Gossip Girl

Season 4 Episode 19:

Petty in Pink

Serena enlists Charlie to go undercover Gossip Girl-style to determine why Dan and Blair are spending so much time together, and what role an unexpected visitor is playing in their lives. With Nate’s help, Raina decides to go on a search for her long-lost mother. Chuck’s hopes about his legacy are dashed with the reveal of devastating information from the past.
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About Gossip Girl:

An exclusive group of privileged teens from a posh prep school on Manhattan's Upper East Side whose lives revolve around the blog of the all-knowing albeit ultra-secretive Gossip Girl.