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These Celebs Got Caught In Not-So-Glamorous Situations

Darren November 6, 2023

Woody Harrelson

Never has a man looked so out of place. Harrelson is a brilliant actor but he couldn’t pretend that he was sober at Wimbledon in 2019. He preferred drinking excessive amounts of wine to watching the tennis. The cameras caught him in a compromised state but everybody loved him for it.

Memes instantly went viral as they showed the red-faced star enjoying himself. Many fans didn’t blame him for drinking heavily at the stuffy, posh tennis club. It’s hilarious that he’s wearing a nice suit but somehow still looks rough and ready. Harrelson is the hero we didn’t know we needed (via Scroll).

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Jack Nicholson The Hermit

Nicholson is a legendary actor with a string of amazing performances to his name. However, the veteran star doesn’t appear much in public these days. He maintains his privacy but sometimes people worry about him when they see him. That’s because he is usually in a disheveled state like below.

We don’t expect to see A-listers in not-so-glamorous situations. It could simply be a case that Nicholson is in his eighties and can’t be bothered shaving. Nobody can blame him for that because he has enough money to do what he wants and to enjoy his retirement (via Esquire Middle East).

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Charlie Sheen

Here’s Sheen doing Charlie Sheen things. The former Two And A Half Men star has been to so many parties that his mind is a blur. He admits that he had cocaine problems and abused alcohol throughout his life. Meanwhile, he slept with thousands of women and is HIV positive.

This not-so-glamorous shot of the actor shows him smoking a cigarette in his car. There’s a petulant look on his face because he probably doesn’t want the paparazzi snapping at him. It’s not the most flattering angle of the former superstar before he fell from grace (via Entertainment).

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Cruel Summer

Even Taylor Swift laughed at this photo because it’s so bad. We usually see the iconic pop star wearing beautiful dresses on the red carpet or dazzling on the stage. She has a team of stylists and makeup artists that ensure her fashion never misses. But sometimes things go wrong like in the photo below.

This gives a new definition to the words ‘bad hair day.’ Swift hosted a party in 2019 and enjoyed herself very much. Suddenly, she appears more human than she usually does. Her dishevelled state is very relatable and most of her fans loved her candor. It’s nice for celebs to let their hair down occasionally (via Page Six).

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Comfy Mode

Here’s Jennifer Lawrence in the most relaxed outfit ever. She came outside to give her dog some air so we don’t blame her for being casual. We don’t expect to see her in a not-so-glamorous situation because she’s one of the queens of the red carpet. After all, she is one of the most powerful actresses in Hollywood today.

We see her wearing comfy slippers and pajamas as she waits for her dog to do its business. Meanwhile, she’s opted to go make-up-free because she has no reason to wear it right now. The reality is that most celebrities dress the same way as regular people when they’re at home (via Just Jared).

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Relatable Selena

Maybe this photo shouldn’t exist because it’s not the most glamorous shot of Selena Gomez. However, we love how she is indulging in this plate of pasta with passion. We’ve all been in this situation so it’s very relatable. Her fans appreciate how real she is and don’t hide her love for food.

It would be much healthier if every celebrity celebrated food and shared their enjoyment of it. Instead, many pursue dangerous diets and emphasize unreasonable beauty standards. We need more A-listers like Gomez who don’t mind eating in public (via Marie Claire).

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Mel Gibson

Gibson became one of Hollywood’s most notorious figures after his racist outburst in 2010. The Australian actor had an unhealthy dependence for alcohol and this was a reason for his erratic behavior. Here we see him in a not-so-glamorous situation as he stumbles out of a restaurant.

The Braveheart star is a few sheets to the wind as he barely stands up straight. An unlit cigarette sits between his teeth while there’s a glazed look on his face. It’s not the best image of Gibson but it’s fair to say that he cleaned up his act. Today, he actually underwent an astonishing career comeback (via Variety).

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Tired Tyra

Even supermodels don’t always look good all of the time. Humans can’t wake up with perfect hair and skin. In this photo, we can see the beautiful Tyra Banks who is a little bit worse for wear. We expect to see her in glamorous dresses on the catwalk but not this time.

The America’s Next Top Model star is wearing a stressed expression while she has dishevelled hair. There also appears to be an unidentifiable bottle of liquor in front of her. It’s one of those not-so-glamorous scenes that celebrities hope no one sees (via EBaum’s World).

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Broken Bauer

Keifer Sutherland lit up screens in the hit thriller series 24. He was also brilliant in movies like The Lost Boys and Stand By Me. Fans loved his charismatic performances and he became one of the most popular TV actors in the world. But it wasn’t because of photos like the one below.

We can see Sutherland rough and ready as he sits in a vehicle after a long night. The actor is shirtless for some reason while his eyes tell a traumatic story. It appears that he has seen and done terrible things. Sutherland was a notorious party boy before he settled down (via Number One).

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How You Doin’?

Here’s the second Friends star on this list in another not-so-glamorous photo. Matt LeBlanc won hearts across the globe after he starred as Joey in the iconic sitcom. His career after Friends is less impressive than most of his co-stars but he never needed to work because he was so rich.

This also meant that he could enjoy the good life as often as he wanted to. LeBlanc sits in the back of a taxi in this photo with a friend. The inebriated star hands cash to a driver as he struggles to find his bearings. Everybody has been in this situation so we won’t judge him (via The Mirror).

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No Makeup Taylor

People obsess over Taylor Swift so it’s hard to imagine how she could live a normal life. She can’t go anywhere without media attention but she enjoys the ordinary things. Here we can see her after a workout. She’s wearing a plain black hoody with tied-back hair as she goes makeup-free.

She’s still very pretty but she could be any regular young woman right now. Swift wouldn’t get far without someone recognizing her but, likely, most people wouldn’t register that it was her immediately. They’d probably do a double take before realizing it’s the legendary pop star (via Beauty Crew).

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Scruffy Bieber

We’ve seen many versions of Justin Bieber over the years. He started his celebrity life as an annoying teenager with an emo haircut. Then he became a tattooed drug user with a beautiful model girlfriend. In the photo below we see him at a turning point in his life.

This was when he had an unflattering scruffy haircut that didn’t suit him. The greasy, disheveled look doesn’t flatter the Canadian star. His fatigue is evident while he wears a confused expression. It’s a not-so-glamorous photo of the Beebs and not one that we expect to see (via People).

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Cozy J-Law

This second photo of Jennifer Lawrence on our list shows her favored aesthetic. She’s wearing pajamas again – a controversial move that bothers many people. Some folks think that it’s poor taste to wear indoor clothing outside while others believe that life is too short to care.

Meanwhile, she donned a cozy coat and a hoody as she fought off the cold. However, she might want to zip it up so she doesn’t get a throat infection. Lawrence has had some amazing outfits over the years but we love her snug vibe in these not-so-glamorous photos (via The Mirror).

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Team Edward?

We already shared a photo of one of Twilight’s most famous stars. But it appears that the series’ alumni are no strangers to not-so-glamorous situations. Here’s Robert Pattinson enjoying a night on the town in London. However, it seems that he may have had too much of a good time.

It takes a special effort for a person’s eyes to roll back this way. We assume that he’s enjoyed more alcohol than an Alaskan lumberjack. This isn’t the most flattering picture of the Hollywood heartthrob on the Internet but it’s nice to know that he’s human too (via Daily Motion).

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Old Britney Spears

Yes, the photo below is of Britney Spears. It’s one of the least glamorous shots that anyone has ever taken of the iconic pop star. We’re also including the infamous pictures of her shaving her head bald. It looks like Spears is 50 years old in this horrible shot that doesn’t flatter her.

The lighting is the problem here because it makes her skin appear waxy and wrinkled. Meanwhile, her chest reminds us of a middle-aged English woman who spent too long on the beach in Spain. It’s easy to imagine her complaining that there are too many Spanish speakers around her (via EBaum’s World).

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