while you weren’t sleeping

From the Valley to the Upper East Side: Lily Van der Woodsen’s Style Cross-Over (4.16 – While You Weren’t Sleeping)


Besides a few moments in the previous seasons, we are rarely given sights of Lily’s wild side: so far we have gathered different elements about her past, but I think it’s safe to assume she’s still largely mysterious and shady. She has totally embraced her Upper East Side persona, because it’s socially respectable, but we know she’s much more than that. I’m glad a glimpse of this was introduced in While You Weren’t Sleeping [1], the episode that was aired last Monday.

After failing his plan of being accepted by Russell Thorpe as part of the new Bass Industries, Chuck traces his steps back and asks Lily some help. I’ve always thought she loves him very much and she demonstrates it once more: she accepts of being part of a charade and pretends of still thinking of Russell. The central event of the episode is Eric’s birthday and, starting from these premises, it’s going to be a drama-filled party.

Before going out, she chats with Eric: in this scene, she wears a black satin with gathered neckline and a patterned pencil skirt; she completes the outfit with a ribbon necklace and diamond stud earrings.
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