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What’s a cool hat for a 40 year old to wear?

I have a baseball hat from the 2014 final four tourney and n...
Big Public Bath Mental Disorder
  05/14/25
bright red fedora with a yellow feather
Brindle school cafeteria
  05/14/25
Don’t think I could pull that off
Big Public Bath Mental Disorder
  05/14/25
need to level up your charisma, hoss
Brindle school cafeteria
  05/14/25
...
Electric yapping partner
  05/15/25
...
beady-eyed house sandwich
  05/15/25
Pussy
buff cracking sneaky criminal theater stage
  05/14/25
Smathers and Branson from your college
orchid mischievous bawdyhouse
  05/14/25
this is actually a good one. i'm not some southern frat guy ...
idiotic crystalline pistol
  05/15/25
alma mater
wonderful chartreuse church building
  05/14/25
You could try out being one of those "flat cap" gu...
Titillating menage
  05/14/25
These are 180 I might try this
Big Public Bath Mental Disorder
  05/14/25
(ralfy)
diverse gold genital piercing plaza
  05/15/25
these guys are usually a little dorky but honest and hard wo...
adventurous bisexual ratface
  05/15/25
European Lacrosse League Champs, 2010
buff cracking sneaky criminal theater stage
  05/14/25
...
honey-headed famous landscape painting
  05/15/25
I am Norwood 0.00 and therefore will never wear a hat ever
cowardly pale legend orchestra pit
  05/14/25
Be careful. Client said it was "unprofessional" th...
costumed effete selfie death wish
  05/15/25
...
diverse gold genital piercing plaza
  05/15/25
These guys now wear a dress shirt untucked, some pants with ...
Hairraiser Pink Hospital Internal Respiration
  05/15/25
Scotty Cameron Circle T trucker hat
Onyx school
  05/15/25
a top hat
insanely creepy fuchsia ceo
  05/15/25
MAGA hat
exciting bistre national water buffalo
  05/15/25
...
Crusty lake stag film haunted graveyard
  05/15/25
Huckberry waxed baseball cap is 180
Azure fiercely-loyal dysfunction
  05/15/25
I have one that i like from our local minor league baseball ...
Trip Office
  05/15/25
Not loving the new "yacht" style caps.
Medicated glittery roommate
  05/15/25
top hat. you can tip it to passing young ladies
histrionic corner people who are hurt
  05/15/25
Shtreimel, costs thousands of dollars and it's the ultimate ...
mint organic girlfriend trailer park
  05/15/25
Novelty trucker hat with ASS Pro Shops on the front with som...
Passionate Beta Jew
  05/15/25
black and yellow CAT (catterpillar) cap
histrionic corner people who are hurt
  05/15/25
...
Hyperactive Brunch Hunting Ground
  05/15/25
You may wear a baseball cap with (a) a Major League Baseball...
Mustard Lettuce
  05/15/25
Cool and 40 do not go hand in hand. Just wear whatever b...
Jet-lagged Scarlet Business Firm
  05/15/25
for the somewhat rare occasions where you'd wear a cap: - M...
curious black woman
  05/15/25


Poast new message in this thread



Reply Favorite

Date: May 14th, 2025 9:45 PM
Author: Big Public Bath Mental Disorder

I have a baseball hat from the 2014 final four tourney and need to upgrade thoughts?

(http://www.autoadmit.com/thread.php?thread_id=5725107&forum_id=2)#48931665)



Reply Favorite

Date: May 14th, 2025 9:45 PM
Author: Brindle school cafeteria

bright red fedora with a yellow feather

(http://www.autoadmit.com/thread.php?thread_id=5725107&forum_id=2)#48931667)



Reply Favorite

Date: May 14th, 2025 9:46 PM
Author: Big Public Bath Mental Disorder

Don’t think I could pull that off

(http://www.autoadmit.com/thread.php?thread_id=5725107&forum_id=2)#48931672)



Reply Favorite

Date: May 14th, 2025 9:46 PM
Author: Brindle school cafeteria

need to level up your charisma, hoss

(http://www.autoadmit.com/thread.php?thread_id=5725107&forum_id=2)#48931675)



Reply Favorite

Date: May 15th, 2025 11:01 AM
Author: Electric yapping partner



(http://www.autoadmit.com/thread.php?thread_id=5725107&forum_id=2)#48933212)



Reply Favorite

Date: May 15th, 2025 11:02 AM
Author: beady-eyed house sandwich



(http://www.autoadmit.com/thread.php?thread_id=5725107&forum_id=2)#48933222)



Reply Favorite

Date: May 14th, 2025 9:46 PM
Author: buff cracking sneaky criminal theater stage

Pussy

(http://www.autoadmit.com/thread.php?thread_id=5725107&forum_id=2)#48931674)



Reply Favorite

Date: May 14th, 2025 9:51 PM
Author: orchid mischievous bawdyhouse

Smathers and Branson from your college

(http://www.autoadmit.com/thread.php?thread_id=5725107&forum_id=2)#48931713)



Reply Favorite

Date: May 15th, 2025 12:44 PM
Author: idiotic crystalline pistol

this is actually a good one. i'm not some southern frat guy but the look of this brand's stuff is pretty versatile

(http://www.autoadmit.com/thread.php?thread_id=5725107&forum_id=2)#48933582)



Reply Favorite

Date: May 14th, 2025 9:52 PM
Author: wonderful chartreuse church building

alma mater

(http://www.autoadmit.com/thread.php?thread_id=5725107&forum_id=2)#48931717)



Reply Favorite

Date: May 14th, 2025 9:55 PM
Author: Titillating menage

You could try out being one of those "flat cap" guys. It's a whole persona.

(http://www.autoadmit.com/thread.php?thread_id=5725107&forum_id=2)#48931730)



Reply Favorite

Date: May 14th, 2025 11:23 PM
Author: Big Public Bath Mental Disorder

These are 180 I might try this

(http://www.autoadmit.com/thread.php?thread_id=5725107&forum_id=2)#48932207)



Reply Favorite

Date: May 15th, 2025 11:03 AM
Author: diverse gold genital piercing plaza

(ralfy)

(http://www.autoadmit.com/thread.php?thread_id=5725107&forum_id=2)#48933225)



Reply Favorite

Date: May 15th, 2025 2:52 PM
Author: adventurous bisexual ratface

these guys are usually a little dorky but honest and hard working

it's a good scene to be in

(http://www.autoadmit.com/thread.php?thread_id=5725107&forum_id=2)#48934118)



Reply Favorite

Date: May 14th, 2025 10:04 PM
Author: buff cracking sneaky criminal theater stage

European Lacrosse League Champs, 2010

(http://www.autoadmit.com/thread.php?thread_id=5725107&forum_id=2)#48931766)



Reply Favorite

Date: May 15th, 2025 12:37 PM
Author: honey-headed famous landscape painting



(http://www.autoadmit.com/thread.php?thread_id=5725107&forum_id=2)#48933557)



Reply Favorite

Date: May 14th, 2025 11:39 PM
Author: cowardly pale legend orchestra pit

I am Norwood 0.00 and therefore will never wear a hat ever

(http://www.autoadmit.com/thread.php?thread_id=5725107&forum_id=2)#48932273)



Reply Favorite

Date: May 15th, 2025 11:02 AM
Author: costumed effete selfie death wish

Be careful. Client said it was "unprofessional" that I wore a golf hat and chewed tobacco during a DD call this week.

(http://www.autoadmit.com/thread.php?thread_id=5725107&forum_id=2)#48933218)



Reply Favorite

Date: May 15th, 2025 11:03 AM
Author: diverse gold genital piercing plaza



(http://www.autoadmit.com/thread.php?thread_id=5725107&forum_id=2)#48933227)



Reply Favorite

Date: May 15th, 2025 11:03 AM
Author: Hairraiser Pink Hospital Internal Respiration

These guys now wear a dress shirt untucked, some pants with like a jean cut but NOT jeans and sneakers (usually vintage air max).

Edit: oh you said hat...yeah thos stretchy pro back mlb hats but one that's like vintage colors or something.

(http://www.autoadmit.com/thread.php?thread_id=5725107&forum_id=2)#48933224)



Reply Favorite

Date: May 15th, 2025 11:23 AM
Author: Onyx school

Scotty Cameron Circle T trucker hat

(http://www.autoadmit.com/thread.php?thread_id=5725107&forum_id=2)#48933297)



Reply Favorite

Date: May 15th, 2025 11:26 AM
Author: insanely creepy fuchsia ceo

a top hat

(http://www.autoadmit.com/thread.php?thread_id=5725107&forum_id=2)#48933305)



Reply Favorite

Date: May 15th, 2025 11:28 AM
Author: exciting bistre national water buffalo

MAGA hat

(http://www.autoadmit.com/thread.php?thread_id=5725107&forum_id=2)#48933317)



Reply Favorite

Date: May 15th, 2025 11:33 AM
Author: Crusty lake stag film haunted graveyard



(http://www.autoadmit.com/thread.php?thread_id=5725107&forum_id=2)#48933334)



Reply Favorite

Date: May 15th, 2025 11:37 AM
Author: Azure fiercely-loyal dysfunction

Huckberry waxed baseball cap is 180

(http://www.autoadmit.com/thread.php?thread_id=5725107&forum_id=2)#48933351)



Reply Favorite

Date: May 15th, 2025 11:45 AM
Author: Trip Office

I have one that i like from our local minor league baseball team

(http://www.autoadmit.com/thread.php?thread_id=5725107&forum_id=2)#48933390)



Reply Favorite

Date: May 15th, 2025 11:47 AM
Author: Medicated glittery roommate

Not loving the new "yacht" style caps.

(http://www.autoadmit.com/thread.php?thread_id=5725107&forum_id=2)#48933397)



Reply Favorite

Date: May 15th, 2025 12:38 PM
Author: histrionic corner people who are hurt

top hat. you can tip it to passing young ladies

(http://www.autoadmit.com/thread.php?thread_id=5725107&forum_id=2)#48933560)



Reply Favorite

Date: May 15th, 2025 12:45 PM
Author: mint organic girlfriend trailer park

Shtreimel, costs thousands of dollars and it's the ultimate flex, plus you get looks of admiration everywhere that you go.

(http://www.autoadmit.com/thread.php?thread_id=5725107&forum_id=2)#48933586)



Reply Favorite

Date: May 15th, 2025 2:56 PM
Author: Passionate Beta Jew

Novelty trucker hat with ASS Pro Shops on the front with some butt cheeks on the line in place of the fish

(http://www.autoadmit.com/thread.php?thread_id=5725107&forum_id=2)#48934127)



Reply Favorite

Date: May 15th, 2025 2:57 PM
Author: histrionic corner people who are hurt

black and yellow CAT (catterpillar) cap

(http://www.autoadmit.com/thread.php?thread_id=5725107&forum_id=2)#48934135)



Reply Favorite

Date: May 15th, 2025 3:19 PM
Author: Hyperactive Brunch Hunting Ground



(http://www.autoadmit.com/thread.php?thread_id=5725107&forum_id=2)#48934204)



Reply Favorite

Date: May 15th, 2025 3:01 PM
Author: Mustard Lettuce

You may wear a baseball cap with (a) a Major League Baseball logo only; (b) your alma mater's insignia; or (c) a golf brand.

While you will like the shadow it casts on your face, consider that it will conceal your 180^180 hairline and people will assume that you're a gross little baldie under there.

(http://www.autoadmit.com/thread.php?thread_id=5725107&forum_id=2)#48934141)



Reply Favorite

Date: May 15th, 2025 3:08 PM
Author: Jet-lagged Scarlet Business Firm

Cool and 40 do not go hand in hand.

Just wear whatever baseball style hat because you're hiking or on the boat. Any other time = desperately trying to pretend you're still 25.

(http://www.autoadmit.com/thread.php?thread_id=5725107&forum_id=2)#48934154)



Reply Favorite

Date: May 15th, 2025 3:42 PM
Author: curious black woman

for the somewhat rare occasions where you'd wear a cap:

- MAGA HAT

- Hat from an esoteric (to genpop) place like Badrutt's Palace or Le 55

- Favorite NPB team

- I also wear a Cessna hat sometimes as a greenlight to fellow aviation autists to talk planes

(http://www.autoadmit.com/thread.php?thread_id=5725107&forum_id=2)#48934252)