When one of the swag squad lookin hella swagged up, you gotta appreciate them cheeks.
Ay bruh what you doin out here with these swaggy jeans? Double cheeked up, on a monday mornin, hella swagged?
by SwagMember1 December 21, 2020
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Jeans worn to try and demonstrate that the wearer has swag, and to attract the attention of the hottest girls around my showing how skinny they are and their ugly boxers. In reality they end up just being sagging, baggy jeans that no one can respect.
David: Hey Bibi, check out that dumbass over there with his ass hanging out the back of his swaggy jeans!

Bibi: Wow, could his pants hang down any lower? And what's the point of having a belt if it sags that much?

David: Right.

Bibi: I wish he would just go jump off a cliff.
by Frostbitten Monk April 30, 2013
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