What is Jimmy Surprise?
1.
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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1.
A simple derogatory term used to make fun of someone.
It's use does not specify what the person has done, simply that you are lett..