The Most Embarrassing Moments of Brad Pitt’s Career

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Brad Pitt is one of the most successful actors in Hollywood.  Since making his on-screen debut back in 1987, Pitt has gone on to start in dozens successful Hollywood films earning himself several awards including an Oscar for the work of his production company. Aside from his career as an actor, Pitt has also become well-known as both a father and a philanthropist.  However, despite all of his fame and success, underneath it all, Pitt isn’t much different from anyone else. Although he seems to have it all, Brad Pitt isn’t immune to the one thing that happens to everyone – embarrassment.  In fact, embarrassing moments are probably even worse when there are always millions of people watching your every move. And because the Internet allows everything to live forever, here are the most embarrassing moments of Brad Pitt’s career.

Dallas 1988

Before he was a big movie star, Brad Pitt also made some TV appearances.  In 1989, he appeared on an episode of the then popular series, Dallas, in which he portrayed the boyfriend of Charlie Wade.  Now, you can blame this on the 80s if you want, but that hair Pitt was rocking can’t be anything he’s proud of today. Plus, with the cheesy acting – it certainly doesn’t seem like he would have ever gone on to be as successful as he is today.

Being dumped by Christina Applegate

During the late 80s, Brad Pitt and Christina Applegate were an item.  However, things didn’t last long for the couple.  While it’s not unusual for celebrity couples to break up, the end of this relationship was definitely enough to hurt anyone’s pride.  Apparently, Applegate broke up with Pitt at the MTV Movie Awards in 1989, and left the show with another man. Ouch! Well, fortunately for Pitt, he’s gone on to have a much more successful career than Applegate.

Playgirl Magazine

Playgirl Magazine has a pretty well-known reputation for posting pictures without people’s consent.  Unfortunately for Pitt, he found himself in a pretty embarrassing situation when the magazine purchased nude photos of Pitt from the paparazzi and published them without his consent.  In this situation it’s kind of hard to tell which is more embarrassing, the fact that the photos were published without his permission, or the fact that the paparazzi had no photos of him to begin with.

Being called a cheater

Before he was half of one of Hollywood’s most powerful couples, Brad Pitt was married to former Friends star, Jennifer Aniston. However, when he split with Aniston to start a relationship with Angelina Jolie, many speculated that he and Jolie actually began dating while he was still married to Aniston.  Of course, the rumors then started flying and Brad Pitt was instantly labeled a cheater.  That’s got to be a tough label to deal with, but fortunately, Pitt was able to move forward and in the eyes of many, his relationship with Aniston is now just a thing of the past.

(Photo by Kevin Winter/Getty Images.)

Cool World

The 1992 film, Cool World was such a flop that most people thought it was going to ruin Brad Pitt’s career.  The movie received poor reviews from both viewers and critics, and even looking back, it’s pretty easy to see why the film didn’t do well.  Hopefully Pitt learned his lesson about hanging out in nightclubs with cartoons!

Falling UP the stairs

Falling down the stairs is pretty common thing, but falling up the stairs isn’t something that happens as often (but admit it, you’ve fallen up the stairs a few times).  However, Brad Pitt learned a very painful and embarrassing lesson about just how dangerous the stairs can be.  Just a few months ago, Pitt took a tumble while running up the stairs which left him with a pretty bad mark on his face.  After the incident, Pitt stated, “This is what happens when you try to run up steps in the dark, with your arms full, wearing flip-flops.”  Well, that’ll teach him to think twice about wearing flip-flops.

Caught with his fly down

Brad Pitt is a pretty busy guy.  He’s got kids, a wife, and a pretty successful career.  With that being said, it’s not surprising that he forgets things every once in a while. In 2009, during a photo call for the film The Curious Case of Benjamin Button, Pitt was photographed with his fly down which apparently was unzipped for the entire night.  You would like to think that someone would have simply let him know, but hey, they don’t say Hollywood is fake for nothing.

Mom pens homophobic letter

Of course, everyone is titled to their opinions, but let’s face it, some people’s opinions can be a little on the obnoxious side.  For someone as open-minded as Pitt, it must have been pretty embarrassing back in 2012 when his mom penned a letter to a local news paper speaking out on gay marriage.  She also took a few jabs at president Obama, because she believed it would be hypocritical for anyone who considers themselves to be Christian to vote for “a man who sat in Jeremiah Wright’s church for years, did not hold a public ceremony to mark the National Day of Prayer, and is a liberal who supports the killing of unborn babies and same-sex marriage. ” Ironically; however, president Obama is actually a [very] distant relative of Brad Pitt.  Yikes! It looks like even the most famous families aren’t above having their issues.

Lead (Photo by Chung Sung-Jun/Getty Images)

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