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What I learned in the end is simple: most men dont need the perfect grey flannel trouser. They need wool trousers that fit their life, their climate, and their identity and they need to stop taking advice from guys who dress for photos instead of real days
Make a short dress more casual by pairing it with a denim jacket and white tennis shoes
A light or mid-blue dress shirt is ideal
(Fortunately, H&M has some killer versions with the same vibe here, here, and here.) I belted the dress to reign in that waist and untied the higher neck to loosen up the vibe
A Stripey Tee + A Drawstring Pant The bright purple stripe adds a nice pop next to navy, but this is also the kind of throw-on-and-go pairing that is perfect for mornings when everyone is running behind
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