Character: Manny Calavera
Video Game: Grim Fandango (1998)

If you're gonna live in the Land of the Dead, you better dress to kill. Manny Calavera opts for a white double-breasted blazer, and looks absolutely smashing. The double-breasted suit is already a must-have for #menswear acolytes, and Calavera's early co-sign of the swanky silhouette is proof that good style is immortal.