Olivia Wilde & Jason Sudeikis

Olivia Wilde began dating actor Jason Sudeikis in November 2011, and they became engaged in January 2013. They have one son, Otis Alexander, who was born on April 20, 2014. It is a first child for the actors, though both were married once before. Sudeikis was previously married to "Pitch Perfect" and "30 Rock" writer Kay Cannon, and Wilde eloped at age 18, and had an eight-year marriage to Tao Ruspoli, an Italian prince. While Wilde and Sudeikis are not officially married, they are publicly quite supportive of one another and often comment that they are not rushing down the aisle just because they have had a child together, since they already feel like they are married.