full size Introducing Serena van der Woodsen in Season 1 of Gossip Girl
Credit: The CW ©2010 The CW Network
Photo:
Introducing Serena van der Woodsen in Season 1 of Gossip Girl
Enemies and nasty rumors aside, Serena van der Woodsen is the girl everyone wants to be. Mile-long legs, amazing blonde locks, and the ability to turn any guy’s head — what more could you want? Over the past few years, Serena's style has gotten shorter, tighter, and sexier — cutouts are de rigeur in her wardrobe these days — but we can still remember her looking like a chic traveler on the first episode. Lest we be mistaken for a streetwalker channeling Serena's more recent looks this Halloween, we opted to recreate that Grand Central outfit from back in the day. No need to stuff any bras — this look is totally PG.

Get Serena's inaugural outfit on the cheap:
A breton stripe top is a classic piece that looks fantastic with... ASOS Longline Short Sleeve Breton Stripe Top, $8.43; ... a buttery caramel colored leather jacket. Fluent Life Jacket Faux Leather Motorcycle Jacket, $79.99; Can’t go wrong with a pair of slim dark jeans. BDG Slim Straight Jean, $54; A great motorcycle boot makes for a sturdy fall and winter shoe choice. Blowfish Fifi Shoe, $49.50; Keep the look neat by belting your jeans with a slick leather belt. ASOS Leather Double Keeper Tipped Waist Belt, $15.17; This silk scarf ties in well with the subtle equestrian theme running throughout Serena’s look. Tie it around your neck and add a vintage piece of luggage for extra effect. Cole Haan Bit and Tassels Silk Scarf, $41.39