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At the same time, Blair works with Rufus to plan an embarrassing party for Jenny; where it's revealed that she stole Hazel's mother's dress.While the girls are angry at first, they decide to forgive Jenny rather than give power back to Blair.After she's able to beat Blair at her own game, she gains a little respect from her.In The Handmaiden's Tale Jenny, with the help of Vanessa Abrams, sneaks into the Masked Ball that Blair forbid her to attend.While at the party, Chuck Bass takes an immediate interest in her and takes her up to the roof to hang out.
She writes out the invitations for Blair's Kiss on the Lips party in exchange for an invitation, which she receives.She is the younger sister of Dan Humphrey and a social climber who idolizes Blair Waldorf and Serena van der Woodsen.Jenny appeared as a member of the main cast through seasons one through three and was downgraded in the fourth season to a recurring character. Jenny is the daughter of Rufus and Alison Humphrey and the sister of Dan.Blair offers to forgive Jenny for everything if she fixes her dress; which she does, causing her to miss Alison's opening all together.As a result, Alison warns Jenny to think hard about the kind of person she is becoming.
In A Thin Line Between Chuck and Nate Jenny becomes angry when Blair tells her that she isn't ever going to be her friend.