The 100 Biggest Twitter Fails of All Time

Smarten up, the tweets is watching.

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Twitter is supposed to be nothing more than a space for people to offer short thoughts on any given topic. Unfortunately for those in the public eye, Twitter is proving why certain folk shouldn’t be allowed to share anything without proper supervision. In a rundown of some of the biggest Twitter failures of all time, we see athletes, celebrities, politicians, and even your average fool fall victim to sexism, racism, arrogance, ignorance, and in some cases, their unchecked libidos. Be forewarned: Quite a few of the included tweets aren’t politically correct. Still, just about all are worth pointing and laughing at. Check out the 100 Biggest Twitter Fails of All Time and be thankful it’s not your reputation being soiled.

RELATED: The 50 Funniest Auto-Correct Fails

Written by Michael Arceneaux (@youngsinick)

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100. Ashanti Wants Twitter's Answer On Facebook

If you want to know what Facebook users think about Facebook, why not ask via Facebook? You don't see Ciara uploading a tweegram asking fans for their thoughts on BlackPlanet.

99. Keyshia Cole's Cuss Out

If there's one lesson we can all learn from Chris Brown besides "keep your hands to yourself," it's don't allow strangers to vex you. Since opening up her life to the world again via Keyshia and Daniel: Family First, the R&B singer has been met with criticism about her relationship with Cleveland Cavalier Daniel Gibson. You know, take your own advice, Keysh, and learn when to let it go.

98. Tom Cruise's Bieber Fever

We just hope someone warned Justin Bieber to never bring himself or his "energy" around Tom Cruise.

97. Peter Gammons and sdskldskdsldks

If you ever loved Peter Gammons, you'd show him how to lock his cell phone.

96. Victoria Jackson Kills America

Clearly some people handle disappointment much better than others. No word on whether or not the SNL alum is still crying over America's untimely passing.

95. Drake Hears the Ghost of Aaliyah

All of Aaliyah's fans miss the late singer, but only a select view gives Twitter Yolanda Saldivar realness by acting as if we actively communicate with Aaliyah via seance. By the way, Aubrey, you never met her. Quit creeping everyone out, yo.

94. You Are Who You DM

There's many people on Twitter who will give you what lies between their thighs so long as you buy them a wing dinner from Popeye's right after. If you're into that, gold star for you, but be forewarned: That's the type to cluck and chirp the second you cut them off.

93. Donald Trump's Election Meltdown

Donald Trump thinks President Obama is a socialist Kenyan who wants to strip America of its liberties and sell it to the highest Islamic bidder. Needless to say, the famous political fable pusher wasn't excited about Obama's re-election. However, he made sure to delete those tweets calling for "revolution" as someone must've reminded him such cries are considered treasonous for a "true" American.

92. Demetrius Byrd's Bieber Fever

Can someone explain to this dude that it's only gay if you want to date Justin Bieber, not sing-a-long to him?

91. Eric Williams Jokes About Evelyn Lozada's Attack

Eric Williams, ex-NBA player and divorcee of "Basketball Wives" star Jennifer Williams, isn't known for being a man of sensitivity, but his tweets about Evelyn Lozada being headbutted by Chad Johnson were met with contempt from many online. What's hard to understand about domestic violence not being funny?

90. Tyrese Hates Your Nieces Ass

Perhaps Tyrese had a bad experience with a woman wearing the wrong kind of brand of fake ass cheeks, but unless it feels like cement, these days most don't seem to mind how bottom friendly the plastic surgery industry has gotten.

89. Juicy J's Impulse Buy

Enthusiasm and inebriation doesn't always go together. Such is the case for Juicy J, who tweeted a shot of him buying the wrong Kendrick Lamar album the day "good kid, m.A.A.d. city" was released. Bands will make her dance, but a double take might save you some green when buying music as you smoke some.

88. Chief Keef Laughs At Rival's Murder

When 16-year-old rapper Lil' JoJo died from gunshot wounds, a wave of "ha-ha" tweets followed, proving being a sociopath is all the rage in select parts of Chicago.

87. Nathan Eccleston's 9/11 Conspiracy

Liverpool's Nate Eccleston isn't all that different from your average conspiracy theorists. However, Twitter is not the place to share your 9/11 mythology. Keep that crazy on YouTube where it belongs.

86. Kim Kardashian Hates Breastfeeding

You would think a person who gained instant fame for showing her bare breasts, buttocks, and crotch to the world would be a bit more open to a woman using her breast to nourish in a different sort of way.

85. Jared Leto Hates Sunday School

While Soulja Boy worried that a Romney administration would lead to African Americans going back in shackles, Jared Leto openly insinuated that Mitt Romney would've forced all Americans to attend Sunday School. It's a three-way-tie here: they all lose.

84. Kareem Jackson Shares Cockfighting Photos

During a vacation in the Dominican Republican, the Houston Texans star shared a picture of a cockfighting event he attended. Sure, it's legal there, but what happens in the D.R. should probably stay off your Twitter feed.

83. Geraldo Rivera: Save My Fish

The morning after Hurricane Sandy devastated New York and New Jersey, Geraldo Rivera revealed that he was in desperate need to find a generator in order to save his koi fish. Not surprisingly, Rivera's one percent problems weren't met with much sympathy.

82. Dezmon Briscoe Gets Caught

After initially denying he was doing anything wrong on Twitter, Dezmon Briscoe's baby mama published some "freaky texts" the Redskins wide receiver sent her. Not long after, Dezmon copped to cheating on his girlfriend, "Basketball Wives" personality Royce Reed. Pimp game weak.

81. Slim Thug's Twitpic of Sex

Slim Thug's choice of words are what typically brings him controversy. However, the Houston-emcee caused jaws to drop with a single snap of him having sex in his bathroom. Classy.

80. 50 Cent Mulling A Mail Order Bride

Not only is 50 Cent's comment about foreign women insensitive, but it feels like a joke Eddie Murphy said in 1987. You decide which is the greater sin.

79. Sarah Palin Declares Herself Shakespearian

Intellectual anorexic Sarah Palin won't allow the Grammar Police to silence her for making up words. Nope. It's her mouth and she'll use it to damn the English language if she wants to.

78. Gilbert Arenas Live Tweets Blind Date

A day after being fined by the NBA for other questionable tweets, Gilbert Arenas live tweeted his date with apparently an extra from 'Coming To America.' He deleted the tweets, but many women still added him to Dontdatehimgirl.com.

77. Tila Tequila's Twitter Meltdown

In her now historic meltdown (in D-list terms anyway), Tila Tequila revealed Hollywood's biggest secrets -- celebrities have sex, sometimes film sex tapes for publicity and cash, and a few privately have sex with people of the same gender. Oddly, Scooby Doo did not call her about an opening in the Mystery Machine after sharing these discoveries with the world.

76. Kelis Really Hates Cheaters

Obviously, there's some pain lying not too dorment inside of Kelis. Cool, but with all that alimony she's reportedly getting, perhaps relaying that grief over cheaters might go over better with a counselor.

75. Jim Jones' "Vamp" Beef With Azealia Banks

Despite the term "vamp" being only two generations younger than dirt, Jim Jones took shots at fellow Harlem rapper Azealia Banks for not crediting him for the use of a term she technically used before he did. Jones never apologized for the mixup and Banks ended up dropping the diss record "Succubi." Don't expect a collaboration anytime soon.

74. Sherri Shepherd's Worst Day Ever

Yes, Sherri Shepherd gets paid to share her views every morning, but constipation and exhaustion are some of life's best-kept secrets. Keep them close to your heart and off everyone's timeline, Sherri.

73. Lady Gaga Goes Deep

Twitter is like a fortune cookie: Sometimes you luck up, and other times you end up with a stale cookie, bad lotto numbers, and a dry taste in your mouth.

72. Lindsay Lohan Wants Lower Taxes

Lindsay Lohan might be able to get few judges to keep her from going to jail, but if Republicans can't convince President Obama to keep the Bush tax cuts for the wealthy, she surely won't. Besides, Obama probably never saw "Mean Girls" and Michelle probably long cancelled his Playboy subscription.

71. The Real Evelyn Lozada Stands Up

For all that fronting about an image overhaul on "Iyanla, Fix My Life," Evelyn Lozada didn't waste time proving she can still be a shrew if you throw her enough shade. "Basketball Wives" fans put your hands up. OWN watchers, be quiet.

70. Bow Wow Live Tweets His DUI

We've all watched enough Law & Order and read enough TMZ to know that you should never own up to your crime, let alone on the Internet.

69. 50 and Floyd's Fake Beef

First the beef was phony, now it's supposedly real. Either way, 50 Cent and Floyd Mayweather need couples counseling. The sooner the better.

68. Lil' Jon's Gotta Go

What's worse than Lil' Jon's digestive system? The eyes of anyone subjected to more information than they ever wanted to know about it.

67. Heidi Montag's Plastic Surgery Tip

Considering she has had the cosmetic operations for a woman thrice her age, no bit of plastic surgery advice should come from Heidi Montag that doesn't end and begin with "Don't listen to me, clearly I've made mistakes."

66. Kanye West's Pro-Life Rant

There's got to be a more subtle way of promoting safe sex.

65. Sen. Chuck Grassley Is Not A Nail

Sen. Chuck Grassley's largely incoherent and get-off-my-lawn themed tweets don't just embarrass his Iowan constituents; they make old people who use social media look bad nationwide.

64. Bobbi Eden's Big Promise

Dutch porn star Bobbi Eden promised her thousands of Twitter followers fellatio if the Netherlands were to win the 2010 World Cup. They came in second. Sucks for them.

63. Gucci Mane's Fight Club

As sweet as the idea of Gucci Mane knocking the hell out of rappers he can't stand for charity sounds, there are other ways to work out aggression.

62. Superhead Gives God The Glory

God is believed to work in mysterious ways, but felicitating a career out of fornication for a homewrecker is a bit of a stretch, no?

61. Don Lemon vs. Jonah Hill

CNN's Don Lemon admittedly didn't know who Jonah Hill was, but after finding out he was famous appeared furious that a celebrity didn't acknowledge his presence. You know, because he's a celebrity, too. One wonders why Lemon would be surprised that Jonah Hill didn't recognize him considering it's not like he's Rachel Maddow.

60. Courtney Love's Birthday Message

Nothing says "Happy Birthday to Me!" more than the incoherent ramblings of a conspiracy theorist. And many more, though, C. Love.

59. Bubba The Love Sponge Bashes Haiti

Bastion of sensitivity, radio host Bubba The Love Sponge, couldn't fathom why Americans would want to aid people suffering from one of the worst earthquakes on record. It's that kind of sentiment that makes it easy to conceive why the majority of Americans, like his ex-wife, prefer Hulk Hogan, too.

58. Bow Wow's Death Wish

Signs of depression are nothing to mess with or joke about. Even so, the thoughts of death that come with them should only be shared with someone who can sign a prescription slip.

57. Chris Brown Rant

Young Christopher actually has a point about how invasive and anti-intellectual celebrity culture can be. But, if you know that so well, why does he devote so much of his life to cursing out people who say things about him that he doesn't like? I'll wait.

56. 50 Cent's Sexual Advocacy

Though 50 Cent's enthusiasm on the issue is noted, there's got to be a more convincing way of promoting oral sex.

55. Deiondra Sanders vs. Deion Sanders

Deiondra Sanders involved herself in the continuously testy back-and-forth between her dad, Deion Sanders, and stepmom, Pilar Sanders. A daddy's girl will defend her pop's honor, but it's probably a good idea to do that in a disposition versus a shady testimonial via Twitter.

54. Kourtney Kardashian's Asinine Anatomy Question

After you answer Kourtney Kardashian's pressing inquiry about ant anatomy, riddle me this: How often do you think celebrities get really bored?

53. Jose Canseco Plays Dress Up

This isn't how Lady Gaga dresses and the tweet was made in June—several months from Halloween, so why was Jose Canseco telling Lady Gaga hi in Gomez Addams' drag outfit?

52. Jim Carrey Slams Tiger Woods' Wife

No one knows whether or not Tiger Woods' ex-wife suffered from cataracts, which subsequently shielded her from the truth about her husband having pros in different area codes. One thing is for certain, though: It's not really any of Jim Carrey's business.

51. Lindsay Lohan Fights The Power

Repeat offender and human rights activist Lindsay Lohan responded to a 2010 jail sentence by invoking Article 5 of the U.N. Universal Declaration of Human Rights. Who knows what she'll quote when her probation is revoked later this year.

50. Kanye West's DONDA

During an hours-long Twitter rant, Kanye West unveiled plans for a design company that would amass a wide array of talent and help people reach their dreams and the upper echelon of creativity. A Gmail address for those interested in applying was provided. Did you ever hear back?

49. Charlie Sheen Tweets Phone Number

Charlie Sheen meant to send his phone number via DM to Justin Bieber. Instead, he shared it with millions of people who wasted no time in calling and texting him hoping to get a "WINNING!" response in return. Still, we can't help but wonder, why exactly was Charlie Sheen trying to hang out with the Biebs?

48. Ray Rice's Cop Bribery

After the fact, Ray Rice said he only gave the autograph once he knew he wasn't getting a ticket, which means there was no real bribery. That said, couldn't he have waited until he got home and told someone instead of the world?

47. Jeremih vs. Kat Stacks

After Jeremih used his medical background to conclude that Kat Stacks looked as if she had "surrebral posey," his Twitter followers assumed he had an untreated case of dyslexia.

46. Roger Ebert's "Jackass" Comment

Following the tragic death of Jackass star Ryan Dunn, Roger Ebert's quip about not allowing jackasses to drink and drive prompted cries of insensitivity. Maybe Ebert had a point, but as a film critic, shouldn't he of all people know that timing is everything?

45. Piers Morgan vs. Touré

What could've been a decent conversation about the racial tensions in this country following the tragic shooting of Trayvon Martin was nothing more than a Twitter fight that spilled over to CNN. For ratings and spectacle, but nothing worth remembering.

44. 50 Cent's Abortion Clinic For Children

50 Cent is a lot of things, but funny definitely isn't one of them.

43. Rick Reilly: Cite My Twitter, Bro

During Monday Night Football, you could hear ESPN's Rick Reilly say to Stuart Scott about Big Ben's injury: "Say that I had this first on Twitter?" Dick? You got it." Get this: Reilly's colleague Adam Schefter and columnist Dejan Kovacevic reported the injury before he did.

42. Bow Wow Threatens Mom On Twitter

When Bow Wow's mom joined Twitter, he threatened her to get off or face the wrath of his angry stans. To this day, no one knows whether or not he deleted those tweets after she sent a DM ordering him to cut a switch.

41. ABC Employee Fired Over Mormon Joke

When you're in charge of your company's social media account, make sure you sign off from that Twitter handle before you pop off and end up with an unemployment check.

40. Joan Rivers Gets Shut Down By Rihanna

Joan Rivers may be a legendary comedian, but Rihanna got the best of her after Rivers made a joke about her violent attack from Chris Brown.

39. Chad Johnson's Life Advice

Chad Johnson tweeted this in December of last year. Given the 2012 he's had, what kind of life do you think he was leading?

38. Ryan Spadola's Racism

Call it a hunch, but Lehigh University junior wide receiver Ryan Spadola probably wasn't the sharpest student on that squad.

37. Alicia Keys' Digital Death

In honor of world AIDS day, stars like Lady Gaga, Kim Kardashian, and Usher joined Alicia Keys' BuyLife.org charity effort--a plan that orchestrated their "digital deaths" until $1 million had been raised. 'Twas well intentioned, but stars like Usher and Janelle Monáe broke their "death" pledges early on and it was a struggle to raise money until the very end. That was until philanthropist Stewart Rahr saved the day with a $500,000 donation. Next time, plan the resurrection a bit more thoughtfully, Alicia.

36. EA's Sin To Win

Cameron Diaz may argue that women enjoy being objectified, but after the firestorm EA caused with its Twitter contest that encouraged attendees to "Commit Acts of Lust," surely that company, along with some of its offended customers, would offer a difference of opinion.

35. Teddy Riley Tweets About Beating Daughter

Teddy Riley was accused of beating his then 18-year-old daughter Taja with a guitar from the video game Rock Band. He was also accused of attacking his eldest daughter before throwing them both out. Before he ultimately deleted his Twitter account, the producer said he'd do it again to teach them a lesson about biting the hand that feeds (and apparently smacks) you.

34. Keri Hilson and the Resurrection

Amy Winehouse died on July 25, 2011. Two days later, Keri Hilson made a joke about Amy Winehouse being resurrected. Any questions on why Keri Hilson doesn't always make people smile on Twitter?

33. Larry Johnson's Twitter Tantrums

After bashing his coach and Kansas City Chief fans, not surprisingly, fans responded to Larry Johnson with fury. His response? Telling one fan that his insults weren't clever as he proceeded to call him broke and - gasp - gay.

32. Lance Armstrong Tweets Phone Number

Given the year he's had, it's easy to see how Lance Armstrong can be easily distracted, no?

31. Lindsay Lohan's Dad Says She Has HIV

Lindsay Lohan will likely always keep her father at a distance, and once you consider the fact that he once said on Twitter that she had HIV, it's difficult to not see why that is.

30. Gwyneth Paltrow Sings The Wrong Line

To this day, Gwyneth Paltrow still doesn't understand why she can't quote "N****as In Paris." Gwyn, don't tweet what you can't repeat in a room full of black people.

29. Ashton Kutcher's Sound Off About Joe Paterno

When Ashton Kutcher lashed out over the firing of Joe Paterno, he assumed it to be related to "a football thing" and not the reality that the legendary college football coach didn't do everything to stop alleged serial pedophile and former assistant coach Jerry Sandusky. Not long after, Ashton passed his Twitter password to someone who keeps up with the news better.

28. Soulja Boy Election Commentary

As nice as it is to see mainstream rappers engage in political commentary, when it comes to Soulja Boy, political pundit, it's best he focus more on "YAHH TRICK YAHH" and less on ... whatever the hell that was.

27. Mo Williams' Begging

Do you know why people have agents? So they will do all of the "please, baby, baby, please" begging on their behalf. Mo Williams has been wasting money for years. Also, real Gs don't beg. Word to the Gottis.

26. Carmelo Anthony Puts Bounty On Kat Stacks

Perhaps growing up in a city like Baltimore might cause you to develop less fear of law enforcement than most. Nevertheless, probably never a good idea to post a threat on a public forum.

25. Ice-T's Suicide Joke

The rapper-actor's joke about the suicide death of Real Housewives of Beverly Hills husband Russell Armstrong was so funny that many tried to report him as spam.

24. LeBron James is Not a Knick

Whoever Phoenix Suns forward Jared Dudley's sources were that told him LeBron James would be signing with the New York Knicks, hopefully, he's stopped taking their calls.

23. Racist Obama Tweets From Students

A mass of racist tweets blanketed Twitter following President Obama's re-election. Much of them came from teenagers who listed their government names and school affiliations. Concerned citizens placed calls to schools in response, teaching those bigoted young imbeciles that there are consequences that come with sharing your opinion with the world.

22. Asher Roth Channels Don Imus

Don Imus wasn't able to get away with a joke about "nappy headed hoes," so what gave Asher Roth any reason to think he could rinse and repeat with better results?

21. Gilbert Gottfried's Tsunami Jokes

Do you know what's funnier than a joke about a natural disaster? Everything you could think of and more.

20. Mary J. Blige Misspelling

Mary J. Blige may be a celebrated singer-songwriter, but it's pretty clear that Akeelah wouldn't tag her in a spelling bee. That's alright, though. The Queen doesn't have to prove her intelligence to anyone, especially if she refuses to use spellcheck first.

19. M.I.A. Freaks Out Over Unflattering Review

Frustrated with the story penned about her in the New York Times Magazine, M.I.A. tweeted the personal number of the writer. Though she assured that an unedited version of the audio used for the interview would be published online, that didn't convince anyone that posting a journalist's private number without consent was petty, bratty, and totally immature.

18. Bobbi Kristina's Bonnie and Clyde Fantasy

The NRA might not have minded Bobbi Kristina uploading a picture of her godbrother/play cousin/boyfriend/fiance Nick Gordon holding a gun in one hand while driving with the other, but non-Second Amendment lovers only became even more concerned about the state of the late Whitney Houston's daughter.

17. Tyrese Can't Find You, Pandora

There is this wonderful invention called Google that helps you discovery life's little mysteries. Please start using it more.

16. Ray Allen's Dirty Talk

What you do with your keypad is your business, but if you're a public figure, you might want to make sure you're sexting in private. Allen claimed his account was hacked, but we don't believe you, SugarRay20.

15. Alison Pill Tweets Nude Photos

Not many people believed "The Newsroom" star Alison Pill when she said she accidentally tweeted her bare breasts instead of deleting the photo. Are they cynics who don't understand how blinding narcissism can be or do they know that it only takes one click to delete and at least three to select, upload, and hit send?

14. Scott Baio's Obama Nightmare

Former Happy Days star Scott Baio thought it would be oh so funny to post an unflattering picture of First Lady Michelle Obama and caption it with, "WOW He wakes up to this every morning." Death threats and accusations of racism came not long after, although Baio dismissed any claims of racial prejudice by noting that his wife's BFF is black and that he's directed an episode of The Wayans Bros. Take that, Al Sharpton.

13. Mom Breezy On MJ's Death

Chris Brown's mama caused quite the stir when she opined that the death of Michael Jackson wasn't in vain because her son is still with us, presumably to carry on the King of Pop's legacy. She should've gone with, "Bobby Brown got fat so my son could pop lock in his place." Much better.

12. Stacey Dash For Team Romney

It's not Stacey Dash's political beliefs that are the fail per se. It's more so how Dash feigned shock that people might take issue with those beliefs given the candidate and the fact that she is the owner of black skin and a vagina.

11. Nas and the Ghostwriter

Nas' reputation took an obvious hit, but the men who had panic attacks over dream hampton's tweet and attacked her in response looked even worse in the end.

10. Marcus Jordan's Formal Invite

Marcus Jordan didn't want to go with the usual excuse that he "accidentally" sent a tweet soliciting sex from a porn star. No, he's a grown man. He claimed the tweet meant as a DM was a prank. Who's bad?

9. Perez Hilton Almost Catches A Case

Perez Hilton posted a link to an image that was said to be of Miley Cyrus climbing out of a car wearing a dress and no underwear. With Cyrus being 17 years old at the time, Perez almost found himself slapped with child pornography charges and the star of his very own special episode of "Law & Order: SVU."

8. Alec Baldwin Compares Himself To Trayvon Martin

As annoying as the paparazzi must be, having a cameraman follow you to snap a photo of you for money is nothing like being chased around by a vigilante who fatally shoots you and almost gets away with it due to racial privilege. Speaking of privilege, Alec Baldwin should recognize his and shove his foot in his mouth for comparing his plight to that of Trayvon Martin's accordingly.

7. Oprah's Ratings Ploy

On the night of the Grammy Awards, Oprah took to her Twitter account to ask those with Nielsen boxes if they could switch to OWN and help her network a bit with the ratings. Thing is: Nielsen policy says you can't openly ask a Nielsen family to watch a specific show or network. For the ratings of that week, Nielsen added a note to all of OWN's shows tainting whatever gains were made from her highness' request.

6. Spike Lee's Dangerous Retweet

Spike Lee caused an elderly Sanford, Florida couple to flee their homes in fear after he re-tweeted their address under the false pretense it belonged to George Zimmerman. Spike issued this apology ... and paid a settlement.

5. Sarah Silverman's 9/11 Joke

Yes, jokes are jokes, but sometimes jackasses are just that, too.

4. Kenneth Cole's Egyptian Fantasy

When millions of people are in uproar as they were in Egypt last year, journalists were declaring "revolution." The person handling the Kenneth Cole Twitter account at the time linked the furor of the uprising to their new Spring collection. A Winter solstice hit their mentions mere seconds after.

3. Wyclef Jean's Speedo Shot

In honor of his 43rd birthday, Wyclef Jean uploaded a shot of him in a speedo, captioned with, "TODAY I AM 43 YEARS OLD! I look And feel 26! "U cant keep à good Man down! Keep à smile when they want you to frown!" Fine, we'll go do Insanity and you go put on some clothes. Deal?

2. Chris Brown vs. Jenny Johnson

In the battle between an Internet troll who also reportedly works as a comedy writer and a misogynist with a penchant for temper tantrums, Jenny Johnson and Chris Brown each proved one thing: Some people should be required to obtain adult supervision when on the Internet.

1. Anthony Weiner's Penis Goes Public

Anthony Weiner's once promising career in politics fell by the wayside once it was revealed that he uploaded a shot of his erect penis on yfrog and played a game of show and tell with a select number of followers. Let that be a lesson to all politicos: Only show your penis via an untraceable prepaid phone.

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