Celebrity Odd Couples

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For one reason or another, these celebrity romances turned heads – and some still do!

[{"selector":"#anim-ce93640a-07df-4995-8ba1-ab00ff6424be","keyframes":{"opacity":[0,1]},"fill":"both","duration":1000,"delay":0}] HUGH HEFNER & CRYSTAL HARRIS Proof that love knows no age restrictions.

[{"selector":"#anim-a44324f8-b9ae-46d0-a729-5342fc0561fb","keyframes":{"opacity":[0,1]},"fill":"both","duration":1000,"delay":0}] TOM CRUISE & CHER The early 80’s — what a time!

[{"selector":"#anim-4cac98a7-5ba0-41b5-adc9-4020d578843a","keyframes":{"opacity":[0,1]},"fill":"both","duration":1000,"delay":0}] 50 CENT & CHELSEA HANDLER The comedian and rapper found love for a while, but it fizzled out quickly.

[{"selector":"#anim-c0792761-ffb1-45e8-a729-b1efa8a0de70","keyframes":{"opacity":[0,1]},"fill":"both","duration":1000,"delay":0}] SANDRA BULLOCK & JESSE JAMES The unlikely pairing ended in heartbreak when the world learned he cheated on her right after she won her first Oscar.

[{"selector":"#anim-710498eb-201d-40ca-8c27-ebc70a85d67a","keyframes":{"opacity":[0,1]},"fill":"both","duration":1000,"delay":0}] MACHINE GUN KELLY & MEGAN FOX The superstar fell for the rapper in 2020 while filming a movie together, just shortly after her divorce.

[{"selector":"#anim-788dc51c-411c-4ccf-8398-3d70babe6e06","keyframes":{"opacity":[0,1]},"fill":"both","duration":1000,"delay":0}] ZACH BRAFF & FLORENCE PUGH The Scrubs alum, 44, and the Little Women star, 21, started dating in April 2019 and are still going strong today!

[{"selector":"#anim-f1b44b83-66a4-4425-92bc-dcfe7f04532c","keyframes":{"opacity":[0,1]},"fill":"both","duration":1000,"delay":0}] CHAD KROEGER & AVRIL LAVIGNE He wasn’t a sk8ter boi, so after one year of marriage, she said cya later boy!

Click Here To Learn More About The Love Lives Of All Your Favorite Stars! Images and video courtesy of The Mega Agency and Celebrity Footage.