Best/worst hookups

[Benkf90]

Anyone want to talk about your best and your worst hookup experiences?

 

[USEDCAR]

Best: I was hooking up with a good friend at the time (Were not friends anymore) i haven't masturbated in a week and the end of the week we met at his place. I was hard as a rock and we made small talk and started leading to sexual things he started to suck my dick which felt good. I forced him around picked him up and toss him in the bed i lubed up my dick and his ass and slide it in his ass. We fucked for over 20 mins and it was amazing he rode it and we did it doggie style. I came so much inside him it was hott. I had a natural high feel good. We was giggling like little school girls while we was washing up.

Worse: I met an emt guy on grindr and it was the most boring sex ever. He had a tiny micro penis and he tried to choke me with his thing it lead too him being demanding and trying to choke me with his dick. He wanted me to chew on his dick like it was a steak i did that and i quickly finished him off and push him out his way.

 

[lexguy25]

Best: I was in Austin Texas for business when I was about 30. Found another guy abut my age and in the same boat on Craigslist. We emailed pics, he gave me his number, then met in his hotel lobby about 1:00 am and went back to his room where we hooked up until 3:30. We were both tops so no fucking, but we got naked and were all over each other rolling around the bed. He sucked me really deep. I sucked his nipples which he said no one had ever done before and he loved. Finally with him laying on top of me on the couch we both came on my stomach. Wasn't the single best blowjob or handjob or anything I'd had, and no intercourse, but the whole experience beginning to end was awesome.

Worst was a cute younger asian guy I also met online but he was really nervous and not into it and said it hurt when I touched him. No one had ever said that to me before so I don't think I was the problem. Then he froze up even more when he thought he heard his roommates moving around upstairs. He was nice enough to get me off with a handjob but I got out of there pretty quick.

 

[Hammy75]

Best: I was left behind by my friends at a party where I hardly knew anyone. The host was nice enough to include and introduce me to people. He was also gracious enough to let me stay the night and give me a ride home in the morning (we were both really drunk). We flirted a lot and ended up in his bedroom. He fucked me hard and good with his big cock well into the morning. We both came multiple times, one of mine being hands free (first time). He fucked me doggy style, missionary and I rode him hard (my favorite). Still get hard thinking about it.

Worst: I met an older guy online who exaggerated heavily. I was really horny, so I stuck it out. His tiny dick did nothing for me in the minute and a half that it took him to finish. I left as soon as he was done.

 

[MatttheBruinsfan]

Best: On vacation I had the bartender send what I thought was a cute straight guy out clubbing with his wife/girlfriend a drink to see if I could make him blush. Ended up hitting it off, left the nightclub for a romantic moonlit walk back to the B&B I was staying at, proceeded to have the best sex of my life. 19 years later we're still friends.

Worst: Went over to a guy's place to meet after answering a personal, he repeatedly commented that I didn't look like my photo in a way that implied I'd been deceptive. Dude, if you realize you're not attracted to me in person, no harm/no foul, but it doesn't mean you've been tricked or that it's a moral failing on my part.

 

[lexguy25]

To the top.
Would love to hear more of these stories.

 

[MoaningMike]

Best: when I was 18 I was in Toronto to see a Rush concert with my brother and his wife. We were staying at the Delta Chelsea hotel, and my room was on the 23rd floor with an outdoor balcony. It was a very hot July night and I was horny as Hell. When we got to our seats at the concert I ended up sitting next to a 20 year old blonde fox that was extremely friendly, I couldn't believe my luck! He was so hot that I felt myself getting hard while we talked. All I could think about was all the fun I would have back in my hotel room later that night jerking myself retarded! It didn't help that I was wearing gym shorts that hid nothing...at least I was sitting and it was dark. Once the music started he pulled out a joint and we got stoned. Weed makes me horny as fuck, only compounding my dilemma.
After the concert I invited him to come with me and my brother and his wife to eat, he agreed. He left his friends and came with us. It turned out he lived in a Toronto suburb, so he could get home easily. I invited him back to my hotel room to party some more, but we both knew what we really wanted. It was never discussed, it was like we were reading each other's minds, we wanted each other. The instant the door closed behind us in the room, he pinned me to the wall and started kissing my neck. After we kissed for a bit he dropped to his knees and blew me before we even got undressed. Once I was close to cumming he stopped and we stripped each other. We went on the balcony and sat on the deck chairs naked and smoked a joint. Then I sucked him off right there until he creamed my throat. I was rock hard, so he sat on my dick right there. He put his arms on the railing and I fucked him standing up. It was so amazing boning his bubble butt while we looked at the city all around us. There was a high rise apartment building across the street and we could see a man watching us fuck. It was a 90 degree night and we were sweaty after we came, so we took a shower. He didn't leave until I checked out at 11 am. All night and into the dawn we sucked and fucked.
Worst: when I hooked up with a guy who had been drinking. We went to his place and he must have drunk more than I knew about, because he fell asleep and started snoring......while I was blowing him! Talk about being insulted.