Style

How You Should Dress For Fall Based On Your Favorite Character

Looking for inspiration to spice up your everyday outfits to match the cozy, autumnal aesthetic of your favorite fall comfort shows? We’re one step ahead of you.

By Alyssa VandermeulenOct 23rd 20243 min read

IMDb/Friends

Once the leaves begin to fall and the weather cools down, our evenings are ideally spent with a hot drink, a pumpkin face mask, and a girly show to celebrate the new season. Gilmore Girls and Friends are classic comfort shows, but there are a host of other movies that feature feminine pop-culture icons in perfect fall attire.

Ready to see how you should dress for fall? Find your favorite character, and let’s dive in!

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Rory Gilmore from Gilmore Girls

Autumn in Stars Hollow means chunky sweaters, pleated skirts, and boots. What is there not to love? Rory Gilmore’s academia aesthetic, paired with her flair for hometown adventure, creates an endless stream of fall outfits that are easy to copy with the right pieces.

The foundation of most of her outfits is a mini skirt and a sweater. Oversized knit sweaters in a variety of autumnal hues are easy to find and style, and they can be dressed up with a mini skirt of your choice. Throughout the seven seasons of the show, Rory parades around in pleated, patterned, and black mini skirts, depending on the occasion.

Shop these pieces to steal her style!

Aelfric Eden Cable Knit Sweater, $53

NIA Ariana Sweater in Slate Blue, $68

Pilcro The Juno Crew Neck Sweater, $128

Norma Kamali Pleated Mini Skirt in Dark Heather, $125

The A&F Scarlett Mini Skort, $60

Free People Ribbed Leg Warmers, $38

Steve Madden Hutch 20 Black, $110

Rachel Green from Friends

Another quintessentially fall character is Rachel Green from Friends. Despite her arguably terrible choices in men, her taste in clothes is one of the reasons why we love her! Her affinity for neutral colors and classic silhouettes creates the perfect combination of business and pleasure.

Rachel’s fall outfit formula is quite simple in nature – she pairs basic long sleeve tops and sweaters with ‘90s denim and mini skirts. What sets her style apart, however, is the sheer number of jackets she wears during the autumn episodes of the show. Rachel knows how to layer like the Bloomingdale’s princess she is!

Add these to your cart for a Rachel Green-inspired fall!

Abercrombie Essential Long Sleeve Tuckable Baby Tee, $35

We The Free Good Good Stripe Turtleneck, $58

Bobi Lightweight Jersey Button Down in White, $79

AE It Knit Plaid Mini Skirt, $40

Abercrombie Wool Blend Short Coat, $160

Maeve Oversized Blazer Jacket, $158

Monica Geller from Friends

Like Rachel, Monica’s personality shines through her outfits in the show. Her casual, girl-next-door style can be embellished with mini dresses and boots, but the majority of her closet consists of denim and white sneakers. Her outfits are easy to put together and are perfect for running errands, drinking coffee at Central Perk, or single handedly preparing a complex Thanksgiving meal for six people (with six different expectations).

Monica wears more color during the fall season, so don’t shy away from blues, oranges, and reds, in addition to your neutral tones. And a few pieces of ‘90s statement jewelry never hurt anybody!

If Monica’s style is more your vibe, try these adorable pieces for tons of outfit combinations!

Abercrombie High Rise Mom Jean, $90

Reebok Club C 85 Sneaker, $80

Line & Dot Oxford Button Down, $99

Anthropologie Stone Pendant Necklace, $48

Pilcro The Andie Ribbed Henley Top, $58

Kathleen Kelly from You’ve Got Mail

Kathleen Kelly helped us believe in love again, even if it’s found online (relatable). She also helped us to believe that fall fashion can be everything we dreamed it could be: cozy, chic, and totally bookish. And yes, there is a reason to look cute every day – even if you are simply sitting behind a computer!

One of our favorite fall staples is a cozy cardigan layered over a basic white tee, which is one of our leading lady’s most-worn outfits as well. But her most iconic look features black tights, a knit pencil skirt, black loafers, and a stylish coat that keeps her warm on her trek to and from The Shop Around The Corner.

Add these picks to your wishlist now!

Old Navy Soft Crop Cardigan, $37

Abercrombie Essential Tuckable Baby Tee, $29

Abercrombie Classic Long Trench Coat, $160

Maeve Classic Loafers, $150

Hansel From Basel Back To Basics Solid Tights, $28

Old Navy High-Waisted So Soft Midi Skirt, $40

Old Navy Double Breasted Pea Coat, $65

Anna Scott from Notting Hill

Need an excuse to wear leather every day this fall? Take a cue from Anna Scott! Her undercover attire to protect her stardom also leads to a series of iconic fall outfits that feature her favorite wardrobe essential: the black leather jacket. Oh, and a pair of cat eye sunnies!

If you are also just a girl, standing in front of a boy, asking him to love you…you need the perfect outfit to make this declaration of love. Baby blue is a fall color, and it should be added to your wardrobe rotation immediately. In her smart pantsuits and comfy cardigan ensembles, baby blue is the perfect shade to soften your fall outfits without sacrificing style.

Ready to shop her looks?