Mile High Club

by Kb1970

What’s your gender? Woman
How old are you? 48
What’s your race/ethnicity? White / Caucasian
What continent do you live on? Australia
What country and/or city do you live in? Brisbane
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your current relationship status? In a serious relationship (monogamous)
Religious affiliation: Atheist
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 8
How many hookup stories have you here posted before? 0

Mile High Club

How long ago did this hookup happen? 20+ years

What was your relationship status at the time? Single

How would you best classify this hookup? One-night stand

How long did you know the person before this hookup? Just met that day

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? Tall good looking African American Male, mid 20s. We were seated together on a plane flying from Australia to LA.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I had a window seat and he had the aisle. The seat between us was empty. We started chatting during the flight, which moved on to flirting, and then when the lights went out we started making out. I guess I instigated it. He was married. I was recently single.

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? As we made out, under a blanket, he put his hand inside my blouse and started playing with my breasts. I put my hand on his groin and felt a BIG bulge. After I rubbed his cock through his pants for about 10 mins, he undid his pants. He was impressively big. I really enjoyed the feeling of him in my hand. Then he undid the waist of my jeans and put his hand between my legs. We masturbated each other for a while then he suggested that we go to the toilet to fuck. Neither of us had a condom though so I hesitated for a long time. Eventually, desire won out and I agreed to go, but I made him promise first not to cum inside me. He went first, then a minute later I followed and slipped in behind him. It was so cramped in there! It took us a few goes but eventually he was able to enter me from behind with one of my legs up on the toilet seat. It felt great when he entered me but he couldn’t fit all the way in me, he was too long and it was uncomfortable when he hit my cervix. Plus I didn’t want either of us to make any noise. He had to control his thrusts and fuck me quite gently. It took me maybe 5 minutes to orgasm. After I came, we went back to our seats and I went down on him under the blanket until he came in my mouth. His cum was really strong tasting and there was quite a lot of it and I found it a bit hard to swallow it but I didn’t really have an alternative. Afterwards he was really appreciative because he said his wife wouldn’t do that for him. I felt it was bad of him to diss his wife while cheating on her, but also a bit chuffed.

How sexually satisfying was this hookup? Somewhat

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 slept for a few hours. We made out a bit more, he fingered me and I played with his hard cock a bit but neither of us came again.

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

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, To feel more desirable, I was feeling lonely, It was easy / convenient

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? I don’t know / I’m not sure

Did you consent to this hookup at the time? I gave enthusiastic consent

How wanted was this hookup for your partner at the time? I don’t know / I’m not sure

Did your partner(s) consent to this hookup? They gave enthusiastic consent

To whom did you talk about the hookup? How did they react? Nobody for 20 years. I recently told my current partner. He was turned on by the story.

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? A little bit

Why do you regret this hookup? It was not the sisterly thing to do vis a vis his wife

What was the BEST thing about this hookup? His beautiful cock

What was the WORST thing about this hookup? Having to swallow his copious pungent cum

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I was surprised and glad I did it but didn’t really change me. I didn’t make a habit of it after that.

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

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

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 think casual sex has its place but loving committed sex is better for me

What do you think about the Casual Sex Project? There are a lot of fake stories on this site.

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