I personally wear hats. A fedora is one of them. It can be hard to dress for, but I tend to underdress rather than overdo it because wearing it casually doesn’t make me look like an internet meme. Helps to be a bit older, too.
The trick is what you wear with it. Yeah, if you wear it with an edgy t-shirt, cargo pants, and a trench coat people will think you’re an asshole. If you instead wear it with, for example, a casual button down shirt, sturdy slacks, and in colder weather a light leather jacket, people will think you look like Indiana Jones. I know because that’s how I usually dress and random people compliment me on that. As long as the outfit suits the hat, people will see it in the way you mean it.
There’s no saving the Trilby hat though, there’s no outfit that makes it work. Edit: I was wrong. Even the Trilby can be cool.
I wear a trilby and get compliments frequently. People tell me I look like: The Blues Brothers, Inspector Gadget, Dick Tracey, and one guy called me Inspector Clouseau.
Damn, you’re right. I didn’t think about the Blues Brothers, who do in fact look very cool in trilbys. I guess it just requires the right accompaniment like any hat. I apologize.
My brother has a bowler. It can look damn stylish with the right clothes, and downright silly with the wrong ones. I can’t wear one though, I look silly in them no matter what I wear it with.
I personally wear hats. A fedora is one of them. It can be hard to dress for, but I tend to underdress rather than overdo it because wearing it casually doesn’t make me look like an internet meme. Helps to be a bit older, too.
I just feel like an asshole when I wear one now. Or more of an asshole than usual anyway.
The trick is what you wear with it. Yeah, if you wear it with an edgy t-shirt, cargo pants, and a trench coat people will think you’re an asshole. If you instead wear it with, for example, a casual button down shirt, sturdy slacks, and in colder weather a light leather jacket, people will think you look like Indiana Jones. I know because that’s how I usually dress and random people compliment me on that. As long as the outfit suits the hat, people will see it in the way you mean it.
There’s no saving the Trilby hat though, there’s no outfit that makes it work.Edit: I was wrong. Even the Trilby can be cool.I wear a trilby and get compliments frequently. People tell me I look like: The Blues Brothers, Inspector Gadget, Dick Tracey, and one guy called me Inspector Clouseau.
Damn, you’re right. I didn’t think about the Blues Brothers, who do in fact look very cool in trilbys. I guess it just requires the right accompaniment like any hat. I apologize.
You know what I like? The bowler. I’ve never had one, but I like bowler hats.
My brother has a bowler. It can look damn stylish with the right clothes, and downright silly with the wrong ones. I can’t wear one though, I look silly in them no matter what I wear it with.
I don’t mind looking silly in a bowler.
Then get one. Live the dream!
Wear the fedora, don’t be an asshole, then you’ll change their perception an interaction at a time. Fuck the strangers
You’re telling me not to be self-conscious in public? You’re almost 47 years too late for that one I’m afraid.
Yeah there’s the rub 🤷
I mostly wear it when it’s hot and sunny. The wide brim is very useful in the sun.