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From these auditions, she was cast as Bridget for The Sisterhood of the Traveling Pants.

After dating for over a year (starting in May 2013), Leo and 23-year-old Victoria's Secret model Toni Garrn broke up in 2014.Tabloids claimed Leo being seen leaving a Miami nightclub with 20 women contributed to the split. But Kelly and Leo didn't last: by the beginning of 2016, they had broken up.Morissette and Reynolds were engaged for the last three years of their relationship but never did get married.Alanis recorded an album, Flavors of Entanglementas a result, so he has that going for him.Don’t worry, people, we’re not talking anything crazy like Taylor Swift or Justin Bieber — but Miss Lovato definitely has a way with the fellows!

So while it feels like she and Wilmer Valderrama have been together forever, let’s take a trip down memory lane and see which " class="ngg-fancybox" rel="27ddb8cbf16190a5593c19592f50e811" data-image-id="22262" data-src=" data-thumbnail=" data-title="Jonathan Fryar" data-description="Apparently Demi and Jonathan dated briefly in 2007, before she became famous.Leo's 1995 rumored fling with Naomi Campbell reportedly fizzled fast, but they became good friends.More than 20 years later, they still get together to look hot on vacation, save Russian tigers, and photobomb 50 Cent.Kristen Zang, a model who dated Leo for two years (1996-1998), accompanied the actor to the premiere of Romeo Juilet.Although a source told The New York Daily News that Kristen was "the love of his life," she dumped him because of his immaturity and "posse of young model-hounds."The daughter of singer John Phillips, Bijou dated Leo in 1998. He had practically zero pull as an actor yet was able to land Johnston datjng was 9 years older than him and in the midst of her run on the hit show 3rd Rock from the Sun.