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I Thought You Were Gay

After months I finally worked up the nerve and asked a girl I have been secretly in love with at work out on a date. She just stared at me. After what seemed like an eternity I asked her "are you at least going to answer me?" She finally did, she said "I’m just so surprised, I thought you were gay."

Your alias: 
Sean
You: 
Male
Your Date: 
Female
Where you met: 
Office
Average: 5 (7 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: 4.9 (13 votes)

Two For One Special

I admit I have a sex addiction, but my girlfriend, who lives with me, doesn't know. It doesn't help that I also often drink to excess.

Last night I went out with my buds to a bar after work and got bombed. I guess I must have picked up some random chick, banged her, and then stumbled home.

This morning I woke up with wood, as I often do. My girlfriend was feeling amorous and started playing with me. After a few minutes she pulled the covers back to reveal that I was still wearing the condom from last evening's encounter.

Just as I thought the sh*t was about to hit the fan she turns to me and proclaims "good boy, you're ready for me!" With that she climbed on top of me and gave me one the best rides of my life.

Do I feel guilty, absolutely. Will I change my evil ways, probably not. At least I got this off my chest... I do need help.

Your alias: 
anonymous
You: 
Male
Your Date: 
Female
Where you met: 
Bar
Average: 4.9 (13 votes)

Waking Up With A Shemale!

I was in Thailand with a few buddies and checked out some clubs in Phuket. I got hammered and then got separated from the other guys. At some point this sweet slutty looking local came up to me and asked if I would buy her a drink. I figured she was a hooker but when I questioned her she claimed she was just into me.

One thing led to another and the next thing I remember I was waking up next to her in my hotel room. I'm cheap so I was sharing a room with another dude... he was asleep in the other bed.

I figured it was time for a little quiet morning action. I started making out with my date. After a few minutes of this she starting giving me a little tug. Thinking it would only be polite to return the favor, I reached down to play with her and suddenly found out she, was in fact, a he!!!

I screamed, jumped out of bed, and yelled "you're a dude!!!"

Embarrassed he/she quickly got dressed and ran out as my friend roared in laughter for about 20 minutes straight.

Your alias: 
anonymous
You: 
Male
Your Date: 
Male
Where you met: 
Somewhere in Phuket
Average: 4.9 (12 votes)

Coppus Interuptus

I decided to propose to my girlfriend using the old cornball diamond ring in a glass of champagne trick. Apparently there was an off-duty police officer sitting at the table next to us in the restaurant.

When my girlfriend was distracted I discretely slipped the ring into her glass. The cop assumed it was a date rape drug.

As I was about to get down on one knee he tackled me from behind and wrestled me to the ground. I ended up bruised, bloodied, and beaten before things got straightened out.

So much for romance.

P.S. She still said yes

Your alias: 
anonymous
You: 
Male
Your Date: 
Female
Where you met: 
Mutual Friend
Average: 4.8 (12 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: 4.8 (5 votes)
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