Having toned up & lost a fair bit of weight over the past year I've started to take my clothing a bit more seriously. While I occasionally have to wear a suit at work most of the time it's quite a casual environment. Most people, myself included, wear jeans but I'm starting to add chinos & other cotton pants to the rotation. For tops it's usually striped or patterned oxfords, occasionally a sweater or vest. Shoes are anything from wingtips or bucks (usually suede) to ankle boots. Outerwear I definitely lean to 3/4 length barn or field jackets, walking or pea coat. To summarize a lot of stuff in my closet comes from Orvis.
With the return of the cold weather I want to up my hat game and am looking for some advice. No baseball caps (those are saved to cover helmet head), cowboy hats (I like them, often wear one out at the cabin but IMO not for the city), while they look good on some other guys I've never been attracted to the bowler, newsboy, flat caps or pork pie styles and trapper or kromer are a bit too rustic. So I think that pretty much leaves something in the fedora or trilby families. A true fedora or trilby is IMO too formal of a look for what I'm after and something like a waxed cotton "Indiana Jones" or outback style is too casual. Wanting to keep brim to under 3.5" and the crown around 4" to 4.5" here are some I think have potential.
So, first question. Not that I really care but I'm vain enough to want to know are hats "back" or am I going to look like George Costanza?
Now more substantive questions. Based on what I've described for my taste in fashion are the samples I've posted above on mark? Too casual, too formal? Color, three of the four are black. That's clearly the safe classic choice but what about something dark/darkish green or brown? And is there a different style of chapeau that I should consider?
Oh, I'm 50 so want to look like neither a hipster or a grandpa.
With the return of the cold weather I want to up my hat game and am looking for some advice. No baseball caps (those are saved to cover helmet head), cowboy hats (I like them, often wear one out at the cabin but IMO not for the city), while they look good on some other guys I've never been attracted to the bowler, newsboy, flat caps or pork pie styles and trapper or kromer are a bit too rustic. So I think that pretty much leaves something in the fedora or trilby families. A true fedora or trilby is IMO too formal of a look for what I'm after and something like a waxed cotton "Indiana Jones" or outback style is too casual. Wanting to keep brim to under 3.5" and the crown around 4" to 4.5" here are some I think have potential.
So, first question. Not that I really care but I'm vain enough to want to know are hats "back" or am I going to look like George Costanza?
Now more substantive questions. Based on what I've described for my taste in fashion are the samples I've posted above on mark? Too casual, too formal? Color, three of the four are black. That's clearly the safe classic choice but what about something dark/darkish green or brown? And is there a different style of chapeau that I should consider?
Oh, I'm 50 so want to look like neither a hipster or a grandpa.