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What’s your gender? Man
How old are you? 50
What’s your race/ethnicity? Mixed / Multiracial
What continent do you live on? North America
What country and/or city do you live in? US
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Manager
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? A little
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? <100
How many hookup stories have you here posted before? 0

Sunshine In The Buckeye State

How long ago did this hookup happen? 14 years

What was your relationship status at the time? Dating casually

How would you best classify this hookup? Short fling

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? Sunshine was a mid 40’s, caucasian women, blond hair, 5’2″ish, nice shape, very large natural breast and a great bubbly but not fake personality. She was very Midwest and had children from previous relationships.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Of all places Ebay. There was a section on ebay were sellers could ask sellers questions as we were having the same issues and corresponded with one another frequently regarding selling on the site. As emails became more frequent we shared personal emails, then exchanged phone numbers and finally after many conversations decided to meet. We met half way between our respective homes and it was a mutual instigation.

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? We met at a hotel in the middle of nowhere and it was like we were old friends as we had spoken with each other over the last few months exchanging pictures, relationship and sexual histories.

We hugged and I asked if she was hungry, she said no and we booked a room and proceeded inside. Once inside, the first few minutes when the realization hit both of us why we were there was a bit awkward.

We both sat on the bed and began to kiss and the passion built very quickly and all nervousness subsided and we removed each others clothing. She had a bit of a mom body but her breasts were better in person than any of the pictures she sent.

I went down on her and she moaned and began rubbing her clit which was so sexy to me. She said she wanted to feel me inside of her so I put her legs on my shoulders and she guided me in her very wet pussy. I stroked her slowly at first and again she slowly massaged her clit. She kept saying how good I felt and how hard I was and she seemed to get wetter as she spoke out loud. She took one of her breast and began sucking her nipple which was incredibly hot to me and I told her so.

I flipped her over and she got on all fours and again she guided me inside her and kept her two fingers in a V holding herself open and with each stroke squeezing the head of my dick. The feeling was beyond awesome, I picked up the pace and began pounding her as she was no longer on all fours but laying on her belly, moaning and being very vocal.

At that point we were very sweaty and she was very red and we needed a few minutes to cool down. I got up and got us a bottle of water which we shared. We talked for a few minutes and picked back up where we left off.

She began sucking me for a while and got me nice and hard to which she complimented me on again. She gets on top and is riding me with a good pace and staring into my eyes telling me she wants to feel me explode inside her. Next, she reversed cowgirls on me and I can feel her rubbing here clit while going up and down on me and clenching her pussy. I was definitely ready to come and told her so and proceeded to fill her up. It was so intense I felt my hamstrings pulling and my legs shook uncontrollably for a few seconds. Needless to say it was very intense.

We probably had sex 3 or 4 more times before we checked out the next morning.

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? Now, we were very hungry, showered and went to get something to eat.
She said it had been a long time since she had sex that intense and it was her first time cumming from penetrative sex.
I definitely wanted see her again and we began a relationship that lasted about a year and half. We stopped seeing each other because of our schedules and the distance between our homes.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Sterilization, Discussed STI testing history

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, Emotional intimacy, closeness, connection, Thought it was an important experience to have, To feel more desirable, To feel more confident, Making new friends

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. He couldn’t believe that the relationship had evolved from the way we met. He was genuinely happy for me.

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? A little bit

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? I met a great person and under different circumstances, we probably could have had a future. Got to see a different part the country.

What was the WORST thing about this hookup? Her not understanding, I could not leave my area as I was established in my career and the move would not have made sense for me financially.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Not at all.

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

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

Anything else you want to add about this hookup? Thank you Sunshine and I did love you during our time together.

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? Casual sex was never an issue for me as I am a very direct person. Most people would be surprised how asking direct questions can result in casual sex.

What do you think about the Casual Sex Project? I have enjoyed reading the stories for a couple of years. I just wish some of the stories weren’t embellished as much as they seem.

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