Strangest Requests When Hooking Up

[T-Girl-Cumdumpster]

I had a regular in a porntheatre who would come in and watch several men use me before he fucked me cause he wanted to make sure my pussy was full of cum. he would sometimes get me to lick his boots while other men fucked me. he would also grab me by the hair and spit in my face and tell me I’m a “disgusting faggot" but what was strange is when he decided to fuck me, he would always make me take off any clothing I had left on (although that was usually just socks, shoes, maybe a cum stained croptop but he would have me strip those off too, so FULLY naked. then he would fuck me and breed me doggystyle on a theatre seat and get me to push the mixed loads out onto the floor and get on my hands and knees and lick the cum off the floor while he pissed ALL over me, spit on me one, but like a big thick one and then leave. he probably did that to me 20-25 times

[jeff238]

13 hours ago, NWUSHorny said:

Neither of those scenarios sound that strange to me after living in the PNW for 16 years. I've learned that not mentioning fucking in their profile or in the initial communication usually means they don't. The salad scenario not only doesn't involve penetration, it doesn't even require a dick, which is another problem I run into frequently.

Interestingly, I AM in the PNW lol

[ctb88]

I’m sure there are more, but two things come straight into mind. 
 

1. On a rare occasion when I wanted to top, I found a really sexy guy who seemed to be all for it. Until he said he would only let me fuck him if I was wearing woolen tube socks. I don’t own tube socks, woolen or otherwise. 
 

2. A nice looking daddy who would only hook up with me if I would chew bubble gum and blow bubbles while he was fucking me. Supposedly the way a guy’s lips look as he blows bubbles is a massive turn on for him. 

[Kimberley]

A guy who asked for a condom on the moment we going to fuck..🥴

we had make a date online for a bare cumdump session, so i told him i didn't have condoms because i'm a bareback slut, then he asked if i was tested and had no STD's, i really didn't know if i had something or not at that time and wasn't even care too because he could read in my profile that i was seeking for bare loads so i told him that i was clean, after some thinking finally he was ok with my answer and his cock was slided in me.. 

[BritishCumdump]

4 hours ago, ctb88 said:

I’m sure there are more, but two things come straight into mind. 
 

1. On a rare occasion when I wanted to top, I found a really sexy guy who seemed to be all for it. Until he said he would only let me fuck him if I was wearing woolen tube socks. I don’t own tube socks, woolen or otherwise. 
 

2. A nice looking daddy who would only hook up with me if I would chew bubble gum and blow bubbles while he was fucking me. Supposedly the way a guy’s lips look as he blows bubbles is a massive turn on for him. 

Haha yeah both of those are strange but in a "okaaay well I guess I could but I dunno why you like it" way. You'll have to get some woolen tube socks just in case for next time 🤣

[hntnhole]

Woolen tube socks?  How a guys lips look when he's blowing bubbles with bubblegum? 

Wow !!! 

Don't walk ....... run !!!! 

[ErosWired]

1 hour ago, BritishCumdump said:

Until he said he would only let me fuck him if I was wearing woolen tube socks.

There aren’t a lot of positions in which a bottom gets a good look at a Top’s feet, unless he’s riding, facing them.

With someone like that, I’d be expecting any moment for him to reach down and start “This little piggy went to market. This little piggy stayed home.” And that would be the end of that.

[NWUSHorny]

12 hours ago, jeff238 said:

Interestingly, I AM in the PNW lol

and for the most part I don't run into those strange requests outside of the PNW.

[NWUSHorny]

Do requests during the hookup count? I hooked up with a guy in Palm Springs that wanted me to "pant like a bitch" while he was inside of me, and basically just lay there with him in me and let him talk about getting his buddies to fuck me. He also stopped me or pulled out any time I tried to fuck myself with his dick or even milk it. I put up with him mostly keeping his dick in my ass for about an hour, but eventually told him if he wasn't going to fuck me I needed to go back to my hotel and get some rest. 

[SpectreAgent]

16 hours ago, Ieatcumholes said:

Having read through this thread, all I can say, is 🤯🤯🤯!

My fantasies/kinks are just that - mine! If the vibe is right, I'll mention them as a possibility to the bottom I'm going to hook up with. If they're not into them, I drop the conversation as I don't need to have my fantasies/kinks happen every time I have sex.

Some of the listed requests are so weirdly specific, that I have to wonder what happened in those people's lives to get them to that point...

I’m pretty sure I’d be up for any of your kinks or fantasies…😉

[ErosWired]

2 hours ago, NWUSHorny said:

basically just lay there with him in me and let him talk

So, essentially, deep cuddling.

[NWUSHorny]

1 hour ago, ErosWired said:

So, essentially, deep cuddling.

While I "panted like a bitch." He would pull out when I stopped panting. 

It either wasn't memorable or bad for him. He has hit me up on multiple apps the last 3 or 4 times I've been to PS since then, once was enough for me.

[BritishCumdump]

22 hours ago, NWUSHorny said:

While I "panted like a bitch." He would pull out when I stopped panting. 

It either wasn't memorable or bad for him. He has hit me up on multiple apps the last 3 or 4 times I've been to PS since then, once was enough for me.

Yeah we've all had "they enjoyed it and can't understand why you don't want to hook up again" experiences haha. He's not getting stalkery is he? 

[toxicwriting]

On 7/26/2023 at 11:41 PM, HoneyBuns1980 said:

it just seems so incredibly strange to me why a top would want to give 3 shits about a bottom’s dong. You certainly don’t see any bottoms pining to see a top’s ass. 

I love eat a top's ass if they have a nice one.

[Wokky1234]

One of my first times as a teen was a hookup with an older big-bellied daddy type who wanted me to feed him pizza as he fucked me. 

Strange to some, but I was very much into it and the feeling of his belly against my cock whilst being fucked was unbelievably hot!