7 Fall Outfit Ideas From Rachel Green, Rory Gilmore, and Hilary Banks

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As much as we love to take trend advice from Anna Wintour, invest in new It bags worn by Meghan Markle, and cop $30 T-shirts from Zendaya, we hold a special place in our hearts for the best-dressed fictional characters of the '90s and early '00s. Can you blame us? In my mind, a trio of shows stands out among the rest: Friends, Gilmore Girls, and The Fresh Prince of Bel-Air

Even though these shows have been off the air for years, the outfits are as chic as ever. Fresh Prince's Hilary Banks, played by Karyn Parsons, was a master of impeccable blazers, cute dresses, and badass boots, and her looks are begging to be re-created in 2019 and beyond. Similarly, Rory Gilmore's perfect sweaters aren't just for Stars Hollow denizens, and you might want to scoop up the styles I found for you below. Last but not least, Jennifer Aniston's perennially popular Rachel Green character is also giving me lots of fall outfit ideas, so hurry up and scroll down to shop the looks. 

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Hilary Banks always looked amazing in skirt suits of all kinds, and she clearly knew her way around the accessory department as well. I'm dying to re-create this pitch-perfect plaid look ASAP.

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Rory Gilmore's laid-back student vibe is ripe for copying this fall. Think cozy sweaters, slouchy pants, and minimal makeup. I also don't blame you if you want to reach for some blazers and plaid skirts à la Chilton uniforms. 

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It was tough to narrow down Rachel Green's amazing outfits, but this little number won me over. A black turtleneck and white knit skirt are classic, while a faux-fur coat in a bright color adds some personality. 

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No, I don't remember why she's holding a stethoscope here, but that's not the point. A leopard coat contrasted with a red turtleneck is a stellar combination if I've ever seen one. 

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We could always count on Hilary Banks to serve great miniskirt looks, and this particular one can work for fall because of the exceptional boots. Just add tights if you need extra warmth. 

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For those of you on #TeamDean, this tender, sweater-filled moment will pull at your heartstrings. In any case, her striped sweater is definitely worth buying right now—you'll just have to find your own version of a turtleneck-clad Dean to pose with. 

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As Rachel Green proves, you can mix different shades of green to great effect. A sleeveless sweater is great for layering, while a plaid skirt is utterly timeless. 

Next, Anna Wintour says these are the 8 top trends of 2020

Erin Fitzpatrick
Senior News Editor

Erin got her start as a Who What Wear intern over 12 years ago—back when the site only published a single story per day. (Who What Wear has since increased that number twentyfold.) She graduated magna cum laude from USC, which is how she ended up moving to Los Angeles from her hometown of San Diego. In college, she also interned at Refinery29, where she was promoted to editorial assistant and then assistant editor. After nearly three years at R29, she came back to WWW in 2016, where she currently holds the title of senior news editor (as well as the unofficial title of resident royal expert—in case you haven't noticed her numerous Meghan Markle and Kate Middleton stories). She spends her days trying to incorporate her idols, Anna Wintour and Roger Federer, into as many stories as possible. Outside of work, she loves tennis, classic rock, traveling, and smothering her dog with affection.