What is the Strangest Thing that has Happened to You at a Hook-Up

[Falls727]

I hooked-up with this guy at his place. I thought it would be typical meet-up. I walk in and the guy is wearing a cowboy hat and boots, and is fucking his shop vac. I just stood there staring at him. He looks at me and says, “come join the fun!” I’m all for kink and I’m a piggy whore, but somehow that was a huge turn-off! I slowly closed the door and left. I will forever have his face burned into my mind as he was fucking the hose pipe and yelling giddy-up!

[Latin1990]

I was visiting Hell’s Kitchen and came to a top apartment he received me with a gun in his arms ,  I panicked and say sorry I have to leave but then he apologized and told me he was cleaning it all of his place was full of guns in the wallet because he collects them, it was a quick fuck but he kept telling me I have the ass of a black woman(I am Latino) and that turn he on calling me Beyoncé he kept fucking me with the gun in his hands until he cum and I left feeling weird hahaha  

[BarebackedBear]

I'm not sure how strange this was, versus maybe being comical or even a little bit sweet. I prefer more mature men, and in my mid 20s I once hooked up with a guy in his late 70s. He could still get a boner like blue steel, God bless him. This was the early days of Viagra.

I got on the bed, on my back, feet on his shoulders. He said to me, "Prepare yourself, young man. I'm going to ravish you!"

I'm sorry, you're going to what me? 🫠 I had to look up that particular Great Depression era slang later when I got home. He was living in a retirement community and his apartment was like a time capsule, complete with doilies, pictures of his deceased wife and kids (who were older than me), a huge console style TV in the corner, and I kid you not, a candy dish with butterscotch candies on the coffee table.

He had a tub of Alboline on the nightstand we used for lube and for a brief moment I wondered how old it was and if his deceased wife had used it to remove her makeup. Pretty quickly I pushed that thought out of my mind, deciding that was a door best left closed. 

Gramps fucked me like a damn demon that night, even with a hip replacement, as his deceased wife watched from a photo on the dresser. We spent time cuddling and talking afterwards and he gave me some "fatherly advice." I got the feeling he didn't have many visitors.

I went home gaped and raw and leaking, with a few of those butterscotches in my pocket. I still think about him today.

Edited August 25 by BarebackedBear

[topblkmale]

 

While lubing a Grindr cum dump’s hole - door bell chimes and in walks some other top from Grindr. 
 

I gathered my clothes, dressed in the bathroom and left. 
 

I don’t do guest appearances. 
 

Inner city safety concerns. 
 

[Poz50something]

Happened about 2 years ago - had a very rare connection with a guy on BBRTS, because there's quite a number who wanna sell you meth, and I don't do drugs from strangers. This guy's announcement was that he was versatile - great. I am too. This means strictly 50 -50 on my part. I LOVE topping - I LOVE bottoming - and if it's raw, fucking amazing. Love to feel a cock contract in my ass. LOVE to load a guy's ass when I get into the rhythm. So this guy comes in, I start by fucking him. WE get into a groove, his ass is warm, tight. But something feels off....He feel like he's tripping balls. Halfway through, he excuses himself and needs to go to the bathroom. Okay- I go in and I need to pee. He's just standing there rummaging through his ditty bag, when he pulls out a syringe, shoves it directly into his meatus, and plunges the syringe into his urethra. Oh fuck... a tweaker. Nope, I was wrong. His cock starts to balloon out becoming humungous, about 8-9 inches. Probably liquid viagra. He comes back to the bed, and just lies there. With a huge uncut cock pointing straight to the ceiling. OK there's a stiff cock, let make use of it.  I had douched just in case. I stood up, hovered my ass on top of his erection, and sat on it. So, his cock goes into my hole, and he looks shocked. 'What the hell you doing?' I replied 'Im getting fucked, what does it look like I'm doing' 'I am versatile, it says so on my profile'. Apparently, he was a total bottom, and just wanted to show off his erection. 'I wanna go home'...He shoved his manufactured hardon into his pants and left. I think he blocked me after that. 

[Cumjunky215]

16 hours ago, topblkmale said:

 

While lubing a Grindr cum dump’s hole - door bell chimes and in walks some other top from Grindr. 
 

I gathered my clothes, dressed in the bathroom and left. 
 

I don’t do guest appearances. 
 

Inner city safety concerns. 
 

Makes sense, urban smarts are important. As a bottom I think I need to take care of my tops. Keep them happy and they come back for more.

[Pozguyinchi]

I had a play date with a really hot top. Huge cock. Very dom. The whole package. I get to his house and it was nice. Private gate the whole thing. When he answers the door he wants to get right to it. I get on my knees and start sucking his mammoth cock. He is really verbal telling me how good I am and how he is going to breed my pussy good. We go to his play room and I get into the sling first. He goes right in and starts to feed me his cock. I am in heaven. He then gets me up and takes me to his fuck bench. More pounding and him verbally calling me a poz slut. When he came he asked if I would spend the night. I said cool and went to his bedroom. That night he work me up a couple more times to use me. In the morning I work and he was not there. I got up and used the bathroom and could hear noise downstairs. I assumed it was the kitchen so I went to get a cup of coffee and say my goodbye. I was dressed but looked like I was bred good. I entered the kitchen and there was an older couple sitting at the table. He introduced me and said “ meet my parents. I said oh?? Did you just get here? They said no we have the bedroom across the hall. They could hear everything. I was embarrassed. Not sure I should have been. It’s a natural act but I would have like to know if the parents were home. He then proceeded to ask questions like “ is my seed still in you?” And “are you sore”? In front of his parents. I skipped the coffee and got out. 

[tbone69rimmer]

3 hours ago, Pozguyinchi said:

I had a play date with a really hot top. Huge cock. Very dom. The whole package. I get to his house and it was nice. Private gate the whole thing. When he answers the door he wants to get right to it. I get on my knees and start sucking his mammoth cock. He is really verbal telling me how good I am and how he is going to breed my pussy good. We go to his play room and I get into the sling first. He goes right in and starts to feed me his cock. I am in heaven. He then gets me up and takes me to his fuck bench. More pounding and him verbally calling me a poz slut. When he came he asked if I would spend the night. I said cool and went to his bedroom. That night he work me up a couple more times to use me. In the morning I work and he was not there. I got up and used the bathroom and could hear noise downstairs. I assumed it was the kitchen so I went to get a cup of coffee and say my goodbye. I was dressed but looked like I was bred good. I entered the kitchen and there was an older couple sitting at the table. He introduced me and said “ meet my parents. I said oh?? Did you just get here? They said no we have the bedroom across the hall. They could hear everything. I was embarrassed. Not sure I should have been. It’s a natural act but I would have like to know if the parents were home. He then proceeded to ask questions like “ is my seed still in you?” And “are you sore”? In front of his parents. I skipped the coffee and got out. 

That is wild. If he was that open I'm guessing the odds were good that you could have taken his dad's seed too.

[Pozguyinchi]

18 minutes ago, tbone69rimmer said:

That is wild. If he was that open I'm guessing the odds were good that you could have taken his dad's seed too.

I would have too!

[slagcunt]

I was getting bred last Summer and was quite tight.... and he asked if I had lube... I said no please; wanted it dry and raw (he is below average so wanted to feel something)... when he was thrusting it in for one final plow (to finish inside me as per my verbal requests) he tore his frenulum (banjo string) ... we didn't noticd until it came out of me a few mins later and he was bleeding quite badly... he was very sweet about it and we were both as calm as could be expected... we stay in touch and hook up... we always use lube lol... He's a really sweet guy.

[ffabbian]

He was mixed race, 40 Jamaican/British, 100% top, and hung like a horse. His living room had several framed editorial and magazine cover pics of his younger self. An hour or two later he answers his mobile for the fifth time before he picks me up off the couch with his huge cock inside my hole to his bedroom. The walls, doors furniture and ceiling were entirely covered with pics of himself. The only surface without were the mirrors. One full length in front of the bed. 2 more facing each other. One above the bed and one on the floor. An ex model, yawn and a narcissist, run for the hills but the sex was so amazing. I'm watching my self ride his cock and can't stop till he says so.  I guy turns up to buy drugs. Now I know that he is a drug dealer. I left 2 days later and returned for more

[JessicaDiamond]

A guy wanted me to wear his daughter's clothes and was calling me by her name. Suffice to say, I never went back.

[Sfmike64]

I may have posted this story elsewhere on the site, but.....this happened to me a LONG time ago.

"The egg man."

I met this guy in the bar near my house in Cambridge, MA in 1988 when I hadn't lived there long. I was 23. He was a teacher so he couldn't hook up that night. We made plans for Friday. 

I went to his house (on the train in a snowstorm) and he picked me up. We go to the house (close in suburbs) and it's clear he lives with his parents. He tells me they're in Florida for the winter. We eat, we go downstairs, start making out, smoke a little weed, get in bed, naked.

And he just lays there. I try to draw him out. Figure out what his deal is (I had no experience of kink at this point). Nothing. Finally he says, "hang on." Goes up stairs and comes back with a carton of eggs. 

"Do you want me to throw them at you?" This seemed the most obvious thing. I was game. But this sounded weird and messy. But it wasn't my house, so I didn't have to clean up the mess.

"No, throw them at the wall." So I do. And he still just lies there. 

Finally I get bored, knowing I'm stuck here until the morning. And go out and sit on the sofa (basement apartment!). He comes out a few minutes later, and says "I think you should leave." I said. "How do you expect me to do that?" He says “I'll take you to the subway in Malden." 

FINE. I get dressed, and OF COURSE the car gets stuck at the end of the driveway in the snow and slush. I had to get out and push, AND then stepped in a huge puddle of icy water. He took me to the T (subway) station and I called my friend Stefan who lived nearby. Thankfully he was home, and he came and picked me up and took me home.  We went to the same bar where I had met the Egg Man and I met another guy who I ended up dating for 6 months (a sexy hunrgry bottom and greatfuck who turned out to be a Republican).

I never saw The Egg Man again, but when I told this story to people they knew exactly who he was, but they called him "Boots."

[tbone69rimmer]

11 hours ago, Pozguyinchi said:

I would have too!

I really want to bottom for a biological father and son (legal age). Add grandpa too, even better.

[versamarried]

Back in DC I was meeting up with a 20 something slim twink top to give oral only (his choice, though I had other intentions). When I showed up he quickly yanked me inside and told me in hush tone to be absolutely quiet and then ushered me into his bedroom on the first floor. He then said he would be right back and shut the door and was gone for a bit. It became clear to me he was into not really legal things as there were small caliber cartridges and several magazines loaded laying randomly on dressers and the floor. When he came back he stripped and told me to just be quiet as he was the care person for an infirm family member. For some reason I was never concerned for my safety and went to town. He was trying to hold back moans but also had trouble cumming cuz he was worried about the noise. I asked him if I could try something different and all he had to do was lay down on his back. With that I took his slobbered up cock and climbed on top and let his bare gangbanging cock deep in me in reverse cowgirl. I only had to ride him for a few minutes as my big white middle aged ass must have been too sexy and he suddenly whisper asked where I wanted his load. I just kept riding and he blasted in me. Right after that he pretty much kicked me off him and made me get dressed and ushered out the door in like 5 minutes. I miss DC and all the random men I let blast inside me never knowing their names and never seeing them again.