While dirt-biking with Pete, Clark falls into a cave and discovers two hidden treasures: ancient Native American inscriptions that hold the key to his identity and a beautiful girl whom he believes to be his soul mate. Desperate to preserve the writings, Clark pits father against son by enlisting Lex's help in stopping Lionel's construction crew from demolishing the cave.
Two sets of parents - one Christian, one Wiccan - who are so scandalised by a school's Halloween decorations they decide to take legal action, but soon Shirley and Denise find that their new clients begin squabbling amongst themselves.
As the day of Karen and Freddy's wedding dawns, Karen's love for Nick is giving her cold feet. Letitia soon picks up on Karen's doubts, whereas Tripp just hits the bottle on his daughter's big day. Elsewhere, Patrick's wife interrogates him about having an affair, and Brian Jr's mother arrives back in town and demands the return of her son, but Brian has other ideas.
A furious Blair learns in the midst of Fashion Week that her mother, Eleanor (recurring guest star Margaret Colin), at the suggestion of her protégé Jenny, has given Serena and her new socialite friend, Poppy Lifton (guest star Tamara Feldman - "Dirty Sexy Money," "Supernatural"), front row seats to the Eleanor Waldorf show. Hurt once again by Serena's popularity and her mother's betrayal, Blair decides to sabotage the show. Meanwhile, Dan starts hanging out with Chuck, and learns the hard way that a walk on the dark side always has its risks. Plus, Lily learns a secret that her new husband, Bart (recurring guest start Robert John Burke), Has Been Keeping From Her. Designer Michael Kors And Socialites Tinsley Mortimer And Cristina Cuomo Make Cameo Appearances At Eleanor Waldorf's Show.
Serena decides to throw Jenny an intimate party for her sixteenth birthday, but things get way out of control when Poppy Lifton (recurring guest star Tamara Feldman) turns the small gathering into a huge social event. In a moment of weakness, Vanessa agrees to help Chuck with a scheme having to do with Blair and Nate. Meanwhile, Rufus learns that Dan will not receive financial aid at Yale and tries to figure out another way to cover the cost of his education. Recurring guest star Armie Hammer ("Reaper") appears as Poppy's boyfriend, Gabriel.
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