Gossip Girl - Season 1 - Eps 5: Dare Devil
It's their first official date and Dan tries to impress Serena with an elaborate plan for the date, but fails to understand that Serena is happier with beer than champagne. That same night Jenny is invited to the infamous Blair Waldorf sleepover and finds herself in a high stakes game of "Truth or Dare". Meanwhile, Lily finds out that Erik is missing from the treatment center, and she finds herself seeking help from her ex-boyfriend, Rufus.
About Gossip Girl

Title: Gossip Girl
First Air Date: 2007-09-19
Last Air Date: 2012-12-17
Status: Ended
Rating: 8.202/10 (from 2159 votes)
Language: EN
Seasons: 7
Total Episodes: 121
Network: The CW
Genres: Drama, Mystery
Production Companies: Warner Bros. Television, Alloy Entertainment, Fake Empire Productions, CBS Studios
Synopsis
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.
Cast

Blake Lively
Serena van der Woodsen

Leighton Meester
Blair Waldorf

Penn Badgley
Dan Humphrey

Chace Crawford
Nate Archibald

Ed Westwick
Chuck Bass

Kaylee DeFer
Ivy Dickens

Kelly Rutherford
Lily van der Woodsen

Matthew Settle
Rufus Humphrey