LEIGHTON MEESTER plays BLAIR WALDORF Queen bee of the social scene; a position she inherited from her best friend after Serena left New York. An only child, she is the daughter of a soon-to-be-divorced fashion designer mother and a gay father and is the longtime girlfriend of Nate Archibald although she became involved with Nate's best friend Chuck Bass in episode 007.
PENN BADGLEY plays DAN HUMPHREY A loner, he is the son of a rock musician turned art gallery owner, Rufus Humphrey, and the elder brother of Jenny Humphrey. Smitten with Serena, he finds himself immersed in her moon-eyed world where he is made to attend St. Jude at his father's bidding.
CHACE CRAWFORD plays NATE ARCHIBALD Torn between Serena and Blair -- both of whom he has romantic histories with, the so-called golden boy also frequently finds himself making life decisions based on the whims of his controlling father, Howie "The Captain" Archibald.
TAYLOR MOMSEN plays JENNY HUMPHREY A freshman at Constance Billiard with a desire to carve her own place in the in-crowd, Jenny is impressionable and quickly becomes the pawn of several characters. She also has a tight-knit relationship with her brother, Dan, which proves handy as she finds herself in frequent need of help.
ED WESTWICK plays CHUCK BASS Cynical and world-weary, Chuck has no qualms about living life on the edge and possesses near-sociopathic tendencies of abusing and manipulating others who get in his way. The childhood best friend of Nate, his reputation as a patron of baser habits make them complete opposites. Portrayed firstly as the 'bad boy' of the group, we start to see a different side of Chuck in episode 004 when he lends Nate 10K to get out of a shady poker game, and later in episodes 007-010, when he falls in love with Blair.
KELLY RUTHERFORD plays LILLIAN VAN DER WOODSEN The multiple-divorced, ex-ballerina, and socialite mother of Serena and Eric van der Woodsen, Lillian has a history as a former groupie of Dan and Jenny's father, Rufus, that she would rather not acknowledge.
MATTHEW SETTLE plays RUFUS HUMPHREY A former rock star whose marriage has fallen apart, he is also an owner of a fledging art gallery. Determined to give his children a quality education, he's enrolled them at private day schools which lead him to bump heads more than once with his former flame, Lillian van der Woodsen.
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