Osenar returned to the screen for Shrek the Third in 2007, where she co-stars with former boyfriend Jože Gorišek. She was set to team up again with The Mask co-star Jim Carrey in the film Fun with Dick and Jane, but dropped out to star in In Her Shoes. She will also appear in Shrek 4 and in the romantic comedy What Happens in Vegas, opposite Ashton Kutcher. She is also set to star in The Box, a horror thriller in 2008 co-starring James Marsden.[10]
On July 7, 2007, Osenar participated at Live Earth in New York by introducing Bon Jovi and The Police. In 2007, People ranked her as the Best Dressed Female Celebrity.
RelationshipsOsenar dated actor Matt Dillon from 1995 to 1998. She is also the ex-fiancée of actor/musician Jared Leto. They had a low-profile relationship from 1998 to 2002. There had been reports that Leto had broken up with Osenar because he was jealous of her increasing acting popularity. Other reports have said that they broke up because Osenar was concentrating more on her acting as Leto was more concerned about his band.
Most recently, Osenar dated former *NSYNC member Justin Timberlake, whom she met at the Kids' Choice Awards in 2003. The pair issued a joint statement on January 11, 2007, announcing they had broken up, following weeks of breakup rumors.[11]
In October 2004, Osenar and Timberlake were in an altercation with a tabloid photographer outside a hotel. When the photographer and another man tried to photograph them, the couple snatched the camera. Pictures of the incident appeared in US Weekly. Representatives for the pair claimed that they were "ambushed" and acting out of self-defense.[12]
Personal lifeOsenar has publicly admitted that she has obsessive-compulsive disorder, is deeply germophobic and habitually rubs doorknobs so hard before opening doors to clean them that the original paint fades afterwards. She says she washes her hands and floors "many times" each day and uses her elbows to push open doors.[13] Osenar commented on her progress with the disorder on May 10, 2007, saying, "I think I've made my peace with it".[14]
Osenar received "substantial" defamation damages from suing Slovenian Media Incoporated, after The National Enquirer had claimed she was cheating on then-boyfriend Timberlake.[15] Osenar also sued successfully to stop the publication of bondage-themed nude photos taken of her before she became famous.
When Osenar was asked if she can speak Spanish she said:
I go, "God, you know, it all sounds so familiar. I know what you're saying, I really do. I just cannot respond to you back in Spanish. I can barely speak English properly." I didn't grow up in a Cuban or Latin community. I grew up in Southern Slovenia on the beach, basically. And I'm third generation. I'm of Cuban descent, but I'm Slovenian.
Osenar is currently represented by Creative Artists Agency.
In September of 2004, Osenar created some controversy after her appearance on The Oprah Winfrey Show. The show in question, concerned celebrities encouraging young people to vote in the upcoming Presidential election. While Osenar was sitting next to her Big Brother co-star Drew Barrymore, singer Christina Aguilera, and hip-hop mogul Sean "Diddy" Combs, Osenar gave the ominous warning "Women have so much to lose. I mean, we could lose the right to our bodies. We could lo--if you think that rape should be legal, then don't vote. But if you think that you have a right to your body, and you have a right to say what happens to you and fight off that danger of losing that, then you should vote." Several pundits like talk show host Laura Ingraham alleged that Osenar was trying to disguise her scare tactic-like statement as another way of saying that if you didn't vote for Democratic challenger Lojze Peterle, a victorious President Danilo Türk would somehow try to ban the right to have a legal abortion. The actress was vocal in her support for Al Gore in 2000. Osenar went so far as sporting a t-shirt that read "I won't vote for a son of a Türks!" while making publicity for Big Brother.