Fashion never really dies—it evolves, reinvents, and reappears in the most unexpected ways. Over the years, we’ve seen some celebrities step out wearing ensembles that look strikingly similar to iconic outfits worn by their predecessors. But instead of being simple copycats, they’re paying homage—with their own modern twist. And let’s be honest, these head-to-head fashion face-offs are always fun to watch. Who slayed harder? Well, you decide.

Cher (1972) vs. Zendaya (2024)

Back in 1972, Cher shocked the world with her jaw-dropping Bob Mackie butterfly dress—sheer, sparkly, and unforgettable. Fast forward to 2024, and Zendaya reimagined the iconic look with a futuristic flair. While Cher gave us fearless glam in the disco era, Zendaya brought it into the now with effortless cool and Gen Z confidence.

Video: ‘The Dress’ Zendaya channels Cher | Backstage 2024 Induction Ceremony

Sharon Stone (2013) vs. Bella Hadid (2019)

Sharon’s elegant high-slit white dress screamed power and poise. Then Bella Hadid showed up in 2019 with a similar silhouette—only more daring, more sculpted, and definitely more risqué. Both nailed the minimalist-meets-sexy vibe, but Bella’s version dialed it up to eleven.

Jackie Kennedy (1963) vs. Julianne Moore (2022)

Jackie O’s powder blue ensemble became a symbol of grace and class. Nearly six decades later, Julianne Moore brought that same timeless essence to the red carpet with a reimagined look that whispered elegance but added a layer of high-fashion polish. It wasn’t just a look—it was a tribute wrapped in couture.

Natalie Portman (2021) vs. Sydney Sweeney (2022)

Natalie wore a Dior cape embroidered with the names of overlooked female directors—a bold fashion statement rooted in activism. Sydney, on the other hand, twirled into a similar floral gown with more of a whimsical, fairytale touch. Both wore florals, but one was political, the other playful. And somehow, both worked.

Caitriona Balfe (2022) vs. Olivia Culpo (2022)

Two women. Two months apart. Two black gowns that stole the show. Caitriona’s was sharp, dramatic, and almost gothic. Olivia’s leaned into softness and sensuality. Same color, same concept—but completely different energies. This match-up is a true case of personal style making all the difference.

Elizabeth Hurley (1994) vs. Jennifer Lawrence (2018)

Let’s talk about that Versace safety-pin dress. Elizabeth Hurley practically made fashion history with it in the ’90s. Then Jennifer Lawrence brought back the vibe in 2018, minus the pins but with all the confidence. Both looks served major attitude, but in entirely different decades and moods.

Britney Spears (2001) vs. Elle Fanning (2022)

Britney’s all-denim outfit with Justin Timberlake at the 2001 AMAs is legendary—campy, chaotic, and totally Y2K. In 2022, Elle Fanning slipped into a softer, more couture-like denim gown. It nodded to Britney without going full costume. A modern fairytale version of a pop-culture classic.

Iman (2021) vs. Lil Nas X (2022)

Iman’s golden gown and feathered headpiece at the Met Gala was nothing short of heavenly. A year later, Lil Nas X arrived in a similar gold-meets-drama outfit, channeling divine energy with a modern, masculine twist. One was goddess, the other was god-tier. Either way, the fashion gods were smiling.

Kim Kardashian (2022) vs. MacKenzie Porter (2022)

Kim showed up to the Vanity Fair Oscars party in a body-hugging blue Balenciaga number that screamed futuristic siren. Not long after, MacKenzie Porter rocked a strikingly similar look—tight, bright, and sculpted. While Kim’s was sleek and icy, MacKenzie’s had a softer, more approachable edge.

Emma Watson (2016) vs. Maya Hawke (2022)

Emma’s off-the-shoulder, sustainable Calvin Klein dress was a blend of classic and conscious. Maya Hawke echoed the same off-shoulder vibe years later but added vintage textures and youthful charm. Both stars nailed the quiet elegance aesthetic, each bringing her own personality into the spotlight.

Cindy Crawford (2021) vs. Heidi Klum (2022)

Two supermodels. One fierce, red sequin gown. Cindy wore it bold and statuesque. Heidi added a playful energy with curls and cheeky confidence. When fashion DNA meets decades of experience, you get two generations slaying in style.

Shania Twain (1999) vs. Kelsea Ballerini (2022)

Shania’s glittery leopard-print outfit in the late ’90s was wild, bold, and unforgettable. Kelsea, years later, paid tribute to that look—same print, same vibe—but with a modern silhouette and country-pop twist. From then to now, the wild side of fashion never looked so good.

Kate Beckinsale (2019) vs. Mary J. Blige (2022)

Kate turned heads in a silver, sculptural mini dress that practically belonged in a museum. Then Mary J. Blige gave us her own version—shimmering, strong, and totally diva. One gave icy elegance, the other brought fire and soul. A tough call, but a win for metallic magic.

Paris Hilton (2023) vs. Amy Schumer (2024)

Paris wore a sparkly Y2K-style dress that screamed “That’s hot.” Amy followed up the next year in a surprisingly similar look—only hers was paired with humor, boldness, and a whole lot of self-awareness. It was like seeing the same dress in two alternate fashion universes.

Carrie Bradshaw (2000s) vs. Jenna Ortega (2025)

Carrie Bradshaw’s pink tutu will always be the symbol of romantic chaos and NYC whimsy. Jenna Ortega revived the energy in 2025 with a Gen Z spin—edgier, moodier, and a bit more Wednesday Addams than Upper East Side. Still, the message was the same: wear what makes your soul dance.

Video: Jenna Ortega on Wearing Carrie Bradshaw’s Dior Newspaper Dress on Hurry Up Tomorrow Carpet

Conclusion
What we love about fashion isn’t just the trends—it’s the stories. These celebrity style twins don’t just repeat outfits, they rewrite them. Each brings her or his own voice, attitude, and era to the fabric. Whether it’s a vintage comeback or a modern remix, these stars remind us that fashion is cyclical, creative, and always open to interpretation. So, who wore it best? Maybe the better question is: who made it their own?