mattface
Practically Family
- Messages
- 877
- Location
- Montpelier, VT
As for one of your original questions about wearing a fedora...I wear one with business casual, but would not wear one with "street casual", such as blue jeans. I just think a fedora looks mis-matched with that level of casual, and one just looks like they're wearing a hat for fashion reasons rather than practicality, a la the hipster goofball look, which is probably not what you're wanting. I typically wear a flat cap when wearing anything less dressy than dress trousers and long-sleeve button up shirt.
I go very much the other way on this one. I don't think of a fedora as necessarily a "dress hat", I wear a fedora with almost everything, dressy or casual. Felt in the winter, straw in warmer weather. I think they look great with jeans as well as with a suit. If we're talking about emulating classic styles, men wore fedoras with everything, not just with a suit. For my part I am bald as a cue ball, so I find hats very functional, but also fashionable. I'm not trying to hide anything, and I don't generally wear them indoors, but they do a great job keeping the weather off my bald head. I've tried flat caps, and they just don't suit me. When I'm going very casual I'll wear a cadet cap.
P.S. I think I pull it off, and I think you will see a lot of folks nailing the casual fedora look on these forums.
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