What is Jimmy Surprise?
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A Jimmy Surprise is when an innocent look into your buddy's room through a fire-escape with unusually good clarity results in the unexpected viewing of your friend masturbating buck-ass naked on his bed to Sportscenter.
I thought my roommate was asleep and I could run in real quick to borrow his stapler, but when I opened the door I was greeted by a Jimmy Surprise.
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Random Words:
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Getting a lot of money, winning
*Winning the Lottery* Ka Ching Ching..
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something very crazy that goes way beyond wrong.
"dude you did her and you didn't know that she had a yeast infection!? thats..
