Congratulations Slave and Catrin!!!

Originally Posted by John Phoenix

Don't you mean "one that says "Irish guy dressed up as a 'hasidim'"?

I think it's the ZZ Top beard that does it, but whatever it is, it's uncanny.

These days I just wear a stars and stripes or Harley bandanna tied around my head. It's a more natural look for Irish guys.

[LessinSF]

Originally Posted by Atticus Grinch

(1) Are there any hats to be worn by a white male approaching middle age that do not make him either a costumed throwback or a failed urban hipster? I mean something that will go with a suit -- baseball caps need not apply. Images appreciated.

Or you can build your own jester hat: http://www.dinohaven.com/bak/index2.html

[Replaced_Texan]

Originally Posted by Atticus Grinch

(1) Are there any hats to be worn by a white male approaching middle age that do not make him either a costumed throwback or a failed urban hipster? I mean something that will go with a suit -- baseball caps need not apply. Images appreciated.

(2) Have I already asked this?

I think it's all in the attitude. If you're self-conscious about looking like a failed urban hipster and/or costumed throwback and/or Jack Abramoff, you won't be able to pull it off. If you throw it on your head and don't worry about it, you'll be fine. This is a good time of year to experiment, because it's not unusual for people to be in headwear in cold weather.

Find a nice classic fedora in black and see how it works for you.

Note: I hang out with a lot of men that wear hats, sometimes as costume, sometime not. I don't really notice them as all that unusual anymore. I'd say a good half of the men (most were African American, though my boyfriend is decidedly a white boy) in the bar I went to last night were wearing a of cap of this sort, in various fabrics and colors:



Second note: I have an extensive hat collection and wear hats frequently. I did this way before Mad Men ever became popular. I dig hats on women and men.

Originally Posted by Replaced_Texan

I think it's all in the attitude. If you're self-in the bar I went to last night were wearing a of cap of this sort, in various fabrics and colors:

[Replaced_Texan]

Originally Posted by ironweed

third note: the hat I'm wearing right now is a Santa Claus hat.

[bold_n_brazen]

Originally Posted by Atticus Grinch

(1) Are there any hats to be worn by a white male approaching middle age that do not make him either a costumed throwback or a failed urban hipster? I mean something that will go with a suit -- baseball caps need not apply. Images appreciated.

(2) Have I already asked this?

Having reviewed all reponses so far, it seems the answer, at least to (1) is no.

[Mmmm, Burger (C.J.)]

Originally Posted by cheval de frise

Dead leaves and old books? The scents must be better than the (breathless) ad copy.

CDF

I clicked before checking and was pleased that it was not (a) a butt plug (b) a solid gold vibrator. NTTATWWT, except from work.

[Greedy,Greedy,Greedy]

Originally Posted by Atticus Grinch

(1) Are there any hats to be worn by a white male approaching middle age that do not make him either a costumed throwback or a failed urban hipster? I mean something that will go with a suit -- baseball caps need not apply. Images appreciated.

(2) Have I already asked this?

Several possibilities, but most say something else about the wearer.

For example:



or



or



There are a limited number of people who can pull off a cowboy hat. I probably could if I gained 50 pounds and a twang.

[robustpuppy]

Originally Posted by Did you just call me Coltrane?

How am I ignoring you here?

I am proud that I have only friended two people on FB, and that was when I opened my account. Everyone else friends me BECAUSE I AM FUCKING COOL.

Frankly, I am annoyed with the site and am checking it less and less.

I'm kidding. But I did post about that Mariah Carey fragrance last week. And nobody said a fucking word.

[Penske_Account]

Originally Posted by Atticus Grinch

(1) Are there any hats to be worn by a white male approaching middle age that do not make him either a costumed throwback or a failed urban hipster? I mean something that will go with a suit -- baseball caps need not apply. Images appreciated.

(2) Have I already asked this?

For starters I dont look like I am approaching middle age and I am a successful urban hipster, so I am not sure my epxerience is relevant, but, I wear one of two hats, depending on the occasion.

In my uber-urban hipster mode I go with the cashmere Gucci hat, it looks something like this, only no symbol indicating brand and its chocolate brown, to bring out my eyes.



The other one is a IronMan Hawaii finishers cap (baseball lid). I wear that to the gym and on warmer weekend days when I am in the drop top, with the top dropped, running errands or going to wine tastings or putting the smack down on the h8ers and non-believers.

ymmv (merde! stp!)

[Penske_Account]

Originally Posted by ironweed

I think it's the ZZ Top beard that does it, but whatever it is, it's uncanny.

These days I just wear a stars and stripes or Harley bandanna tied around my head. It's a more natural look for Irish guys.

True story, I met a lady in the big easy last spring, at a health care conference. She wore a red bandana (or was it blue?) and took me for a ride on her harley. Good times!

[Penske_Account]

Originally Posted by Replaced_Texan

I think it's all in the attitude. If you're self-conscious about looking like a failed urban hipster and/or costumed throwback and/or Jack Abramoff, you won't be able to pull it off. If you throw it on your head and don't worry about it, you'll be fine. This is a good time of year to experiment, because it's not unusual for people to be in headwear in cold weather.

Find a nice classic fedora in black and see how it works for you.

Note: I hang out with a lot of men that wear hats, sometimes as costume, sometime not. I don't really notice them as all that unusual anymore. I'd say a good half of the men (most were African American, though my boyfriend is decidedly a white boy) in the bar I went to last night were wearing a of cap of this sort, in various fabrics and colors:



Second note: I have an extensive hat collection and wear hats frequently. I did this way before Mad Men ever became popular. I dig hats on women and men.

What do you think about men in top hats? That may be my next purchase......

[bling trade]

Originally Posted by Atticus Grinch

(1) Are there any hats to be worn by a white male approaching middle age that do not make him either a costumed throwback or a failed urban hipster? I mean something that will go with a suit -- baseball caps need not apply. Images appreciated.

(2) Have I already asked this?

Obviously, hats aren't trendy, but I've seen guys pull off these hats:

cotton, wool, or cashmere borsalino/capas/newsboy (biz casual),
wool houndstooth or herringbone walking hat (biz casual, but more style-y)
wool/fur trooper (cold weather)
cotton fisherman or train conductor (casual)

[Penske_Account]

Originally Posted by Replaced_Texan

third note: the hat I'm wearing right now is a Santa Claus hat.

I am hatless, and commando, in the corner office, with a crystal goblet filled with a 98 Chateau St. Michelle Cold Creek vinyard Cab and some truffles pondering potential career suicide in 2009. In a good way. Maybe.

Cheers!

[Hank Chinaski]

Originally Posted by Penske_Account

For starters I dont look like I am approaching middle age and I am a successful urban hipster, so I am not sure my epxerience is relevant, but, I wear one of two hats, depending on the occasion.

In my uber-urban hipster mode I go with the cashmere Gucci hat, it looks something like this, only no symbol indicating brand and its chocolate brown, to bring out my eyes.

I wear a hat not unlike that when I"ll be around dozens of nasty shitting penguins.

The other one is a IronMan Hawaii finishers cap (baseball lid). I wear that to the gym and on warmer weekend days when I am in the drop top, with the top dropped, running errands or going to wine tastings or putting the smack down on the h8ers and non-believers.

ymmv (merde! stp!)

exactly. I typically where my "Pennypacker '84" cap.