Olivia Wilde, 37, may be making headlines for her relationship with<a href="https://www.thenationalnews.com/lifestyle/fashion/sign-of-the-times-32-photos-that-trace-harry-styles-s-style-evolution-1.1103214" target="_blank"> Harry Styles,</a> but her personal style is a story of its own. The <i>Booksmart</i> director's acting career dates back to 2003, when she starred in<i> The Girl Next Door</i>, which is exactly what she looked like on the red carpet, in reserved dresses, light knits and a noughties suede jacket. <b>Click through the gallery above to chart Olivia Wilde's style evolution in 53 photos.</b> But it didn't take long for the <i>House</i> 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 <i>The OC</i>, 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." <b>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: </b> <br/> <br/> <br/>