Serena van der Woodsen
This Upper East Side It girl amps up her school ensemble with grey suede over-the-knee boots, which are perfect for running around town with her Brooklyn BF, Dan Humphrey. Serena van der Woodsen's style is similar to that of Kate Moss, who looks amazing even though she probably just throws things on! Her disregard for high society shows in her fashion, which is bohemian, casually cool and all-American all in one. She loves hats, scarves and her huge collection of boots, which she wears with everything from school uniforms & dresses to skinny jeans & leggings.
Blair Waldorf
Spotted - Blair Waldorf looking prim and polished from head-to-toe in her school uniform blazer, Victorian-style blouse and of course, her signature bow hairband, pearl bracelet & "B" diamond necklace. Like the penthouse apartment she lives in, this queen bee enjoys the finer things in life, like diamonds, pearls & anything designer. Blair's look is inspired by chic, feminine pieces of Old Hollywood, but she's also into argyle sweaters & button-down shirts with pretty details on the cuffs & collar, as she's the preppiest of the girls on the Upper East Side.
Jenny Humphrey
Jenny Humphrey doesn't have the big budget of S and B, so she buys her clothes from vintage shops & sews & recreates them into cool pieces. She also mixes it up with designer castoffs that she gets from Blair to create a unique look that's all her own! She spices up her school uniform with cute accessories like funky flats & bags, colorful tights, knee socks&loads of bangles - she even wears hair elastics that double as bracelets!
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