In the movie adaptation of Christopher Hampton's play Les liaisons dangereuses, Thurman plays Cécile de Volanges, the young fiancée of the Comte de Gercourt, whose scorned ex-lover the Marquise de Merteuil (Glenn Close) plots revenge on after ending their relationship and hurting her pride.
Thurman's partnership with director Quentin Tarantino started with this iconic film, in which she stars as Mia Wallace, a character which earned Thurman an Oscar nomination for Best Supporting Actress.
In this high school reunion film, Thurman plays Andera, and is in good company with the rest of the stellar cast, including Matt Dillon, Rosie O'Donnell, Martha Plimpton, Natalie Portman, Michael Rapaport, and Mira Sorvino.
In this rom-com, Thurman plays Noelle, the best friend of radio show host Abby (Janeane Garofalo), who agrees to go on a blind date with Brian (Ben Chaplin). However, Abby's too insecure to go out with Brian, so Noelle pretends to be Abby on the date - except she starts to develop feelings for Brian instead.
Thurman took on the iconic comic book role of Poison Ivy in the polarizing Batman film, which starred George Clooney and Chris O'Donnell as the titular superheroes.
Thurman not only starred in this sci-fi flick with Ethan Hawke, but the set was ripe for romance as it was where the exes met for the first time. The two tied the knot a year later and had two kids together, but separated in 2003.
Thurman played single mother Fantine in the non-musical version of the classic 1862 novel of the same name, starring alongside Liam Neeson, Geoffrey Rush, and a young Claire Danes, who plays her daughter Cosette.
Thurman reunited with Tarantino for the martial arts film, which stars Thurman as the Bride, who seeks revenge on a group of assassins and their leader, the titular Bill (David Carradine), after they attempt to murder her and her unborn child. She reprised the role for Kill Bill: Volume 2 in 2004.
Following the success of the 2001 musical of the same name, Thurman starred as Ula in the movie adaptation, with Nathan Lane and Matthew Broderick, who starred in the Tony award-winning Broadway production.
Thurman continued to show off her musical talents with an arc on cult favorite Smash, playing Rebecca Duvall, who plays Marilyn Monroe in the musical within the show.