Celebrities Who Are Serial Cheaters

No one ever goes into a relationship thinking that their significant other is going to cheat on them. But sometimes, it happens. In fact, some people seem to have an extremely difficult time being faithful to their better half. The celebrities listed here have made the choice to cheat over and over and over. So, which stars have double-crossed their signo’s more than once? See for yourself.

Arnold Schwarzenegger

Eddie Cibrian did more than just cheat on ex-wife Brandi Glanville with his now-wife LeAnn Rimes. Cibrian actually cheated on Glanville with Vanderpump Rules star Scheana Marie years before he even met Rimes. Scheana detailed the story to UsWeekly in 2013: “Seven years ago I met Eddie, and six or eight months go by and I find out that he’s married and I call him out. He lied at first about it and then he admitted it. So I stopped talking to him for a long time.” At the time, Scheana worked at Real Housewives of Beverly Hills star Lisa Vanderpump’s restaurant Pump, and said she ran into Eddie while at work. “He comes by and wants to explain himself and ask me out for drinks,” she said. “He says he’s now separated from his wife — bulls**t, bulls**t, bulls**t — and I’m like, ‘Okay, whatever, I’ll go with it.’ But come to find out shortly after the encounter that we had, there’s a story posted the next day saying that he was with LeAnn and he was still married!”

As Scheana detailed, the run-in came while Eddie was also having an affair with LeAnn Rimes on the set of the Lifetime movie Northern Lights in 2009. Shortly after the affair went public, Eddie got a divorce from Brandi. In April 2011, Eddie married LeAnn and the two have been married ever since.

Jesse James

The best way to describe this continuously unfaithful man is…YIKES! Motorcycle man Jesse James has cheated on a lot of his spouses, most notably Sandra Bullock and L.A. Ink star Kat Von D. At the 2010 Academy Awards, Sandra Bullock (aka America’s Sweetheart) gushed about how thankful she was to be loved so much by her husband Jesse James during her Oscar acceptance speech for her role in The Blind Side. Just a few days later, Sandy, and the rest of the world, were “blind sided” when reports came out that her beloved hubs was having multiple affairs while she was away filming the movie.

After Sandra, Jesse then had an on-again-off-again relationship with Kat Von D. They got engaged in January 2011, but called it off by September because he cheated on her with 19 women! “Today I encountered the 19th girl to add to the list of people Jesse cheated on me with during this last year,” she wrote on her Facebook page in November 2011. “I know I deserve a big fat ‘I told you so,’ from everyone, and wish I didn’t have to say, ‘You all were more right than you’ll ever know’ but you were.”

Claire Danes

Claire Danes was introduced to singer Ben Lee in 1997 by her pal Winona Ryder. Claire and Ben stayed together until 2003, when it was rumored that Claire was involved with her Stage Beauty co-star Billy Crudup. At the time, Billy was still married to Weeds star Mary-Louise Parker, who also happened to be eight months pregnant. Could it be convenient timing that both Billy and Claire’s relationships ended around the same time they got together? It’s possible, but doubtful considering three years later Claire cheated on Billy with her Evening co-star Hugh Dancy.

Tiger Woods

Oy vey, Tiger Woods. In 2009 it was revealed that Tiger had cheated on his wife Elin Nordegren basically too many times to count. After learning about his infidelities, his now ex-wife chased him out of the house with a golf club in anger. Can you blame her? No, not really. Woods reportedly confessed to sleeping with 120 women.

For a while it seemed as if Tiger Woods was staying out of the dating scene, that is, until he went public with his relationship with skier Lindsey Vonn. The two have since split, and it’s rumored that the breakup was caused by his infidelity once again.

Dean McDermott

Dean McDermott apparently has yet to learn that cheaters never prosper. In June 2005, Dean McDermott was married to Canadian TV personality Mary Jo Eustace. They had been married since 1993 and had two children together. In July, Dean began filming the Lifetime TV movie Mind Over Murder with co-star Tori Spelling, who was also married when shooting began. But when Tori and Dean met, fireworks happened, and they convinced themselves they were “soul mates” right from the start.

A month into filming, both Tori and Dean filed for divorce from their significant others, and by May 2006 they were married to each other. Multiple reality shows and four kids later, their marriage was at a crossroads again when Dean cheated on Tori with a 28-year-old woman while working in Canada. After news about this affair went public, Dean entered rehab and reportedly admitted to being a pathological liar, substance abuser, and sex addict.

Kobe Bryant

There have been many different reports of the Laker star’s infidelities over the years. In 2003, Kobe was accused of sexually assaulting a 19-year-old woman in a Colorado hotel. While the charges were dropped, Kobe did admit to having sex with the woman, but his wife Vanessa stuck by him. Since then, Vanessa has actually filed for divorce multiple times, but she’s never managed to follow through. Her most recent filing came in 2014 when it was reported that Kobe had been cheating on Vanessa for the past two years with a Keeping Up With The Kardashians producer. Reportedly, Vanessa has said that Kobe has had an estimated 10 affairs a year, and that he’s slept with roughly 105 women throughout the course of their marriage.

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