24 Wild Things People Were Actually Asked To Do By Their Terrible Bosses

    "He asked a 21-year-old college grad to hand-deliver a sack of crap across Manhattan."

    Recently, we asked the BuzzFeed Community to tell us about the wild things their rich bosses asked for, and let me tell you, some of the answers were BONKERS. Here are some of the wildest requests!

    1. "I had to spend multiple hours looking through various trash cans and dumpsters around our building in New York City for my boss's adult coloring book that was accidentally thrown out."

    —Anonymous

    2. "I was a full-time nanny for a stay-at-home mom who...let’s just say didn’t actually help out in any capacity at all. She once asked me to help her slather Orajel all over her vagina before getting herself electrolysis."

    "At least I won concert tickets from a radio station because that was for sure the wildest thing a boss had asked an employee to do!"

    Theresa Arnold

    3. "I worked as an assistant to the editor at a high-fashion magazine. One day we received furs for a photo shoot. She made me and another girl try one on. I heard her say to the photographer, 'I wanted to see if furs really do look good on the poor.'"

    —Anonymous

    4. "I was asked to pay their Ashley Madison (a dating site for married people who are cheating) account."

    —Anonymous

    5. "Every time my boss traveled for work, he’d request 'company.' The only condition was they had to look like his wife."

    —Anonymous

    6. "I nannied for a very wealthy CEO. My first week, I was asked to handle their youngest child’s surgery prep, explain what was going to happen and why they needed surgery, all the night before. The parents were home; they just didn’t care to handle it themselves."

    "I was shocked it had gone that far without these conversations, given a year’s worth of lead-up appointments. Their wanting something so personal and scary for that child to be tackled by me, essentially a stranger, set the tone for the rest of my time with that family. At least I had my own wing of the house and went on their fancy-ass vacations; that got me through until I could afford to leave."

    —Anonymous

    7. "[Redacted celeb name] made me cut off her pantyhose so I could give her a foot massage. I am a hairstylist."

    w445889cab

    8. "I was told to leave my toddler with my dying grandmother, for whom I have power of attorney, for four months because they needed me in another city to help with a new store opening. I refused and gave notice, and then they fired me the next day for 'insubordination.' I just laughed and left. It wasn't worth the money or my mental health."

    —Anonymous

    9. "A constant request that make me sad is, 'Please be sure all waitresses, chefs, and bartenders for the party are skinny. I can't stand fat people.'"

    —Anonymous

    10. "They asked me to think of what to buy their family members as birthday/Christmas presents, then told me to buy it, wrap it, and put their name on it."

    JamesMoriarty

    11. "The lady I temporarily worked for as a secretary/assistant owned a film company and asked me to put all of their family photos (like, hundreds of 4x6s) into 20 photo albums and try to figure out the chronological order myself ... by comparing hair length over time, the ages of her kids and grandkids and other family members, the clouds in the sky, and any watch on a person's wrist or clock on the walls in the photos."

    "She then looked at me like Meryl Streep and said, 'I'll be back around dinnertime, so I hope you can stay until this is done...it shouldn't be too hard, right?' The photos, by the way, were her family's summer trips to their personal island that they owned. I was out of there before she got back, and probably did half of one of the albums. I left her a nice note and called the agency I worked for and quit, saying I had a death in the family. (I actually felt like I had died and woken up on another planet.) I wondered later if I was on Candid Camera."

    —Anonymous

    12. "They asked me to teach their daughter how to insert a tampon."

    —Anonymous

    13. "I work at a private country club, and we have a member who makes us pick out the potatoes in the clam chowder and the beans out of the chili because 'beans are for peasants.'"

    —Anonymous

    14. "My boss, an evil, narcissistic 'philanthropist,' got bedbugs on a trip to Los Angeles. She returned and insisted that my two cats had somehow given her a rash, even though they had never been to her home, and told me to go home and have them put to sleep. I never went back to work."

    —Anonymous

    15. "I was the personal assistant to a woman and her family whose son was a rising star actor. One day I said she looked thin in an outfit for an event. After I made the comment, she insisted that I greet her by saying she looked thin or young."

    —Anonymous

    16. "I was a nanny for a couple who barely spoke to each other and their twin boys. I think the most entitled request was when I would wear my grandmother's engagement ring so that the single dads at the twins' school would leave me alone. The mom alluded to me giving her MY grandmother's engagement ring, since the diamond in her ring had popped out and gotten lost on a flight to the Bahamas and, like, I wasn't actually married, so I didn't need it."

    "Needless to say, I did not give her the ring, and I quit shortly after I had to wash her thongs."

    ashleypbowers

    17. "Once, a female boss asked me to pretend I was her lover because she had pretended to be a lesbian to get into a gym, and the gym owner wanted to confirm the lesbian status during a telephone call. I rocked that role."

    —Anonymous

    18. "I was once asked to get them the schedule for the NBA Finals (dates and location) while the playoffs were in the second round. There were still eight teams playing."

    —Anonymous

    19. "I used to get Christmas lists from both assistants and do the entire family’s Christmas shopping. I was in high school and would have to dress up, with my hair and makeup done, and wear diamonds so that I wouldn’t be asked for ID when using their credit cards. They would get upset if I was denied."

    "I would go to the mall and spend tens of thousands at a time — including custom Tiffany jewelry for their three elementary school daughters. I used to have high-end store associates beg me for 'my' business ALL the time. Not going to lie — it was a very fun high school job!"

    —Anonymous

    20. "She asked me to set up her yoga room every morning with incense, candles, and soft music that she asked me to get off of Pandora. I would let her instructor in and was then asked to clean her bedroom. Ended up, she and her yoga instructor weren't doing yoga..."

    —Anonymous

    21. "They asked me to drive their teacup Yorkie five hours to them just 'cause they missed it, making sure we stopped for potty breaks and massaging the dog on the way to them so they would not freak out."

    —Anonymous

    22. "My first job out of college, I worked for a rich boutique lawyer. Aside from the hiding of affairs from his wife and trying to manage his calendar all hours of the day and night while they gallivanted all over the world, the wildest thing asked of me was to personally messenger his poo to his doctor. Instead of using the service the doctor provided, he asked a 21-year-old college grad to hand-deliver a sack of shit across Manhattan."

    —Anonymous

    23. "I was an assistant for this wealthy housewife when I was in college. The pay was crap, but it was a job, so... She claimed not to know how her phone worked and didn't want to damage her nails (she was in her mid-40s in 2014). I'd text for her, post to social media for her, send emails, make calls — you name it. This on top of being a driver for her and running her errands."

    —Anonymous

    24. And finally: "Once, a boss asked me to make sure that each week I added some fresh cow manure to their desk-side plant, since they liked the smell of fresh manure, which reminded them of their childhood. I said I didn't have access to it, and he insisted on giving me directions to a field where there were cows."

    —Anonymous

    Note: Some submissions have been edited for length and/or clarity.