What’s the weirdest thing you’ve been rejected/denied a hookup for

[NYBBGUY58]

I know I answered this earlier with my bullet dodged because a drunken guy didn't like that I'm a Virgo. I was never so grateful for my late August birthday.

There was one where another guy who got to my place, and I was already on my knees when he informed me that I wasn't "butch" enough. I was too pretty for him to top. 🙄 Trust me, I only wanted a hookup, not marriage.

Even though I had a beard, apparently that wasn't enough. He confessed that in his search for rough-'n-tough looking bottoms he had this situation occur often. Duh.

What the fuck ever. He missed out on a prize-winning hole (if my friends with benefits, who may be biased, are to be believed)!

Edited Saturday at 12:07 AM by NYBBGUY58
Typo; redundant use of "when". Hey, you asked!

[Sfmike64]

6 hours ago, hntnhole said:

Years ago, but I still remember .... three words:  "it's too thick".  

I know it's on the thick side, but never (other than that time) has it been "too thick" for a hungry hole to gobble up.   

That just sounds like a challenge. 

[hntnhole]

16 hours ago, Sfmike64 said:

That just sounds like a challenge.

Could have been, I suppose.  For me though, the "challenge" has to be unmistakable - not a vague, kinda-sorta, wishy-washy comment.  The kind of "challenge" that makes a cock even harder ...

[NYBBGUY58]

20 hours ago, NYBBGUY58 said:

I know I answered this earlier with my bullet dodged because a drunken guy didn't like that I'm a Virgo. I was never so grateful for my late August birthday.

There was one where another guy who got to my place, and I was already on my knees when he informed me that I wasn't "butch" enough. I was too pretty for him to top. 🙄 Trust me, I only wanted a hookup, not marriage.

Even though I had a beard, apparently that wasn't enough. He confessed that in his search for rough-'n-tough looking bottoms he had this situation occur often. Duh.

What the fuck ever. He missed out on a prize-winning hole (if my friends with benefits, who may be biased, are to be believed)!

Clarification: this was LONG before the internet with posted pictures, etc., though I don't typically show my face on hookup sites. I think it was a phone bulletin board (yes, those were a thing) or maybe a printed personal in a little "bar rag" as we called them (Hx and Next were their names).

[cockfun69]

Had a tiny minority of excuses with private meets. When it came to second/repeats a few said they only fuck once or their BF was back in town. (Although they were happy for sex if we wandered across each other at cruising grounds or saunas.) 
So (slightly off topic) when there was someone I didn't want a repeat with I said my bf was back home. The guys usually got mad about that!

[BB4fking]

When visiting Taiwan I had almost arranged a hookup with a cute Asian guy, he wanted me to fuck him and he liked my pics and my cock. Then he asked a final question - am I top or versatile (it was already understood I’d only be topping him). I said versatile and all went quiet. I asked what the problem was and he told me he was only looking to be fucked by tops.

I found this a little weird and had not had that reaction before. 

[NWUSHorny]

On 2/20/2026 at 12:36 PM, hntnhole said:

Years ago, but I still remember .... three words:  "it's too thick".  

I know it's on the thick side, but never (other than that time) has it been "too thick" for a hungry hole to gobble up.   

Had a guy complain I was too big for him tonight, but it was after I had been up his hole for several minutes, he was tight despite having been reamed for half an hour, by I can only assume a smaller dick. There were plenty of other bottoms in Palm Springs so I'm not going to worry about it.

[blackrobe]

6 hours ago, NWUSHorny said:

Had a guy complain I was too big for him tonight, but it was after I had been up his hole for several minutes, he was tight despite having been reamed for half an hour, by I can only assume a smaller dick. There were plenty of other bottoms in Palm Springs so I'm not going to worry about it.

I've had some great dick by being nearby and happy to take over from bottoms who don't understand the assignment or can't complete it. The guys are rarely "too big", but they often are very hard which makes the bottom tapping out hard to understand for me.

Taking dicks that might be a personal challenge for you is the gig. 

[NYBBGUY58]

19 hours ago, BB4fking said:

When visiting Taiwan I had almost arranged a hookup with a cute Asian guy, he wanted me to fuck him and he liked my pics and my cock. Then he asked a final question - am I top or versatile (it was already understood I’d only be topping him). I said versatile and all went quiet. I asked what the problem was and he told me he was only looking to be fucked by tops.

I found this a little weird and had not had that reaction before. 

Some of my best encounters are with versatile guys - they know the experience from both sides. People are so peculiar.

[NYBBGUY58]

9 hours ago, NWUSHorny said:

Had a guy complain I was too big for him tonight, but it was after I had been up his hole for several minutes, he was tight despite having been reamed for half an hour, by I can only assume a smaller dick. There were plenty of other bottoms in Palm Springs so I'm not going to worry about it.

Who is or isn't comfortable doesn't always exactly correlate to size for me. I've had experiences with smaller guys that never feel good and larger guys who slide in just fine. I suspect it has something to do with individual "geography," slight variations of size/shape that can cause problems. In my case, I'm fine with length but girth and/or curve can be an issue for me. I've also found that using a lube injector is a big help - they make some that are compatible with silicone lube these days.

Edited 11 hours ago by NYBBGUY58
Typo

[NWUSHorny]

7 hours ago, NYBBGUY58 said:

Who is or isn't comfortable doesn't always exactly correlate to size for me. I've had experiences with smaller guys that never feel good and larger guys who slide in just fine. I suspect it has something to do with individual "geography," slight variations of size/shape that can cause problems. In my case, I'm fine with length but girth and/or curve can be an issue for me. I've also found that using a lube injector is a big help - they make some that are compatible with silicone lube these days.

I can almost always make it work if they are willing to try. I'm fairly girthy, but not bear can thick and just shy of 8", this guy was just one of the exceptions. 

[cumseeker]

I had a top blackout once because after sharing pics he said I looked too nice.

[NYBBGUY58]

2 hours ago, NWUSHorny said:

I can almost always make it work if they are willing to try. I'm fairly girthy, but not bear can thick and just shy of 8", this guy was just one of the exceptions. 

I don't think it was anyone's fault; sometimes things just don't work out. Tension about a hook up, eating the wrong thing for lunch, who knows? I'm willing to say it was HIS loss, though. If you're ever in NY...let me know.

Edited 1 hour ago by NYBBGUY58
Typo