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Gossip Girl Season 1 Episode 5 - Dare Devil
Dan makes elaborate plans to impress Serena on their first official date. The same night, Jenny is invited to the infamous Blair Waldorf sleepover and finds herself in a high stakes game of “truth or dare.” Meanwhile, when Lily discovers that Eric (Connor Paolo) is missing from his treatment center, she finds herself seeking help from her ex-boyfriend, Rufus.
Air Date: 17 Oct 2007