Celebrity Assistants Share The Weirdest Requests From Their Former Bosses

Anna Wintour Is The Real Devil Who Wears Prada

It was undeniable that Meryl Streep’s character, Miranda Priestly, was based on the Vogue editor-in-chief, Anna Wintour. People assumed it was a dramatic version of her, but according to Wintour’s staff, the portrayal was spot-on. 

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Anna Wintour Is The Real Devil Who Wears Prada
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Her former assistant, who wrote the book “The Devil Wears Prada,” said that many of the events in the book were based on real-life events. 

Angelina Jolie Locks Her Children In A Room

Angelina Jolie does a great job when it comes to keeping her private life private, but her former employees have leaked some secrets about what happens behind closed doors. 

Angelina Jolie Locks Her Children In A Room
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According to one of her previous assistants, Angelina would lock her six children in a room while she drank. She would also make her assistants watch all her movies, even the bad ones. 

Khloe Kardashian Doesn’t Lift A Finger

Khloe Kardashian is known for her perfectly organized house. She has shared videos on how she organizes everything in her kitchen right down to stacking the cookies in the jar perfectly. 

Khloe Kardashian Doesn't Lift A Finger
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Although she has shown herself organizing, it was all for the video because her former assistants have said that she doesn’t lift a finger and just barks out orders. 

Justin Bieber Had A Love For Sizzurp

“Yeah, you got that yummy, yummy, yummy, yummy.” Just Bieber’s new song might be referencing his wife, Hailey Bieber, but if he had written it a few years prior, it probably would have been about his love for sizzurp. 

Justin Bieber Had A Love For Sizzurp
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There were some wild days in Justin Bieber’s life when he was addicted to the codeine-based cough syrup and soda mix, known as sizzurp. He is now clean and sober, but his staff had to pay the price for his partying days. One of his assistants got caught with marijuana and had to pay a $1,000 fine and do community service. 

Jamie Dornan Likes To Needlepoint

Jamie Dornan’s character, Christian Grey, had some dark secrets to hide in the Fifty Shades of Grey movies. In real life, Dornan’s darkest secret is that he loves to do needlepoint. 

Jamie Dornan Likes To Needlepoint
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His assistants have to make sure that he has canvas and yarn to work with after filming. He likes to take his needlepoint everywhere and isn’t afraid to whip it out in public. Wouldn’t you want to see his creations? 

Lisa Rinna Has Press Protection

You may know Lisa Rinna from Dancing with the StarsThe Real Housewives of Beverly Hills, or Days of Our Lives. She has been in the spotlight for many years, so you would think she would be used to good and bad press. 

Lisa Rinna Has Press Protection

According to her assistants, they go through her phone and hide all the bad press, so Rinna doesn’t see it. She likes to stay away from the negatives. 

Frank Sinatra Had Personalized Underwear

It is not just celebrities today who have wild demands for their employees. Singer Frank Sinatra gave his butler, George Jacobs, some interesting jobs to do in the ’40s and ’50s. 

Frank Sinatra Had Personalized Underwear
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Jacobs would have to spray cover up on Sinatra’s bald spot, and he was asked to make custom underwear to hide the singer’s “large endowment.” 

Kim Zolciak Has An Expensive Habit

Kim Zolciak grew to fame from the reality show, Real Housewives of Atlanta. She was exposed by one of her former assistants who said Zolciak was a heavy smoker. 

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Her assistant said that she would use $1,000 Versace ashtrays, which were scattered all over the house. Despite having so many ashtrays, she would also leave ashes in the sink and tub for her staff to clean up. 

Sandra Bullock Must Have The Curtains Closed

Sandra Bullock likes to keep her life private, like many other celebrities. Ever since she adopted her two children, she has been more concerned about the privacy of their lives. Her housekeepers said that she requests the curtains stay closed at all times of the day. 

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Bullock is concerned that people will look in her windows; therefore, she keeps them closed. 

Kristen Stewart Has A Cigarette Lunch

Kristen Stewart is known as the walking chimney by her staff. She chain-smokes around her house and leaves cigarettes all over the place. Her housekeepers once found a cigarette in the fridge.  

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Stweart’s habit has affected her life outside her home, and some of her former employees said that her unhealthy lifestyle was one of the reasons she lost her contract with Chanel. 

David Beckham Had An Affair

In 2004, David Beckham’s PR assistant revealed more than just his weird habits and requests. Rebecca Loos claimed that they had an affair and it was purely physical. 

David Beckham Had An Affair

Beckham is famously married to Victoria Beckham, aka Posh Spice, and he has denied all allegations of an affair. 

Taryn Manning Is A Violent Boss

Like her character on Orange is the New Black, Taryn Manning can be violent in real life. She was taken into police custody in 2012 after drunkenly attacking her assistant. 

Taryn Manning Is A Violent Boss

Her assistant filed charges, and photos were released of bruising and scrapes on her face. Today, Manning and her former assistant are on better terms. 

Scott Rudin Throws Things

It is no longer a surprise that some celebrities have anger problems. Producer, Scott Rudin, is not a stranger to getting angry with his staff. He is known for throwing office supplies and phones at his assistants when he gets angry. 

Scott Rudin Throws Things

Kevin Winter/Getty Images for Producers Guild

His assistants once removed things from his desk and measured his phone chord so they would know how far away to stand from him.

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