How to wear boyfriend jeans with boots

Q. Help! I just moved to a cold climate and can no longer wear ballet flats with my boyfriend jeans. I have seen celebs, such as Rachel Bilson, wear boots with boyfriends and it looks good.. How do you do this? Do they have to have a heel? I would prefer a low heel or flat. Also, can you recommend any that are less than $150?

A. It can be somewhat tricky to pull off a boyfriend jean with boots, but it definitely can be done. An ankle boot with a heel is the easiest style to wear, however, a flat combat-style or rugged boot also looks great (see Jennifer Aniston, below). If your cuffs hit above the top of your ankle boot, add some wooly socks for warmth (and style).

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D&G Spring 2010 runway; Marni/Current Elliott Spring 2010, Ralph Lauren, Jennifer Aniston (via x17online)

Here are some boots under $150 to try with your boyfriend jeans.

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