Olivia Wilde, 37, may be making headlines for her relationship with Harry Styles, but her personal style is a story of its own.
The Booksmart director's acting career dates back to 2003, when she starred in The Girl Next Door , which is exactly what she looked like on the red carpet, in reserved dresses, light knits and a noughties suede jacket.
Click through the gallery above to chart Olivia Wilde's style evolution in 53 photos.
But it didn't take long for the House star to become a fashion darling. The actress regularly reaches for Gucci gowns for her red carpet outings, and also has a penchant for Michael Kors, Valentino and Fendi. Regionally, she has worn designs by Lebanese designer Elie Saab.
Like the majority of starlets, Wilde enjoyed bodycon and a mini-dress-heavy sartorial phase in the mid-2000s and early 2010s. In more recent years, boho dresses, sharp suits and metallic gowns have become her style staples. Plunging necklines, however, have been a Wilde thing through the years.
Off the red carpet, the actress who found fame in The OC , is happiest in jeans and trainers, and describes her style as that of "a teenager from the early aughts."
She says: "My most comfortable state is when I'm wearing low-rise jeans, sneakers, and a sweatshirt, in that, I am unstoppable. And if I'm in a high-waist jean, I can't let my gut expand."
While she is certainly chic, her singer boyfriend is also known for bringing it in the style stakes. Click through the gallery below to look back at Harry Styles' fashion evolution:
Niall Horan, Harry Styles, Liam Payne, Zayn Malik and Louis Tomlinson of One Direction attend the Very fashion show at Victoria House on November 24, 2010 in London, England. Getty Images
Harry Styles, in a skinny tie, attends the premiere of 'The Chronicles of Narnia: The Voyage of the Dawn Treader' at Odeon Leicester Square on November 30, 2010 in London, England. Getty Images
Liam Payne, Louis Tomlinson, Harry Styles, wearing a relaxed shirt and jeans, Zayn Malik and Niall Horan attend the X Factor press conference at the Connaught Hotel on December 9, 2010 in London, England. Getty Images
Niall Horan, Liam Payne, Zayn Malik, Louis Tomlinson and Harry Styles, in a grey blazer, attend the Jingle Bell Ball at O2 Arena on December 4, 2011 in London, England. Getty Images
Niall Horan, Harry Styles, in a three-piece suit and bow tie, Zayn Malik, Louis Tomlinson and Liam Payne attend the Brit Awards at the O2 Arena on February 21, 2012 in London, England. Getty Images
Niall Horan, Liam Payne, Harry Styles, in a blue blazer and bow tie, Zayn Malik and Louis Tomlinson arrive at the Logie Awards at the Crown Palladium on April 15, 2012 in Melbourne, Australia. Getty Images
Harry Styles, in a preppy blazer, performs at Hisense Arena on April 16, 2012 in Melbourne, Australia. Getty Images
Harry Styles, in Burberry, arrives at the Burberry fashion show at Kensington Gardens on September 17, 2012 in London, England. Getty Images
Harry Styles, in a cardigan and T-shirt, attends a press conference to promote the album 'Take Me Home' in Tokyo, Japan, on January 18, 2013. EPA
Zayn Malik, Niall Horan, Liam Payne, Louis Tomlinson and Harry Styles, in skinny jeans, attend the NRJ Music Awards at Palais des Festivals on January 26, 2013 in Cannes, France. Getty Images
Harry Styles, in a Burberry shirt, attends the "One Direction: This is Us" premiere at the Empire Leicester Square on August 20, 2013 in London, England. Getty Images
Kelly Osbourne and Harry Styles, in a simple tee and jeans, attend the House of Holland show during London Fashion Week on September 14, 2013 in London, England. Getty Images
Harry Styles, in Burberry, arrives at the Burberry show during London Fashion Week at Kensington Gardens on September 16, 2013 in London, England. Getty Images
Harry Styles, in Saint Laurent, attends the British Fashion Awards at London Coliseum on December 2, 2013 in London, England. Getty Images
Harry Styles, in Burberry, attends the Burberry show at London Fashion Week at Kensington Gardens on February 17, 2014 in London, England. Getty Images
Zayn Malik, Niall Horan, Louis Tomlinson, Liam Payne and Harry Styles, in a slogan tee, pose prior to performing at Wembley Stadium on June 8, 2014 in London, England. Getty Images
Niall Horan, Liam Payne, Louis Tomlinson, Zayn Malik and Harry Styles, in Saint Laurent, attend The Royal Variety Performance at the London Palladium on November 13, 2014 in London, England. Getty Images
Harry Styles, in an embroidered jacket, arrives for the American Music Awards at the Nokia Theatre in Los Angeles, California, on November 23, 2014. EPA
Harry Styles, in Lanvin, attends the British Fashion Awards at London Coliseum on December 1, 2014 in London, England. Getty Images
Harry Styles, in Louis Vuitton, Liam Payne, Zayn Malik, Louis Tomlinson and Niall Horan attend the 40 Principales Awards photocall at the Barclaycard Centre on December 12, 2014 in Madrid, Spain. Getty Images
Harry Styles, in Gucci, arrives at the American Music Awards at the Microsoft Theatre on November 22, 2015 in Los Angeles, California. Getty Images
Louis Tomlinson, Liam Payne, Niall Horan and Harry Styles, in a Rolling Stones tee, attend a press conference in Mexico City, Mexico, on November 25, 2015. EPA
Liam Payne, Louis Tomlinson, Harry Styles, in pinstripe flares, and Niall Horan attend the BBC Music Awards at Genting Arena on December 10, 2015 in Birmingham, England. Getty Images
Harry Styles, in Gucci, arrives at the 'Dunkirk' premiere at Odeon Leicester Square on July 13, 2017 in London, England. Getty Images
Harry Styles, in Givenchy, performs during the Victoria's Secret Fashion Show at Mercedes-Benz Arena on November 20, 2017 in Shanghai, China. Getty Images
Harry Styles, in Gucci, attends the iHeartRadio Music Festival at T-Mobile Arena on September 22, 2017 in Las Vegas, Nevada. Getty Images
Harry Styles, in Alexander McQueen, arrives at the Aria Awards at The Star on November 28, 2017 in Sydney, Australia. Getty Images
Harry Styles, in Gucci, and Stevie Nicks at the Rock and Roll Hall of Fame induction ceremony in Brooklyn, New York, on March 29, 2019. Reuters
Harry Styles, in Gucci, attends the Met Gala at the Metropolitan Museum of Art in New York, US, on May 6, 2019. Reuters
Harry Styles, in Gucci, attends the Brit Awards at The O2 Arena on February 18, 2020 in London, England. Getty Images
Roman Kemp and Harry Styles, in Gucci, attend the Brits after-party at The Standard on February 18, 2020 in London, England. Getty Images
Harry Styles, in Gucci, performs on NBC's 'Today' show on February 26, 2020, in New York, US. AP
Updated: July 19, 2021, 6:17 AM