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Betty Draper in Mad Men

The costume designers on this show sparked a trend at least as big as any runway designers: The tailored suits, swing coats, elegant coifs, and all-around general crispness are perfection.
Serena van der Woodsen in Gossip Girl

Blake Lively's uptown-girl wardrobe is sleek and sophisticated, with slim denim, knee-high boots, and tons of layers.
Mary Tyler Moore in Mary Tyler Moore

Her classic, swingy, just-a-bit-sexy-but-still-utterly-professional look has stood the test of time. We like to think that if Michael Kors had been designing back then, her closet would have been filled with his pieces.
Carrie Bradshaw in Sex and the City

With outfits that ranged from gorgeously glamorous to undeniably wacky, she took chances, mixed aesthetics, and celebrated fashion like no one else, before or since.
Kelly, Jill, and Sabrina in Charlie's Angels

Sexy California style—from their endlessly layered hair to their tan-emphasizing, skin-revealing, body-celebrating outfits.
Angela Chase in My So-Called Life

The only way '90s grunge ever made it onto network TV: Claire Danes' drugstore-dyed red hair, Dr. Martens, pilled sweaters, and wildly appealing angst.
Amanda Tanen in Ugly Betty

The only TV or movie "fashion editor" who really, truly gets the look right.
Denise Huxtable in The Cosby Show

Lisa Bonet managed to pull together all the mismatched prints, vivid colors, and oversize separates of the '80s and still come out looking fantastic.
Addison Montgomery in Private Practice

Kate Walsh's character has a chic, West Coast style—graphic prints, formfitting dresses, bold accessories, punches of color—she always looks sexily crisp.
Laurie Partridge in The Partridge Family

Between her pin-straight, long-and-glossy hair, and her skinny sweaters with leg-lengthening bell-bottoms, Susan Dey's '70s style perfectly balanced innocence and all-out hotness.
Ally McBeal in Ally McBeal

Calista Flockhart's short skirts and sky-high strappy heels made lawyering (previously infamous for its singular unsexiness) look surprisingly hot.
Ann Marie in That Girl

The poufy/flippy bob, the Courrèges-mod outfits, the lipstick, the flats, and the major eyelashes added up to Marlo Thomas' kicky signature look.