Sandra Bullock, Age 55 -In a Relationship

Given that Sandra had already experienced her fair share of heartbreaks from her past relationships, it’s no wonder why she now prioritizes her children’s well being over getting married to Bryan Randall. She adopted her first child in 2010, about the time when she and Jesse James broke it off, and then the second one two years later.

She’s now been in a healthy relationship with Bryan since 2015, and despite them not actually having tied the knot, they make for the perfect couple. Sandra’s last project was the movie Bird Box, while she also appeared in The 2019 ESPY Awards.