Quote Originally Posted by beerbecue View Post
OK, well.... finally got around to buying a glengarry for band use...

Anyway, after measuring my heid, which is between 22 5/8 and 6/8... ordered the 7 1/4 as I was advised to go the size larger up....

Well, how is this thing supposed to feel? I can tell you that it is loose, it does not fall down on its own, but it will easily go down all the way to my ears... there is a gap at the front point at my forehead, and I can fit a thumb/two fingers very easily in the back...

My question is, do I get the smaller one, expecting the felt to stretch/soften, or live with the looseness...

BTW, it looks like a big box on the top of my head.... perhaps this hat is not the fashion look for me....
LOL. Yep, welcome to the world of the ugly-*** glengarry.
First, it sounds too loose. You shouldn't be able to get your fingers as you described. Also, it shouldn't drop all the way to the top of your ears without some convincing. So, get a size smaller.
As far as the look, they're ugly and look odd...period. Nothing will help this. You just get used to it, plus everyone around you looks the same way.