What’s your gender? Man
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Arkansas
Highest education received: College degree (eg., BA, BS)
What’s your current relationship status? Engaged/Married (monogamous)
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 17
How many hookup stories have you here posted before? Many
How long ago did this hookup happen? 3 years ago
What was your relationship status at the time? Same as current status
How would you best classify this hookup? Fuck-buddies / Booty call
How long did you know the person before this hookup? For less than a month
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 was beautiful. Red hair, pale skin, small perky tits, thin with multiple tattoos. We had met when I responded to a Craigslist ad and had been fucking regularly for weeks.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Per our agreement, I sent her partner a message via an instant messenger app to secure a day and time that she would be free. She worked retail, and her days off changed. We would meet at 830 in the morning, giving her enough time to get her son to school, get back home and be ready for me. Each time, the door to her apartment would be unlocked and I would let myself in. She would be waiting in her bedroom, in whatever manner I had requested: naked and blindfolded, wearing a particular lingerie I liked, masturbating when I walk in, etc. This particular time, I wanted to walk in and find her working her ass with a dildo.
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 arrived on time, let myself in and went back to the bedroom. As requested, she was laying on her back with a huge dildo in her ass, working it in and out. I walked n, and got undressed. Instead of jumping right in bed, I stood there and watched for a bit. She gave me a “come fuck me” look and I crawled in bed. She removed the dildo from her ass and crawled in-between my legs, which I spread to accommodate her. She lifted my balls and placed her tongue at the base off my scrotum and ran it from there, slowly, all the way to the tip of my cock. Then, using the underside of her tongue, ran it back down to the base of my cock. She took her time, working up and down my cock, using the top side of her tongue on the way up and underside on the way down. The texture difference between the two was awesome. She then took my cock in her mouth and started sucking, while using her hand to massage my balls. She was a master at working a cock. I never had to say anything about what I liked or wanted, she would respond to the way my body moved and the way my cock would twitch and throb when she did something that felt really good. She would give me just enough of that to bring me to the edge, then would move to something else, like licking my balls, until I had calmed down, then would go back to it. Each time she felt me swelling up to release, she would look up at me, make eye contact . . . like she was saying “not yet” with her eyes, smile and move to another area. This was extremely erotic. She did this, build me up then let me relax, for about 15 minutes, then, finally, she let me cum. It would always catch me by surprise. She had brought me to the edge so many times, that I would expect her to back off. When she finally didn’t, I would cum extremely hard. She loved being in control of my orgasm. When she finally decided it was time, she would suck my cock relentlessly, well past climax. She wanted every drop of cum in her mouth.
Once she had enough, she got condom, put it on me, and plant herself firmly at the base of my cock. We always started this way, amazing blowjob, then her riding me. She knew my body. She knew after a blowjob like that, I had no energy to take the lead. She slowly, and gently worked herself up and down my shaft. Her pussy felt amazing, relaxing to take me in, then squeezing on the way back up, like she didn’t want to let me go. She had masterful control of the muscles inside her vagina. Once my cock was back to normal sensation, she leaned all the way back, where her head would be at my ankles. In this position, my strong erection pressed firmly against her G spot and she began to rock her hips to cause friction. This also gave me unobstructed access to her clit, which I would rub with my thumb. The combination of the two was more than she could handle and in short time, she started moaning loudly and convulsing as an orgasm washed over her body. I continued to work her clit until she couldn’t take anymore and she came back up and finally rested herself on my chest, my cock still deep inside her.
By this time, I was back in full “fuck mode”, so I rolled her over on her back and began to thrust, slowly but forcefully and deep. I made sure every inch of my cock was firmly inside her before I would pull out . . . all the way to the tip, then back in again. She was still sensitive from her orgasm and this drove her nuts. She would say things like “thats it” or “holy shit” or “don’t stop!” with each thrust. I loved hearing talk during sex. I continued this, but was slowly building up speed. Once she wasn’t as sensitive, she loved it hard and fast. When I could tell she was ready, I flipped her over, pulled her up on her hands and knees and stated fucking her as had and fast as I could. I grabbed her hips and pulled them towards me with each thrust. I love the sound of skin slapping against skin and combined with the sounds she was making, it was amazing. She reached up and put her hands on the wall in front of us and braced herself as I found my rhythm.
I was really driving my cock hard when I looked over and noticed the dildo she had in her ass earlier. So, I pulled out of her pussy and pressed the head of my cock against her asshole. She looked back at me, over her shoulder, and said “fuck me”. I pushed gently against her and finally felt the head of my cock break through. I was going to slid in gently, but she pushed her hips back, causing my cock to drive deep inside her ass. She mad a deep gasp for air, then with a primal grunt said, “FUCK!!” I took this as an invitation, so I did. I picked up where I had left off, pounded my cock deep and hard into her ass. I didn’t think about lube, since my cock was plenty slippery from her previous orgasm. But eventually, that wore off. I could tell the friction was getting a bit much, so in once quick movement, I pulled out of her ass and dove right back into her pussy. She had been rubbing her clit while I was in her ass and had nearly worked herself up to another orgasm when I switched back. it only took a few thrusts to maker cum again and she collapsed on the bed beneath me. I was still sitting up on my knees, so she rolled over to me, took off my condom and started stroking my cock while licking the underside of my scrotum. She pulled my cock down towards her face and started flicking her tongue up and down my shaft quickly. She then closed her mouth, pursed her lips like she was going to kiss my cock, but stated moving her lips up and down my cock. This was all it took and I shot my load across her cheek, hitting her neck and the bed.
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 laid there for a few minutes catching our breath, then I got dressed and left. This was the typical ending to our meetings. She knew I would be back.
What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Condoms
What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s)
How intoxicated were you? Not at all (no alcohol or drugs)
How intoxicated was your partner? Not at all (no alcohol or drugs)
How wanted was this hookup for you at the time? Very
Did you consent to this hookup at the time? I gave enthusiastic consent
How wanted was this hookup for your partner at the time? Very
Did your partner(s) consent to this hookup? They gave enthusiastic consent
To whom did you talk about the hookup? How did they react? No one
What was the BEST thing about this hookup? How in tune she was with my body and how much she loved anal sex
What was the WORST thing about this hookup? Having to go to work, lol.
Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? It made me wonder how many more women like this are out there. I’ve yet to find any.
All things considered, how POSITIVE was this experience? Very positive
All things considered, how NEGATIVE was this experience? Not at all negative
What are your thoughts on casual sex more generally, the role it has played in your life, and/or its role in society? What would you like to see changed in that regard? Love it
What do you think about the Casual Sex Project? This is the first and only time I’ve ever shared my sexual experiences. It’s good to have an avenue to share with like minded people.
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