Personal Shopper: Hats Galore for Caitlin

Caitlin writes: I hope you know your website is the first I visit every day, even before facebook. I'm a bit obsessed. But here's the deal: I'm always wanting to wear hats but I don't know how to pull them off or what kind of hat is in style at the time so whenever I try wearing one I end up feeling self-conscious and pull it off right before I leave my house. It would be convenient if started wearing hats because I live in one of the snowier states and my hair always ends up a little damp with out one. I was hoping one of you could point me in the direction of a few different hats and accessories that would match them. I mean, wow. If you could do that it would mean the world to me.

What you are in need of, dear reader, is a hat quest. Dedicate a day to hat shopping, take a friend (preferably the kind who can proffer good sartorial advice) and try on every type of hat you come across. I've given you some good starting points in terms of different styles en mode at the moment, but hats are something you really need to try on in order to find ones that work for you. For starters look for lids that compliment the shape of you face in either neutrals or colors you already love. A clutch item I will suggest, however, is a nice, fitted fleece hat. It won't frizz your hair out as much as wool and if you live in a cold climate sometimes you just need to keep your noggin toasty.

1 - metrostyleTweed Fedora ($20)
2 - Merrel Fleece Cap ($15)
3 - Jeanne Simmons Sydney Wool Hat in Grey ($38)
4 - Brixton Fiddler Cap ($34)
5 - Pins & Needles Embellished Cloche ($34)
6 - Brixton Brood Cap ($36)

Frustrated in your search for that perfect leather handbag, red stiletto pump, or whatever makes your heart go thump in the night? Click here to check out our requests for you, the reader, and to contact us, and we might do the shopping work for you in a future Personal Shopper feature!

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