10 Rich Sportsmen Who've Dared to Dress in Drag

That a male is willing to dress up like a female says one of three possible things about him. It could be the case that the man is so supremely secure in his masculinity that he feels that putting on women's clothing for a laugh or two doesn't take away a shred of his manliness.

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That a male is willing to dress up like a female says considered one of three possible things about him. It might be the case that the person is so supremely secure in his masculinity that he feels that placing on girls's clothes for amusing or two does not remove a shred of his manliness. It's additionally conceivable that the person is also the kind who's willing to go through embarrassment to be part of a group, akin to for an initiation. Lastly, a man may dress up like a lady just because he enjoys cross-dressing.

Whatever a male's reasons are for dressing in drag is strictly his trade; besides, cross-dressing is legal (in maximum places, at least). But the general public shouldn't be blamed if it can not assist but be fascinated at the sight of men wearing girls's clothes, extra so if it is a male athlete -- the meant stereotype of a "man's man" -- who is in drag.

Here are ten rich sportsmen who, for one explanation why or another, have been photographed or filmed while cross-dressing:

10. Jo-Wilfried Tsonga / Tennis / Net Worth: $10 Million

Because the ATP excursion runs from January to December with almost no off-season, tennis avid gamers hardly catch a damage from their profession. However, on the finish of most tournaments, there is typically a gamers' celebration, where the athletes are given a possibility to let cross and revel in themselves.

In 2011, the Monte Carlo gamers' birthday party was burlesque-themed, and ATP top-ten mainstay Jo-Wilfried Tsonga of France certainly took the theme to heart. Actually, we've former women's World #1 Caroline Wozniacki to thank (or blame) since if she hadn't posted the photograph on Twitter, we'd have by no means observed what Jo-Wil wore to the birthday party.

Tsonga proudly sported a loud orange wig and a white bustier accessorized with a black feather boa. It's certainly to Tsonga's credit score that he is fully in personality, seductive duck lips completing his look. Perhaps the one evident style misstep Jo made is that he... uh... will have to've been more cautious not to make it so obvious to everyone that he's in reality a man.

9. Blake Griffin / Basketball / Net Worth: $20 Million

In 2008, The Lost Ogle posted three photographs of LA Clippers superstar dunker Blake Griffin frolicking thru a field like a bit of woman while dressed in a blonde wig, a purple halter height, and a inexperienced skirt. One of the images even featured Griffin embracing a person in semi-formal attire. The basketball global right away went nuts over the photos as enthusiasts suspected that Blake in truth loved dressing in drag and hugging well-dressed men in open fields.

The web page later published, however, that the images were of a 15-year-old Blake Griffin acting a skit in a back-to-school video for his high school, the Oklahoma Christian School (sure, Blake's performance was for a Christian school production). So no, Blake doesn't in most cases cross-dress, and he doesn't randomly embody well-dressed males either.

8. Charles Barkley / Basketball / Net Worth: $30 Million

Being the NBA's Most Valuable Player in 1993, 6-foot-5 Charles Barkley is also the epitome of manliness. But he used to be perfectly tremendous with cross-dressing to advertise his 2010 webhosting gig for Saturday Night Live. More in particular, Barkley put on a black dress, a ponytailed wig, and hoop earrings to impersonate his co-host, Alicia Keys, as he lip-synched to Alicia's smash hit, Empire State of Mind.

Apparently, Sir Charles enjoyed wearing a black dress and a wig such a lot that he donned them again for his 2012 industrial for Weight Watchers:

7. Eli Manning / American Football / Net Worth: $60 Million

There will have to be one thing about Saturday Night Live that allows it to convince height male athletes to dress in drag. In 2012, the show were given two-time Super Bowl champ and MVP (XLII, XLVI) Eli Manning of the New York Giants to placed on a blonde wig, frosted lipstick, and a yellow robe with yellow feathers as he performed Miss Chicken Fried Steak in a drag pageant skit.

One of the lines that Eli had to deliver for the skit was once "I was good -- I was damn good!" Uh... let's simply say that it is lucky that the more youthful of the Manning brothers only moonlights as a comic and if truth be told has American soccer as his main source of livelihood.

6. Dwayne Johnson / Professional Wrestling and American Football / Net Worth: $70 Million

During the 2009 Nickelodeon Kids Choice Awards, audience voted that the show's host should dress up like Miley Cyrus. That don't have been an excessively interesting gimmick, except the show was once being hosted through none instead of WWE famous person Dwayne "The Rock" Johnson. Needless to say, The Rock seemed slightly horrifying in a crimson off-shoulder mini-dress and a brown wavy wig.

In 2010, Johnson again dressed in drag, in particular in a pink tutu entire with size-14 ballet slippers, for the commercially successful however seriously panned Tooth Fairy.

5. Barry Bonds / Baseball / Net Worth: $80 Million

In 2006, the San Francisco Giants put in combination an intimate gathering of fans and teammates to raise funds for the Giants Community Fund. The event, which was American Idol-themed, featured a ridicule contest where young avid gamers had to sing a song of their selection. And after all, for each and every festival, there has to be judges. That's where Barry Bonds and his cross-dressing came in.

The career home-run record holder (726 domestic runs) gamely attempted to impersonate original Idol judge Paula Abdul as he placed on a brown wig, darkish sun shades, and a black strapless dress. Of direction, Barry's steroids-infused body used to be a significant impediment preventing him from nailing the Abdul look. But his massive chest did give him some authentic cleavage to work with.

Well, no less than Barry learned one thing from the experience. He shared, "I'll never tell my wife to hurry up anymore because it took me forever to get ready. I'll never do that again. I couldn't get my hair right."

4. Derek Jeter / Baseball / Net Worth: $185 Million

So here is yet some other sportsman that Saturday Night Live used to be in a position to persuade to cross-dress for a skit. The big distinction here is that the athlete wasn't at all painful to watch.

For his flip in drag in 2001, New York Yankees shortstop Derek Jeter hilariously performed the wife of Yankees second baseman Alfonso Soriano. For his role, the now five-time World Series champion (1996, 1998-2000, 2009) sported a blue vest and a black skirt matched with a brown wig and gold earrings. One of the traces he hilariously delivered went, "I know I shouldn't say this, but I think Tito Martinez is super foxy, girl."

And as though one Yankee cross-dressing wasn't sufficient, former pitchers David Cone and David Wells made appearances in drag as properly.

3. Oscar De La Hoya / Boxing / Net Worth: $200 Million

Unlike the entire different athletes in this listing who never denied their flip in drag, for years ten-time international champion Oscar De La Hoya refused to admit that the photographs appearing him wearing a wig, fishnet stockings, and high heels had been authentic. However, the Golden Boy ultimately came clean in a 2011 Spanish-language interview the place he admitted that he had been high on medicine and alcohol when the pictures had been taken. Court paperwork also revealed that De La Hoya's team had paid $20 million to silence Siberian fashion Milana Dravnel, who had taken the footage whilst the couple was once still courting.

Oscar was so distraught when the infamous photos went public that he thought of finishing his life. Fortunately, De La Hoya, who began ingesting on the age of 9, has been clean and sober for a few years now.

2. Arnold Schwarzenegger / Bodybuilding / Net Worth: 300 Million

Austrian-born Arnold Schwarzenegger has worn many hats during his lifestyles, among them those of a three-time Mr. Universe titleholder, a top-grossing motion big name, a a success businessman, and a California governor. But Arnold, a cross-dresser? Yes, the Terminator has dressed in drag, particularly for the 1994 comedy Junior, where Arnold portrays a man who, in order to check the effectiveness of a brand new fertility drug, allows himself to be impregnated.

While granting an interview to promote the film, Arnie shared how he felt about having to dress up as a girl for the role:

I beloved it. I'm as standard as any person, but it's such a lot amusing to see yourself with this make-up on. You know, what would you look like with the gorgeous necklace placing down?  Beautiful necklace — and across the wrists the bracelets, and the rings, and the diamonds protruding. And additionally to try on other hairstyles, you realize, the ones that soften your jawline. Ivan [the director] got here in in the future when we’d performed around for three hours and mentioned, “No, that is too much.” But I mentioned, “No, Ivan, that is nice. I’m actually beautiful now.”

1. Shaquille O’Neal / Basketball / Net Worth: $350 Million

Dressing up on halloween will also be a large number of fun, and four-time NBA champion (2001-02, 2006) Shaquille O'Neal surely didn't need to miss out on the motion in 2010. With female friend Nikki "Hoopz" Alexander dressed as a stout-bellied goon, "Shaqueeta" donned a brown bobbed wig, a diagonally striped shirt and a black skirt. In reality, the 7-foot-1 former center used to be even videotaped impressively lip-syncing and dancing to Beyonce's Sweet Dreams inside of a parked car he had been using.

Shaqtin' a Drag Queen, somebody?

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