1. Leonardo DiCaprio
Without a doubt, Leonardo DiCaprio remains the ultimate bachelor in Hollywood. Maybe that’s because, when it comes to marriage, DiCaprio takes a laissez-faire approach. Over the years, we’ve seen him with his long list of A-list ex-girlfriends spanning from Sports Illustrated models to award-winning actresses, including Gisele Bündchen, Blake Lively, and Bar Refaeli. Still, none of those relationships have ever led to marriage…or even lasted that long!
“That time will come when that time comes. The truth is, you can’t predict marriage. You can’t plan it. It’s just going to happen when it happens,” said the Titanic star. Hey, he’s got a good point!
2. Sheryl Crow
Singer-songwriter Sheryl Crow had enjoyed some loving, long-lasting relationship. Over the years, she’s dated the likes of guitarist Eric Clapton, Lance Armstrong, and actor Owen Wilson. However, none of them have led the star to the altar.
While Crow has been engaged a few time, she has never followed through. “I would love to get married – I’m still old-fashioned. But I don’t think marriage is the be-all and end-all,” Crow told Good Housekeeping back in 2014. “It’s better to have three broken engagements than three divorces.” Crow shouldn’t worry anyway! She’s 57-years-old and still has plenty of time to have the right one.