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: Dan Humphrey goes to extreme lengths to impress Serena on their first official date, which ultimately leads to their first kiss.

Why Dan Humphrey Can't Be Gossip Girl - Tumblr Gossip_girl_1x05

: Lily van der Woodsen discovers her son, Eric, is missing from his treatment center and reluctantly asks her ex, Rufus Humphrey, for help. : Dan Humphrey goes to extreme lengths to

This iconic episode centers on Dan and Serena's first official date and Jenny's high-stakes entry into Blair's inner circle. : Gossip_girl_1x05

: Jenny Humphrey is invited to Blair Waldorf’s infamous sleepover. To prove herself, she gets caught in a dangerous game of truth or dare that involves "borrowing" a jacket from a high-end store and breaking her curfew.