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Clueless movie© GettyImages

From ‘Clueless’ to ‘Friends’: Stylish characters from the late ‘90s and early ‘00s that are total Y2K inspiration

What goes around, comes around!


JUNE 14, 2022 5:01 PM EDT

When it comes to fashion, they say what goes around comes around, and we can’t disagree. Time and time again, we’ve seen how certain trends keep coming back, or maybe they just never left. Regardless, a great way to know what was popular clothing-wise is by looking back at some of our favorite T.V. shows. And because we love a good old nostalgic moment, we’ve gone ahead and rounded up some of the characters from the late ‘90s and early ‘00s whose fashion sense would be approved of today – from Friends‘ Rachel Green ( Jennifer Aniston ) to The Fresh Prince of Bel-Air’s Ashley Banks (Tatyana Ali).

You’ll notice some of these outfits are as relevant today as they were back then with maybe a few modern details to be added, but all in all, they can still be used for current style inspiration.

Scroll through the gallery for some looks we would totally rock on any given day in 2020. Even  Meghan Markle  could’ve been inspired by one of these get-ups!

Stylish TV characters from 90s and 00s© @prettyiconicwomen

Ashley Banks

You may remember, Ashley Banks, played by Tatyana Ali, who was Will Smith’s younger cousin on The Fresh Prince of Bel-Air. I think we can all agree this flirty lilac ensemble would fit right in with today’s spring-ready looks. From her skirt‘s groovy print and tie-front crop top to her gilded pendant, we can definitely see this outfit being worn today.

Stylish TV characters from 90s and 00s© @jackieburkhartstyle

Jackie Burkhart

Jackie Burkhart (Mila Kunis) from That ‘70s Show is technically not from the ‘90s. However, nineties fashion is inspired by the ‘70s, and therefore it counts! The high-waisted pants and cheeky crop top she wore on an early episode of the show would do just fine today for a weekend brunch or a laid-back date.

Stylish TV characters from 90s and 00s© @fashinsqo

Dionne

Dionne Davenport, who was played by Stacey Dash in the iconic 1995 film Clueless and its television series, will forever be remembered as seriously cool and stylish. With the recent obsession of hair clips and the color green, this outfit would not go unnoticed in today’s style feeds.

Stylish TV characters from 90s and 00s© @everyrachelgreenlook

Rachel Green

Friends’ Rachel Green (Jennifer Aniston) remained a style icon throughout the show’s ten seasons. Although we could probably do a whole other round-up on Rachel’s looks alone, here is one where she wore a gingham mini dress that’s just as likely to appear on trendy girls today.

Stylish TV characters from 90s and 00s© @r_outfits

Monica Geller

Rachel’s best friend, Monica, played by Courtney Cox, also had her fair share of covetable outfits. Proof that this look is still relevant in 2020 is thanks to none other than Meghan Markle, who wore a similar get-up to Canada House back in January. Similar to Monica, the Duchess of Sussex wore a sleek turtleneck and a silk midi skirt, however, you’ll notice the shades of their tops and skirts are inverted.

Stylish TV characters from 90s and 00s© @nostalgialicious

Miranda Sanchez

Lizzie McGuire’s Miranda Sanchez’s funky style might not be for everyone, but the colorful jacket she wore on this one episode is something we’d be obsessed with today. Although we will likely never find the exact one, we have hope we might run into something similar one of these days.