11 Awkward Encounters With Celebrities People Wish They Could Undo

Meeting a celebrity sounds like a dream come true, right?

But sometimes, these chance encounters turn into total cringe-fests that make you want to disappear into thin air faster than a superhero with an invisibility cloak.

Buckle up, because these stories will make you grateful you weren’t there to witness the awkwardness firsthand!

1. Jerry Seinfeld’s Triple Rejection of Kesha

Jerry Seinfeld's Triple Rejection of Kesha
Image Credit: Jerry_Seinfeld,_Julia_Louis_Dreyfus1997.jpg: Alan Light derivative work: Nesnad (talk), licensed under CC BY 2.0. Via Wikimedia Commons.

Picture this: You’re at a fancy red carpet event in 2017, and you spot someone you admire.



Singer Kesha went in for a hug with comedian Jerry Seinfeld, but he declined not once, not twice, but THREE times in a row!



Jerry straight-up told her he didn’t know who she was.



Ouch, that’s gotta sting worse than stepping on a LEGO brick barefoot.



The whole thing was caught on camera, making it an internet sensation overnight and proving that not all celebrity meetings end in friendship bracelets.

2. Gigi Hadid’s Formal Handshake With Harry Styles

Gigi Hadid's Formal Handshake With Harry Styles
Image Credit: The Door, licensed under CC BY-SA 4.0. Via Wikimedia Commons.

Ever been so nervous meeting someone that you forget how to act like a normal human?



At the 2015 American Music Awards, supermodel Gigi Hadid was introduced to One Direction and things got weird fast.



She formally shook Harry Styles’ hand like they were at a business meeting, then hugged the other band members.



Talk about mixed signals!



Harry’s confused face said it all, and fans couldn’t stop talking about the awkward greeting that made everyone watching feel secondhand embarrassment through their TV screens.

3. Amy Schumer’s Airplane Pitch to Goldie Hawn

Amy Schumer's Airplane Pitch to Goldie Hawn
Image Credit: Mario Santor, licensed under CC BY-SA 3.0. Via Wikimedia Commons.

Imagine pitching a movie idea to someone who has zero clue who you are.



Before they starred together in the comedy film Snatched, Amy Schumer approached Goldie Hawn on an airplane to suggest they make a movie together.



Goldie, completely unaware of Amy’s comedy stardom, responded with a super casual “Okay, honey” and probably wondered who this random passenger was.



Fortunately, the awkwardness paid off because they eventually made the movie!



Sometimes the cringiest moments lead to the coolest collaborations, just saying.

4. Steven Tyler’s Unwanted Photo Assumption

Steven Tyler's Unwanted Photo Assumption
Image Credit: daigooliva, licensed under CC BY-SA 2.0. Via Wikimedia Commons.

What happens when you’re just trying to grab groceries and someone gets the wrong idea?



A shopper at a store politely said “Excuse me” while reaching past Aerosmith’s Steven Tyler for an item.



Tyler immediately assumed they wanted a photo and announced, “I’m sorry, I don’t want to take any photos.”



Yikes, awkward much?



The shopper probably just wanted to grab their cereal and bounce, not deal with a rockstar’s defensive response that made a simple grocery run feel like a scene from a sitcom nobody asked for.

5. Daniel Radcliffe’s Listerine Breath Moment

Daniel Radcliffe's Listerine Breath Moment
Image Credit: Heathyr, licensed under CC BY 2.0. Via Wikimedia Commons.

How would you react if Harry Potter breathed in your face on purpose?



A fan met Daniel Radcliffe and complimented how good he smelled, which is already borderline weird if we’re being honest.



Instead of a simple thank you, Radcliffe humorously claimed it was just Listerine mouthwash and then actually breathed directly in the fan’s face to prove it!



While hilarious in retrospect, can you imagine being that fan in the moment?



That’s definitely one story they’ll be telling at parties for the rest of their lives, magical or not.

6. Terry Crews Gets Called That Bald Guy

Terry Crews Gets Called That Bald Guy
Image Credit: Gage Skidmore, licensed under CC BY-SA 3.0. Via Wikimedia Commons.

Recognition is great, but sometimes it comes with zero tact attached.



While chilling at a fast-food restaurant, actor Terry Crews was spotted by a fan who loudly exclaimed, “Oh my God, it’s that bald guy!”



Not his name, not his character, just that bald guy.



Terry, being the legend he is, responded with perfect comedic timing: “Because I am that bald guy.”



The exchange was awkward yet hilarious, proving that even superstar athletes-turned-actors deal with people who can’t quite remember their actual names but definitely remember their hairline situation.

7. Samuel L. Jackson’s Surprise Swear-Free Chat

Samuel L. Jackson's Surprise Swear-Free Chat
Image Credit: Philip Romano, licensed under CC BY-SA 4.0. Via Wikimedia Commons.

Sometimes celebrities are so famous for one thing that people expect it constantly.



A woman chatted with Samuel L.

Jackson for over an hour while shopping, completely unaware she was talking to a Hollywood legend.



When she finally realized his identity, her first reaction was shock that he hadn’t sworn during their entire conversation!



If you know anything about Samuel L.

Jackson’s movies, you know profanity is kind of his trademark.



The poor woman probably felt mortified realizing she’d been casually chatting with one of cinema’s biggest stars like he was just another random shopper.

8. Drew Barrymore’s Emergency Hug Request

Drew Barrymore's Emergency Hug Request
Image Credit: www.GlynLowe.com from Hamburg, Germany, licensed under CC BY 2.0. Via Wikimedia Commons.

What do you do when a crying celebrity asks you for comfort?



A room service waiter delivered food to Drew Barrymore’s hotel room after she’d missed her flight and was visibly upset about it.



Instead of just taking the food, Drew asked the waiter for a hug, and he awkwardly obliged.



While sweet and touching, imagine being that waiter trying to maintain professionalism while hugging a tearful Hollywood star!



It’s definitely not in the standard room service training manual, but it shows that celebrities are human too and sometimes just need a kind stranger’s embrace when life goes wrong.

9. Shaquille O’Neal’s Underage Bar Comeback

Shaquille O'Neal's Underage Bar Comeback
Image Credit: MarkScottAustinTX, licensed under CC BY-SA 2.0. Via Wikimedia Commons.

Size doesn’t always equal age, as one bar patron learned the hard way.



Someone at a bar asked basketball legend Shaquille O’Neal about his age, not realizing he was actually underage at the time despite his massive seven-foot frame.



Shaq hit back with the perfect response: “I can buy the bar and you can’t.”



Mic drop moment!



Nothing says awkward like questioning someone’s age only to get roasted about their bank account, especially when that someone is a future NBA superstar who could literally purchase the entire establishment without breaking a sweat or his wallet.

10. Johnny Depp Mistaken for a Homeless Person

Johnny Depp Mistaken for a Homeless Person
Image Credit: Harald Krichel, licensed under CC BY-SA 3.0. Via Wikimedia Commons.

Fashion choices can sometimes send the wrong message, even for A-list actors.



Someone spotted Johnny Depp on the street and genuinely mistook him for a homeless person, offering him a lighter out of kindness.



Johnny, being the cool dude he is, actually accepted the lighter without correcting the person’s assumption.



Can you imagine the moment of realization when they figured out they’d just offered a lighter to Captain Jack Sparrow himself?



That’s the kind of cringe that haunts you at three in the morning when you’re trying to sleep, replaying the memory on an endless embarrassing loop.

11. Dolly Parton’s Surprise Diaper Change Offer

Dolly Parton's Surprise Diaper Change Offer
Image Credit: Eva Rinaldi, licensed under CC BY-SA 2.0. Via Wikimedia Commons.

Not all awkward encounters are negative, some are just unexpectedly wholesome!



At the opening of her theme park Dollywood, country music icon Dolly Parton noticed a stressed mother struggling with her children.



Without hesitation, Dolly took the child from the mother’s arms and even offered to change the baby’s diaper right there!



While incredibly kind, imagine being that mom processing the fact that Dolly Parton just offered diaper duty.



It’s the kind of surreal, awkwardly beautiful moment that proves celebrities can surprise you in the best possible ways when you least expect it.

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