Actresses Blake Lively (L) and Kelly Rutherford are seen on location for "Gossip Girl" August 11, 2008 in the Brooklyn borough of New York City. (Photo by James Devaney/WireImage)Getty Images Us Weekly has affiliate partnerships. We receive compensation when you click on a link and make a purchase. Learn more! In the 2000s, Gossip Girl was a show that captivated its audience due to its insatiable storyline, but even more so because of its perfect styling. One of the standout characters, Lily Vanderwoodsen, has become an ongoing aesthetic for women everywhere since the show debuted.