The Winner is fashioned as simple casualwear that consists of a white t-shirt with "R*LAX" printed on, blue stonewashed jeans (its texture derived from the Casuals but lightened) and yellow loafers.
The Winner is an end-game reward that is added to the player's wardrobe after completing the game's storyline missions, specifically by completing "Last Stand". The outfit is thus comparable to 'The King' jumpsuit in Grand Theft Auto: Liberty City Stories (which is unlocked the same way) and the Frankie in Grand Theft Auto: Vice City (which is more identical to the Winner by its design).
Like other clothes in the game, changing into the outfit will remove up to a two star wanted level.
- The "R*LAX" T-shirt is a reference to Frankie Goes to Hollywood's iconic "Frankie Say Relax" and "Frankie Say War!" T-shirts marketed with the release of Two Tribes in 1984. The "R*" on the printing is likely to be a short form for "Rockstar" that refers to Rockstar North and Rockstar Leeds (joint-developers of GTA Vice City Stories), or Rockstar Games in general.