The OC's resident bad girl, the ace director of 2019's Booksmart, and now the rumoured girlfriend of Mr Harry Styles. We would give quite a lot to be Olivia Wilde, especially seeing as looking back at her red carpet hits is like taking a journey into a big frock fantasyland, with the occasional guest appearance from some super-sharp tailoring. Sigh. These are her very best looks.
SEE: Olivia Wilde's Best Style Moments
![Olivia Wilde](https://images.bauerhosting.com/legacy/media/5ff6/f09d/a8d1/808f/f01f/4d9a/GettyImages-1205621323.jpg?auto=format&w=1440&q=80)
9 February 2020
For Vanity Fair's Oscars celebration last year, Wilde wore balloon-sleeved Fendi.
![Olivia Wilde](https://images.bauerhosting.com/legacy/media/5ff6/f153/8120/2e3c/d1cc/fc64/GettyImages-1224054322.jpg?auto=format&w=1440&q=80)
8 February 2020
The Italian house was also her choice for 2020's Independent Spirit Awards.
![Olivia Wilde](https://images.bauerhosting.com/legacy/media/5ff6/f19e/8120/2e7b/dbcc/fc68/GettyImages-1204349364.jpg?auto=format&w=1440&q=80)
5 February 2020
The actor-director wore a high-necked and sharp-shouldered gown, accessorising with arm candy from The Vampire's Wife, for the Film Independent's Directors Close Up.
![Olivia Wilde](https://images.bauerhosting.com/legacy/media/5ff6/f20b/a8d1/8016/531f/4db1/GettyImages-1199169961.jpg?auto=format&w=1440&q=80)
12 January 2020
Valentino's lipstick red gown was her date to last year's Critics' Choice Awards.
![Olivia Wilde](https://images.bauerhosting.com/legacy/media/5ff6/f291/a8d1/8072/5f1f/4dc5/GettyImages-1198647575.jpg?auto=format&w=1440&q=80)
9 January 2020
Embracing her bohemian side for last year's Hollywood Critics Awards.
![Olivia Wilde](https://images.bauerhosting.com/legacy/media/5ff6/f2c1/0786/1351/e9a3/0887/GettyImages-1197533275.jpg?auto=format&w=1440&q=80)
4 January 2020
Proving she can do pin-sharp tailoring, as well as big energy dresses, at the 2020 Film Independent Spirit Awards Nominees Brunch.
![Olivia Wilde](https://images.bauerhosting.com/legacy/media/5ff6/f314/8120/2e78/80cc/fc80/GettyImages-1187988722.jpg?auto=format&w=1440&q=80)
11 December 2019
Wilde wore a cinched-waisted jumpsuit at the The Hollywood Reporter's Annual Women in Entertainment Breakfast Gala.
![Olivia Wilde](https://images.bauerhosting.com/legacy/media/5ff6/f4e6/0786/1301/33a3/08a2/GettyImages-1186259017.jpg?auto=format&w=1440&q=80)
2 December 2019
Wilde choose ethereal white for 2019 IFP Gotham Awards.
![Olivia Wilde](https://images.bauerhosting.com/legacy/media/5ff6/f64e/a8d1/8095/801f/4df8/GettyImages-1187913609.jpg?auto=format&w=1440&q=80)
15 November 2019
Wilde embraced a more form-fitting silhouette, and retro print, at 2019's Napa Valley Film Festival.
![Olivia Wilde](https://images.bauerhosting.com/legacy/media/5ff6/f6bf/0786/13aa/c7a3/08b4/GettyImages-1187805054.jpg?auto=format&w=1440&q=80)
14 November 2019
Erdem's gorgeously embellished gown was her choice for 2019's Golden Globe Ambassador Party.
![Olivia Wilde](https://images.bauerhosting.com/legacy/media/5ff6/f7dd/8daa/ba7b/8217/5eb1/GettyImages-1186238318.jpg?auto=format&w=1440&q=80)
7 November 2019
Valentino's neon, sheer and full-skirted shirt dress is one of our all-time favourite looks on Wilde.
![Olivia Wilde](https://images.bauerhosting.com/legacy/media/5ff6/f8ae/a8d1/8045/c81f/4e34/GettyImages-1184275943.jpg?auto=format&w=1440&q=80)
29 October 2019
Another stellar shirt dress, this time from Carolina Herrera.
![Olivia Wilde](https://images.bauerhosting.com/legacy/media/5ff6/f8f8/a8d1/806e/b71f/4e51/GettyImages-1183873127.jpg?auto=format&w=1440&q=80)
27 October 2019
A knockout moment in ruby red Ralph Lauren.
![Olivia Wilde](https://images.bauerhosting.com/legacy/media/5ff6/f954/8120/2ec5/85cc/fceb/GettyImages-1155354999%20(1).jpg?auto=format&w=1440&q=80)
11 June 2019
Wearing a sweeping tuxedo cape to celebrate at 2019's Women In Film Max Mara Face Of The Future.
![Olivia Wilde](https://images.bauerhosting.com/legacy/media/5ff6/fa1b/a40e/8781/af9f/e336/GettyImages-1145548280.jpg?auto=format&w=1440&q=80)
21 May 2019
For Booksmart's screening, Wilde stood out in a sea of gowns in scarlet Magda Butrym.
![Olivia Wilde](https://images.bauerhosting.com/legacy/media/5ff6/fada/a8d1/806a/451f/4e70/GettyImages-1149061425.jpg?auto=format&w=1440&q=80)
13 May 2019
Continuing the rouge colour scheme with tailoring from Dundas.
![Olivia Wilde](https://images.bauerhosting.com/legacy/media/5ff6/fb36/8120/2e83/78cc/fd1a/GettyImages-1146445165.jpg?auto=format&w=1440&q=80)
1 May 2019
Looking just as gilded as a certain statuette at last year's Billboard Music Awards.
![Olivia Wilde](https://images.bauerhosting.com/legacy/media/5ff6/fc3c/0786/1335/36a3/097f/GettyImages-1077680868.jpg?auto=format&w=1440&q=80)
4 December 2018
Wearing Calvin Klein colour-blocking for the screening of If Beale Street Could Talk.
![Olivia Wilde](https://images.bauerhosting.com/legacy/media/5ff6/fda1/8120/2efb/e2cc/fd49/GettyImages-862566464.jpg?auto=format&w=1440&q=80)
17 October 2017
Bringing her cool-girl credentials to the Through Her Lens: The Tribeca Chanel Women's Filmmaker Program Luncheon.
![Olivia Wilde](https://images.bauerhosting.com/legacy/media/5ff6/fdf4/8120/2e66/60cc/fd4f/GettyImages-492303220.jpg?auto=format&w=1440&q=80)
11 October 2015
Wilde matched her lipstick shade to her petal-shaped gown at the premiere of Meadowland.