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What’s your gender? Man
How old are you? 32
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

Sexy Redhead MILF

How long ago did this hookup happen? Today

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? Kari was around 5’4″, with long natural red hair. She was very petite, had a very tight ass, and decent A cups. I met her at the store when I stopped to get some essentials while traveling. Kari was smoking hot, wearing grey pinstripe dress pants and a green top.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I was shopping in the store and made my way to the body wash aisle. Kari walked into the aisle with her young son. I noticed her right away and checked her out. When Kari reached for body wash on the very top shelf, her shirt came up a bit and I could see her black thong hanging out. When I looked up, she was smiling at me. She asked if I could reach the body wash for her. I got one down and handed it to her. She thanked me and left the aisle. I ended up going down the next couple of aisles to grab a few items. I was looking at deodorant when Kari walked into the aisle. I asked if she was following me jokingly. She replied back maybe with a little laugh. I introduced myself to her and she did the same. She asked if I was just traveling through, as most of what I had was travel size. I told her I was just in town for tonight as I would have to be on the road in the morning. She thanked me for my help earlier and smiled. I suggested if she wanted to thank me maybe we could grab dinner later. She blushed a bit and said she was married. I joked that she didn’t say no. She smiled and said thank you for the offer and left the aisle. I was in line to pay and looked behind me as I was about to pay. Kari was directly behind me putting her items on the belt. She smiled at me again. I finished paying and grabbed my bags. I walked back to Kari. I asked once more if she would be willing to go to dinner tonight. She seemed hesitant to say no this time, so I asked if I could give her my number and if she changed her mind she could text me. She agreed to that. I went back to my hotel and I received a text from her around 7. She said she couldn’t go to dinner since she wouldn’t have much time, but she could grab a quick drink with me if I liked. I agreed and gave her the address to the hotel since there was a bar downstairs next to the lobby. Kari arrived wearing the same clothes as before and joined me at the bar. She smelled like sweat and perfume. She seemed a bit nervous. I asked what she was drinking. She told me a whiskey sour and I ordered the same. She basically downed her drink. I asked if there was something wrong. She said she was just nervous. She asked if it was okay if she had another. I said sure and ordered another round. She sipped on this one slower. Kari asked me why I had invited her out in the first place and I told her I found her super attractive and wanted to fuck her brains out. Kari looked absolutely stunned. I asked if that was too much. She apologized and said no one had ever spoken to her like that before. She then told me we would have to be quick so her husband wouldn’t get suspicious. I downed my drink as did she and we went to my room. As soon as we got in the door, Kari was pulling off her shirt and pants. I followed suit.

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? Kari had on the black thong from earlier with a matching bra. I stripped down to my boxers and I pulled her in close to me. We started making out with my tongue down her throat. I grabbed her ass and picked her up. Kari wrapped her legs around me as I carried her to the dresser in the room. I set her on the dresser as we were making out. Kari pulled my boxers down and stroked my cock. I pulled aside her panties and stuck a finger into her. She was super wet and tight. She moaned a bit as I fingered her on the dresser. Kari released my cock and I pulled her to the edge of the dresser. I tried to pull her thong to the side more so I could put my cock in her. Her thong wasn’t moving enough so I grabbed it and ripped it off of her. She really liked that. I then rubbed my cock up and down her small wet hole. She bucked a bit as I did this. I pushed into her as I pulled her towards me. She moaned very loudly. I fucked her as hard as I could, the mirror on the dresser banging against the wall. I picked her up and brought her to bed. I pinned her down on the bed with her legs spread wide and pounded her tight hole. She had an orgasm almost immediately. She wanted to get on top after cumming. She sat down on top of my cock and ground on me. It felt great. She rode me for only a few minutes before she looked at the clock. She said we had to hurry because she needed to go soon. She got off of me and I bent her over the dresser. I entered her from behind, grabbing firmly on her sides as I drove into her. She was moaning very loudly at this point. I kept slamming into her and told her I was close. She told me that she was too and not to stop. I kept pounding her pussy as I began to cum. It was a very intense orgasm for both of us. I pulled out and she turned around. She kissed me and hurried to the bathroom. She came out just a minute later and left right away without a goodbye.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, 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? She texted me around midnight.  She told me her husband didn’t pay attention to her anymore and thanked me for noticing her. She asked if I’d text her the next time I passed through.

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

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s)

How intoxicated were you? Small amount of alcohol or drugs, not enough to feel it

What substances did you consume? Alcohol

How intoxicated was your partner? Small amount of alcohol or drugs, not enough to feel it

What substances did your partner(s) consume? Alcohol

How wanted was this hookup for you 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? I don’t know / I’m not sure

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? How hot she was

What was the WORST thing about this hookup? I didn’t get more time with her

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

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

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