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7 Tomboy Styles for the Fall Season

Tomboy Chic – Now more than ever, playing with gender standards is embraced in fashion. Women can wear the trousers in cool looks ranging from rocker chic to street style star. Check out our list of seven tomboy pieces to get you through the fall/winter season.

Denim is a timeless staple, but nothing says tomboy more than wearing a good pair of boyfriend jeans. Ripped details and a slouchy fit make for the perfect companion to a simple t-shirt look. ASOS Saxby Boyfriend Jeans in Vintage Rip and Repair available at ASOS for $31.15

A messenger bag is the perfect accessory to have for tomboy style. The utilitarian accents of leather trim, large pockets and adjustable strap make it a cool bag to have. Helena Messenger Bag available at Macy’s for $52.00

Throw on a baseball cap for a casual look to your tomboy cool. Whether plain or decorated with your favorite city, it’s all about expressing your style. Denim Refinery Baseball Hat available at Urban Outfitters for $24.99

Pairing an outfit with the right pair of shoes is essential. A remixed Oxford shoe made with a platform sole adds a touch of edge to your look. Cooperative Peep-Toe Platform Oxford available at Urban Outfitters for $24.99

Look like a cool rider in a bomber jacket for the season. Paired with a simple black trouser or jeans, it’s perfect casual look. Geo Bomber Jacket available at Forever 21 for $24.80

A classic tomboy staple is a pair of Converse shoes. Whether worn with a skirt or pants, it shows that casual never goes out of style. Converse Chuck Taylor® All Star® Core Hi available at Zappos for $55.00

A tomboy’s bag does not need to be a purse. Sport a leather backpack as you go for your fashionable day out. Topshop Push Lock Backpack avaialble at Nordstrom for $72.00

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  1. Eat.Style.Play

    October 17, 2013 at 9:10 am

    What ever she is wearing up top is a great outfit. I guess I would need to see the other items styled I really love the shoes you picked out.

  2. Taylor

    October 18, 2013 at 7:33 pm

    Don’t forget the core staple for the tomboy – button-down shirts! I’m obsessed with this new startup Androgyny (, they have great menswear inspired button ups. And there is always Jcrew for something a bit more plain.

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