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Sexual exploits

In Big Trouble!

I went out and got really hammered with my buddies about six weeks ago, and just found out that the older woman I had a one night stand with is six weeks pregnant.

I'm 21, she's 52, and she doesn't believe in abortion.

I'm screwed!

Your alias: 
anonymous
You: 
Male
Your Date: 
Female
Where you met: 
Dive Bar
Average: 4.5 (2 votes)

Weirdest One Night Stand Ever!!!

I picked up this sultry cougar at a club last weekend. She was in her early 40's, blond, about 5-6, with huge melons, round butt, and curves in all the right places. She was the kind of girl guys all fell over when she was 30.

Anyway she approached me to chat and I proceeded to buy her a bunch of drinks. She was being very forward asking me all kinds of sexual questions about what I enjoyed, what my limits were, and so on. She was obviously very into me and before long she invited me back to her place.

We were fooling around in the cab and I was getting totally turned on. When we got to her place exited the taxi and she asked the driver to wait a minute.

She then leaned in and said "I have to tell you something before you come in." She went on, "I am married, but my husband and I are swingers." She continued, "we would like to have a threesome with you, and don't worry he is straight so you won't be doing anything with him."

Your alias: 
Str8Dude!
You: 
Male
Your Date: 
Female
Where you met: 
Night Club
Average: 4 (1 vote)

Check Your Purse Straps Before Going On A Date Ladies

I was flirting with this hot guy at work for several months before he finally asked me out last Friday. We went for drinks right after work and had loads of fun. To put things in context we work for the largest courier company at the head office. There are several hundred people on our floor alone, and there are absolutely no secrets.

Anyway it started to get pretty late so we hopped on the subway; we both travel in the same direction. As we approached my stop Luke explained how much he enjoyed my company, and that he has been looking for a "respectable woman with strong family values" for a long time.

Moments later I stood up and my purse strap snapped. My purse hit the floor and most of the contents went rolling out in different directions for all to see.

Your alias: 
Lucy
You: 
Female
Your Date: 
Male
Where you met: 
Office
Average: 1 (3 votes)

Fastest Gun In The West

This has never happened to me before, honestly!

I went out on a date with this girl I met online. We had a wonderful time at dinner and decided to hit a club after. After dancing the night away she was pretty hammered so I offered to drive her home. When we got to her place we started making out a bit in the car. She started to rub me through my pants. I don't know what happened but in an instant it was too much for me and I exploded. There was no covering this up as the front of my jeans were soaked and she knew it.

She uttered "that's ok" politely and got out of the car. I've tried calling and texting her but not surprisingly never heard back from her.

The worst part is she has now posted this story on her Facebook page.

How embarrassing!

Your alias: 
anonymous
You: 
Male
Your Date: 
Female
Where you met: 
Match.com
Average: 4.5 (4 votes)

No Cross Dressing Please

I had a date with this guy I met on Established Men. He was nice, the sex was great, but when we were picking our clothes up to get dressed, I discovered that he wore prettier panties than I did.

Your alias: 
anonymous
You: 
Female
Your Date: 
Male
Where you met: 
Established Men
Average: 3.8 (4 votes)

I Didn't Have Sex With You On The First Date!

I met this hot girl through Plenty Of Fish and we hooked up for drinks at a local watering hole. We both got pretty bombed and I said she could crash at my place and drive home in the morning when she sobered up.

When we got back to my place things got insanely wild. Before I knew it we were doing a 69 and then she was climbing on top of me. Rather than being conventional she some how thought it would be more fun to hit it up Greek style. After about 20 minutes and about the same number of crazy positions we both passed out.

When I came to she was gone but had left a note asking me to call her.

I called her up alright. What started out as a pleasant conversation ended in quite an argument. She insisted that we never had sex. I explained making out, petting, doing a 69, and full on anal constituted sex. She said we never had normal intercourse so it doesn't count.

Your alias: 
anonymous
You: 
Male
Your Date: 
Female
Where you met: 
Plenty Of Fish
Average: 4 (6 votes)
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