Britney Spears has spent a large amount of her 15-year career being criticized by the press and public over everything she does. Being in the limelight at such a young age will do that to a pop princess.
Of course, some of her mistakes weren’t mistakes. Even pop queen Madonna realizes that.
“I was very privileged in my own life to be able to go to New York, make mistakes and have scary situations happen to me,” Madonna said in the 2008 MTV documentary, “Britney: For the Record. “[I was able to] Make wrong decisions, choose wrong people to do things with, ou know what I mean, without the whole world putting a magnifying glass on you and she’s never had that opportunity. What happens is, you make a mistake, the whole world is watching you, they beat up on you. Or, they’re not even mistakes sometimes, it’s just called growing up.”
So, what are those mistakes Spears’ has made in life that we just adore and have learned our own lessons from?
Take a look at our list.
Britney Spears wore this orange and purple ensemble to the 2000 Billboard Music Awards.
“Ten years ago at the Billboard awards, I wore this orange hat and orange bra and orange booty pants and purple fishnets,” Spears said of her biggest fashion mistake in Harper’s Bazaar in 2011. “Oh, and I had an orange jacket on. I actually thought I looked hot at the time. But, um, I definitely stood up. I thought it was just a marvelous idea to wear this purple and orange outfit; it was like high school colors. I was a cheerleader for a school I didn’t know. people were talking about it, but not in a good way.”
Lesson: No matter how cool we think an outfit is, check with friends. It probably isn’t as cool as we think it is.
Dynamic Denim Duo
Britney Spears and then boyfriend Justin Timberlake wore this disastrous denim ensemble to the 2000 American Music Awards.
Timberlake spoke out years later about it being one of his worst fashion mistakes, which says a lot for a boy bander who spent much of 1998-2001 wearing horrifying pleather pants and afros.
“God, I feel I’ve gone to therapy just to erase some of them,” Timberlake said of his worst fashion disasters. “The cornrows I wore with ‘N Sync. That was pretty bad. Britney and I wore matching denim outfits. Yeah, another bad choice. I’d probably pay good money to get some of those pictures off the internet.”
Lesson: Matching with your boyfriend is never cool (coughBENNIFERcough), but matching in denim? Even less cool.
55 Hours of Bliss
In January 2004, Spears took it upon herself to marry childhood friend Jason Alexander. The marriage was annulled 55 hours later.
The once besties haven’t remained on good terms, though. Spears lashed out at Alexander and Star Magazine in 2010 when he alleged her then fiance was abusing her.
“Star Magazine, Radar Online, Jason Alexander and the rest of you liars,” Spears tweeted. “Y’all can kiss my lily white southern Louisiana ass!”
Lesson: When you get married, make sure the guy isn’t a total creep.
Drive baby, drive
Britney Spears made an awful mistake when she was caught by paparazzi driving with young Sean Preston, only 5 months old at the time, on her lap.
Spears cited a “horrifying, frightful encounter with the paparazzi” for the mistake.
“I made a mistake and so it is what it is,” Spears said after the incident had blown over. “I was terrified that this time the physically aggressive paparazzi would put both me and my baby in danger. I instinctively took measures to get my baby and me out of harm’s way, but the paparazzi continued to stalk us. I love my child and would do anything to protect him.”
Lesson: Keep the kids off your lap unless your in your own driveway. Oh, and away from those pesky paparazzi, too.
Where am I?
Britney Spears had trouble remembering where she was during 2009s “The Circus Starring: Britney Spears” tour.
While on a stop in San Jose, Spears shouted “What’s up, Sacramento?!” to her adoring crowd.
Of course, it could have been one of Spears’ many antics on the tour. She was known to blurt things out during her concerts, reminding her fans to not smoke week, wishing them a Merry Christmas, and telling them to “rock out with your c*cks out, motherf*ckers!” She also gave her fans a bit of TMI when she was heard saying “my pu%$y’s hanging out!” when her mic should have been off.
Lesson: Always know where you are, but we can’t really blame the girl for not knowing – she has a lot of choreography and lyrics to remember! Also important: make sure your mic is off when saying things not meant for your adoring fans to hear.
Britney Spears wanted to meet her fans during her 2011 Femme Fatale Tour, but when it came time to get to meetin’, there was a lot of awkwardness in the air.
It could have been the tour costume, or it could have been the stage makeup, but in most her meet and greet pictures, Spears looks beyond uncomfortable.
Sources close to Spears say that the more relaxed her fans are during meet and greets, the more relaxed and friendly the self-proclaimed shy Britney will be.
However, the fans that were memorable to Spears proved to have the best pictures out of the bunch. Including this adorable shot with a cancer patient, this one with a young boy, and this one with a die-hard fan.
Lesson: When meeting the queen, smile! Have fun, be nice and enjoy. It’s an opportunity many will never have. Plus, she’ll remember you if you’re fun.
Just Say No!
Don’t you know how bad smoking is for your lungs…and your angelic voice?
Much to the dismay of Spears’ fans, Britney is a smoker. Spears started smoking sometime in or around 2002-2004. Even Madonna has pestered her to quit.
Lesson: Just because you’re the Princess of Pop, heir to the throne and Queen of Pop title, doesn’t mean you can smoke. It’s icky!