Our 2nd place winner:

Anna, (above right) flaunts some attitude in her Current/Elliott jeans, Loeffler Randall shoes, and a classic button-down with her own added twist: demonstrating her personal sense of whimsy, Anna printed "Why can't I be you" mirrored back-to-back down the front. Cute and clever.

Anna is 27 years old living in Beverly, MA. She currently works as a Sales Associate for Barney's New York and has won some excellent prizes from our friends at Beauti Control, DiSpagna Designs, and Lila Clothing.

Our Grand-Prize winner:

Caitlin, (above left) shows her effortlessly chic style in a pair of skinny Helmut Lang jeans paired with a button-front cardigan from Alexander Wang, to keep her warm in the unpredictable New England weather. On her feet, black leather Fiorentini + Baker boots. The whole look is finished with her favorite Falcon necklace and PS1 bag by Proenza Schouler. 

Caitlin is 25 years old, lives in Boston and works as a Green Contract Specialist for the Federal Government. Love for Fashion, love for the Earth - Caitlin we hope you also love the prizes heading your way: A luxurious mani-pedi from Beaucage Spa, $100 gift certificate to Stella & Dot from designer Jennifer Ricciarelli, and $50 to discount site Groupon.com

Make sure to check back soon when we feature the juicy details on our two featured winners. Congrats to you both and thank you to all our entrants and Joonbug readers!