Menu Join now Search

15 of the Most Unlikely Celebrity Friend Pairings We've Ever Seen

The celebrity world is made up of so many different types of actors and other entertainers including cool starlets, serious artists, hunky athletes and outrageous comics. Show business often brings together these vastly different characters and sometimes the most unlikely celebs become genuine BFFs. From Meryl Streep and 50 Cent to Russell Brand and Helen Mirren, here are some of the most unlikely celebrity pairings.

Nicki Minaj & Anna Wintour

1 / 15

VIEW ALL

Besides her diva reputation, edgy rapper Nicki Minaj dosen't seem to have much in common with Vogue editor Anna Wintour, but they have been spotted together and Minaj even mentioned Wintour in her song Come On A Cone.

Photo: Edward Le Poulin/Corbis

Reese Witherspoon & Robert Pattinson

2 / 15

VIEW ALL

It was strange enough when they co-starred as lovers in Water for Elephants, but the brooding Robert Pattinson and perky Reese Witherspoon are such good friends, he stayed at her vacation house following his breakup with Kristen Stewart.

Photo: Rune Hellestad/Corbis

Paris Hilton & Kathy Griffin

3 / 15

VIEW ALL

Paris Hilton is exactly the type of celeb Kathy Griffin usually makes fun of, but the unlikely pals starred together in an episode of Kathy Griffin: My Life on the D-List titled Paris Is My New BFF.

Photo: London Entertainment/Splash

John Mayer & Bob Saget

4 / 15

VIEW ALL

Bob Saget, who is actually much edgier than his wholesome Full House dad persona, was spotted with bad boy singer/songwriter John Mayer at the LA restaurant Craig's in 2015, after being friends for several years.

Photo: Kiley Bishop/London Ent/Splash

David Beckham & Snoop Dogg

5 / 15

VIEW ALL

When David Beckham moved to LA, he reached out to Snoop Dogg. The friendship has led to some interesting collaborations, including Beckham's appearance on Snoop's reality show, when we got to see the two play soccer together.

Photo: Brian Aris/Live 8 via Getty Images

Lindsay Lohan & Woody Allen

6 / 15

VIEW ALL

Lindsay Lohan is admired by at least one acclaimed filmmaker; Woody Allen defends her acting abilities and has been seen with Lohan at premieres. The writer/director also says he "wouldn't hesitate to use her in a movie."

Photo: PKI-nyc / Splash News

Russell Brand & Helen Mirren

7 / 15

VIEW ALL

Unlikely celebrity friendships often start on a movie set, like with Arthur remake co-stars Russell Brand and Helen Mirren. The two Brits seem like besties at public functions, with Brand even planting a kiss on Mirren at their movie premiere.

Photo: Lisa O'Connor/ZUMA Press/Corbis

Mel Gibson & Britney Spears

8 / 15

VIEW ALL

Although they've both made headlines for alarmingly wacky behavior, it's still surprising that Mel Gibson and Britney Spears are such good pals, they vacation together. A strong friendship between their families accounts for part of the bond.

Photo: Scott Gries/Getty Images; Steve Granitz/WireImage

Tyra Banks & Clay Aiken

9 / 15

VIEW ALL

These two may seem like an odd match, but it was friendship at first sight according to Aiken, who says they "clicked" right away. Aiken has since popped up on Banks' reality shows and sang a duet with her.

Photo: Walik Goshorn/Retna Ltd./Corbis

Gwyneth Paltrow & Jay-Z

10 / 15

VIEW ALL

Other than the fact that they're both famous living Americans, it doesn't seem like Gwyneth Paltrow and friend Jay-Z would have much in common, but Paltrow, who was married to pop star Chris Martin, is a big rap fan.

Photo: Hypnotics / Splash News

Justin Bieber & David Hasselhoff

11 / 15

VIEW ALL

Despite a 42-year age difference, Justin Bieber and David Hasselhoff are buddies. Both have had the experience of being celebrity heartthrobs and the Hoff told E! News: "Justin is a great guy," adding, "He's cool. We're friends."

Photo: GoldenEye /London Entertainment

Danny DeVito & Michael Douglas

12 / 15

VIEW ALL

Not only have Danny DeVito and Michael Douglas been friends for many years, they also were roommates while attending acting school in NYC. The two have also collaborated professionally, co-starring in movies like War of the Roses.

Photo: ST / Splash News

Ashton Kutcher & P. Diddy

13 / 15

VIEW ALL

P. Diddy and Ashton Kutcher were photographed together so frequently a few years back, it seemed as if the mogul/entertainer and comedic actor were joined at the hip. Unfortunately, we haven't seen them together lately. Of course, Ashton's been pretty busy with a new role: Daddy.

Photo: London Entertainment/Splash News

Jennifer Lawrence & Amy Schumer

14 / 15

VIEW ALL

We've had hints of Jennifer Lawrence's wild side for a few years, but the actress' wholesome persona has remained mostly intact. So, her friendship with the outrageous and irreverent comedienne Amy Schumer was surprising to some. But we know they're both badass women and tough chicks should hang out together.

Photo: Turgeon-Rocke / Splash News

Meryl Streep & 50 Cent

15 / 15

VIEW ALL

Chums Meryl Streep and 50 Cent had great rapport when they sat together and held hands at a 2014 Knicks/Lakers game. The star-struck rapper happily guided Streep through her first live NBA game, and partied with the Oscar-winner afterwards.

Photo: Instagram

More You'll Love

Close