What’s your gender? Man
How old are you? 31
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Usa
What’s your sexual orientation? Heterosexual
How long ago did this hookup happen? Saturday last week
What was your relationship status at the time? In a relationship (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? I was out of town for work and had to stop into the bank in town I go through. Caitlyn was working the counter when I walked in. She was in a pair of dress pants with a womens blazer on. She was shorter, big brown eyes and had her brown hair in a ponytail. She was pretty cute too. I took out some money and stood and talked to her since I was the only one in line. I noticed she had a ring on her finger as well.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I flirted with her for a while and she didn’t seem to mind. I asked her for a restaurant reccomendation. She mentioned a couple places that I had seen coming into town. I made sure to ask how far they were from my hotel to let her know I had a room. I asked if she would want to come to dinner with me. She said, “That’s sweet of you.” Then she just smiled. I asked for her number. She hesitated and then said I could leave mine if she decided to join me she would text me. I agreed to that and left. I went to dinner alone which is what I expected to happen, particularly because of the ring on her finger. I bought a bottle of crown and a bottle of coke. Then ended up sitting in the hot tub at the hotel drinking. It was around 8pm when I got a text from Caitlyn. She apologized that she couldn’t go to dinner with me. She asked if I had plans for the night and said we could maybe grab a drink somewhere. I explained that I was on my 2nd crown and coke at the hotel and how I was already in the hot tub. I sent a text and told her she was welcome to join me. I didn’t get a response until I was pouring my 3rd glass. She asked where. I sent back the hotel name to her but never got a response back. A few minutes later caitlyn walked into the pool area with a bag and said she was going to change and be right out. When she came out of the changing room, she was wearing a hot pink bikini (which did not cover her breasts very well) and small hot pink bikini bottoms. She was in really good shape which I didn’t notice at the bank. She came over and joined me in the hot tub. I grabbed one of the plastic cups I had brought down and poured her a drink. We talked a bit about her work and then I noticed her ring wasnt on anymore. She saw me looking and said she took it off when she changed. I said I didn’t mind. She just smiled and I mentioned how incredible she looked in her bikini. She responded with a thank you and was surprised someone like me had asked for her number. By my fourth drink she had caught up to me and had moved next to me in the hot tub. I put my arm around her and we finished our fourth drink together. I then invited her to my room. She agreed. She grabbed her bag and followed me.
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? Once in the room I expected her to be nervous but it was just the opposite. She pushed me back onto the bed and pulled off my swim trunks. She undid her top and let her breasts free. They were very nice with bigger aerolas and tiny nipples. She took my cock into her mouth and gave me incredible head. She rubbed my balls and also pressed up on the nerves under my balls. She was able to take nearly my entire cock without gagging. She was so damn hot looking at me wih those big brown eyes I ended up cumming in her mouth. She didn’t stop sucking but kept it in her mouh the whole time. When I was done she swallowed my cum and thanked me. I asked why and she said she loved giving head and swallowing but her husband wouldn’t ever let her. She also said the only thing they did was have missionary sex once a week and it was so boring. I was still semi hard and asked if she wanted to have sex. Her response was taking my cock into her mouth again and getting me hard. She sat up and pulled off her bottoms. I reached for a condom and put it on. She looked a little dissapointed and I asked why. She said her husband wouldn’t ever fuck her without one. She put her hand on my dick and started to roll the condom off of me. She asked if I would mind not using one. I didn’t mind at all. She then got on top of me and put the head of my cock at her pussy and slid down onto it. As soon as it was inside her she came really hard. She rode me ontop until she came again. She then said she wanted me to fuck her rough doggy position. I pushed into her from behind and grabbed her hair. I pounded her pussy as hard as I could and she said she was going to cum again. I told her I was close to and she told me to shoot it in her. I let go of her hair and grabbed her sides and slammed into her deep as I came. As I did she had another orgasm. When she saw that it was after 11pm and asked if she could stay with me. She would have one of her friends cover with a story. We ended up falling alseep.
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? We woke up and hopped into the shower together. In the shower we made out and touched each other but nothing else sexual happened. We came out and she pulled the towel off of me and gave me another amazing blow job until I came in her mouth again. I said I’d let her know if I was near her again in the future and we could meet up.
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, Attraction to partner(s)
How intoxicated were you? Drunk/high but not wasted
What substances did you consume? Alcohol
How intoxicated was your partner? Drunk/high but not wasted
What substances did your partner(s) consume? Alcohol
How wanted was this hookup for you at the time? Very
How wanted was this hookup for your partner at the time? Very
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
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