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New York-based designer Rachel Antonoff's Holiday 2010 collection is all about cocktail party sophistication. Her look book, shot at the kayak pier on the Hudson River, shows off sculptural separates and frocks that will surely please her clients come winter. If you've seen Antonoff's previous look books, or her Fall 2009 video, then you know the kind of quirky-cool presentation that is her signature. Between her chic, modern designs and creative photographic escapades, there's nothing not to like.
Menswear-inspired clothing never goes out of style so stock up on the essentials. An oxford shirt, brogue shoe, boyfriend trouser, collegiate tote, houndstooth jacket and wool waistcoat are all classic menswear items. Mix and match them with more feminine elements or go for the full-on Annie Hall look. Either way, you'll look sophisticated and confident.