Decades Later, These Rory Gilmore Outfits Still Haunt My Nightmares

rory gilmore outfits ugly gilmore girls
credit: The CW

Gilmore Girls first debuted over 20 years ago (feel old yet?) and let’s just say, Rory Gilmore’s outfits haven’t aged well.

To be fair, the early aughts were a rough time for fashion. Gen Z may be determined to bring back the 2000s but those of us who lived through it the first time know that corduroy, low-rise jeans, and dresses over jeans have absolutely no place in our closets. We’ve been there, worn that, and burned the pictures that proved it. (The only thing we can take solace in is that we’ve successful left skinny scarves in the past.)

That said, not all of Rory’s outfits were *completely* atrocious. She had a few seasons where she actually looked (kinda) cute.

But so many of Rory’s looks were/are incredibly cringe. So for those of you who tried to block out her horrible fashion choices from you memory, we’re here to remind you. Check out Rory Gilmore’s crimes against fashion below.

rory gilmore outfits ugly
credit: The CW

The fact that Jess thought Rory seemed “cool” after seeing her in this cardigan really makes me question his judgement.

rory gilmore outfits season 1
credit: The CW

The mesh, the sequins, the single-button cardigan — yikes.

rory gilmore outfits season 2
credit: The CW

I don’t know what’s more appalling — the fact that Rory wore this ugly cardigan or that this ugly cardigan was made in the first place.

rory gilmore outfits season 1
credit: The CW

I know that the beret was meant to be a joke but it’s not like the rest of the outfit is doing her any favors. The hell with sustainability — those khakis need to be burned!

rory gilmore outfits season 1
credit: The CW

I truly do not understand what’s happening with Rory’s jacket here.

rory gilmore outfits season 4
credit: The CW

This brown polka dot cardigan is *peak* early aughts fashion (and I don’t mean that in a good way). And again, the cardigan only buttoned in the middle? Really, Rory?

rory gilmore outfits season 4
credit: The CW

Rory seemed to go through a phase where she loved rocking bright blue and green together and I can’t imagine that ever looked cute even when the show aired.

rory gilmore outfits season 3
credit: The CW

Rory may as well have gotten dressed in the dark because this green/blue sweater and purple pants combo is cringe at its finest.

rory gilmore outfits season 4
credit: The CW

The skinny scarf! My eyes! My eyes!

As if that wasn’t bad enough, she paired the scarf with a fitted corduroy blazer and a camo print mini skirt. Why? Just, why?

rory gilmore outfits season 5
credit: The CW

Ah, Rory’s preppy era. Rory’s time at college saw the emergence of her love of argyle, button-up shirts, and sweater vests. It wasn’t all bad — but this vest… this vest is that bad.

rory gilmore outfits season 6
credit: The CW

This coat looks like Rory made it out of her curtains à la Scarlett O’Hara and then ran out of material for the sleeves.

rory gilmore outfits season 7
credit: The CW

If you don’t understand why this outfit is hideous to it’s core, you seriously need to rethink your sense of fashion.

rory gilmore outfits season 7
credit: The CW

This rhinestone sweater looks like a DIY project that got *way* out of hand. Put down the glue gun, Rory!

READ THIS NEXT

‘Gilmore Girls’: Jared Padalecki Confirms He Secretly Dated Co-Star Alexis Bledel

‘Gilmore Girls’ Actor Who Played Christopher is Apparently a White Supremacist Sympathizer

Lena Finkel
Lena Finkel is the Editor and Founder of Femestella. Prior to starting Femestella, she worked at People, InStyle, Tiger Beat, and Sesame Workshop (aka Sesame Street). She loves all things Real Housewives and Vanderpump Rules. When she's not busy binge-watching TV, you can find her hanging out with her tuxedo cat Tom.