnicity: Hispanic
Current location: New York
Highest education received: College degree (eg., BA, BS)
Occupation: Airport
Relationship status: Single
How religious are you? Somewhat
Sexual orientation: Heterosexual
How many sexual partners have you had in your life (including oral sex)? 45
How many hookup stories have you here posted before? None

Casual Cathy

How long ago did this hookup happen? 1 year 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? Cathy was a single 43 year-old mother of three kids.  She walked into a bar I was hanging out at on a Tuesday night and she immediately started talking to me.

She was attractive and had fake breasts, but she was a heavy smoker.  We didn’t know each other prior to meeting in the bar.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Cathy instigated the sexual encounter by rubbing my legs and my arms….and making jokes about if I brought her back to my house, we could never tell the pope (it was Easter time)  what we did.

I finished my beer and asked if she wanted to come back to my house.  She smiled and said yes.  We got into my car and drove down the road…she grabbed my hand when I was driving and when I stopped at the stop sign, we kissed very passionately.  Cathy then asked if I had protection , which I said yes and said she would swallow my fun…because ladies don’t spit.

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? When we arrived at my house, we immediately went upstairs and began to make out.  She took off her shirt and allowed me to suck on her fake breasts.  Cathy said they were a gift from her ex-husband,  but they were mine tonight.

She unzipped my pants and took off my boxer shorts and gave me a quick blow job….then slipped a condom on me and laid on her back, arms stretched out, using her hands to hold onto the back of the bed and I slipped my stick into her pussy.

Cathy and me had sex missionary style the entire time…Cathy talked the entire time about how bad she needed to be loved tonight, which I responded…you just needed a good fuck….she laughed and said she needed that too.

After we finished, Cathy sucked on the head of my stick for a second and then we snuggled together and kissed passionately for a brief moment.  I then asked cathy how old she was and she said 43 and she then asked me my name and age….which I gave her.  (I was 26).  We laughed for a second, shook hands and kissed again.  We then shared a smoke.

Did you have an orgasm? Did your partner(s)? I had a orgasm, I told Cathy I was about to cum, she asked me to cum in her mouth, but I couldn’t pull off the condom and get to her mouth fast enough….so I just blew my semen on her stomach.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? We used a condom and I pulled it off on her stomach.  We talked briefly before we had sex about using a condom.

What were your REASONS for having this hookup? I just wanted to have sex and she was attractive.

Were alcohol or drugs involved? If so, how much? We both had beer and liquor….but not in excess.

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 the hookup, we kissed and talked a bit.  We then had sex again, without a condom…I think she thought I put one on.

There are no expectations….we never saw each other again when I drove her home.

To whom did you talk about the hookup? How did they react? My roommate wasn’t surprised I met somebody…I had just broke up with someone.

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

Do you regret this hookup? If so, why? No

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 part of this hookup was that it was a one night stand, but it was passionate.

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 or anything else? I didn’t pullout the second time we had sex.  I decided not to use a condom and when I came….I just came inside her.  She didn’t react at all about it…she again sucked my dick after I came and then giggled.

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