Celebrities Celebrities Who Were Caught Cheating  

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Hollywood stars may seem above it all, but they're still human. So of course it's devastating to their relationships when famous people get caught cheating. Actors, directors, and athletes have all been busted for having affairs. Many celebrities have even been caught cheating multiple times.

Who is the most famous celebrity who was caught cheating? Jennifer Lopez tops this list. Lopez was married to Chris Judd from 2001-2003 – then she met Ben Affleck. Kristen Stewart was caught cheating on her boyfriend, Robert Pattinson, with her married Snow White and the Huntsman director, Rupert Sanders, in 2012.

Some of the celebrities on this list were very literally caught in the act of cheating, and their dalliances were confirmed by paparazzi photos or confessions from the celebs themselves. Others, however, have never had their widely believed indiscretions confirmed.  

Jennifer Lopez is listed (or ranked) 1 on the list Celebrities Who Were Caught Cheating
age 48

Jennifer Lopez was married to Cris Judd from 2001-2003. She met Ben Affleck on the set of the 2003 film Gigli, and the two started dating. Judd and Lopez quickly divorced.

Larry King is listed (or ranked) 2 on the list Celebrities Who Were Caught Cheating
age 84

Larry King's wife Shawn – 26 years his junior – left him after he reportedly cheated on her with her younger sister. She was supposedly having an affair of her own. They eventually made up for the good of the family and never got actually divorced.

Heidi Klum is listed (or ranked) 3 on the list Celebrities Who Were Caught Cheating
age 42

Heidi Klum was married to Seal from 2005-2012. Their marriage ended amongst accusations that Klum was cheating on Seal with her bodyguard. After the divorce was finalized, Klum admitted that she was "seeing" her bodyguard, but claimed she never cheated on Seal.

Brad Pitt is listed (or ranked) 4 on the list Celebrities Who Were Caught Cheating
age 54

There may not be photo evidence of Brad Pitt cheating on Jennifer Aniston with Angelina Jolie, but the timeline pretty much confirms it. Pitt was married to Aniston when he began filming the 2005 film Mr. and Mrs. Smith with Jolie. He divorced Aniston that same year and immediately took up a relationship with Jolie. The British magazine The Sun claimed that Pitt and Jolie had been checking into hotels together while Pitt was still a married man.

Kristen Stewart is listed (or ranked) 5 on the list Celebrities Who Were Caught Cheating
age 27

In 2012, Kristen Stewart was caught cheating on her on-again off-again boyfriend, Robert Pattinson, with her Snow White and the Huntsman director, Rupert Sanders, who was married.

Jessica Simpson is listed (or ranked) 6 on the list Celebrities Who Were Caught Cheating
age 37

Jessica Simpson was married to Nick Lachey from 2002-2006. Throughout 2005, Simpson was rumored to be having an affair with Maroon 5 singer Adam Levine. The affair was all but confirmed in January of 2006, when Simpson was seen leaving an LA hotel wearing Levine's t-shirt after the two supposedly spent the night together.

Britney Spears is listed (or ranked) 7 on the list Celebrities Who Were Caught Cheating
age 36

Britney Spears allegedly cheated on Justin Timberlake, according to an ex of hers named Jason Alexander. She was previously accused of cheating on Timberlake with her choreographer at the time, Wade Robson.

Arnold Schwarzenegger is listed (or ranked) 8 on the list Celebrities Who Were Caught Cheating
age 70

In 2011, Arnold Schwarzenegger was found to have a teenaged son with his housekeeper, with whom he had been having an affair for years. Schwarzenegger was married to Maria Shriver from 1986–2011.

Coco Austin is listed (or ranked) 9 on the list Celebrities Who Were Caught Cheating
age 39

In 2013, Ice-T's wife Coco Austin was photographed sitting on the lap of rapper AP.9 and kissing his face. AP.9 claims that they had sex.

Jude Law is listed (or ranked) 10 on the list Celebrities Who Were Caught Cheating
age 45

Jude Law was caught cheating on then-fiancée Sienna Miller with his nanny in 2005.

Sienna Miller is listed (or ranked) 11 on the list Celebrities Who Were Caught Cheating
age 36

Sienna Miller and Jude Law were engaged when Law was caught cheating with his nanny in 2005. Miller then cheated on Law with her Layer Cake co-star, Daniel Craig. Various publications printed evidence of both affairs, and during a 2014 trail regarding illegally tapped voicemails, Miller confirmed that she did have a "brief encounter" with the Skyfall actor.

Ethan Hawke is listed (or ranked) 12 on the list Celebrities Who Were Caught Cheating
age 47

Ethan Hawke's marriage to Uma Thurman ended amidst cheating allegations in 2003. Hawke married the couple's former nanny, Ryan Shawhughes, in 2008.

Kris Jenner is listed (or ranked) 13 on the list Celebrities Who Were Caught Cheating
age 62

Kris Jenner admitted to cheating on Robert Kardashian, having an "insanely intense affair" and even taking her daughter Khloe on dates with her partner, later making her lie to her father about what she saw.

Anne Heche is listed (or ranked) 14 on the list Celebrities Who Were Caught Cheating
age 48

Anne Heche cheated on Ellen DeGeneres with Coleman "Coley" Laffoon, in 2007. They got married, and then she started having an affair with her Men in Trees co-star James Tupper.

Ashton Kutcher is listed (or ranked) 15 on the list Celebrities Who Were Caught Cheating
age 40

Ashton Kutcher cheated on his then-wife Demi Moore with a young woman named Sara Leal in 2013. Leal has spoken to many publications about her night with Kutcher.

Meg Ryan is listed (or ranked) 16 on the list Celebrities Who Were Caught Cheating
age 56

Meg Ryan was caught cheating with her Proof of Life co-star Russell Crowe in 2000, causing the end of her 10 year marriage to Dennis Quaid.

Billy Crudup is listed (or ranked) 17 on the list Celebrities Who Were Caught Cheating
age 49

Billy Crudup cheated on his pregnant girlfriend Mary Louise Parker with Claire Danes in 2003. He left Parker when she was seven months pregnant.

Elizabeth Taylor is listed (or ranked) 18 on the list Celebrities Who Were Caught Cheating
Dec. at 79 (1932-2011)

Elizabeth Taylor had an affair with Richard Burton in 1963, while she was still married to Eddie Fisher. Taylor and Burton married in 1964 and again in 1975.

Rob Kardashian is listed (or ranked) 19 on the list Celebrities Who Were Caught Cheating
age 31

Robert Kardashian was apparently serious about Adrienne Bailon; he even had the Cheetah Girls star's name tattooed across his chest. The two split up in 2010 when rumors began circling that he had cheated on her.

Jack Nicholson is listed (or ranked) 20 on the list Celebrities Who Were Caught Cheating
age 80

Jack Nicholson was caught cheating on Anjelica Huston in 1989 after he got Rebecca Broussard pregnant. The affair ended Nicholson and Huston's 17 year-long on-again off-again relationship.

Madonna is listed (or ranked) 21 on the list Celebrities Who Were Caught Cheating
age 59

Madonna denied cheating on her then-husband Guy Ritchie with Alex Rodriguez in 2008, but she was frequently photographed with A-Rod. The baseball superstar was also seen visiting Madonna's apartment during late-night hours. Madonna and Ritchie divorced later that year, as did Rodriguez and his wife Cynthia Scurtis.

Hugh Grant is listed (or ranked) 22 on the list Celebrities Who Were Caught Cheating
age 57

Hugh Grant was arrested in 1995 for lewd conduct after he was found with Divine Brown, a sex worker, in his car. The incident ended his eight year relationship with Elizabeth Hurley.

Tiger Woods is listed (or ranked) 23 on the list Celebrities Who Were Caught Cheating
age 42

In 2009, it was revealed that Tiger Woods had cheated on his wife, Elin Nordegren, multiple times with many different women. When Nordegren found out about the affairs, she chased him out of the house with a golf club and smashed the windows of his car.

Chad Michael Murray is listed (or ranked) 24 on the list Celebrities Who Were Caught Cheating
age 34

Chad Michael Murray cheated on then-wife Sophia Bush with his House of Wax co-star Paris Hilton in 2005. Hilton's boyfriend at the time, Nick Carter, confirmed that the allegations were true in a radio interview.

Ryan Phillippe is listed (or ranked) 25 on the list Celebrities Who Were Caught Cheating
age 43

Ryan Phillippe was caught cheating on then-wife Reese Witherspoon in 2006; he was seen kissing his Stop Loss co-star Abbie Cornish. Witherspoon also reportedly found suggestive text messages on Phillippe's phone.

David Letterman is listed (or ranked) 26 on the list Celebrities Who Were Caught Cheating
age 70

David Letterman made his affair with an intern public in 2009, after a CBS producer attempted to extort money from the late night talk show host to keep the affair quiet. Letterman publicly apologized to his staff and his wife during a segment of his show.

Josh Duhamel is listed (or ranked) 27 on the list Celebrities Who Were Caught Cheating
age 45

An exotic dancer named Nicole Forrester claimed she had a one-night stand with Josh Duhamel in 2009. He was married to singer Fergie.

Sean Combs is listed (or ranked) 28 on the list Celebrities Who Were Caught Cheating
age 48

Sean Combs cheated on Kim Porter during their on-again, off-again relationship. During one of their breaks, Combs had a relationship with Jennifer Lopez, who also suspected him of cheating.

Kelly Osbourne is listed (or ranked) 29 on the list Celebrities Who Were Caught Cheating
age 33

Kelly Osbourne and Luke Worrall were engaged, but their wedding day never arrived. Worrall reportedly cheated on Osbourne with model Elle Schneider after the two met in a New York City club. He and Osbourne split in 2011, and Osbourne and Schneider struck up a friendship.

Katharine McPhee is listed (or ranked) 30 on the list Celebrities Who Were Caught Cheating
age 34

American Idol alum Katharine McPhee was caught kissing her married Smash director, Michael Morris, in 2013. McPhee and husband Nick Cokas split in 2016.

Kobe Bryant is listed (or ranked) 31 on the list Celebrities Who Were Caught Cheating
age 39

Kobe Bryant was arrested in 2003 on charges of sexual assault. Bryant admitted to cheating on his wife and having a sexual relationship with the woman, but he said it was consensual. The charges were eventually dropped. In 2011, his wife Vanessa Bryant filed for divorce, accusing Bryant of cheating yet again.

Frank Sinatra is listed (or ranked) 32 on the list Celebrities Who Were Caught Cheating
Dec. at 83 (1915-1998)

Frank Sinatra was a well-known adulterer, but one of his most scandalous affairs involved leading lady Ava Gardner. Sinatra divorced his first wife in 1951 and married Gardner later that year.

Ted Haggard is listed (or ranked) 33 on the list Celebrities Who Were Caught Cheating
age 61

Preacher Ted Haggard was caught cheating on his wife in 2006, when a male escort came forward stating that Haggard had paid to have sex with him for three years.

David Boreanaz is listed (or ranked) 34 on the list Celebrities Who Were Caught Cheating
age 46

Pictures surfaced of Angel star David Boreanaz and Tiger Woods's mistress Rachel Uchitel in 2010. Boreanaz claimed that cheating helped his 10-year marriage.

Jesse James is listed (or ranked) 35 on the list Celebrities Who Were Caught Cheating
age 48

In 2010, Jesse James was caught cheating on then-wife Sandra Bullock when several women came forward claiming that they had slept with him. James issued a public apology to Bullock, but she filed for divorce later that year.

Billy Bob Thornton is listed (or ranked) 36 on the list Celebrities Who Were Caught Cheating
age 62

Laura Dern found out that her fiance Billy Bob Thornton was cheating on her when he married Angelina Jolie. Dern said, "I left our home to go and make a movie and while I was away, my boyfriend got married and I never heard from him again."

LeAnn Rimes is listed (or ranked) 37 on the list Celebrities Who Were Caught Cheating
age 35

LeAnn Rimes and her current husband Eddie Cibrian were involved in a very public cheating scandal when they struck up a relationship in 2009. Both Rimes and Cibrian were married to other people when the media began reporting their affair.

John Edwards is listed (or ranked) 38 on the list Celebrities Who Were Caught Cheating
age 64

John Edwards had an affair with actress and producer Rielle Hunter in 2006, and even fathered a child with the woman. He denied being the child's father until 2010.

Tori Spelling is listed (or ranked) 39 on the list Celebrities Who Were Caught Cheating
age 42

Tori Spelling was married to Charlie Shanian when she started having an affair with Dean McDermott, who was also married at the time. Spelling and McDermott married in 2006. In late 2013, allegations surfaced that McDermott cheated on Spelling.

Tim Burton is listed (or ranked) 40 on the list Celebrities Who Were Caught Cheating
age 59

In 2013, Tim Burton was photographed kissing a blond woman who definitely was not his longtime partner Helena Bonham Carter. The pair split in 2014.

Woody Allen is listed (or ranked) 41 on the list Celebrities Who Were Caught Cheating
age 80

Mia Farrow found out that her long-time partner Woody Allen was cheating on her when she found explicit photos that Allen had taken of her 20-year-old adopted daughter Soon-Yi Preven in 1992. Allen and Soon-Yi were married in 1997.

Jon Gosselin is listed (or ranked) 42 on the list Celebrities Who Were Caught Cheating
age 40

US Weekly revealed that reality TV star Jon Gosselin cheated on his wife Kate with school teacher Deanna Hummel in 2009.

Anthony D. Weiner is listed (or ranked) 43 on the list Celebrities Who Were Caught Cheating
age 53

Anthony Weiner cheated on his wife Huma Abedin multiple times by texting explicit photos of himself to a number of women, including at least one who was underage. The couple split, and Weiner ended up in prison in 2017 for transferring obscene materials to minors.

Kevin Federline is listed (or ranked) 44 on the list Celebrities Who Were Caught Cheating
age 40

Kevin Federline cheated on his ex-fiance with Britney Spears in 2004.

Tony Parker is listed (or ranked) 45 on the list Celebrities Who Were Caught Cheating
age 35

A Sports Illustrated writer took to Twitter to reveal that Tony Parker was cheating on then-wife Eva Longoria with a former teammate's wife in 2010. The tweet stated, "Have it on good authority from entertainment sources that ‘former teammate’ in Tony Parker-Eva Longoria affair is Brent Barry."

Mark Sanford is listed (or ranked) 46 on the list Celebrities Who Were Caught Cheating
age 57

In 2009, it was revealed that South Carolina Governor Mark Sanford went to Argentina to meet a woman with whom he was having an affair. Sanford's wife was feared he was missing during this trip, as he told no one where he was going.

Eliot Spitzer is listed (or ranked) 47 on the list Celebrities Who Were Caught Cheating
age 58

In 2008, it was revealed that Eliot Spitzer cheated on his wife with sex workers. The scandal led to his resignation as Governor of New York. He and his wife divorced in 2013.

Balthazar Getty is listed (or ranked) 48 on the list Celebrities Who Were Caught Cheating
age 43

Balthazar Getty was caught kissing a topless Sienna Miller in 2008. His wife took him back, and Getty claims that their marriage is better than ever.

Jason Aldean is listed (or ranked) 49 on the list Celebrities Who Were Caught Cheating
age 41

Married country singer Jason Aldean was photographed kissing American Idol alum Brittany Kerr in 2012. Aldean and his wife Jessica Ussery filed for divorce in 2013, and he began dating Kerr soon after.

Bill Clinton is listed (or ranked) 50 on the list Celebrities Who Were Caught Cheating
age 71

Former President Bill Clinton made cheating a national affair when he addressed allegations that he had "sexual relations" with Monica Lewinsky in 1999. Clinton denied the claim, but proof of an affair later surfaced.