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Hollywood's Oddest Celebrity Couples

Hollywood's Oddest Celebrity Couples

by Leslie Koch

Ever looked at a celebrity couple and thought, "Is she really going out with HIM?!" Test your knowledge of Hollywood's oddest pairs by taking this quiz.

Isn't it ironic? Angst-ridden rocker Alanis Morissette was engaged to this carefree Hollywood hunk for three years before calling it quits.
1 of 9 questions
Jason Lewis
Jason Lewis

Jason Lewis

Ryan Reynolds
Ryan Reynolds

Ryan Reynolds

Ryan Phillippe
Ryan Phillippe

Ryan Phillippe

Chris Evans
Chris Evans

Chris Evans

Photos left to right: Evan Agostini/Getty, Stephen Lovekin/Getty (Reynolds and Phillipe), Charles Eshelman/FilmMagic

Lucky guy! "Home Alone" star Macaulay Culkin dated this former child star for nearly a decade.
2 of 9 questions
Natalie Portman
Natalie Portman

Natalie Portman

Katherine Heigl
Katherine Heigl

Katherine Heigl

Mila Kunis
Mila Kunis

Mila Kunis

Claire Danes
Claire Danes

Claire Danes

Photos left to right: Steve Granitz/WireImage, Frederick M. Brown/Getty, Jason Merritt/Getty, Stephen Lovekin/Getty

Talk about office romance! Brad Pitt hooked up with several co-stars before falling in love with Angelina Jolie. Which famous actress has NOT dated Brad?
3 of 9 questions
Gwyneth Paltrow
Gwyneth Paltrow

Gwyneth Paltrow

Juliette Lewis
Juliette Lewis

Juliette Lewis

Robin Givens
Robin Givens

Robin Givens

Geena Davis
Geena Davis

Geena Davis

Photos left to right: Frederick M. Brown/Getty (Paltrow and Lewis), David Livingston/Getty, John Shearer/Getty

The world was stunned when country crooner Lyle Lovett swept this A-list actress off her feet in 1993.
4 of 9 questions
Julia Roberts
Julia Roberts

Julia Roberts

Reese Witherspoon
Reese Witherspoon

Reese Witherspoon

Meg Ryan
Meg Ryan

Meg Ryan

Sandra Bullock
Sandra Bullock

Sandra Bullock

Photos left to right: Kevin Winter/Getty, Dave Hogan/Getty, Sean Gallup/Getty, Jason Merritt/Getty

"True Blood" star Evan Rachel Wood was attracted to this performer because he looked cute in eyeliner.
5 of 9 questions
Johnny Depp
Johnny Depp

Johnny Depp

Pete Wentz
Pete Wentz

Pete Wentz

Jared Leto
Jared Leto

Jared Leto

Marilyn Manson
Marilyn Manson

Marilyn Manson

Photos left to right: Dave Hogan/Getty, Astrid Stawiarz/Getty, Paul Archuleta/FilmMagic (Leto and Manson)

"Spice Girl" Mel B wasn't laughing when she split with this comedic actor in 2007. He refused to admit he fathered Mel's daughter, Angel Iris, until the paternity test came back positive.
6 of 9 questions
Chris Rock
Chris Rock

Chris Rock

Chris Tucker
Chris Tucker

Chris Tucker

Eddie Murphy
Eddie Murphy

Eddie Murphy

Dwayne "The Rock" Johnson
Dwayne "The Rock" Johnson

Dwayne "The Rock" Johnson

Photos left to right: Slaven Vlasic/Getty, Jemal Countess/Getty, Frederick M. Brown/Getty, Ethan Miller/Getty

"The View" co-host Whoopi Goldberg was criticized for defending this boyfriend after he wore blackface to a Friar's Club roast.
7 of 9 questions
Woody Harrelson
Woody Harrelson

Woody Harrelson

Ted Danson
Ted Danson

Ted Danson

Michael Richards
Michael Richards

Michael Richards

Tony Danza
Tony Danza

Tony Danza

John Shearer/Getty, Neilson Barnard/Getty, Bruce Glikas/FilmMagic, Peter Kramer/Getty

Singer/rapper Kid Rock became the envy of guys everywhere when he married this sexy Playmate.
8 of 9 questions
Pamela Anderson
Pamela Anderson

Pamela Anderson

Carmen Electra
Carmen Electra

Carmen Electra

Anna Nicole Smith
Anna Nicole Smith

Anna Nicole Smith

Jenny McCarthy
Jenny McCarthy

Jenny McCarthy

Craig Barritt/Getty, Brendon Thorne/Getty, Vince Bucci/Getty, Kevin Winter/Getty

Hollywood vixen Megan Fox has a thing for former teen stars! Before she fell for Brian Austin Green, she stepped out with this TV actor.
9 of 9 questions
Mario Lopez
Mario Lopez

Mario Lopez ("Saved by the Bell")

Jaleel White
Jaleel White

Jaleel White ("Family Matters")

Jeremy Jackson
Jeremy Jackson

Jeremy Jackson ("Baywatch")

David Gallagher
David Gallagher

David Gallagher ("7th Heaven")

Frazer Harrison/Getty, Michael Tran Archive/FilmMagic, Ethan Miller/Getty, Charles Eshelman/Getty