It's a meeting between Rufus and Jenny Humphrey that looks like it does not end well for J in "The Serena Also Rises" from the second season of Gossip Girl.
In "The Serena Also Rises" from the second season of Gossip Girl, it's Little Jenny (Taylor Momsen) who's looking to rise in the fashion world as well.
In this photo from the second-season episode of Gossip Girl, "The Ex-Files," Jenny lurks at school. She's got a long way to go before she'd reach Blair quality, but her bitchiness has potential.
