Jenny Humphrey

Jennifer Tallulah "Jenny" Humphrey is one of the characters in both the Gossip Girl and The It Girl series of novels by Cecily von Ziegesar. She is portrayed by Taylor Momsen in the Gossip Girl television adaptation on The CW. 2Novel series 3Gossip Girl Jennifer Humphrey is the daughter of Rufus Humphrey, an editor of Beat poets who has never been published himself, and Jeanette Humphrey, who ran off with a European aristocrat. She has an older brother, Dan Humphrey, an aspiring writer. Jenny is a student at the Constance Billard School for Girls, a small, elite, all-girls school on the Upper East Side that Serena van der Woodsen and Blair Waldorf also attend. In the book series, Jenny is described as a short, well-endowed brunette, but the television show depicts her as tall, skinny and blonde. In the Gossip Girl prequel It Had To Be You, Jenny is noted for having a rather flat chest until she begins taking breast enlargement supplements, which are the cause of her DD cup size. 3The It Girl Jenny is the protagonist of the book series The It Girl, which shows her new life after she gets expelled from Constance Billard and starts at Waverly Academy in upstate New York. In The It Girl, Jenny tries to reinvent herself as a "popular and sophisticated city girl" and leave behind the person she was at Constance. When Jenny arrives at Waverly, she finds the students even more attractive, athletic, and intimidating than she had imagined. Jenny then meets her two new exceptionally beautiful and popular roommates: lithe and blonde Southern girl Callie Vernon, and red-headed, green-eyed, sophisticated New Jerseyan Brett Messerschmid