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(Incidentally, among other projects, Blake Lively had two kids and starred in a shark movie and Leighton Meester appeared alongside Then: Blair and Serena were no doubt the Upper East Side's main attraction, but poor little rich boys Nate and Chuck made for fun sideshows (and, at times, sidepieces).
Nate broke Blair's heart, and then had his heart broken by Serena, while Chuck bedded every model and wannabe socialite above 60 Then: Brooklyn rebel Jenny Humphrey never quite fit in with the UES crowd — but that didn't stop her from climbing all the way to the top of those Met steps.
Hilary Duff came to the Upper East Side as a famous actress who hid her identity from Dan (and being Dan, it takes him eons to figure it out — yet he managed to fool everyone around him for years. Now: The jump to Then: Finally, the female Chuck Bass.After years of being a nervous minion for Blair, Penelope, and Jenny, Nelly uses her cunning intellect to get into Yale — Blair's dream school — and then does everything she can to sabotage her former boss bitch.Once back in NY, she scores a job at Then: After a Paris meet-cute, Blair and Prince Louis went on a disastrous double date with Serena and his undercover security guard, with Blair throwing a tantrum when she thinks it's Serena who got the prince.Carter functioned like Chuck and Nate's gateway drug — he was the first to give them pot and sneak them into nightclubs.Much like Georgina, when Carter popped up, you knew trouble was close by; he also at some point became indebted to the Buckley family and had to work off his debt on an oil rig. ) The last we see of Carter is when he's caught lying to Serena — she retaliates by kicking him out of her limo, which is en route to Palm Springs in search of her dad.
pulled out more than once, Georgina was the first character to appear as a mysterious stranger — pretending to be the clueless new girl in town.