Since we are going into Fall/Winter it needs to be broken down. Layering is everything!
I've really been into print & pattern shirts. They go well under my cardigans.
As far as pants goes
I love chinos. Great feel. You can get them in Wool or other material.
aaaahhhh the cardigan. You can never go wrong.
As far as shoes goes as soon as it gets cold I'm a sucker for boots. Docs are really classic. Go with almost everything my fall/winter wardrobe has to offer. All else I normally wear Diesel boots. They are cross between boots/sneakers so they're really sporty (even though I'm not).
Don't forget your Scarf its cold out there!
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