Where to wear the Glengarry??

[LK-13]

as i have a fairly large head (always needed an XL motorcycle helmet)
very few hats of any type look good on me.
one of those few are Berets.
does the wearing of a Beret follow similar rules as wearing a Glengarry?
I'm thinking a Beret with my clan crest pin in place of the flash would look quite sharp.

additionally,
I'm one of those that may rub the grain the wrong way,
in that if I've chosen to wear a hat on any given day,
i usually don't take it off. for anything.
it's not a respect thing as far as I'm concerned.
it's the simple fact that since my crash back in the 80's I'm severely effected by the cold.
add that to the fact i get an award willing case of hat head.
(should my hair be longer than it's usual 1/16" length)
and because i have worked in kitchens for years on end,
i was required to wear a hat at all times for sanitary reasons.