Subscribe to People StyleWatch
Vote on this week's styles including Katie Holmes, Jessica Simpson and more stars! You decide – are they fashionistas or flops?
Updated: Thursday Dec 24, 2009 | 11:45 AM EST
More from PEOPLE
See More News
25 of 32
The sexy singer goes for fashion over function while vacationing in Aspen in second-skin J Brand jeans, a cropped puffer coat and stiletto, peep-toe boots with rows of fringe.
Copyright © 2014 Time Inc. All rights reserved. Reproduction in whole or in part without permission is prohibited.