I need to start wearing a hat. I just got back from the Dermatologist where he burned off a half dozen precancer cells from the top of my head. Can anyone recommend a style of hat a middle aged businessman can wear with tie that will not make him look like a parody of Mad Men? I could also use some casual hat styles to wear when I am not at work. I really do not like wearing sports caps unless I am going to a game or on the motorcycle. FOCUS: Recommend a hat. ALT-FOCUS: Do you wear a hat? If so, what kind? How do the ladies/gents respond to it? .
Let's use the mighty power of TiB to help a brother out. Suggest a hat for him to wear. Personally, I think that if you're going to make a fashion statement and change your lifestyle, go big or go home. You just can't go wrong with the classic Dr. Seuss. Seriously, how can you not respect this man?
And then there's the one that screams out your general lifestyle choice and sexual deviancy. But you also might want to fit in with your friends, so take what they're wearing into account.
Accept no substitutes. Blocks the sun, causes people to dance comically AND can be used as a large frisbee. Not to mention the ladies that will want to get close to you to get out of the rain.
You also have to ask yourself, do you feel confident enough to rock a beret, in proper Mythbusters style?? NSFW
Frankly, I can't see there being any better hat than one you can throw on the grill for dinner. Functional AND delicious! Intrigued but finding those a little too tame? There are more!
Of course, I'm more inclined to something that nicely accessorizes my strong pimp hand, and that would be a strong pimp hat. Then you could try to pull off a Huggy Bear, but that is something that shouldn't be attempted by someone who is inexperienced in the ways of the Huggy.
Can we give serious replies here? You should mimic LL Cool J. He is never seen without a hat. Of course, he is pretty badassed enough to pull it off, so try to get the attitude down right as well. In all seriousness though, I actually like a dapper gentleman in a hat.
When I do wear a hat I go with . Always go with a baseball hat. Unless you're actually at work, a middleaged business man probably can't wear a baseball hat at work.
Make sure you get either an eye patch or a parrot before hand. And say argh a lot. And carry a sword.
You didn't explicitly say this, but based on your head exposure issues, I am assuming you're bald or balding. Otherwise, you could just do this: If you've still got hair in the back and sides, you could shape it like Randy Quaid's hat in Christmas Vacation. Then, just fold the flaps up when you go outside.
The brown makes it not too Mad Men. Although you could go with black or pin-striped based on your winter jacket/ suit color.
I've been known to rock the Aussie Outback hat... thick leather, that I've treated with copious amounts of mink oil. Works great here in the rain forest that is Vancouver, and fishing. Keeps the elements off, never need an umbrella, and provides nice shade in the sun. I'm assuming that you don't have to wear it while AT work, only to and from. And the Man From Snowy River can't be wrong. Ever.
If you're old, fat, and white, you could always go with the classic Tilley. <a class="postlink" href="http://www.tilley.com/Hats.aspx" onclick="window.open(this.href);return false;">http://www.tilley.com/Hats.aspx</a>