TV's hottest show is back. Gossip Girl started its second season as the most provocative and wildly popular teen drama show on the air. With a perfect mixture of edginess, drama, and sexiness the show exploded into the pop culture consciousness and the characters and plot just gets better and better... - Episode 2 "The Dark Night " (September 15, 2008) Hottie Nate struggles between his feelings for Vanessa (Jessica Szohr) and his more-complicated-by-the-day relationship with Catherine. Jenny (Taylor Momsen) risks losing her internship when she is caught critiquing one of Eleanor Waldorf 's designs. Alex Woo jewelry was worn by several of the cast members. The Little Luck Horseshoe and Sweni Earrings were worn by Vanessa. Jenny was wearing Alex Woo's Little Faith Peace Dove and her dad's date was wearing the Vida Pendant! "Bonfire of the Vanity" (November 11, 2008) Blair (Leighton Meester) does not approve of the new man, Cyrus Rose (hilarious guest star Wallace Shawn), in her mother's life, so she makes it her mission to break up the lovebirds by any means necessary. Throughout the episode, she is seen wearing her "signature B & W" jewelry from Alex Woo.