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Used to denote situations or questions which are found to be impossible to accomplish or extremely difficult to answer. Sometimes used sarcastically (see sarcasm ) toughie means "tough one." Or "hard."
Ed: Hey Mike...you think I could borrow $500.

Mike: Hmm...that's a toughie...
by urbanr0cker May 11, 2008
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2
Term used to describe something remotely challenging. Often used in a context where someone doesn't really have the willpower or enthusiasm to carry out a task even though they have the ability both physically and mentally to perform it.
"Hmmm, it's a bit of a toughie this one".

"Did you do the homework? I tried doing most of it, it was a toughie".

by Adam Waterfield December 05, 2006
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3
erection, boner, or woody/synonym of toughy
I got the hugest toughie last night while I was dancing with her.
by abemon16 September 26, 2009
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4
Bob: How was your handjob last night?

John: It was a toughie........
by MyFaceIsMelting November 20, 2014
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