Lily and Mom
The episode "Valley Girls" gives us a glimpse into Lily's past and sets up the '80s spinoff starring this great character. Here she is with her mom.

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Gossip Girl Season 2 Episode 24 Quotes

Ahh ... who knew the MotherChucker could also play fairy godmother. But if C just made B's dreams come true, why does it feel like our queen is standing with the wrong king?

Gossip Girl

[to Lily] When I'm a mother I will be nothing like you. I would rather give my kids up for adoption than be like you. Oh wait, you did that.