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1.
the study of looking fly and staying fresh. Often schooled by a Swagologist, keeping his students looking good and getting laid.
"dude, what do i gotta do to get girls to notice me?"

"yo brah, you best sign up for Swagology 101. Your swag needs some work.."
by Professor Fresh March 27, 2010
 
2.
The study of a. loot, and b. and/or booty. (The booty referring to pirates' loot, not your rump).
My friend Bob Dylan is studying swagology at a 4-year university named PirateU: "The different types of swag are as varied and myriad as the pirates themselves."
by Kaikate (swagologists) April 29, 2006