Awkward date/hookup stories!
Hello January 24, 2019, 12:56:50 am *
Welcome, Guest. Please login or register.
   Home   Help Arcade Login Register  
Pages: [1]   Go Down
Author Topic: Awkward date/hookup stories!  (Read 3836 times)
0 Members and 1 Guest are viewing this topic.

« on: September 18, 2016, 06:37:32 pm »

Everyone post about a date or a hookup you had that was just...awkwarrrd! Here's mine:

A few years ago, there was this guy who was always pursuing me online. I wasn't really into him, and I couldn't quite pinpoint why. But I decided I was being stupid and gave him a chance. He picked me up for what I thought was going to be a date. He took me to his place, which was a seedy motel in the bad part of town. So I was a little nervous. When we get in, he says, "I had a long day. Mind if I do a little coke?" He actually used a euphemism, but I don't remember it. I told him I was really uncomfortable with that, so he sits down on the bed, pulls down his phone, and opens Grindr (I could hear the sounds). I just kinda stood there by the door like, "Uhhh, what now?" He says, "I'm inviting someone people over to join. They might be a little coked up, but they won't hurt you." I ran like the wind! I knew there was a reason I didn't want to go out with him!


« Reply #1 on: September 18, 2016, 09:41:11 pm »

Just a five some with the second bottom not being very clean down there.  There was a mess on my condom covered cock.


« Reply #2 on: September 19, 2016, 11:41:10 pm »

I tried to bottom for a guy who was about 2 inches (length). I didn't want to hurt his feeling, but I tried to pleasure him as much as possible as best as I can.


« Reply #3 on: September 20, 2016, 05:42:47 pm »

Had a hook up whose idea of kissing turned out to be trying to swallow my face.


« Reply #4 on: December 06, 2016, 02:32:00 pm »



« Reply #5 on: December 16, 2016, 10:43:30 am »

Had a hook up whose idea of kissing turned out to be trying to swallow my face.

HAHHAHAHAHA BEEN THERE. I love making out but it should be done in control. Like you know just romantically play with each others tongues and mouths not try to fucking eat it. When the guy is too like "overwhelming" in kissing it really turns me off.


« Reply #6 on: December 16, 2016, 05:33:31 pm »

Yeah so met this guy on Jack'd and he was gorgeous and had a nice body.  He said he couldn't host so i invited him over, but since i'm not into hooking up i was like what gonna happen, so we actually talk and are having a great convo, but then hes like so we gonna do it on the couch or in your bed room?  after i collect my witts i take him to my room, he doesn't want to kiss, he pushes me to his big dick, but i just want to keep kissing.  Then he wants me to eat him our, and I just couldn't...i don't know him or where hes been.  So he ask to fuck me, I mumble ok, but he never gets hard, so he just jerks me off and literally runs out of the apartment and blocks me on jack'd.  So an amazingly weird birthday


« Reply #7 on: December 25, 2016, 11:00:20 am »

I once had a date that was terrible (they guy was just very dumb and there was no chemistry).. then he left my house and texted "hey.. did you feel that vibe too. we are made for each other"... so I texted, "hmm. so I don't feel the same way" and then he texted "ok.. maybe sex then?" Tongue


« Reply #8 on: December 30, 2016, 06:18:57 pm »

I went to hook up with this guy that was older than me (like, 35... i'm in my 20's), he was a bottom and so buffed and i thought it would be interesting to fuck him. When i came to his house ( a really nice house!), he showed that i could dominate him and at first i felt good! The things went downhill from there, why?

First he asked me to rim him, not a problem, but i rimmed him for like 10 minutes straight and my tongue was almost numb by then, i finally made him give his ass to me, and he started to shout first... "breed me", ok that's hot! But 5 minutes after he was like.

"Are you a straight boy yes? do you like my pussy yes?" - YEAH I GONNA FUCK THAT PUSSY DO HARD BABY
"Suck my nipples, like you suck of a woman, tell me more about how you fuck them" - hot... yeah i fuck many women (lies)
"Tell me do you like it yeah?" - yeah i like it but you are so much better (trying to be cute)
"Yeah, suck my PREGNANT LADY TITS BOY" - WHAT THE FUCK (emphasis on the shouting of pregnant)

By this time he was saying a bunch of weird shit about fucking a pregnant lady and the baby inside and i totally got turned off, and see that i'm into lot of roleplaying fetished (dad, son, brother, frat, teacher, sub, slave...), but pregnant-lady fucker? Hell no, everything has a limit.
I asked him to stop riding me, and dressed up as fast as i could and rushed aways as fast as I could. Why? For real, i thought if i stayed a bit longer he would kidnapp me and i would be gone forever. He looked kinda weirdo, i didn't notice this at first but he talked in a really weird tone of voice (not an accent though).

I remember talking about that with another hookup i had, i still laugh about it today. Someone could please tell me if this pregnant-lady-gay fetish is a thing?



« Reply #9 on: December 31, 2016, 10:09:20 am »

lol this thread is hilarious. keep them going  Cheers

Pages: [1]   Go Up

* Permissions
You can't post new topics.
You can't post replies.
You can't post attachments.
You can't modify your posts.
BBCode Enabled
Smilies Enabled
[img] Enabled
HTML Disabled

Jump to:  

Related Topics
Subject Started by Replies Views Last post
Awkward Spanking thekingdom 6 3879 Last post August 01, 2015, 01:27:09 am
by beachbum5
Awkward Restroom Chat Jokes & Funny Stuff coryzinho 0 525 Last post July 07, 2015, 07:11:37 pm
by coryzinho
Awkward Cums in Unexpected Places Chit Chat AlexGardino 6 2422 Last post September 29, 2016, 11:02:04 pm
by aleksopoulos
A little awkward for me.. Sex & Relationships WereCactus 10 2643 Last post March 12, 2017, 09:21:40 pm
by AdamCrest
would you feel awkward if u ruined ur date's sheet Chit Chat lovebearlove 3 816 Last post July 25, 2017, 12:19:08 pm
by spam17