Old Friend

by Katie

What’s your gender? Woman
How old are you? 19
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Miami
Highest education received: Some college (currently in college)
What’s your current relationship status? Dating casually
Religious affiliation: Christian
How religious are you? Very
What’s your sexual orientation? Mostly heterosexual
Any other term(s) that describe your sexuality or sexual identity? free spirit
How many sexual partners have you had in your life (including oral sex)? >30
How many hookup stories have you here posted before? 4

Old Friend

How long ago did this hookup happen? 1 month ago

What was your relationship status at the time? Same as current status

How would you best classify this hookup? Sex with an ex

How long did you know the person before this hookup? For more than 3 years

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’s a guy I used to hook-up with my freshman year of high school. He wasn’t the first guy I had had sex with, but he’s in my single digits. I’m also too reluctant to call him an ‘Ex’ because we never went on an official date. He would come to my place when no one was home and we would have sex.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? He remained in my boyfriend’s circle of friends after high school ended. He’s an outdoors guy. College wasn’t his thing and it was hard to find a job. After having a year off, he joined the military. My boyfriend kept up with him through social media over the years. He finished his overseas duty and would be assigned somewhere in the states for a year. His parents were having a coming home party and we were invited. I put on a denim mini-skirt, a USA flag tank top, and heels. My boyfriend smiled when he saw my outfit. By the way, he knows about our history but he is cool with it. Our relationship is open.

His parents did a great job with the party. He looked hot in his green uniform. I noticed that he kept checking me out but we didn’t get to talk much. Before it was over, he asked if the three of us could catch up tomorrow morning. My boyfriend works crazy hours at a distribution center so he couldn’t make it. He insisted the two of us catch up and that he would meet us for dinner when he got off work at a local restaurant. I’m sure my boyfriend knew what was going to happen. We exchanged information and he we planned on him coming over the next day at 10am. My dad would be at work so the place would be ours.

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? He arrived on time wearing shorts and a tight shirt. OMG, he was built! His chest and arms were solid. He had a sexy ABS too! This was going to be a fun day! Planning ahead, I answered the door wearing a thin strapless cotton dress with nothing on underneath. We immediately went to my bedroom. I took off his shorts and started giving him head. He pulled my dress off and squeezed my tits. We had sex 3 times. He fucked me like a whore and I loved every second of it.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than one

Did your partner have an orgasm? Yes, multiple

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? The three of us met at the restaurant that evening and talked for a couple of hours.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Condoms

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s)

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? My best friend, she thinks the guy is hot and thought it was cool.
My boyfriend. We have an open relationship. He doesn’t mind if I give him details. I get rewarded afterward.

How would you best summarize people’s reactions about this hookup? Relatively positive

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? Having sex with him again.

What was the WORST thing about this hookup? I wish he would have been town longer. We only got to have sex that one day before he had to leave.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Nothing’s changed. I’m still open with having casual sex.

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 was nice having sex with him again. It had been years but the experience was still the same. Actually, it was much better this time. LOL

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