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1.
That's So Sketch is a term refering to anything that is both humorous and creepy at the same time. ThatsSoSketch.com documents this.
Hey, Bro! Have you seen ThatsSoSketch.com?

Yeah, Bro! That's So Sketch, seriously!
by johnnyb5yeah June 12, 2009
 
2.
sketchy, suspicious, SHADY.
"look at that guy standing in the shadows. that's so sketch..."
by lwlwlw August 09, 2008
 
3.
that's so cool/awesome/etc.
tim: dood claudia look at my profile
claudia: that's so sketch
by timmm August 26, 2006