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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

Older MILF

How long ago did this hookup happen? Last night

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? For less than a year

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’s super skinny, very long legs, curly red hair, green eyes and an amazing ass. She is in her late 40s. I see her at my job almost on a daily basis. Our conversations usually just consist of hello to each other and we got each others names once. Her name is Hayley. I have found her quite attractive and have caught her checking me out too.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I was drinking at the bar around 4pm yesterday in town. There weren’t a lot of people there at the time. Hayley walked in by herself and saw me. She came and sat next to me at the bar and I bought her a drink. We talked a bit and she told me she was married. We had a few more drinks and she brought up the only reason she came into the store almost everyday was to see me. We started another drink and I felt her hand on my leg. She asked if I wanted to go somewhere else. I agreed and we finished our drinks. She got into my car. She asked to go back to my place as her husband was home. I said i couldn’t as my girlfriend was home too. We settled on a hotel not to far away.

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 we got into the room we started making out. She told me we had to hurry up because her husband would wonder. She pulled off her clothes and got on the bed. I joined her. She had a very skinny frame, nice cut abs and a perfect ass. I didn’t have a condom with me but she didn’t mind. I entered her with me on top. She was very wet and surprisingly very tight. We fucked and made out for several minutes. She then asked to be on top. I rolled her over. She pulled herself all the way up so just the tip of my cock was in her and slowly slid back down. She did this for a few minutes before she came. I rolled over on top again and pounded her as I shot my cum into her waiting pussy. I pulled out and she licked my cock. We got dressed and left separately.

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? Im not sure yet. Im hoping shell stop in again and i can get number to continue hooking up. Id put her in my top 5 sex partners shes amazing.

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? 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

How wanted was this hookup for your partner at the time? Very

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? Finally getting her in bed

What was the WORST thing about this hookup? Didn’t get a whole lot of time

What do you think about the Casual Sex Project? Love it

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

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