Green’s Dictionary of Slang

1. to relax.

1993		Dr Dre ‘Let Me Ride’ 🎵 Now I’m just flossin / Checkin my rearview, cause niggaz they will do jack moves.
2002		‘Touré’ Portable Promised Land (ms.) 156: We Words (My Favorite Things) [...] Fittin. Flossin. Frontin.

2. to pose, to present a false image of oneself.

1999		Dr Dre ‘Ackrite’ 🎵 Nigga ? got room, grab the gat for misbehavors / and the chocolate faded boom, flossin hip-hop tunes.
2000		W. Shaw Westsiders 218: ‘Flossin’’ is pretending to be something you aren’t. Archetypically, hip-hoppers are accused of flossin’ when they pretend to be affiliated to gangs, when in fact very few are.

3. vi. to appear stylish and attractive; vtr. to embellish one’s image.

1999		J. Ridley Everybody Smokes in Hell 18: Back in ancient Greece heaven must’ve been flossin ’cause everybody kicked real young.
2008		T.I. ‘Swing Ya Rag’ 🎵 Catch me flossin’ at the mall, talkin’ to a broad.
2008		‘Grandmaster Flash’ Adventures 213: [T]o a cat from the streets who was trying to floss his rep, my name riding a jam next to his was big.
2011		G. Knight Hood Rat 109: But once you start flossing, people get jealous.
2012		‘Dutch’ ? (Pronounced Que) [ebook] If you came to stunt and floss, you’d better come correct.
2014		Wiley ‘BMO Field’ 🎵 I roll up looking like a tramp, no I don’t wanna floss.

4. to harass.

2000		Eble Campus Sl. Spring 3: floss – annoy, pester. ‘My mom keeps calling and flossing me about my school work.’.
2000		Ebonics Primer at www.dolemite.com 🌐 flossing (2) Definition: following close behind, trying to gank, steal, or harrass. Example: Bitch, you just flossing my grip?