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Who's Bra Is This?

Back in my early 20's I was in a long term relationship that was winding down... ok I was essentially dumped.

Anyway I was dating this new girl and had her over night on a Friday. We had outstanding sex and she went on her merry way after breakfast on Saturday.

I had taken over the lease from my ex and she still had stuff at the apartment. She wanted to come by Saturday night to pick up a few remaining things. Wouldn't you know one thing led to another and before I knew it we were going at it hard and heavy in my bed.

The next morning when she got up to take a shower I rolled over and stumbled across a bra underneath her pillow. Only problem was I didn't know if this was her's or the other chick's bra... they both had big boobs?

I took a chance and tossed the double barreled slingshot in my sock drawer. I must have gotten away with it... neither chick ever brought up a missing bra.

Sometimes you just get lucky.

Your alias: 
You Know Who
You: 
Male
Your Date: 
Female
Where you met: 
The Big Bop
Average: 1.5 (11 votes)

Ran Into My Boss While On A Date With Total Slut

I work for Christian run charitable organization. Obviously my boss is very religious, but to me it's just a job.

I had been hard up in the dating department for several months and needed to get laid in the worst way. I had been seeing ads for Adult Friend Finder around the web and decided to sign up.

The woman on there are basically just looking for casual sex, which suited me perfectly. After several days of searching I agreed to meet a girl fun lunch near my office... that was my first mistake.

She asked me what was appropriate to wear at the restaurant. I told her to wear the sexiest outfit she had, that was mistake number two.

Picking my boss's favorite restaurant was mistake number three!

This slutty chick showed up with her long bleached blond hair, nose ring, collagen injected lips, big fake tits, and was wearing a mini skirt and tube top. A great look for what I was planning... but not exactly material for bringing home to mom.

Your alias: 
frank895
You: 
Male
Your Date: 
Female
Where you met: 
Adultfriendfinder
Average: 2.3 (9 votes)

Set Up With My Hot Cousin

I've had the worst luck with dating for about the past year, since I got divorced. I did the online dating thing on a bunch of different sites and just couldn't seem to get a woman to go on a second date... no there is nothing wrong with me. I think I have just lost my confidence.

A buddy of mine from the office had been dating this hot girl that recently moved to town. I went out for dinner with them one night and she offered to set me up with a new friend of hers. I was skeptical, but hot chicks usually have hot friends so I figured I'd give it a shot.

We decided to meet at TGIFs. I hadn't spoken with her before hand and just had a description... 5'6", beautiful face, tanned, long blonde hair, thin with huge boobs, and hilarious. Once I got a look at her I agreed with the description 100%. She was incredibly hot... unfortunately, she was also my cousin!

Your alias: 
anonymous
You: 
Male
Your Date: 
Female
Where you met: 
Fix Up
Average: 4.6 (15 votes)

She Stole My TV!

I met this extremely hot girl on Plenty Of Fish and quickly arranged a date after chatting on IM for just a few minutes.

I was very excited to meet this girl. After a few drinks I was shocked to hear her suggest that we go back to my place... I wasn't arguing!

Without going into to detail, she was totally amazing in bed. At around 5 AM she said she had to work early but that I shouldn't bother to get up. When I woke up a few hours later I got the shock of my life... my 40" LCD TV was gone!

I immediately logged into my computer and checked IM and POF... nothing, she was gone, and so was my TV. That television cost me $1,500! That's the most expensive hooker ever.

Your alias: 
anonymous
You: 
Male
Your Date: 
Female
Where you met: 
Plenty Of Fish
Average: 4.6 (24 votes)

Manboy!

I'm 29 and prefer mature men, 35+ generally. I went out with this 38 year guy my friend set me up with.

He suggested this "great" place he knew, which turned out to be a total dump. All through dinner I couldn't get a word in edgewise. Instead, I sat there listening to him go on an on about World of Warcraft, Call of Duty, his motorcycle, and how he was looking forward to getting hammered over the weekend.

What was my friend thinking... this guy really needs to grow up!

Your alias: 
Karen
You: 
Female
Your Date: 
Male
Where you met: 
Fix Up
Average: 3 (7 votes)

Dead Date!

I used to like dating older men, until this experience. I am in my early thirties and had enjoyed the company of guys in the late 50's to early 60's.

I arranged to meet this guy for drinks at his yacht club. He was older, even by my standards, but a good looking guy who seemed to be in great shape... he was 63 if I recall correctly.

Ten minutes into the date he started complaining of chest pains; he thought is was heartburn. Five minutes after that he suddenly collapsed in a clump on the floor. When the paramedics arrived they pronounced him dead on the spot. He'd had a massive coronary.

Well that was awkward!

These days I stick with guys under 50.

Your alias: 
anonymous
You: 
Female
Your Date: 
Male
Where you met: 
Sugardaddie.com
Average: 4.2 (17 votes)
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