Your 1920s party outfit depends on the type of look you want and how much effort you're willing to put in for an easier option. You can try the working-class mens costume, for which you will need a newsboy cap, flat front pants, a notch lapel vest, and a classic 1920s shirt. The businessman look will require a little more attention to details. You'll need a 1920's men suit, winged top shoes, and a homburg hat.