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Career

Guillory explained that she "became an actor because I wanted to know what it was like to be other people. Because possibly I don't like myself," and later said "I hate acting, really hate it. I kind of fell into it sideways ... I started acting because I got offered a job when I was 16, and they wanted to pay me £8,000, and we'd always lived on Family Support..." She went on to say that her frustration with later film roles left her bitter, but after seeing Helen Mirren onstage she was inspired again.

In 1993, Guillory made her screen debut in a TV adaptation of Jilly Cooper's Riders, for which the casting directors needed a young actress who was able to ride a horse. Her performance landed her in another small role in the miniseries The Buccaneers, opposite Mira Sorvino.

Before becoming a model to support her acting career, Guillory waited tables at a club. In an interview in 2000, she said about the experience "Supporting my acting habit with waitressing was probably the most useful thing I've done." During her time as a model, she studied acting at the New World School of the Arts and the Paris Conservatoire, also taking small television and film roles in The Future Lasts a Long Time (1996), The Rules of Engagement (1999), Star! Star! (1999), Kiss Kiss (Bang Bang) (2000), The 3 Kings (2000), and Two Days, Nine Lives (2000). During this time, Guillory decided to go on with her acting career because "I was so scared of going to university and being with people my own age again, having been with that tiny little sect of girls in Norfolk whose daddies were farmers and politicians, who didn't trust me and didn't know where I was coming from."

After deciding to focus her career on acting, she returned to film with a more substantial role in the thriller Sorted (2000). Guillory went on to appear in the BBC production Take a Girl Like You, a television adaptation of Kingsley Amis's novel of the same name. She portrayed Jenny Bunn, the story's virginal heroine, and gained critical attention for her part in the period piece. Guillory was pleased to have played a more innocent character, saying "I've played floozies, psychopaths, assassins, crackheads.... It's nice to do something with a lighter touch." The production did not fare well in the ratings.

In 2001, Guillory continued with other roles in predominantly British films, including Oblivious, Late Night Shopping (with husband Enzo Cilenti), The Last Minute, and Superstition. 2002 saw Guillory appear in The Time Machine, alongside Guy Pearce and Jeremy Irons. She was pleased to take on a larger scale film, after having worked on low-budget independent films, and compared the experience with "finding an unicorn in your sock drawer." She played Emma, the fiancée of Pearce's character, who was killed early in the film and whose death set off its main events.

In 2003, after a friend had received a script for The Principles of Lust, Guillory claims she "read it and couldn't put it down, and begged to read for the part". She was impressed by director Penny Woolcock's unconventional style of shooting, without rehearsing the actors, using raw takes and improvisational performances. For the role of Juliette, Guillory performed nude in the film's sex scenes which were filmed during the first week of filming, making her somewhat nervous. She later went on to say that it was one of her favourite acting experiences.Afterwards, Guillory had a small role in the romantic comedy Love, Actually before taking the starring role in the television miniseries Helen of Troy. The series was mostly based on Homer's epic poem Iliad and focuses on the mythological life of Helen. Helen of Troy was nominated for best miniseries at the Satellite Awards.