One of the two roles men can play in picking up girls. A challenge is a guy who plays hard to get. He says things like "Do I have to call you?" or "Im not sure if i should be with you". Although for some guys it is hard to do and may feel awkward, it is the best way for picking up girls.

The Challenge is the opposite of the Wimp, which is the guy who calls on the first night and says "I Love You" after the first date. Basically, the Wimp is the guy who will be pussy whipped
"Bro, i told that girl i didn't want her number but I got it anyways. Being a Challenge has really helped me pick up girls easier."
by Sean47 September 2, 2007
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a drinking game orgininated in the northeastern oregon town of milton-freewater. at any moment during a party if you've heard the word "challenge" shouted you must consume whatever you have in your hand as fast as possible. this is a good way to weed out the pussy drinkers who think they're rugged.

assists are also allowed
challenge: straight up

guy 1: dude that chick over there is hot.
guy 2: you should go over there and CHALLENGE!

challenge: with assist

guy 1: hey chuck, fill in the blank. i _______ you to a dual.
guy 2: is it by any chance, CHALLENGE!
by dylan w April 16, 2008
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This is a challenge where you must not say, write or type the word "the" for a day. You can use other words related to "the" such as "this" and "that", "these" and "those".
Alright I'm gonna start "The" Challenge.

I just said "the". I lost.
by World of Wordcraft December 1, 2016
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Highest tier in league of legends, only the best players in the world can become a challenger.
OMFG I JUST HIT CHALLENGERRRRR
by Mosti posti January 31, 2016
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It's a challenge where you must not say, write or type the word "the" for a day. You can, however, use other words related to "the" such as "this" and "these", "that" and "those".
Me: Good morning! I'm going to start "The" Challenge today!

Wait.

I just said "the".

I lost.
by World of Wordcraft December 1, 2016
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a guy who tries to get with a girl who has a boyfriend, or vica versa.
Steve: "Daisy is a Challenger, she tried to get with my sister's husband"
by Time for 69 October 7, 2009
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a call to someone to participate in a competitive situation or fight to decide who is superior in terms of ability or strength.
They challenge you because they see the way you treat me .
by ... Zjdbckdnznsjd December 1, 2019
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