Tiger Woods And The 25 Worst Transgressions Ever

It's offical. With the revealing of a voicemail of Tiger calling Jaimee Grubbs in a panic because his wife was suspicious of him having an affair, then Tiger releasing a statement apologizing for his actions, what started as tabloid fodder has become truth. Tiger had an affair.

Now it seems like there may even be multiple women involved in the life of Nike's cash cow. The man who was once considered one of the most boring superstars in history has blown up the internet in a way we haven't seen since Michael Jackson died.

Tiger certainly isn't the first celebrity to do something wrong by a long shot, but where do his transgressions (cheating on his wife, possibly with multiple women, possibly covering up domestic abuse from his wife) put Tiger in history's eyes? Judge for yourself.

Here are The 25 Worst Transgressions Ever.

No. 25: Steve Phillips Has An Ugly Affair

Let's be honest here. With a celebrity (and with Steve Phillips, I'm using that in the loosest of terms), we tend to be more forgiving about cheating if it's with someone as hot or hotter than the person's significant other.

Take Brad cheating on Jen with Angelina. Sure, there was some outrage, but we all kind of forgave Brad because Angelina was so freaking hot. In Steve Phillips case, there's just no excuse for this.

Not only did he cheat on his wife with this lovely woman, but he didn't even make sure she wasn't a crazy person who would stalk him after it was over (which she was).

No. 24: Don Imus' Big Mouth

Don Imus is a "shock jock," which means he says shocking things on the radio to get people's attention. That's fine, nobody really pays attention to him anyway, so it doesn't really matter what he says...

...unless it has to do with race. Imus hit our country's hot button right on the nose when he called the Rutgers women's basketball team "a bunch of nappy headed hoes."

That set up a flurry of indignation and ended up getting him fired. Don just tried to shock a little bit too far.

No. 23: Rob Lowe Got His Sex Tape On

Back in 1988, Rob Lowe had a tape of him having sex with two women leaked. That's not a big deal. He wasn't married or in a relationship. He was just a good-looking actor taking advantage of being a good-looking actor.

But then one of the girls in the tape ended up being 16. Whoops! Lowe contended that he had no idea and picked the girls up at a bar, making the guy checking IDs at the door the real culprit.

No. 22: Janet Jackson's Nipplegate

A wardrobe malfunction? Really? The country never bought that for a second.

During the Superbowl Halftime show, Justin Timberlake ripped off a part of Janet's dress right as he said "have you naked by the end of this song." She was wearing a pasty underneath. It was the most intentional thing ever.

It set off a flurry of events, including half the country learning how to use a search engine for the first time, thousands of young boys trying to convince themselves that a blurry boobie was better than no boobie at all, and the Superbowl halftime show being given to a bunch of old bands that won't even show their nipples on stage.

No. 21: Martha Stewart Lies About Stock Sale

One of the most annoyingly wholesome women on the planet, Martha Stewart, had her reputation taken down a bunch of notches after she served a stint in prison because of lying about selling stock.

I don't know all of why this was so bad, but seeing Miss "It's a good thing," getting escorted out by police in handcuffs one of the most fun transgressions to watch.

No. 20: Letterman Can't Keep His Worldwide Pants On

This year, David Letterman came out and said that he was being blackmailed by someone because they had information on him having affairs (yes, plural) with different women on his staff over the years.

Here's the thing about Tiger. He doesn't have to go on TV every night and talk to millions of people. He can't just release a statement and hope never to talk about it again. He had to go on TV and admit what he did and apologize to his wife, family, friends, and staff on national television. That's hard.

No. 19: Hugh Grant Is a Stupid, Stupid Man

People have solicited the company of a prostitute before, but chance are those people weren't married to Elizabeth Hurley.

Hugh Grant's wife was one of the most stunning women in the world and he had to go screw things up by having sex with a hooker named Divine Brown. Just look at his face. That's a "You have got to be shitting me" face if I've ever seen one.

No. 18: Mark McGwire Won't Talk About The Past

Really, we could have put just about any steroid user on this list, but I'm going with Mark McGwire. He was the one who captured the nation's imagination and broke Roger Maris' long-standing record for home runs in a season while on steroids.

He was the one who went in front of congress and didn't have the balls to tell the truth or even to lie about it. He just didn't want to talk about the past. That's funny, since that's exactly why he was brought before congress. He pretty much indicted himself to the world right then and there.

No. 17: Eddie Murphy's "Good Deeds"

Eddie Murphy was arrested back in 1997 for having a prostitute in his car. And not just any prostitute, a transexual. But Murphy insisted that he was just giving the young lady/man a ride.

In fact, Murphy says that it's not uncommon to drive around town looking to give sex-workers a ride to whatever destination they were looking for. Especially if that destination was...heaven.

This turn of events made even Norbit look like a good career move.

No. 16: Ronaldo Picks Up Three Tranny Prostitues

Famous soccer player Ronaldo saw Eddie Murphy's mistake and raised him one. He tried to take home three different prostitutes before realizing when he got there that they were, in fact, men.

Either Ronaldo likes really ugly prostitutes, or he needed some glasses. Either way, he tried offering them money not to tell the media. I guess that really worked out for him.

No. 15: Carrie Prejean's Eight Sex Tapes

Carrie Prejean was the super hot Miss California who suddenly became the poster-girl for not allowing same-sex marriages when she answered a question that way in the Miss America pageant.

She blew up. She was on talk shows and was getting way more press than the eventual winner of the contest. And it all centered around her being a good, pure Christian girl.

Then it came out that she had some nude pictures hit the internet. That's not such a huge deal. Vanessa Williams had that happen to her and, even though she lost her crown, became a movie star. If only it had stopped there for Prejean.

After the pictures, it came to light that she had eight—count them, eight—"sex tapes" which pretty much just were—how shall we say?—a solo effort. This angel fell from heaven pretty damn quickly after that.

No. 14: Mel Gibson's Not a Big Fan of Jewish People

After Mel Gibson directed The Passion Of The Christ, it was insinuated by people that he wasn't really a fan of Jews, but it was really just a nasty rumor.

Then Gibson got arrested for drunken driving and went off on a giant anti-Semitic rant that proved everyone's suspicions correct.

Getting a DUI is bad enough, but going off on a bigoted rant while you're getting arrested? Mad Max never fully recovered from that.

No. 13: Tonya Harding Doesn't Fight Fair

Worried that her spot on the Olympic team was in danger, Tonya Harding had her ex-husband go and hit Nancy Kerrigan in the knee with a pipe so that Harding could take her spot.

Not the brightest conspirator on the planet, Harding was found out easily and her career went down as quickly as Kerrigan did after the attack. Unless you count Celebrity Boxing, Harding's transgression pretty much cost her everything.

No. 12: Michael Richards Uses A Bad Word

Michael Richards was great on Seinfeld, but apparently he's not a great stand-up comedian. At one of his shows he was doing poorly and was getting heckled by some African Americans in the back and went off on a rant that stuck a giant fork in his career.

If you've never seen it, it's a sight to behold. Definitely one of the biggest transgressions ever caught on tape.

NSFW language below.

No. 11: Pete Rose Bet On Baseball

Pete Rose did not bet on baseball. Well, that's what he said, for the longest time. He swore it. Over and over. But when he figured out that he was never going to get into Cooperstown, he figured, "Hey, might as well come clean and make some money while I'm at it."

So Rose finally admits to betting on baseball when he released his book. Admitted it after about 20 years of adamantly lying and feigning outrage. What a putz.

No. 10: Michael Jackson Dangles His Baby

Michael Jackson had his PhD in crazy way before this incident, but this just moved him to the head of the class. Already obsessed with covering his children's faces, Jackson thought it wouldn't be so bad to let the paparazzi get one good shot of his new baby, so he dangled him off the balcony for all to see.

This was bad, but in retrospect, my dad used to toss me up ten feet in the air, then catch me. Was this so much worse? Well, yeah, probably. Jackson didn't seem like he had the arm strength to get away with the danging being totally okay. Plus, he had a bad grip.

No. 9: Pee Wee Exposes His Wee-Wee

Pee Wee Herman, one of the most beloved children's characters of all time. He was so child-like and innocent himself.

Then Paul Reubans, the guy who brought the character to life, and wouldn't even do interviews as himself, decided to go to a porn theater and whip it out right there. He was of course arrested for indecent exposure and had to go into hiding for the most part.

Now, 18 years later, he's trying to have a comeback as Pee Wee Herman, but I'm guessing the whole public indecency thing will never fully go away.

No. 8: Kobe Bryant's Colorado Hotel Experience

Kobe Bryant was one of the most marketable sports stars in the world, probably even more so than Tiger Woods. Kobe was a young, good-looking winner with charisma. Which is why it was so shocking when he was accused of raping a woman in a hotel room in Colorado.

The charges were eventually dropped, but Kobe did admit to cheating on his wife with the woman and lost almost all of his endorsements. It took him years later, a number change, and another championship for people to forget about it.

Oh, and a giant ring for his wife.

No. 7: George Michael's Laundry List of Transgressions

George Michael is seemingly always in trouble. The former pop star was arrested for flashing a police officer in a restroom, then again for having public sex with a stranger in a park. Michael then admitted that he regularly goes trolling for anonymous sex.

Not only that, but he was arrested for falling asleep at the wheel in front of a traffic light while on drugs. This guy is a role model if I've ever known one.

No. 6: Eugene Robinson's Pre-Game Warmup

This is a classic one.

On the day before the Super Bowl, Eugene Robinson was awarded the Bart Starr Award from the Christian group Athletes In Action for his "high moral character."

Robinson then went out that very night and tried soliciting sex from an undercover police officer posing as a prostitute. He was let out in time for the game where he played a crucial part in the Falcons loss to the Broncos.

Nice. Get award for "high moral character" then try to get oral sex from a hooker. No one else ever had a day like that.

No. 5: Eliot Spitzer's Dirty Little Secret

The former Governor of New York was busted for being a part of a high-end prostitute ring. Spitzer apparently paid over $80,000 while he was Attorney General and Governor.

Not all of the money was his own. He allegedly used campaign funds to pay for a meeting on a couple of different occasions. The woman in the picture is "Kristen," a $1,000 per hour call girl that Spitzer was a big fan of.

I'm shocked. I thought all politicians were supposed to be honest!

No. 4: Richard Nixon Destroyed Some Tapes

Hey, speaking of politicians. Since we're getting near the top of our list, it's only fitting that they start playing more of a prominent roll, including Mr. Richard Nixon.

The former President of the United States was part of a cover-up after five men were arrested breaking into the Democratic National Committee's headquarters and were traced back to Nixon's campaign.

Instead of coming clean, Nixon had tapes implicating him destroyed, then resigned, then admitted to it in a roundabout way later in his career.

No. 3: Bill Clinton Totally Had Sexual Relations With That Woman

While we may have not exactly blamed Bill Clinton for sleeping around since he was married to Hillary Clinton, that doesn't mean that it wasn't a big deal.

The scandal had everything: sex, lies, and a semen stained dress. Clinton even tried to wriggle his way out of things by debating the meaning of the world "is."

Not that we ever believed Slick Willy when he definitely stated "I... did not... have sexual relations... with that woman." If you're going to cheat on your wife, make sure you're not the President or anything.

No. 2: OJ Simpson Get Away With Murder

Did it. Got away with it.

No. 1: Roman Senate Stabs Julius Ceasar To Death

Et tu, Brute?

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