Top 15 Celebrity Cheaters Who Downgraded By Joanne [46 more lists]

Since Jesse James cheated on Sandra Bullock, we realized there are a lot of celebrity cheaters who traded in their Porsches for used Ford Pintos. It could be true that some people will never know what they've got until it's gone, but in the case of these guys, knowledge doesn't seem to do any good. Tiger Woods is not included on this list because a few of the dozen women he cheated on his wife with were on par with her... C'mon, at least they didn't attack him with a golf club.

Click on the pictures for a glimpse of the cheaters themselves.

Make a Version Info View 42 Views: 111220 Items: 15

< >

Show: 5 25

Rank Name

1

Jesse G. James

Jesse James might as well be the most disliked person in Hollywood for betraying Sandra Bullock with tattoo model Michelle McGee (aka "Female Marilyn Manson"). I mean, c'mon, it's Miss Congeniality! She has the adult likability of Taylor Swift and, frankly, that makes Jesse James a Kanye West. A bunny crusher! Michelle McGee, on the other hand, has everything from repetitive quotes like "Pray for us sinners because we are all sinners" printed on her forehead to white supremacist tats behind her knees. Yeah, that makes her real likable. OH, and did we mention he traded one of the most successful and sought after actresses in Hollywood for a cat-looking weirdo?

+ 8
2

Hugh Grant

If anybody can land a hot siren like Elizabeth Hurley, it'd be a British man. Enter Hugh Grant. And... then leave. Due to a moment of desperation and complete lunacy, Grant was arrested with Denise "Divine" Brown after two undercover police officers saw the well-known prostitute performing oral sex on him.

How does her mug shot compare to Liz Hurley's photograph?

The fact that Divine has a picture of this caliber on the internet means that this was the best thing that's ever happened to her. Liz Hurley, on the other hand, has aged like a fine wine and continues to be one of the most beautiful women on Earth. Divine, on the other hand has... wait, who? We haven't heard from her in YEARS! This could be a "good" thing, but most likely means that her reality show is a few months away.

+ 3
3

Charles, Prince of Wales

Anyone who'd cheat on Princess Diana deserves a big smack in the head. Anyone who'd cheat on Princess Diana with a woman who looks like Diana 50 years later after reconstructive surgery due to a tragic bus accident deserves a paddle beating.

Camilla Parker Bowles and Prince Charles carried on an affair which ended both their marriages to their respective spouses.

Princess Diana privately referred to Bowles as "the Rottweiler," and what do you know, the mistress (now current Princess of Wales) really does look like the biting breed of... dog. We'll leave it at "dog".

+ 4
4

Charlie Sheen

Anything outside of Denise Richards counts definitely as a downgrade. Her "Wild Things" lesbian pool kiss is still downloaded by horny adolescent men everywhere today (*looks around the office for guilty parties*).

So for Charlie Sheen to commit adultery with his assistant is not only a blow to Ms. Richards, but to all the guys who held out on their girlfriends to replay that scene on their computer screen.

Charlie Sheen, you cheated on the world.

+ 0
5

Ashley Cole

Ashley (a guy, a famous soccer player) and Cheryl Cole were like the more talented version of David and Victoria Beckham. Ashley is actually really good at soccer and Cheryl has some valid singing chops.

Ashley, however, wasn't chained to his wife's waist like ol' Becks and bedded several women throughout their 3 1/2 year marriage.

From hairdressers to sleazy glamour models, Ashley cheated with his eyes closed. Aimee Walton and Alexandra Taylor (two of five mistresses) look trashy on their own, but look even more so next to the now single and former wife Cheryl Tweedy. Massive downgrade.

+ 0
6

Chad Michael Murray

Chad Michael Murray was such a teenage heart throb. They were addicted to his soulful eyes and bad boy demeanor. His stupidity, however, threw everybody for a loop, including his young and beautiful wife Sophia Bush.

I mean, who with even half a brain would consider cheating on Sophia Bush with Paris Hilton?

Great minds think alike, and in this case, stupid minds as well.

That is the epidome of getting McDonald's on the way home when there is a steak waiting for you at home. With garlic mashed potatoes. And beer (or wine, if that's what you dig).

+ 1
7

Robert Lange

Robert "Mutt" Lange was probably the luckiest man on earth for being married to Shania Twain for fourteen years. What could have possibly made him throw away his country gem?

Marie Ann Thiabaud, a longtime secretary and manager of the couple's chateau in Switzerland.

Really, the woman has aged like a fine... bread.

Wonder how easy it is for HER to feel like a woman.

+ 2
8

Jude Law

Jude Law cheated on his hot wife Sadie Frost to be with Sienna Miller, a younger and hipper it-girl. That's not too incomprehensible. What is, however, is him later cheating on Sienna Miller with Daisy Wright, his children's nanny.

He reportedly claims that Sienna wasn't attentive enough to him and partied too much, but maybe it didn't register that the frumpy old maid that was giving him attention was only desperately trying to get what no one else would give her.

Ah, love triangles are bad, but love circles are even worse.

We blame the time period when Sky Captain And The World of Tomorrow and A.I. came out as the years when Jude Law suffered the worst lapse in judgment in human history.

+ 1
9

Gordon Ramsay

The Ramsays were named Celebrity Family of the Year in 2007 (WTF right?), but Gordon Ramsay might as well've been named Celebrity Cheater of the Year. He carried on a years-long affair with Sarah Symonds who was an actual "professional mistress."

She's the author of "Having an Affair?: A Handbook for the 'Other Woman'."

It seems that Ramsay has finally met his match in Hell's Kitchen. At least he went with a professional?

+ 1
10

Steve Phillips

Instead of starting with the attractive wife and moving down, let's start with ugly mistress and move up. Because this one's a real looker. The former American baseball analyst for ESPN, Steve Phillips, had an affair with 22-year-old Brooke Hundley, a production assistant at the cable network who kinda looked like your average Slipknot fan.

We have absolutely no idea how this could have happened. None. There's nothing sexy about Brooke, so this had to be love.

She must be HILARIOUS.

+ 1
11

Eric Benet

Eric Benet was lucky that he even had a chance with someone like Halle Berry. She was at the peak of her popularity and hotness (just two days fresh of winning the Best Actress Award at the Oscars... we're starting to see a pattern... maybe a CURSE?), and Benet was a so-so R&B singer people confused with Lenny Kravitz -- minus the rockstar appeal.

As a way to re-balance the world, I guess, Benet went and slept with an ex-girlfriend, Julia Riley. A nobody.

Maybe Eric Benet was just mad about Swordfish like the rest of us... or maybe he made one of the biggest downgrades of anyone on this list.

+ 0
12

Eddie Murphy

Nicole Michell is a regal beauty every man would want. And Eddie Murphy apparently wanted, well, a man. The comedian and actor was caught soliciting a transvestite prostitute, Ken Atison Seiuli or "Shalomar" (no public pictures available).

Eddie has become the butt of jokes ever since. No pun intended.

+ 0
13

Peter Cook

The only reason Peter Cook, "technically" a non-celebrity, is even on this list of "Celebrity Cheaters" is because the woman he married IS a celebrity. Again.

The famous supermodel he married brought him into the limelight and quickly snuffed him out when she discovered his affair with an 18-year-old toy shop employee.

The teenager is no match for the experienced Christie and neither was Peter Cook's $300,000 hush money.

Now the only light shining over Peter is a red warning sign. Yes, the sign comes with blinking lights. Of regret.

+ 0
14

Ethan Hawke

The nanny diaries sure are getting thick because Ethan Hawke's another example of someone who settled for a nanny instead of the hot commodity they had waiting at home. Though technically they're both waiting at home, so, uh, nevermind.

Anyway, Hawke passed up the one and only Uma Thurman for Ryan Shawhughes, his children's nanny. She's kinda cute, and they did end up getting married--but she's no Uma.

+ 3
15

Kobe Bryant

Everybody knows about the scandal that came from Kobe's supposed "rape" of 19-year old hotel employee Katelyn Faber. Well, the case was settled out of court (money does wonders for condolences), but Kobe soon found himself in another cheating scandal with Laker's cheerleader Vanessa Curry.

Now this is a serious foul, and one look at Kobe's wife can put everything into perspective for you. It's not like his wife is "old", and it's not like Curry was even the hottest Laker Girl.

Vanessa Byrant is smoking! We're talking comparable to the likes of Jessica Alba or something. Anyone who'll cheat on her is one rich, star basketball-playing fool.

We're really sorry we didn't make a "rebound" joke of any kind, by the way... cause we're better than that... right?

+ 3

Showing items 1 - 5 of 15

Eric Benet