Reese Witherspoon
Since the early '90s, Reese Witherspoon has had a prolific career in the entertainment industry. Through countless red carpet appearances, the actress has proved to be a true style icon. Witherspoon, pictured below at the premiere of The Man In The Moon in 2001, is even wearing a major 2020 trend: daisies.
Jessica Biel
We were first introduced to fresh-faced Jessica Biel as teenager Mary Camden on television drama 7th Heaven. Today, Biel's red carpet style is expertly polished, fashion-forward and still gives the sporty edge we came to know throughout the '90s. Another reason we love her sartorial choices? The actress regularly sports Australian designers - with Lucy Folk among her favourites.
Natalie Portman
Natalie Portman started as a teen star and has well and truly evolved into an Oscar-winning actress. Her red carpet choices have long been praised for their bold and unique traits - just take her 2020 Oscars dress. The actress wore a Dior gown to the 92nd Annual Academy Awards, where the names of the eight female directors who were snubbed of nominations were embroidered into it. As for her hair and makeup, Portman always keeps it simple and classic.
Jessica Alba
While Jessica Alba counts award-winning movie roles, philanthropy, and a billionaire-dollar beauty company under her list of achievements (on top of being a mother-of-three), she can also tick off red carpet star. Her career really took off after appearing in the dance film Honey, leaving her to dominate the world of fashion through the '90s right up until her red carpet appearance at the 2020 Vanity Fair Oscar Party in a show-stopping Versace number.
Elle Fanning
Following in sister Dakota Fanning's footsteps, Elle Fanning started her acting career as a toddler - and has gone on to achieve incredible things in the acting world, most recently starring in comedy The Great. Much like her career, Fanning's red carpet looks have certainly grown too, switching out pink crochet and yellow clogs for couture Armani Privé.
Mary-Kate and Ashley Olsen
If you needed proof that Mary-Kate and Ashley Olsen were always the fashionable duo they're known as today, look no further than their arrival at the premiere for film Alaska in 1996. While their red carpet fashion has certainly evolved (think more black), The Row designers still make a point for minimalist pieces with sharp tailoring.
Drew Barrymore
Drew Barrymore has been a Hollywood fixture since bursting onto the film scene in the '80s after she was cast as Gertie in E.T. From her early red carpet days in frilly dresses and bows (very '80s) to her grunge-era stage which is still cemented in the best ever looks of the '90s, to her modern-day sartorial choices that are just as daring as the decades that preceded. Case in point: rose-coloured aviators on the red carpet.
Emma Watson
Perhaps no one has made a transition from child star to Hollywood leading lady with as much poise and precision as Emma Watson. Shooting to fame at the age of 10 when she won the role of Hermione Granger in the Harry Potter film franchise, her first red carpet appearance was before she'd even hit her teens. Now, the actress is known for championing ethical and sustainable fashion - her Calvin Klein Met Gala 2016 gown, for example, was made out of recycled plastic bottles and her Emilia Wickstead Beauty and the Beast gown was crafted from end-of-line fabric.
Keira Knightley
Keira Knightley has tackled many roles in her long-spanning career - from rom-coms, thrillers, period pieces and dramas - which is why it's unsurprising she's also mastered the art of red carpet dressing. At the Bend It Like Beckham premiere in 2002, the Academy Award-nominated actress proved she was going to be a fashion force to be reckoned with.
Kendall Jenner
It's easy to see why Kendall and Kylie Jenner are such red carpet pro's, they had their looks nailed from the get-go. The Keeping Up With The Kardashians stars attended red carpet events as toddlers, pictured below alongside their parents at the premiere of Disney's The Emperor's New Groove in 2000. The matching velvet and purple feathered dresses are even giving us major 2019 Met Gala vibes, where the sisters dressed in matching Versace.
Lindsay Lohan
Lindsay Lohan's career can only be described as a whirlwind of reinventions. She was a child actor, getting her big break as twins Hallie and Annie in the 1998 remake of The Parent Trap, moving on to teen dramas and rom-com's (Confessions Of A Teenage Drama Queen and Just My Luck) to a pop star to a clothing designer and a nightclub owner. While she's changed over the years, her red carpet choices have remained the same - sweet dresses and dainty heels.
