The Best Lover Of My Life So Far



What’s your gender? Man
How old are you? 25
What’s your race/ethnicity? Middle Eastern
What continent do you live on? North America
What country and/or city do you live in? Chicago
Highest education received: Post-graduate degree (currently pursuing)
What’s your occupation? Scientist
What’s your current relationship status? Single
Religious affiliation: Agnostic
How religious are you? Not at all
What’s your sexual orientation? Bisexual
Any other term(s) that describe your sexuality or sexual identity? Heteroromantic Bisexual
How many sexual partners have you had in your life (including oral sex)? Sooooo many
How many hookup stories have you here posted before? 5: “my first dick” “first threesome and getting slammed in the parkinglot” “jack off session turns anal” “public blowjob” and “hookup with my neighbor”

The Best Lover Of My Life So Far

How long ago did this hookup happen? This year

What was your relationship status at the time? Single

How would you best classify this hookup? Fuck-buddies / Booty call

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? My partner was a 34-year-old African Amercan guy. He is about a foot taller than me; just enough that I have to stand on my toes to kiss him. He has the biggest softest lips in the world and they are just perfect for kissing. His body is slim and fit, he keeps his hair short, and the rest of his body is virtually hairless. His dick isn’t the biggest dick, but it’s better than average and he has nice thick foreskin which makes it slide so nicely when I stroke up and down his shaft. He has also reached places in me that bigger dicks can’t. He and I had been chatting on grindr for a while. He was smart and sweet and made excellent conversation. He didn’t send nudes, but we seemed like an excellent match. He was in an open relationship with another guy around his age, and I wasn’t looking for anything serious.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? So, I was exceptionally drunk and horny one night. So much so, I ubered to another guy’s house and sucked his dick. After he came in my mouth I felt a bit empty and even hornier than before and I wanted more dick. I messaged this guy I’d been talking to before, and we both decided that even though it was 2 in the morning, we were both extremely horny (precum was literally dripping from my cock all over my table top and I couldn’t be satisfied just by jacking off). He asked me if we should do this and I said yes. So I ubered to his apartment.

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? He let me in and we started kissing. I instantly loved his lips, technique, and passion. I dropped to my knees and unleashed his dick and did my magic on his cock. He got me onto the bed for some more oral and in a surprise he went down on my hole for a very long time. He got on top of me again and fed me his dick and then flipped me over and ate out my hole some more. I could tell he really loved it which was an amazing thing to find! Then he asked me if I wanted him to fuck me and I eagerly said yes. He slipped on a condom and lubed up my hole and his cock, and gave us both poppers. He grabbed my shoulders from behind and whispered how sexy I was in my ears as his tip prodded at my hole. We began to passionately kiss and he slowly eased his way inside of my ass. We fucked in so many different positions. Once I was comfortable with him inside of me, it felt great. I rode his cock and we kept switching back and forth, loving each others’ bodies. Eventually, he came all over my ass and back and cleaned me up. Then we cuddled and fell asleep. At some point in the night, I got horny again and for the first and only time in my life I climbed back on the dick that had already fucked me and tried to have a second go. At some point though, we both decided we were tired and went back to sleep.

How sexually satisfying was this hookup? Very

Did you have an orgasm? No, but I was close

Did your partner have an orgasm? Yes, one

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? I got up in the morning and got a ride home. We texted about it all day the next day. He was in an open relationship, but wanted to keep fucking me. He wanted me to be a third boyfriend in his relationship and I was interested, but said I wanted to keep dating women, which he said no to…? Which was stupid if he’s in an open relationship anyway. The next time we fucked, he brought his boyfriend and it was a bit weird. He was super distant and less passionate. They took turns fucking my ass and his boyfriend was even bigger in the dick department. Eventually though, his boyfriend noticed the two of us seemed to enjoy each other more than he and I did and so he tapped out and watched his boyfriend finish with me from a chair in my apartment.

After that, he said they were going to stop being open and we should stop seeing each other. I was fine with that A) because I met an amazing woman I really wanted to pursue, and B) because sex with him had been so good I thought I wouldn’t even need to fuck another guy since it would just be lousy as per usual anyway. Recently though, he hit me up and said he and his bf agreed to having a hallpass and he had chosen me, but we couldn’t do romantic stuff like cuddle afterwards. I went to his place and we fucked and it was pretty much just as great if not better than it was before, although it hurt when he was starting out a lot because I hadn’t been fucked for a while. Then I stopped seeing him because I was really trying to get things off the ground with the girl I like, but that kinda crashed and burned, at least for now, so I met him again tonight. He came over and we fucked in my bed for exactly an entire hour it was super sexy and he said he’s not sure how we can top that one ;). He fucked my face while licking my toes, so my dick was up against his tight ass. He ate my ass so good, and licked my balls, and I rode him super good. I slapped his sexy tight butt and fingered him while he fucked me and eventually he came buckets of hot white cum all over my ass and made a huge mess. He said he hadn’t cum in days, and it showed. He really likes when I ride him and says he wants my ass to be his. I always feel like I want him to stay inside me forever, but after a while it does start to hurt. My legs were shaking uncontrollably towards the end of the fuck, and afterwards it does hurt.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Withdrawal, Condoms, Discussed STI testing history

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, Emotional intimacy, closeness, connection, Hoping or expecting it would lead to something more, Thought it was an important experience to have, Intoxication, To feel better about myself, To feel more desirable, To feel more confident, To cheer myself up, I was feeling lonely, Power / Dominance, Submission / Relinquishing power, Making new friends, Didn’t want to disappoint my partner, Boredom, Just happened, I don’t know why, just went along with it, It was easy / convenient

How intoxicated were you? Drunk/high but not wasted

What substances did you consume? Alcohol, Poppers (Amyl Nitrate)

How intoxicated was your partner? Drunk/high but not wasted

What substances did your partner(s) consume? Alcohol, Poppers (Amyl Nitrate)

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 but him but he told his boyfriend, I think.

How would you best summarize people’s reactions about this hookup? Neutral

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? Not at all

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? The passion of the sex is unmatched by any sex I’ve ever had. He is so into everything and pushes my boundaries and I do anything to please him. He also lasts a super long time.

What was the WORST thing about this hookup? His possessiveness of me despite the fact that he’s in an open relationship. He lasts a really long time which is good and bad. I still haven’t had the chance to cum while he’s inside me.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Yeah I mean it makes me realize that sex can be way better and how much more passion matters than just the act of fucking. I hope this will make me a better lover as a top and to women as well. I am sure this sex has changed my life and I will never forget it.

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? I have definitely been unhealthy in my risky sexual lifestyle, but I also love sex and don’t regret most of it. I wish I had more casual sex with women and I wish I din’t catch feelings for the women I sleep with so badly.

What do you think about the Casual Sex Project? I love casual sex project, but I wish I could see the comments of the people who read these stories. It would be interesting to read their reactions.

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