- 1). Find the hat. Take a peek at your local hat store or online at hat styles for the latest in fedoras. Black is always in style, but feel free to go wild in a red or azure hue. You can also switch the hat’s band or tie a decorative scarf around the base to match your given outfit.
- 2). Place the hat on your head. Make sure you have the right size. You can measure around your head, where you normally would wear a headband, to get your size in inches and go from there. Once you have a hat that fits, wear it tilted down a bit with the brim slightly unfolded in front, kind of like a shady gangster would, but without going overboard.
- 3). Don the zoot suit hat with a modern suit. Guys, or even gals, look simply dashing with a modern suit topped with a fedora. The trick is to wear it with a suit that has some gangster vibes, like a three-piece vested suit, or one with large lapels that gives a nod to the styles of the 1940s. Double-breasted jackets are also a hit with a zoot suit hat.
- 4). Wear it with jeans and a simple top, even a plain white T-shirt. Don’t pick a printed shirt, but a plain tee, ragged jeans and shiny shoes can be topped off with a hat. You can enhance the hat’s charm if you throw on a vest with this outfit.
- 5). Pair it with a frilly skirt and tailored blouse or vest. The masculine hat will be a hit with a very feminine skirt worn beneath a manly shirt and vest.
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