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There are 14 outfits in the game, wearing the outfit in the game.

Clothes Unlocked By
Army Fatigues Soldier
Casual's Conduct Unbecoming
Leisure Buy the high roller from Prositution
Trailer Trash D.I.V.O.R.C.E.
Cuban Style Havana Good Time
Pastel Suit Brawn of the Dead
Tracksuit Buy the high roller from Drugs
Hood Buy the high roller from Robbery
Hired Muscle Buy the high roller from Protection Racket
Repo-Man Buy the high roller from Loan Shark
Smuggler Buy the high roller from Smuggling
Smart Suit Empire Building
Winner Story Complete
Wet Suit Watersports