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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.Not all is lost when Louis shows up in New York — with one of Blair's shoes — and the two resume their romance, becoming engaged despite the royal family's deep dislike of Blair.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.Raina came into the picture as Chuck's business adversary, and all that tension quickly led to a not-so-hostile takeover (wink, wink).(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.
Carter functioned like Chuck and Nate's gateway drug — he was the first to give them pot and sneak them into nightclubs.
Hey, Upper East Siders, ever wonder what happened to the scheming socialites and Gatsby-esque villains who seemed to always circle S and B?
Well we know all their secrets, and we're totally here to tell.
Now: Connor, who attended acting school with Taylor Momsen and Then: Brooklyn's resident hip wet blanket, Vanessa mainly functioned as the "angel voice" on Dan's shoulder, but still juggled on-and-off relationships with him and Nate.
Mostly, though, she wore statement necklaces and got involved in schemes that were way above her pay grade.