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Later that year, they made controversial appearances on the second season of the American version of I'm a Celebrity... She also received widespread criticism after undergoing ten cosmetic surgery procedures in one day.In 2011, Montag was featured on the television series Famous Food, where she and several celebrities competed for a restaurant partnership.She is getting over her flaky musician ex, Jay, and has started dating like crazy.
When she starred on MTV's hit series The Hills, she was the only friend of Lauren Conrad who never caused any phony drama, and who wasn't afraid to give Lauren tough love.
I don't blame them for it; I don't think they did something wrong. But people get caught up in what they're supposed to look like. We just couldn't keep each other guessing, and there was no mystery because we always had to analyze or overanalyze things to live the relationship on the show. I really wish we'd met at a different time, because I think our relationship could have been something great if it wasn't so magnified. My mom always says you never get over your first love. And then at the same time, Why should a guy have to pay for you? But you'd think that when you're on camera, you'd try your hardest to be respectful and gentlemanlike! But kissing is harmless to me, and sometimes a kiss can tell if it's even worth seeing that person again! Olivia is willing to step on people's toes in order to get what she wants— which I think is a quality you have to have in the fashion industry. Not malicious ways, but by working extremely hard and taking initiative. WP: I was very intimidated working at Diane von Furstenberg. And also that I need to stay true to myself and not be knocked down by those who don't necessarily see my point of view.
I firmly believe that if you're really unhappy with something, then you should go ahead and change it. Maybe he just wasn't into it and wanted to cut me loose! 17: You had some rocky times with Olivia—like when she took credit for your work at Diane von Furstenberg. But I have become more assertive, and I am not afraid to speak up. 17: What do you think about Kristin Cavallari saying that she's going to create drama on The Hills? And I'm not going to do anything just for shock value.
After moving to Los Angeles in 2006, the Laguna Beach spin-off series The Hills was developed to chronicle the lives of then-housemates Conrad and Montag and friends Audrina Patridge and Whitney Port.
During the third season, Conrad ended her friendship with Montag after she suspected that Pratt was responsible for rumors of a sex tape involving her and her former boyfriend Jason Wahler; the ensuing feud carried through each subsequent season.