Tobey Maguire & Jennifer Meyer

He reached the height of his Hollywood career as Spider-Man or Peter Parker, all thanks to director Sam Raimi. Actor Tobey Maguire’s performance in the film franchise won him the Best Actor from Saturn Awards, and not just that, but he also captivated millions of audiences all over the world. He starred in other blockbusters, such as The Great Gatsby and The Good German. In 2012, Tobey ventured into other business investments, including his own production company, Material Pictures. Around this time, he was married to jewelry designer Jennifer Meyer.

The duo met on the set of the film Seabiscuit in 2003 and became engaged three years later. In 2007, they exchanged vows and were blessed with two kids, Ruby Sweetheart and Otis Tobias, who are now in their teenage years. Sadly, nine years into their marriage, the actor and the designer chose to go on separate ways.