Reese Witherspoon looks adorable, but let's face it - sometimes celebrity looks just don't hold up in real life! I bought this Gap hat on a whim last week and immediately regretted it. Her hat is arguably cuter (mine is a bit Pilgrim-esque), but I also just feel silly wearing a fedora out and about. Would love to hear what you think though - does this celebrity outfit work in real life? Where would you wear it? 

Navy sweater: Gap, old ( similar)

Jeans: Gap, $30 ( similar, similar, similar)

Hat: Gap, $10

Boots: c/o HCB Boutique, $54