20 Celebrity Exes You Probably Forgot Existed

Pat Benatar said it best—love is a battlefield. 

Finding your happily ever after isn’t impossible in Hollywood, but it’s no secret that some celebs have kissed quite a few frogs before finding their prince or princess.

In the early days of their careers, stars like Alexis Bledel and Milo VentimigliaReese Witherspoon and Jake Gyllenhaal found love on set, while others (we’re looking at you Scarlett Johansson and Jack Antonoff) dated long before they ever got their big break. 

Without further ado, it’s time to look back at 20 couples that despite not going the distance, still hold a special place in our hearts.

From Ryan Reynolds and Alanis Morissette‘s short-lived engagement to Kate Hudson‘s fling with Alex Rodriguez, take a trip down memory lane with these celeb exes.

Jim Spellman/WireImage

Milo Ventimiglia, Alexis Bledel

Dimitrios Kambouris/WireImage

Michael Buble, Emily Blunt, Oscars Couples

Steve Granitz/WireImage

Kim Kardashian, Nick Cannon, Odd Couple

John Shearer/WireImage for William Rast

Macaulay Culkin, Mila Kunis

Dimitrios Kambouris/

Golden Globes, Ellen DeGeneres, Anne Heche


Jessica Biel, Chris Evans

Jon Kopaloff/FilmMagic

Christina Applegate, Brad Pitt

Barry King/Getty Images

Scarlett Johansson, Jack Antonoff

Evan Agostini/ImageDirect

Kate Hudson, Alex Rodriguez


Reese Witherspoon, Jake Gyllenhaal


Sarah Jessica Parker, Robert Downey Jr., VMA Couples

Jeff Kravitz/FilmMagic

Alex Rodriguez, Cameron Diaz

George Pimentel/Getty Images for Creative Artists Agency

Common, Laura Dern, Sundance Film Festival

Jerod Harris/Getty Images for Sundance Film Festival)

Zachary Quinto, Jonathan Groff


Jennifer Garner, Scott Foley

Jon Kopaloff/Getty Images

Madonna, Dennis Rodman, 90s couples

Photo by Andrew D. Bernstein/NBAE via Getty Images

Sandra Bullock, Matthew McConaughey

Jim Smeal/WireImage

Tom Cruise, Penelope Cruz

Kevin Mazur/

Keith Urban, Lenny Kravitz, Nicole Kidman

Rick Diamond/Getty Images

Which unlikely love story surprised you the most?

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Written by WorninTV


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