Mismatched Celebrity Couples That Still Have People Scratching Their Heads

Hollywood relationships may seem like revolving doors, but every so often, a really unlikely pair comes along that leaves us scratching our heads. We’re talking about the stars you’d never put together in a million years! And, yes, while some of these relationships did fizzle out as quickly as they began, others defied all of our expectations.

1. Angelina Jolie and Billy Bob Thornton

Jolie and Thornton’s intense PDA and choice to wear vials of each other's blood around their necks meant that their three-year marriage was like candy to the media. The pair were even set to adopt a child before their relationship ended abruptly in 2003.

2. Pete Davidson and Kate Beckinsale

Fresh off the back of his breakup with pop star Ariana Grande, SNL funnyman Davidson cozied up with the then-45-year-old Beckinsalde in early 2019. The match certainly turned heads — despite lasting four months in total. Even to this day, some fans can’t believe it happened.

3. Hugh Hefner and Crystal Harris

The Playboy Mansion was no stranger to beautiful women roaming its halls. But in 2012, Hef decided to turn his love palace into a love nest when he wed the 23-year-old Harris. The couple remained married until his death in 2017.

4. Mary-Kate Olsen and Olivier Sarkozy

Even with their 17-year age gap, Olsen fell head-over-heels for the French banker way back in 2012. The couple wed in 2015 after a three-year courtship, but they’re now divorced.