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Rachel Bilson, Blake Lively & Katie Holmes Flirt with Fall’s Menswear Trend

By Erin Donnelly
October 13, 2008

Katherine Hepburn did it. So did Annie Hall. And who could forget those ‘80s-eras power suits with shoulder pads worthy of a linebacker? Now its celebrity “it” girls like Katie Holmes, Blake Lively, and Rachel Bilson who are stepping out in menswear-influenced fashions, one of this season’s hottest trends. Read on to check out their interpretations of this not-just-for-boys look.

Rachel Bilson

Juggling a new career as a budding fashion designer, Rachel Bilson has taken to wearing lots of different hats – metaphorically. Judging by this photo, she’s also taken to wearing lots of different hats, literally. With her jaunty Chaplin-esque chapeau, black blazer, and tie, Rachel’s clearly a fan of the masculine look, though her silver bracelet does offer a feminine counterpart. To soften the look even more, we recommend losing the tie and swapping the blouse for a white tank.

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Blake Lively

Gossip Girl star Blake Lively’s too-cool-for-boarding-school ensemble has a hip rebel rock twist, thanks to a cool Edun feather-print tank and flashy black sequined trim on her white tuxedo-style blazer. Though the jacket points to a definite menswear influence, the sequins and tank (not to mention Blake’s long, loose blonde locks) keep it from feeling too boy’s club.

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Katie Holmes

Katie Holmes has already taken to wearing slouchy boyfriend jeans and cardigans of late, so it’s no surprise that she’s found an affinity for this Y-chromosome trend. Her black blazer, white blouse, and cuffed black shorts feel boyish, but black tights and heels provide a feminine balance. A chunky layered necklace or colorful clutch would also help add a girlish touch.

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Make the look your own with a sharply tailored blazer. We like Forever 21’s Tera LS Blazer, with its asymmetrical lapel, and Twenty8Twelve’s concrete-gray cropped Tim Blazer.

If you want more fashion week coverage, or need a quick recap in case you missed it, click here for a slideshow of the top 20 looks inspired by NY Fashion Week 2009.

Tera LS Blazer ($32.80)

This stylish long sleeve blazer features a beautifully elongating cut that will flatter anyone. Details include an asymmetrical 4-button closure, tacked front flap pockets and breast pocket, button details on the sleeves, and contrast piping.

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