What’s your gender? Man
How old are you? 30
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
Highest education received: College degree (eg., BA, BS)
What’s your current relationship status? Engaged/Married (monogamous)
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
Red Headed Affair
How long ago did this hookup happen? 18 months
What was your relationship status at the time? Engaged/Married (monogamous)
How would you best classify this hookup? Fuck-buddies / Booty call
How long did you know the person before this hookup? For 1 to 3 years
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’ll call her K. K was a college senior with me at the time. A gorgeous redhead with pale skin and green eyes, K was about 5’6 and 115 lbs with C cup breasts and an ass that she hid well. we shared a few classes at the time and were part of an organization together. Our relationship was pretty professional as I was married and 9 years older than her. We would talk in passing or in class but keep it superficial. Occasionally, we would grab drinks as a part of a larger group of our peers in which I would tease her about how much of a lightweight she was or the typical ginger jokes, but nothing more. Eventually, we began sending messages to each other on Snapchat, very superficial at first and not exclusive, just the messages showing something funny or something along those lines. Over a few weeks, the picture messages developed into DM using Snapchat. Talking about how the summer break was between junior and senior year and venting about being bored. I’d vent about the kids or wife and how school, work, and the family were becoming a huge stressor. Fast forward to spring of our senior year and the messages had developed into pretty serious flirting and talk about fucking each other without ever crossing the line of saying that we wanted to. We had been out to grab drinks alone a few times at this point but neither she or I had made any moves. Finally, one afternoon while flirting on Snapchat I mentioned that if I never wanted to get caught with something, then it was too easy for me to avoid being caught. We made plans to grab a drink that Friday. Friday night came without any issues and we went out for some dinner and drinks. Since I picked her up from the dorms on campus, we made our way back to drop her off at the end of the night. I made a comment to the effect of “are you going to ask me up to show me your place” to which she said we could grab a drink in her room. We went up together with my heart beating in my throat.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We got into her room and she went to the bathroom. I took a seat on her couch and waited for her to come out. As soon as she did she walked over looking rather shy, making small talk and eventually standing over me as I sat on her couch. I grabbed her by pants and pulled her down to straddle me and we started making out vigorously. I grabbed her, stood up with her legs wrapped around me and carried her upstairs to her bed in her loft.
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 started to strip off her clothes as we got to her bed. Before long she was laying spread eagle in front of me, perfect c cup tits with pale nipples and her pussy red against her pale skin with excitement. I immediately dropped to my knees and wrapped my mouth around her clit. As I love and take pride in my oral game, I savored the experience as she gasped each time I would suck on her clit or slide a finger inside of her. After about 20 minutes, she undid my pants and went to her knees in front of me, attempting to give me head. I say attempting because she had an extremely sensitive gag reflex and would stop once she got past only the head. Figuring I better take over, I laid her down and slid my cock into her. She was much tighter than I was used to or expected. We fucked in all positions after she let it slip that she had only fucked in missionary (her ex was a controlling and abusive asshole). As I came near to climax, I asked if she was okay with me cumming inside of her. She knew I’ve had a procedure done couldn’t get her pregnant and began to ride my dick harder, squeezing herself around it as if begging for my cum. After I came inside her, we laid there exhausted and excited from what we just did.
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? We continued to hook up a few times each day in between classes. She really came out of her shell and used to love to take my cum inside her pussy, slip her panties on, and go to class. She said she loved feeling it drip out of her in class and remind her of us fucking. Eventually, after graduation, we broke it off as we went our separate ways.
What precautions did you take to prevent STIs and pregnancy? (Check all that apply)
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
You have a hookup story to share? Submit it here!