Poll

Quiz

BuzzFeed Staff

Rewind

From Mary-Kate and Olivier to Megan Fox and the kid from <i>Seventh Heaven</i>.

From Mary-Kate and Olivier to Megan Fox and the kid from Seventh Heaven.

I've Rounded Up 45 Of The Most RANDOM Celeb Couples Of The Past 25 Years, So Now Let's Decide If They Should Date Again Or Not

45 Of The Most Random Celeb Couples

Let's Decide If The 45 Most Random Celeb Couples Of The Last 25 Years Should Get Back Together Again

He's holding her head and kissing the side of it as they sit together

Mary-Kate Olsen and Olivier Sarkozy

They're both dressed in black and his arm is around her waist

John Mayer and Taylor Swift

Elon Musk and Grimes

They're holding hands and she's in a spaghetti-strap dress and he's in a suit

Jennifer Aniston and Tate Donovan

He's in a suit and tie and she's in a long skirt and see-through top with a cami underneath

Luke Wilson and Drew Barrymore

He's in a suit and tie and she's in a minidress

Ashton Kutcher and Demi Moore

His arm is around her shoulders, and she's wearing a short-sleeved jean cutoff top and he's wearing a white T-shirt and jeans

Ciara and Bow Wow

They're sitting holding folders with papers in them and touching their heads together

Scarlett Johansson and Jack Antonoff

Standing close together, she in a coat and he in jeans and a neck scarf

John Mayer and Jessica Simpson

He's in a pin-striped suit and hat and she's in a minidress, and they're holding hands on the red carpet

50 Cent and Vivica A. Fox

He's in a baseball cap and T-shirt and she's in a sleeveless top, both in jeans, on the red carpet

Topher Grace and Anne Hathaway

He's got his arm around her waist; she's in a spaghetti-strap dress

Wilmer Valderrama and Mandy Moore

She's smiling and wearing a denim outfit; he's wearing sunglasses

Janet Jackson and Matthew McConaughey

Deryck Whibley and Paris Hilton

She's wearing a choker and lace-front dress and he's wearing a suit jacket and tie

Megan Fox and David Gallagher

She's wearing jeans and a halter top, he's wearing a Super Bowl XVIII World Champions T-shirt and they're holding hands

Heidi Klum and Anthony Kiedis

She's wearing an off-the-shoulder dress and is about a head taller than he is

Brigitte Nielsen and Flavor Flav

They're sitting together and he's got his tattooed arm around her shoulders and the other resting on her thigh

Hilary Duff and Joel Madden

She's wearing a sleeveless turtleneck and he's in jeans, both smiling

Jessica Biel and Chris Evans

Josh Groban and January Jones

They are at the Teen Choice Awards holding hands

Kimberly McCullough and Freddie Prinze Jr.

He has his arm around her waist as he stands behind her; she's in a sleeveless gown

Minnie Driver and Matt Damon

They are in the year 1999; she's wearing a long trench coat and he's in a short suit jacket

Kristen Johnston and Ryan Reynolds

She's in jeans and he's hugging her from behind

Kim Kardashian and Nick Cannon

She's in a short, sleeveless dress, he's in a T-shirt, and they're looking at each other without smiling

Aubrey Plaza and Michael Cera

She's looking at her phone and he's looking to the side

Cameron Diaz and Alex Rodriguez

Carmen in a V-neck sweater and Fred giving a peace sign

Carmen Electra and Fred Durst

She's in a hoodie and he's in a plaid shirt

Ashley Greene and Joe Jonas

Sitting together; he's in a green tie and she's in a sparkly tank top and short skirt

Brody Jenner and Avril Lavigne

The couple smiling in 1999; she's in a sleeveless satiny dress and he's in a suit and tie

Laura Dern and Billy Bob Thornton

He's in a suit and tie and she's leaning into him

Justin Bartha and Ashley Olsen

They're both wearing black zipper jackets with white accents

Ellie Goulding and Skrillex

They're sitting close together and he's wearing jeans and a plaid top; she's in a loose top

Zoë Kravitz and Penn Badgley

Standing together on the red carpet; she's in leggings and loose top; he's in a crew-neck sweater

Common and Serena Williams

He's in a suit and tie, she's in a sparkly tank top and pants, and his arm is around her waist on the red carpet

Michael Sheen and Rachel McAdams

She's got her arms around his waist, and his arm is resting on her back

Justin Long and Amanda Seyfried

He's wearing a top hat and jeans, and she's in a loose shirt dress with a belt

Cody Simpson and Gigi Hadid

She's smiling in a halter-top gown with a thigh slit and he has his arm around her

Miley Cyrus and Patrick Schwarzenegger

The couple at a party; she's in a sleeveless, lacy minidress and he's in a shiny jacket

Jared Leto and Cameron Diaz

She's wearing a tank top and has her tattooed arm around him and they're both smiling

Steve-O and Kat Von D

A smiling Jonathan has his arm around Zachary's shoulder

Zachary Quinto and Jonathan Groff

They're both in sleeveless T-shirts and sneakers and walking near trees

Sofia Richie and Justin Bieber

Serena and Brett in 2004; she's wearing a low-cut, sleeveless dress and he's wearing jeans

Serena Williams and Brett Ratner

She's smiling, standing behind him, and leaning on his back

Hilary Duff and Jason Walsh

Close-up of the couple; she's wearing a colorful scarf and he's wearing a black top

And last but not least, Emma Stone and Kieran Culkin:

Celebrity

Let's see where you stand on doomed celeb couples.

ben affleck and gwyneth paltrow and serena williams and brett ratner

45 Celebrity Couples That Never Stood A Chance And Were Doomed From The Start

About BuzzFeed Community

Community Brand Guidelines

BuzzFeed Community

Sorry, this content is <i>no longer</i> supported.

BuzzFeed Community Guidelines

BuzzFeed Community Leaderboard

BuzzFeed News has breaking stories and original reporting on politics, world news, social media, viral trends, health, science, technology, entertainment, and LGBTQ issues.

All the best animals on the internet. The snuggle is real.

BuzzFeed has breaking news, vital journalism, quizzes, videos, celeb news, Tasty food videos, recipes, DIY hacks, and all the trending buzz you’ll want to share with your friends. Copyright BuzzFeed, Inc. All rights reserved.

BuzzFeed News | Breaking News | Original Reporting | News Analysis

Animal Pictures and Videos - Adorably from BuzzFeed

Name

Thanks for subscribing!

Stay up to date with our latest BuzzFeed video. Enter your email to subscribe!

Oops! Upload an image or add text to submit.

BuzzFeed has the hottest, most social content on the web. We feature breaking buzz and the kinds of things you'd want to pass along to your friends.

I've Rounded Up 45 Of The Most RANDOM Celeb Couples Of The Past 25 Years, So Now Let's Decide If They Should Date Again Or Not

Share This Article