Bounty Hunter Contest!


ItWasOverWhen.com teamed up with Sony Pictures in anticipation of the Jennifer Aniston / Gerard Butler romantic comedy “The Bounty Hunter.” In short, we’ve collected your favorite stories of romantic dead ends and in exchange for free stuff.

The contest is now closed, but come back to read our winning entries over the next two weeks!

 

New stories added daily!

 

“What It Looks Like”

best of secrets! sex

In a two-year relationship and I was Christmas shopping with her 11 year old daughter. We came home early and caught her mother (my girlfriend) fellating a mutual friend. She took him out of her mouth and while still holding it said, “This isn’t what it looks like.” I told her I was taking her daughter to her mother’s house and left.

—jp

Aftermath: Never spoke again. Her mother was horrified, as I had done CPR on her dad and saved his life a few weeks earlier. The child was mortified and still calls me 5 years later.

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“Inexperienced”

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It somehow came up in discussion, and apparently I’ve kissed more girls than he has. And I’ve never even been into girls. I think he needs more dating experience before getting serious with me.

—Jen

Aftermath: I’m procrastinating ending things. Maybe a break, or a breakup. I swear I’ve tried, but he’s so cute…

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This post was submitted by jen.

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“Door number 1 or 2?”

sex

I was dating two girls very casual in two cities and I had sex with both of them several times in 2 weeks.
It was a no-strings-enjoy-yourself-kinda-thing between both of them, they never found out about each other.
Then I got an STD and I couldn’t figure out which one of them did it and I had to tell both of them.
It’s too bad, the redhead was amazing in bed.

—None

Aftermath: I still don’t know which one of them had it first.

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This post was submitted by none.

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“If I Wanted To”

best of sex

I went out to dinner with my boyfriend, his sister and her boyfriend. On the way home, she asked me if I wanted to have sex with her and her boyfriend. I said, “No,” politely. When I told my boyfriend, he said I should do it if I wanted to.

—Anonymous

Aftermath: I broke up with him four days later in a “Dear John” letter. I could never face him without feeling like I needed a shower.

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“Cougar”

best of secrets!

I found pictures of her on the Net…exposed. She claimed it was from a past experience, so I let it go. Later, my friend saw her at the mall that same week,  mackin’ another guy. My took a pic to show me. She said it wasn’t her and the picture was a lie.

—J

Aftermath: Her parents just went through a divorce. I knew what I had to do. I dumped that ho, and started dating her mom…cougar!

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This post was submitted by J.

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