Awkward

New Orleans, LA, Us

I was with a couple with whom I'd met and played previously, and we were walking Bourbon with the intention of connecting with a couple they'd met on-line. We'll we met the other couple who'd been drinking in the Quarter all damn day. The female of couple #2 proceeds to double-over while standing at the bar and projectile vomit on the floor while her hubby grabs her hair and holds it back and customers at the bar jump out of the way.

Just as quickly, she springs back upright and announces she's fine and ready to play! Let's head out!, the male half of couple #2 announces... Couple #1 and I look at them and smile. I mention that I think we're going to have a few more drinks and we wish them both a good night.

...That's a big ol' AWKWARD

and a shout-out thank you to Rabbit, for defiling my GF...

BT

mayhem8Veteran
Auburn, NH, Us

The key words here were "first date". We think of casual as jeans and a T or polo shirt and that would have been fine. They did ask us in an email after why it didn't work and I did tell them, but did so to try to help them not make the same mistake in the future. It actually seemed to be well received and they also seemed to realize that I was actually trying to help them, which I was.

mayhem8Veteran
Auburn, NH, Us

Had a couple drive over an hour on a first date to see us and said they dressed casual. We think, no problem.

They show and she has old baggy sweat pants and a T-shirt with paint on it and is missing a front tooth.
He has an OK shirt on but is wearing camo colored PJ bottoms.

As they're walking past the Mrs and another couple visiting us, both the Mrs and other woman friend of ours are shaking their heads and mouthing "No way" in back of them.

They stayed and talked for 3 hours and had to tell them it wasn't going to happen. Yes, their pics did not reflect them but it was still awkward.

San Jose, CA, Us

Long ago, when I was single, I went home with a woman from a bar. After we were naked in bed she said these exact words. "My husband is a truck driver, and he should be out for two more days. But, if for some reason he comes home early, he keeps his gun in the china cabinet. You can hide in the kids' room until he falls asleep, and then leave."

Instant deflation, followed by immediate exit!

New Orleans, LA, Us

Back in my SM days I went to a couple's house and when we went into the bedroom, the door wasn't on hinges, it was just resting against the door jam.

They then informed me to try to be quiet because their two kids were sleeping in the next room.

Awkward!

~Scamp

Washington, District Of Columbia

We go to see a couple about 90 miles away. We get there and the wife is sick in bed. The guy still wanted to play, right there in front of his ill wife. Awkward situation and awkward getting ourselves out of there...

For that reason, we don’t travel out of town for dates anymore.

DNLBVeteran
Pensacola, FL, Us

Wabbit: UR awful werdy.

Fresno, CA, Us

Is there video, wabbit?

Asking for a friend....

shifty eyes

New Orleans, LA, Us

Me go girls house. We alone. We make sex. Just us 2 girls. Adult daughter cum home early. Walk in on us was awkward. Daughter mad at me.

~rabbit~

Alpharetta, GA, Us

I met this hot 30 yr old. I wanted to fuck her, she did not want to fuck me...awkward.

(The short stories of Tramp)

raywolfMember
Missouri City, MO, Us

What's the awkward date ever u had ? Short or long story welcome