Jean jacket and boots for day, wedges and bling for the wrist for night.
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Sweater - BCBG via Goodwill - similar here
Pants - Gap on clearance for $4.50 - similar here
Boots - DSW clearance - similar here
Wedges - Michael Antonio clearance for $9 - similar here
Hat - hand-me-down - similar here
Jacket - Hydraulic - similar here