As with most articles of clothing there is a time and place for everything. Unfortunately (I maintain an extensive collection) the fitted hat is neither appropriate or acceptable with every outfit. For that reason as with most accessories you have to branch out. Now don’t be scared you can rep your favorite team at the local BBQ or casual event but not with a three piece suit or at most NYC nightlife venues.  So below are a few other choices that not only will keep you on point but also easily accessible & venue appropriate.

Driving Cap

This ever-popular, classic men’s cap is usually styled in wool and acrylic with a nylon lining. Snap-up visor and elastic back for a perfect fit. Great for being out on the town or out in country, it will provide years of warmth and comfort and goes well with business attire or casual wear.

Driving Cap

Fedora

A fedora is a felt hat most commonly worn by men. The term is usually generic, describing any men’s hat that does not already have another name; a few fedoras have names of their own, including the trilby or homburg. The hat is typically creased lengthwise down the crown and “pinched” in the front on both sides. The most notable after the fitted and great for tropical destinations as they do come in straw as well.

Fedora

Trilby

A trilby hat is a type of fedora. The trilby was once viewed as the rich man’s favored hat. It is also sometimes described as a “crumpled” fedora. The trilby has a shorter brim which is angled down at the front and slightly turned up at the back.  Traditionally it is made from rabbit hair felt, but is usually made from other materials, such as tweed, straw, wool and wool/nylon blends. Can be seen at the races or music icons such as Ne-Yo.

Trilby

Derby/Bowler

The Bowler hat is the first hat credited for being mass produced and priced to meet everyone’s budget, because of this the Derby Hats were worn by virtually every class of society. The derby hat comes in many different styles from the low-crown to the stingy brim. Usually a hat for coachmen but obviously the style translates to other walks of life.

Bowler

Hopefully this helps you advance your style a little bit. If not at least you what the options are when they say no fitted allowed.