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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

Hot Mom in the Store

How long ago did this hookup happen? Yesterday

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? Kelly was in her late 40s, dyed blonde hair, slender body, looked like she was no more than 100 lbs, stood 5’3″, nice round ass and firm A cups. I met Kelly while out grocery shopping. I saw her by the produce section and she caught my eye. She was wearing a white top with khaki capris and sandals.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I saw Kelly pushing her cart with her son sitting in the seat portion. I approached her and said hi to her. She smiled and said hi back to me. I kept shopping but kept checking her out. I saw her checking me out a couple times too. We met again over at the checkouts. I was behind her in line and we talked for a bit. I asked if she had plans for the day. She said she did not as she was off. I asked if she wanted to go grab lunch with me. She said yes, she would just have to drop her son off at the sitter first. I gave her my number and we both left. She called me about an hour later and we met up at a Mexican restaurant in town. We sat at the bar and had drinks and got lunch. She was super cute and very flirty. We had a couple more drinks and got comfortable. She moved closer to me and put her hand on my leg. We finished our 3rd drink and I asked if she wanted to grab drinks at a bar just down the road. She agreed and we walked outside. I asked if she wanted to just take my car and she agreed. I was driving towards the bar and she started rubbing my leg again. She asked if I wanted to just skip the bar and take her home. I asked how about a hotel as we were close to one and she said yes. We pulled in and I booked the room. We walked into the room and she locked the door. She came to me and began to aggressively kiss me on the lips.

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? I kissed Kelly back. We made our way towards the bed. She pushed me back on the bed and pulled off her shirt. She had on a nice lacey white bra. She knelt down and unzipped my pants and pulled out my cock. She started to pump it and then put her mouth around me. She looked at me as she sucked me as deep as she could. She only sucked on me for about 5 minutes before she got up and pulled down her pants and got on the bed and laid down. I got up and took my clothes off and got on top of her and began to kiss her again. I began to pull aside her panties and she stopped me. She said she had been divorced for almost a year now and had not had sex in that time. I said I would take it slow with her. I went down on her and kissed and licked her pussy to orgasm. I then got on top of her and pressed into her vagina. She was wet but very tight. I fucked her slow and deep. She had an orgasm almost immediately and a 2nd one after about 20 minutes. She asked to get on top and we switched positions. She lowered herself down onto me and took my full length. She stayed all the way down and just ground on me while I was inside her. She did this for about 10 minutes before she had another powerful orgasm. She asked if I was close and I told her not yet. She didn’t seem disappointed by that answer. I had her lay on her stomach and put a pillow under her hips so her butt was raised up a bit. I entered her pussy from behind in this position. She jumped a bit as I went in super deep. I stroked in and out of her with my full length for several minutes like this until I pulled her up into doggie. I began to really pound her now and grabbed her hips hard to get leverage. She put her face into the pillow and put back one of her hands on my arm and squeezed as I slammed her from behind. I felt her tighten and have another orgasm. It felt amazing as I was slamming her convulsing pussy. Once she was done she again asked if I was close and I told her yes. She said not to cum in her as she was not on birth control and asked me to pull out instead. I pulled out and she pushed me back on the bed and began to suck me again. She massaged my balls as she sucked. I was really close and she must have felt my balls tighten as she made eye contact with me and just sucked my head. I shot my hot load into her mouth. She swallowed it quickly and then took my cock in her mouth again for a few seconds. We both got dressed and left the hotel. I drove her to her car and she kissed me on the cheek and left.

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 messaged me this morning that she was free today. I had to decline as I had work and she sent me a sad face. I think she wants more than just a casual hookup.

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

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

How intoxicated were you? A little tipsy/high

What substances did you consume? Alcohol

How intoxicated was your partner? A little tipsy/high

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 with all her pent-up sexual frustration

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!