What’s your gender? Man
How old are you? 42
What’s your race/ethnicity? Mixed / Multiracial
What continent do you live on? North America
What country and/or city do you live in? Oakland, California
Highest education received: Some college (not currently in college)
What’s your occupation? Military
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)? 25
How many hookup stories have you here posted before? 0

SeaTac Hotel Tale

How long ago did this hookup happen? 1week

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

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? She was a beautiful woman with blonde highlighted hair in a tight black stretchy dress. A little older than me, 45–47 I think. I’m 5’9” and she must have been only 2 inches shorter which I’m not quite used to anymore, it was nice. She was attending a Dental Hygienist coaching workshop with a thirty five or so other attractive younger girls and I had seen them all during breakout activities and in the restaurant and bar in the evenings that week. We (about twenty of my crew, military) had been in the hotel for three weeks so far and struck up some conversations with people before. This night I came down to smoke one last cigarette on the back patio and talk to family on the phone. I spoke for about an hour off to the side. I could see her sitting with some friends at a table so I finished my calls and sat down.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I sat down and she was across the table talking with my friends. She made her way next to me by saying “I like him, he’s quiet” as my friends were being loud. We were both a bit drunk and it started to turn into her touching my arms and legs and me starting to return the brushes, looking at me constantly as her friend continued to talk with my friends. A third woman sat down with us as it seemed like we were all having fun and eventually left when the front desk staff informed her that her husband was looking for her. Eventually, it was down to her and her friend and my friend. We were engaged in conversation and somehow she didn’t realize I had a room at the hotel and the part about me staying there for weeks turned into people hooking up at hotels. “Was that even a thing?” We asked each other. It went on like that for a couple minutes and I finally looked at her and said, “Let’s find out…” I got up and stood next to her and she stood up without saying anything else. I’d never been that smooth in all my life. We walked towards the door leaving our friends not saying a thing and went into the lobby towards the elevators. I was waiting for her to stop me but it didn’t happen. We were in the elevator and she asked what floor I was on. It was her floor. We were walking and she kept saying “this is so weird, I’m so old…” I said you’re not and told she was beautiful. We got in the room and she went to the bathroom. I sat on the bed and waited. She came out thirty seconds later and laid on the bed. She was still saying how weird it was and couldn’t believe it saying she’d never done anything like this before. I told I hadn’t either. We kissed and messed around for a few minutes and she repeated “I don’t even know you” with a smile on her face and I replied the same. I said “ Hi Ja****, I’m Ro***” . I asked her if she wanted to keep going and she was not saying no. I sat up in the bed with her behind me and said we didn’t have to do this a few times. I thought she was saying no but she was replying “no, let’s do this” and pulled me back down. Then she pulled her tight dress off and saw she had already taken her panties off in the bathroom. She had a beautiful body for someone ten years younger than her. Smooth skin, and a very firm butt

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? She was lying on her back naked and I went to give her oral but she pulled me up and said nope. I entered her smoothly and kissed her breasts. She told me to kiss her which I think is so hot while doing it. I started kissing her neck and she whispered “you can’t cum in me” “don’t cum in me” which got me even hotter. So without control… I did… we laid side by side for a minute and she put her dress back on. We talked, then I said I want to fuck you again. She looked and said yes. This time she pulled her top down and bottom up. We started again. We went for about ten minutes when I tried to get her to be on top but she pulled back. A few minutes later I pulled her on top but just motioned up and down not really seeming to be into it so I got back on top. Later, I pulled her close to edge and I stood up, holding her legs then got back down. I laid on top again and slowed down. She whispered that my cock feels so good. I could now feel the under tip of myself riding the back wall inside her and she was moaning. She finally started thrusting herself toward me. I felt that for a while and finished outside her. We laid for a second then I pushed up and saw a T-shirt laying on the nightstand. I grabbed it and put it on her stomach and withdrew. She said wow but I can’t tell if she was offended by that or it was just a regular wow. She got up looking for her panties and fixed her dress that was still around her waist. Her body was amazing. She went to the bathroom and returned. I was standing and we were next to the door. I don’t remember if we kissed again but I think we did. She exited, turned all the way around and looked at me and I looked at her and said goodnight. I watched as she walked all the way to the opposite end of the floor and into her room.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than one

Did your partner have an orgasm? I don’t know

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 next day was a Friday and I arrived back at the hotel from work around 2:30pm and saw her friend walk by from a distance. I thought they were supposed to check out that morning, I sort of panicked. I was going to be picked up that afternoon by my stepbrother to spend the weekend at his place. I went up and rushed to pack my stuff. I had to go back down to the lobby to pick up my laundry and this time her friend saw me and gave no reaction other than I know you. I went back to the room and packed, went back down and waited for my brother. All the hygienists we’re back in the conference room already but I waited conspicuously near hoping they would all come out again. I saw some girls come and go to the bathroom but never saw her again before my brother arrived.
I don’t regret what I did. I do regret the way it ended. I feel I could have been more of a gentleman and even walked her to her room. I should have told my brother to hold on and tried to see her again, maybe get more info as I would be back in the Washington next Spring for a couple months again. I’m not sure what she was expecting either though.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Withdrawal, I don’t know if my partner was on any (other) method

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Intoxication, I was feeling lonely, Just happened, I don’t know why, just went along with it

How intoxicated were you? Drunk/high but not wasted

How intoxicated was your partner? Drunk/high but not wasted

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? 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? One friend that was there.

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

Did you get emotionally hurt as a result of this hookup? Somewhat

Did your partner get emotionally hurt as a result of this hookup? I don’t know / I’m not sure

Do you regret this hookup? A little bit

Why do you regret this hookup? If I could do it again I would be more of a gentleman but I was so excited that I wasn’t thinking about that. I would do it again though and wouldn’t mind meeting her again.

I’ve been married to a beautiful Asian woman for 17 years and with her for 20. All throughout my twenties I’ve been with the same woman, although I have cheated once before and messed around with coworkers a couple times.
I get attached easily, maybe I’m a chump. Every time I’ve fooled around though, it steals emotional attention from my wife and she can feel it. But I still do it, like a chump…

What was the BEST thing about this hookup? The excitement.

What was the WORST thing about this hookup? The way that I treated her could have been better and not getting to talk to her the next day.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? It’s given me confidence after losing weight and knowing that someone other than my wife was attracted to me.

All things considered, how POSITIVE was this experience? Somewhat 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? Casual sex is alright. Is what I did right? No. I don’t regret the experience. I would do it again if it comes up the next time I’m in SeaTac.

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