Vegas Trip

by Fitnessguy

What’s your gender? Man
How old are you? 33
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What’s your current relationship status? In a serious relationship (monogamous)
What’s your sexual orientation? Heterosexual

Vegas Trip

How long ago did this hookup happen? 3 years

What was your relationship status at the time? Dating casually

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? Vanessa was in her mid-40s with long dark hair, brown eyes, a few wrinkles on her face, not too bad looking, and a nice set of pouty lips. She had on jean shorts and a tank top. I met her out in front of the golden gate.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I was in Vegas with some friends. We had been up 2 days drinking straight and some gambling. We eventually ended up at the golden gate. I went into the strip club across from the golden gate, I don’t recall the name of it. Was a pretty shitty club. There was a large cover fee to get in and all the strippers were old and not too good looking. I did get a lap dance from one of the more decent looking ones there. I left shortly after and went back to the golden gate. I was standing outside at the bar drinking when Vanessa approached me. She was very drunk from what I could tell. She said she thought I was super hot. I said thanks. She asked if I wanted to go up to her room. Honestly, she wasn’t that bad looking but was definitely not my type. I was kind of horny from that lap dance and said sure I’d go with her. I followed her on foot to her hotel. During our walk, she held onto my arm. We exchanged numbers on the way. We got to the elevator and she couldn’t find her key. She was a shit show at that point and couldn’t figure anything out. I brought her to the front desk and they couldn’t find her in the system as having a room. She seemed really bummed. She was plastered drunk from what I could tell and I bailed on the situation at that point. I felt bad, but it was not my problem. It was about an hour later when all the guys were back together about to get food when she shot me a message. It was a picture of her naked. I showed it to all the boys and they gave me so much shit. They all basically pushed me and told me to go fuck her. We sent a few messages back and forth and she sent me her hotel name and room number. I went up not sure what to expect. She answered the door completely naked and pulled me in.

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 pushed me on the bed and pulled down my shorts. She went to work on my cock right away. She could improve on her skills that’s for sure. She was tight-lipped and just moved her head super fast. If you’ve gotten one of these blow jobs, you’ll understand what I mean. She stopped and asked me to fuck her. She handed me a condom. I rolled it on and she jumped up on the bed on her back. I got between her legs and pushed into her. She was a moaner and scratcher. She pushed her pussy up at me with every stroke. It wasn’t very enjoyable for me as I hate condoms. She was loving it though. She said she was going to cum so I grabbed her legs and pounded her pussy hard. She literally screamed the whole time. It was awkward sex. When she came I asked if we could do doggie. She said sure and rolled over. I asked if I could take the condom off. She asked if I was clean. I said yes. She said okay but not to cum in her. I said okay. I pulled the condom off and spit on my dick. I pushed into her pussy raw. It felt much better. I grabbed her sides and began to drive into her. She was moaning loud again. It did not take long to get close without the condom. I started to cum and pulled out. I did shoot once into her before I pulled out and came on her back. She asked me to get a towel and I did. I said I had to leave and she got mad. I just walked out without another word.

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? I ended up walking back to my hotel and told the boys all about it.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None, Condoms

What were your motives for this hookup? Fun, pleasure, horniness, Intoxication

How intoxicated were you? Completely wasted

What substances did you consume? Alcohol

How intoxicated was your partner? Completely wasted

What substances did your partner(s) consume? Alcohol

How wanted was this hookup for you at the time? Somewhat

To whom did you talk about the hookup? How did they react? All the guys I was with

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? Somewhat

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? No effort put in for the dtf.

What was the WORST thing about this hookup? Her being too drunk to know where her hotel was.

All things considered, how POSITIVE was this experience? A little positive

All things considered, how NEGATIVE was this experience? Not at all negative

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