True Stories

People Share Their Saddest Celebrity Encounters 

Jessica L. Yarbrough
Updated April 23, 2020 6.1M views 19 items

We all love to hear celebrity anecdotes - they make us feel like we really know our Hollywood idols. Celebrity stories can go one of two ways, though: they can bolster our love or crush our dreams. From mean celebrities to the saddest celebrity encounters, these ordinary people share their strange, disappointing, or truly heartbreaking encounter with notable stars. 

Be sure to read all about the celebrities who were jerks even before they had fame in their corner; and for a boost, here are some of the nicest rock bands.

Betty White is listed (or ranked) 1 on the list People Share Their Saddest Celebrity Encounters
Photo:  David Shankbone/Wikimedia Commons/CC BY 2.0

Betty White is all of us in this moment from joeb7474:

I was at the Beverly Center in Los Angeles and saw a poster promoting Betty White signing her latest book about how much she loves animals. I liked the Golden Girls so I thought I would swing by the bookstore to take a gander at Betty White. It was so sad. I'll always remember she was sitting alone at a big table with a stack of books in front of her. People were in the bookstore shopping but no one was buying her book or really acknowledging her. She just sat there, pen in hand, waiting. She would occasionally wipe off some imaginary dust to look busy.

More Betty White 

#2 of 274 The Most Trustworthy Celebrities in the World #19 of 362 The Funniest People Of All Time #21 of 378 The Best American Actresses Working Today

Muhammad Ali is listed (or ranked) 2 on the list People Share Their Saddest Celebrity Encounters
Photo:  pablo.raw/Wikimedia Commons/CC BY-SA 2.0

GretSeat got a chance to meet his hero, Muhammad Ali, at a restaurant in Florida and asked for his autograph:

He took at least (no joke) [two] full minutes to sign his name. And it was at that point that it killed me. This was Cassius Clay. Muhammad Ali. The most charismatic, "float like a butterfly sting like a bee," man in boxing history. And he was such a shell of his former self because of the Parkinson's. It was so heartbreaking. It really was.

More Muhammad Ali 

25 Muhammad Ali Quotes To Get You Floating Like A Butterfly #128 of 274 The Most Trustworthy Celebrities in the World #111 of 2,835 The Most Influential People of All Time

Steve-O is listed (or ranked) 3 on the list People Share Their Saddest Celebrity Encounters
Photo: Gage Skidmore/Wikimedia Commons/CC BY-SA 3.0

Willie1707 went to see Steve-O do stand-up and said:

After his show, he said he would meet everybody there. We waited in line, and he was being super nice, laughing and taking pictures with everyone. Right before we got to the stage some... [jerk] told him that he was funnier back when he was on drugs. It killed his whole vibe. When we got to him he just took a picture with us and said thanks for coming, but he was clearly in a bad mood.

More Steve-O 

#9 of 152 The Best Hot Ones Guests Ever #14 of 132 The Best Joe Rogan Podcast Guests #10 of 24 The Best Actors On Joe Rogan

Demi Lovato is listed (or ranked) 4 on the list People Share Their Saddest Celebrity Encounters
Photo:  Frank Schwichtenberg/Wikimedia Commons/CC BY-SA 4.0

When Redditor kateyrnabbcan4 and her 9-year-old younger sister saw Demi Lovato sitting a few booths away at a local restaurant, they decided to ask for a picture: 

My sister walked over on her own and I sat and watched Demi tell her something along the lines of, "No, can't you see I'm f*cking busy?!" My sister came back to me in tears and we immediately paid for our unfinished food and left, because she was so upset.

More Demi Lovato 

The Best Demi Lovato Albums of All Time #213 of 274 The Most Trustworthy Celebrities in the World #4 of 218 The Greatest New Female Vocalists of the Past 10 Years