Fashion 11 of the Most Iconic Beauty Looks in 21st Century TV Shows + Movies (So Far) The Legends Issue
Alexa Demie as Maddy in Euphoria with long dark hair stands in front of a blue locker looking to the side and gesturing with their hands
Legends

11 of the Most Iconic Beauty Looks in 21st Century TV Shows + Movies (So Far)

Let's take it back, shall we?

Some beauty and fashion looks don’t just define a character—they define an era. Over the last two decades, films and television shows have delivered hair, makeup, and fashion moments that are so impactful, they’ve transcended the stories from which they sprung. Whether it was a glossy lip paired with a messy bun or a perfectly placed rhinestone under the eye, these weren’t just aesthetic choices: They were character-defining, era-making signatures that left a lasting impression.

Ahead, we’re looking back at a few of the most iconic beauty moments in 21st-century TV and film. These are the looks that launched trends, filled moodboards, and that we’re still referencing, screenshotting, and re-creating all these years later.

Reese Witherspoon’s Golden Hour Curls in Legally Blonde (2001)

Reese Witherspoon and Linda Cardellini in a court setting from Legally Blonde

Shutterstock

Reese Witherspoon’s bouncy blonde curls in Legally Blonde defined beauty mood boards in the early ‘00s. Equal parts playful and polished, the look remains one of the most unforgettable moments in movie hair history.

Catherine Zeta-Jones’ Micro Bob in Chicago (2002)

Catherine Zeta Jones performing on stage in Chicago

Shutterstock

Where to begin with Velma Kelly’s Chicago look? From the '20s-inspired bob to the Twiggy lashes, the effect is equally dynamic as her attitude.

Tracee Ellis Ross’ Natural Curls in Girlfriends (2002)

Tracee Ellis Ross of "Girlfriends" during UPN 2002-2003 Prime Time Upfront Party at The Theater at Madison Square Garden in New York City, New York, United States.

Jim Spellman/WireImage

The Pattern Beauty founder isn’t new to curls and coils. Featured in Girlfriends, her natural state wasn’t just a beauty statement, but it was also a celebration of texture, identity, and power on primetime television. From voluminous afros to subtle blonde highlights, Tracee’s character Joan created a landmark for Black beauty visibility on-screen.

What makes the look even more powerful is its accessibility. Joan’s curls didn’t rely on overly polished, unattainable styling. They embraced natural texture and felt refreshingly doable.

Leighton Meester’s Statement Headbands in Gossip Girl (2012)

Leighton Meester in Gilmore Girls smiling and wearing a headband

Getty Images

In the original Gossip Girl, Leighton Meester’s Blair Waldorf aspires to follow in her mother’s footsteps as a fashion designer. Outside the show, the affluent high schooler became a style icon thanks to her statement headbands. Whether they were preppy plaid, covered in gemstones, or featured oversize bows or flowers, they never failed to make an impression and inspired countless millennials (and future generations streaming the show) to emulate the look.

Issa Rae’s Natural Vibes in Insecure (2016)

Issa Rae in Insecure outdoors with a patterned outfit

HBO

Insecure became a generation-defining example of what self-care, romance, drama, and survival look like for Black women. With Issa Rae’s Issa Dee being such a relatable character, it’s only right that she wore natural styles that are just as familiar. From twist-outs to sleek puffs, her styles evolved with her character, reflecting both personal growth and the versatility of natural Black hair.

Constance Wu’s Glass Skin in Crazy Rich Asians (2018)

Constance Wu at an elegant event with people in formal attire in the background from Crazy Rich Asians

Warner Bros.

Constance Wu embodied glass skin in Crazy Rich Asians—particularly when she arrived at the “wedding of the century.” Paired with a trendy prom updo, the look is timeless (and an easy DIY).

Alexa Demie’s Statement Liner in Euphoria (2019)

Alexa Demie as Maddy in Euphoria stands in front of a mirror in a restroom wearing a patterned outfit and looking to the side

HBO

Maddie’s (Alex Demie) graphic eyeliner moments in Euphoria are among the show’s many looks that pushed the boundaries of on-screen beauty, turning a simple makeup element into mesmerizing works of art. Makeup artist Donni Davy consistently comes up with innovative twists on classic liner—edgy yet elegant, intricate yet still somehow minimalist.

Hannah Dodd's Soft Glam in Bridgerton (2020)

Hannah Dodd in Bridgerton dressed in early 19th century attire seated indoors

Netflix

Hannah Dodd’s soft glam in Bridgerton serves as the perfect juxtaposition to the drama of the plot. Her glowing skin, softly defined eyes, sharp highlight, and natural lips create an understated elegance that feels both timeless and fresh.

There are plenty of ways to master this look for yourself. Whether you opt for a dewy, natural finish with subtle highlight or enhance your eyes with gentle, smoky tones, this style is all about effortless elegance.

Margot Robbie’s Wispy Bangs in Barbie (2023)

Margot Robbie as Barbie smiling through a pink circular frame

Warner Bros

We all shouted “Hi, Barbie!” in 2023, and Margot Robbie’s look sparked attention all around. Her wispy bangs were the cherry on top of an already iconic beauty transformation. Light, airy, and perfectly face-framing, the fringe gave her look a playful softness and nodded to the vintage doll aesthetics.

Mikey Madison’s Hair Tinsel in Anora (2024)

Mikey Madison in Anora depicted dancing in a vibrant party setting

A24

Mikey Madison’s hair in Anora featured delicate strands of hair tinsel that add subtle movement and shimmer. It’s a modern twist on an old-school accessory, fitting seamlessly into the movie’s urban, raw aesthetic. The look balances a sense of playfulness and edge—much like the titular Anora herself—proving how small details can convey a character’s personality.

Latto’s Bombshell Curls on Rhythm + Flow (2024)

Individual with long curly hair and a necklace posing indoors

@latto / Instagram

Latto’s bombshell curls in Rhythm + Flow quickly stood out, perfectly matching the energy she brings to the show. Full of bounce and wavy texture, the look is lively without feeling overdone. The warm honey blonde shade adds dimension and sun-kissed brightness without overpowering her natural tone. It strikes the perfect balance between bold and wearable, enhancing the texture and movement of her curls while giving the overall look a fresh, modern vibe. It’s a prime example of how the right hue can elevate a hairstyle to iconic status.

Related Stories