Gossip Girl – Season 5, Episode 19 – Serena (Blake Lively) is determined to turn Lola (Ella Rae Peck) into the next "it-girl" of the Upper West Side, starting with trying to persuade Lola to model at a Kiki de Montparnasse Lingerie show. Meanwhile, Chuck (Ed Westwick) reaches out to Blair (Leighton Meester) for advice about his past.
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Penn Badgley Bomber Jacket

Penn Badgley's plaid jacket infused a woodsy element into his NY wardrobe.
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