Tainted Love: 10 Scandalous Affairs of Famous Celebrities

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Written By William Butterworth

Will Butterworth first started reporting on entertainment news when he was a kid in Barney pajamas giving news reports to his parents while sitting in a cardboard box. Now, he still sits in a cardboard box, but his audience has grown in number (at least that's what his mom tells him). Entertainment junkies unite!

Celebrities may seem like the perfect lovers on screen, but off-screen, they leave their share of broken hearts and scandals. Is your favorite celebrity on the cheater list? Check this list of unfaithful celebrities to find out.

1. Ariana Grande

Ariana Grande
Image Credit: Fox Broadcasting Co.

The famous singer has had a slew of men claim that she’s cheated on them in the past. From Jai Brooks to Big Sean, she’s left chaos in her wake.

She’s also been the other woman for a few partners, too. Ethan Slater was still with his wife, Lilly Jay, when he and Grande started dating. Reportedly, Jay was completely blindsided when she discovered her husband was having an affair with Grande.

2. Adam Levine

Adam Levine
Image Credit: NBCUniversal Media, LLC

The Maroon singer claims he has never cheated on his wife, Behati Prinsloo. However, in 2022, a model named Sumner Stroh revealed that Levine and she had been having an affair. She also produced the flirty messages he had been sending to her on Instagram.

Other women have also come forward claiming that Levine sent flirty messages to them. Whether Levine cheated on Prinsloo or not, Prinsloo was pregnant with their third child together during this time.

3. Ashton Kutcher

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Image Credit: Touchstone Pictures

Ashton Kutcher had an eyebrow-raising romance with Demi Moore for several years. However, when they were reaching their sixth anniversary in 2011, Kutcher wasn’t with his wife. He was having an affair with Sara Leal in a hotel room that cost $2,555 per night instead.

Suffice it to say, the couple divorced in 2012.

4. Ben Affleck

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Image Credit: David Dettmann

Best known for brooding into the camera, Affleck has also experienced his share of cheating troubles. While married to Jennifer Garner, he had a long affair with the family nanny, Christine Ouzounian.

Affleck and Garner would eventually divorce after 10 years together.

5. Jesse James

Jesse James
Image Credit: Spike TV

Who could ever dream of hurting Sandra Bullock? Well, Jesse James did just that. The two had a seemingly happy marriage, but shortly after Bullock won her Oscar in 2010, all of his trysts came to light.

Not only did he have an affair with Michelle McGee, but he also cheated on Bullock with several other women. James seemed nonchalant about the entire thing, but the two ended in divorce.

6. David Letterman

David Letterman
Image Credit: SHOWTIME

Once beloved as a late-night host, Letterman revealed that while his show was ongoing, he had numerous affairs with female staff. One affair included his assistant, Stephanie Birkitt. His wife discovered the affairs and punished Letterman by forcing him to sleep on the couch.

Although the two remain married, Letterman claims that he’s still trying to make up for his past cheating.

7. Hugh Grant

Hugh Grant
Image Credit: UIP

Many consider Hugh Grant to be the King of Romance due to his large number of romance and romantic-comedy films. Unfortunately, he broke more hearts than just his girlfriend’s in 1995. Grant paid for the services of a prostitute named Divine Brown and was later arrested for it.

At the time, he was dating Elizabeth Hurley. The two would continue to date until their eventual break-up in 2000.

8. Jude Law

Jude Law
Image Credit: Columbia Pictures Industries, Inc.

The nanny strikes again! In 2006, Jude Law admitted to having an affair with the family nanny, Daisy Wright. His wife, Sienna Miller, split from him at the time.

Although the two tried to rekindle their romance later, the hurt from the past proved to be too much.

9. Arnold Schwarzenegger

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Image Credit: Columbia/TriStar Pictures

One of the most shocking celebrity cheaters is the Terminator himself, Arnold Schwarzenegger. In 1997, Schwarzenegger had an affair with a housekeeper named Mildred Baena. Despite the affair, he and his wife, Maria Shriver, remained married for many years but eventually divorced in 2021.

Schwarzenegger had a son with Baena who he has accepted into his home with his other children.

10. Kristen Stewart

Kristen Stewart
Image Credit: Elisabetta A. Villa

Not all cheaters are men. Kristen Stewart was dating fellow co-worker Robert Pattinson when, in 2012, photos came out of her kissing her director, Rupert Sanders. Twilight fans everywhere had their hearts broken alongside Pattinson’s.

They’d later break up in 2013.

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