You’ve heard the old adage, “Once a cheater, always a cheater,” correct? Well, that seems to hold true for many, and it bodes unwell for few. There are some men who probably have made a very mistaken lapse in judgment and really are reformed cheaters, since we can’t just say that everyone is incapable of self-improvement and change. But then there are those men (and women) who, not matter what they do or how hard they try, cannot seem to get it together. This is especially true in a place such as Hollywood, where the pool of available celebrities is nominally small in consideration. After all, many men and women who live a life of wealth, fame and Hollywood type work need someone in their lives that have the same kind of understanding, since it is difficult and demanding work. They marry one another, and many of the men end up cheating. There are just a handful of men in Hollywood that tend to cheat over and over again, and it doesn’t look like any of these leopards will change their spots anytime soon.
Tiger Woods
We can all agree that he might be one of the most famous male cheaters in all of Hollywood. Not only did he cheat on his lovely wife and the mother of his children, Elin Nordegren, and get caught around Thanksgiving a few years back, he did it with multiple women. It wasn’t just a fun night out, either. The famous golfer claims that he suffers from an addiction to sex, and that he is sick. He cannot help his cheating. That leads us to believe he probably still does it.
Jude Law
He’s not had a very positive history with women, and that is just how his life has been. When he and Sienna Miller were the hottest couple of the year, he was caught cheating with the family nanny, which did not go over very well with anyone in Hollywood. It was just 5 years later, however, that he and Miller seemed to be very happy and back together again, though, so apparently he’s either ‘fixed’ of his issues or he just got away with his indiscretions without issue.
Charlie Sheen
Not only did he cheat on multiple wives he’s had throughout the years, he does it in the most public way most of the time. With his ‘goddesses’ as he likes to call them, which is parades around town, flaunts for everyone to see and seems to very much enjoy. The good news is that he doesn’t seem like the type who cares at all, so any woman that chooses to be with him should understand this from the start.
Sean Penn
I’ve said it before, and I will say it again; this man has bigger issues than being a cheater. He’s been accused of beating up his wives and girlfriends, torturing them and hitting them in the head with baseball bats (anyone remember when he was married to Madonna?) and that is just the tip of the iceberg. This man was thought to be cheating with actress Natalie Portman when he and his ex-wife Robin Wright announced their separation. He and Portman were public with their relationship so quickly that most everyone assumed it was happening in the middle of his marriage.
Ben Affleck
There have been rumors for years that this man is not to be trusted. There were rumors when he dated other women, when he married Jennifer Garner and even now. He’s not with his wife anymore, as they did just announce their impending divorce. However, it wasn’t long before their attractive young nanny was claiming that they are very intimate with one another.
Josh Duhamel
Have you heard the rumors that he’s not the nice guy that so many people assume he is? I find them difficult to believe, but that doesn’t matter. He’s married to the famous singer Fergie, but was accused of having an affair with a stripper named Nicole a few years ago. He’s denied the allegations to the end, but the stripper actually took a lie detector test about the affair, and passed. It just goes to show that perhaps what you see is not what you necessarily get.
Ethan Hawke
We aren’t too sure what he’s doing these days, but he was once married to Uma Thurman, who is a very lovely woman. They had children. And then he began sleeping with the nanny. And then his wife left him. Then he turned around and married the nanny and they had a child of their own together. You know what they say ladies; if he cheated with you, he’ll cheat on you.
Jesse James
He cheated on Sandra Bullock when they were married, and then on a few of his other girlfriends. And the worst part is that he didn’t even have the decency to cheat with someone attractive or even all that pretty in general. He cheated with a very unattractive stripper. I mean, he was married to Sandra Bullock! Why would he need a stripper?
Hugh Grant
Okay, so perhaps he is one of the biggest cheaters on this list. He was once with the beautiful Elizabeth Hurley when he was caught picking up a prostitute in the 90s. He will not soon forget this one, either, since he was arrested and got to have his lovely photo taken in a not-so-lovely mug shot. It’s going down in history forever.
Bill Clinton
We aren’t sure that he’s not probably on his best behavior right now, but there is rumor after rumor that he’s never been overly faithful to his wife. I mean, the man couldn’t even handle being faithful when he was the most famous, most powerful man in the country and cameras and all eyes in the country were on him at all times. And then his mistress became the famous one. That’s a feat that never really happens, but did on this particular occasion. He and Hillary remain together, but there is some talk that this is just for politics.
Photos by Getty Images
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