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26 Painfully Awkward Celebrity Encounters That’ll Give You Secondhand Embarrassment

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26 Painfully Awkward Celebrity Encounters Thatll Give You Secondhand Embarrassment 1

Meeting celebrities sounds like a dream come true—until it turns into a painfully awkward moment you wish you could erase forever. From cringe-worthy fan interactions to hilariously mistimed comments, these real-life celebrity encounters prove that things don’t always go as planned.

We’ve rounded up some of the most embarrassing celebrity stories that people have shared. These viral moments are equal parts funny, shocking, and guaranteed to give you secondhand embarrassment.

1. “I ran into Jennifer Aniston in a restaurant bathroom in Malibu…”

“I said hello and told her how much I loved her, especially her iconic style on Friends. She kindly complimented my dress, which should have been the end of a lovely interaction—but instead, I completely spiraled. I started rambling about how unsure I was about the color and somehow ended up offering it to her. She politely declined and walked away, leaving me standing there in complete embarrassment.”

1. I ran into Jennifer Aniston in a bathroom of a restaurant in Malibu once

Monica Schipper / Getty Images

2. “As a kid, I was obsessed with The Sound of Music, so when I saw Julie Andrews at a restaurant…”

“I interrupted her conversation without hesitation and excitedly talked about how much I loved the movie. I even handed her a stick-figure drawing I made of the Von Trapp family on the tablecloth. Looking back, it was incredibly bold, but she was so kind and gracious about it that it made the moment unforgettable.”

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Kevin Winter / Getty Images

3. “At a loud bar, I shouted about someone being famous…”

“The music was blasting, so I had to yell to be heard. Unfortunately, it cut out at the exact moment I shouted, ‘I think he’s SOMEONE FAMOUS!’ The entire room went silent, and the man I was talking about turned and stared directly at me. My friend calmly said, ‘That’s Jorma Taccone.’ I wanted to disappear instantly.”

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Arturo Holmes / WireImage

4. “I finally met Justin Bieber at a meet-and-greet…”

“I had planned exactly what I would say, but when I got there, my nerves completely took over. Instead of something normal, I asked him if he farted and followed it up with a terrible pickup line. He looked confused and uncomfortable, and seconds later, security escorted me out.”

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Medianews Group / MediaNews Group via Getty Images

5. “I saw Ben Affleck at the airport early in the morning…”

“It was one of those mornings where your brain isn’t fully functioning yet. As he walked past, instead of saying his name properly, I loudly said ‘AH-FLACK.’ He heard me, gave me a confused look, and kept walking. I still cringe thinking about it.”

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Arturo Holmes / Getty Images

6. “At my gym, I nearly fell on Queen Latifah…”

“I didn’t realize it was her at first, but once I did, I got so nervous that I tripped while walking past her. She was doing crunches, and I almost landed right on her head. I was completely mortified, but she was incredibly kind about it.”

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7. “I met Bill Clinton during his scandal era…”

“I was a kid with no filter, wearing a political shirt, and when I shook his hand, I casually asked, ‘So, how’s Monica?’ I was immediately escorted away, and my family still refuses to talk about it.”

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Medianews Group / MediaNews Group via Getty Images

8. “I thought I met Sylvester Stallone…”

“I excitedly called him ‘Rocky’ and asked for a picture. He agreed but seemed confused. Later, I realized it wasn’t him—it was actually Robert Downey Jr.. I’ve never recovered from that mistake.”

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9. “I met Gabrielle Union at an event…”

“She offered me a drink and was super friendly. Trying to be funny, I made a completely inappropriate joke. She immediately spit out her drink—and unfortunately, most of it landed on me.”

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Frazer Harrison / Getty Images

10. “My mom cornered Blake Lively in a bathroom…”

“After a few drinks, my mom went to the restroom and ended up cornering her, telling her how beautiful she was and how perfect she and Ryan Reynolds are as a couple. I walked in and instantly knew we needed to leave.”

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Monica Schipper / Getty Images for Netflix

11. “I said something VERY awkward to Ian Harding…”

“I had never even watched the show, but I knew about his controversial storyline. So I walked up and blurted out something incredibly inappropriate about it—and somehow made it about myself too. Instant regret.”

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12. “I insulted Marc Anthony to his face…”

“I didn’t realize who he was and casually said I wasn’t staying for ‘this crap’ while cleaning up after a show. Turns out, I was standing right in front of him—and it was all caught on camera.”

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John Atashian / Getty Images

13. “I met Ariana Grande…”

“Right before taking a photo with her, I accidentally farted—loudly. There was a long, awkward silence, and she subtly stepped away while smiling politely. The photo still exists, but it’s definitely not my best moment.”

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Kevin Mazur / Getty Images for AG

14. “We accidentally ran Jay Leno off the road…”

“We were driving around Beverly Hills, distracted by all the stunning mansions, when we drifted into the wrong lane. Before we knew it, we had forced another car off the road—and it turned out to be Jay Leno in one of his antique vehicles. Thankfully no one was hurt, but he yelled a string of creative insults that we absolutely deserved.”

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Nbc / NBCU Photo Bank via Getty Images

15. “I tried to shake Bill Murray’s hand…”

“I was just a kid at the time, standing in line to meet him. Unfortunately, I had my finger up my nose right before it was my turn. Without thinking, I pulled it out and reached for his hand. He immediately pulled back and said, ‘Nope!’ Honestly, fair enough.”

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Ron Galella, Ltd. / Ron Galella Collection via Getty Images

16. “I walked in on Christopher Biggins…”

“I was at a studio recording and needed to use the bathroom. I opened the door without knocking and found him sitting there. We both froze in horror before I quickly backed out, pretending nothing had happened. It was one of the most awkward moments of my life.”

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Jonathan Brady – Pa Images / PA Images via Getty Images

17. “I ignored John McCain…”

“I was rushing to an event and didn’t hold the door or elevator for the person behind me. When they stepped in, I realized it was John McCain. As if that wasn’t bad enough, my bra was hanging out of my bag the entire time.”

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Medianews Group / MediaNews Group via Getty Images

18. “I told Usher he looked like Usher…”

“His song ‘Yeah’ was playing, and I stopped him to say, ‘Has anyone ever told you that you look like Usher?’ He looked at me and calmly replied, ‘That’s because I am Usher.’ I wanted to vanish instantly.”

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Randy Holmes / ABC via Getty Images

19. “My husband spilled wine on Laura Prepon…”

“We were at a luxury food and wine event, and everything was going great—until my husband had a little too much to drink. In one unfortunate moment, he spilled her own drink all over her. There was no recovering from that.”

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Jeremy Chan / Getty Images

20. “I embarrassed myself in front of George Clooney…”

“I was working on a film set and had a mouthful of food when I suddenly made eye contact with him. Instead of swallowing like a normal person, I panicked and ended up spitting it out while he watched. Later, things somehow got worse when I started choking on a mint just as Meryl Streep walked in.”

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Karwai Tang / WireImage / Getty Images

21. “I yelled at Jerry Seinfeld on the street…”

“I thought someone had cut me off while I was walking, so I shouted, ‘What are you doing? I’m walking here!’ My husband quickly caught up to me and told me it was Jerry Seinfeld—who had actually been trying to let us go first. I’ve never felt worse.”

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Gary Gershoff / Getty Images

22. “I said something bizarre to Orlando Bloom…”

“I had been a huge fan for years, so when I finally met him, I completely froze. The first thing out of my mouth was a strange comment about how he made me realize my sexuality when I was younger. I have no idea why I said it, and I regret it to this day.”

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Tommaso Boddi / WireImage / Getty Images

23. “I had an awkward moment with Marina Diamandis…”

“She went in for a hug while I went in for a handshake, and the mismatch resulted in me accidentally touching her chest. Time slowed down as I realized what had just happened. There’s no coming back from that kind of mistake.”

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Jamie Mccarthy / Getty Images for Christian Siriano

24. “I completely lost it when I saw One Direction…”

“They walked into a Broadway show and sat right in front of me. I immediately burst into tears and couldn’t stop for a solid 15 minutes. Meanwhile, my friend used the opportunity to casually walk by and touch Louis Tomlinson’s hair. It was chaos.”

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Rune Hellestad – Corbis / Corbis via Getty Images

25. “I spat out food in front of Martha Stewart…”

“I was trying a piece of peach pie during a TV segment, and it tasted awful. Without thinking, I spat it out—right as Martha Stewart walked in and saw everything. The timing couldn’t have been worse.”

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Taylor Hill / FilmMagic / Getty Images

26. “My mom waved at Stevie Wonder…”

“She and her friends were starstruck when they saw him in a nearby car and started waving excitedly. Then they realized—he’s blind. His driver noticed, laughed, and told him what was happening, and he kindly waved back anyway.”

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Emma Mcintyre / Getty Images

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Millie Bobby Brown Enola Holmes 3 Nails Spark Period Drama Row

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You are likely already aware of the “iPhone face” phenomenon—that modern aesthetic where an actor’s features feel far too contemporary to be convincing in a historical setting.

© Warner Bros. /Courtesy Everett Collection

There are numerous examples of this trend from the last few years. It is fair to argue that “iPhone face”—or “Instagram face”—is becoming a recurring problem as the popularity of cosmetic fillers, Botox, and bright dental veneers continues to rise among Hollywood’s elite.

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Nick Wall / © Netflix / courtesy Everett Collection

Now, we have a new evolution of the trend: “iPhone hands,” brought to you by Millie Bobby Brown.

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Samir Hussein / Getty Images

This week, Netflix unveiled official first-look images from Enola Holmes 3, which is slated for a July release. The photos feature Millie returning as the lead character—the mystery-solving teenage sister of the legendary Sherlock Holmes, portrayed by Henry Cavill.

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John Wilson / John Wilson/Netflix ©2026

The franchise is famously set during the Victorian era. Keeping that historical context in mind, eagle-eyed fans were quick to identify some glaring inaccuracies regarding the mid-to-late-1800s costume and makeup styling.

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Courtesy Of Netflix / Courtesy of Netflix ©2026

While there is plenty of online chatter regarding whether Millie has undergone cosmetic facial enhancements, the internet’s attention shifted downward. Fans were immediately distracted by her flawless, polished fingernails, which stand out prominently in the latest promotional stills.

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John Wilson / John Wilson/Netflix ©2026

As someone who has been a regular at the nail salon twice a month for over a decade, I can spot a professional manicure from a mile away. Judging by these images, it appears Millie is rocking an almond shape with a gel finish, and likely some acrylic extensions. (If I suggested the color looks exactly like OPI’s “Bubble Bath,” would I be overanalyzing? Perhaps.)

John Wilson / John Wilson/Netflix ©2026

Regardless of the specific brand, the aesthetic is undeniably modern. Considering UV lamps and LED gel technology didn’t exist in the 1800s, fans are baffled as to how she was permitted to walk onto a period-accurate film set with such a contemporary look.

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John Wilson / John Wilson/Netflix ©2026

A viral post on X, which racked up over 222,000 likes and 5.6 million views, joked: “pulling up to 1885 with a fresh gel set.” Within the replies, another user noted: “You’d think these movie executives would pay more attention to details knowing social media exists…”

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@cherycaprisun / John Wilson/Netflix ©2026 / Via x.com

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The critique was even sharper on Reddit, where users labeled the “fake nails” as “ridiculous” given the cinematic context. “Are the acrylic stiletto nails historically accurate?” one commenter questioned. “What the fuck are we doing here, girl?”

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John Wilson / John Wilson/Netflix ©2025

“How was this approved?” another person asked. “Fake nails in the Victorian era?!”

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John Wilson / John Wilson/Netflix ©2026

To be fair, this isn’t the first instance where a fresh acrylic set has crashed a Netflix period piece. We haven’t forgotten about Penelope Featherington’s modern glam in Bridgerton.

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Aaron Tveit on Chess Broadway: His Hardest Vocal Role Ever

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Aaron Tveit has played some of theater’s most iconic leading men, but his portrayal of Freddie Trumper in the Chess revival might be his most electrifying performance to date.

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Aaron Tveit / Via Polk & Co.

If you’ve made a trip to the Imperial Theatre, you’ve witnessed Tveit’s expert command of the stage. From the cocky swagger of “One Night in Bangkok” to the raw, unraveling vulnerability of “Pity the Child,” Freddie is an incredibly layered character. Not only does the chess grandmaster walk a fine line between two contrasting personalities, but he is also one of the most vocally challenging roles in modern musical theater.

It was a true honor to interview Aaron about stepping into this demanding production and what the music of Chess means to him.

Note: This interview has been edited for length and clarity.

You have an incredible resume. How does the role of Freddie stand out to you compared to your past Broadway shows?

Aaron: Thank you. I’ve been very fortunate to have a varied career. I’ve never really been a performer who does just one thing. Especially in theater, I always look for complicated characters.

I think Freddie is one of the most complex characters I’ve played yet. He is dealing with severe mental health issues, and I really wanted to touch on that as authentically as possible. I had many deep conversations about that with Michael Mayer, the director, and Danny Strong, the writer. It has been a lot of work and a lot of fun to dive into those layers.

On top of the acting, the singing is easily the hardest I’ve ever done. Those two factors combined have made the Chess Broadway score quite a mountain to climb, but I’m always seeking out those challenges.

It’s been really rewarding to be four or five months into the run and still be learning things about the show and the role every day. I’ve been a huge fan of the music for a very long time, and it’s still not quite sinking in that I’m part of this revival that fans have waited so long for.

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Matthew Murphy / Via Polk & Co.

Freddie has these two sides: the swaggering public champion and this deeply wounded person. How did you approach balancing those character traits?

Aaron: That’s a great question. It all started with his mental health. If he’s struggling with manic-depressive disorder or undiagnosed bipolar disorder, the performance is all about those extreme highs and lows.

That gave me a lot of creative license. When he’s manic and excited in the public eye, he gets to be this “rock star” in his own mind. I think there’s also a lot of deep-rooted narcissism inside of him that feeds those qualities. The double-edged sword is that when the spotlight fades, he falls really hard to the other side.

During my time in Sweeney Todd, the associate choreographer, Chelsey Arce, and I started using different colors in the script to represent Sweeney’s rage. For Chess, I used that same technique, assigning a different color to Freddie in each scene based on where he sits on that manic-depressive spectrum.

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Jenny Anderson / Via Polk & Co.

On the swagger side of things, “One Night in Bangkok” is such a highlight. It’s a very complicated scene, especially how you jump into the pants—how much rehearsal goes into that number?

Aaron: I’m so fortunate that I’m literally lifted by five of the guys in the ensemble, while two of the women hold my pants at a very specific spot for me to get in. Honestly, I’m doing the least amount of work in that moment—it’s the ensemble that makes the magic happen every night. I’m very lucky to be supported through that, both figuratively and literally.

That number is iconic. Even people who don’t know the full plot of the musical have heard that song, so there’s a big responsibility that comes with it.

We had this idea to find Freddie as he’s off his meds and self-medicating in Bangkok. We looked at what it would be like to prop him up and get him ready for his job as an on-camera analyst. We had so much fun with the ensemble and Lorin Latarro, the choreographer, finding our own unique way to stage it. It was a massive mountain to climb.

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Matthew Murphy / Via Polk & Co.

On the “wounded” side of Freddie, “Pity the Child” is an incredibly vocally challenging and emotional song. When you’re performing it, are you thinking technically, or are you fully in the moment?

Aaron: That’s a great question. It really depends on the day. My hope is always that I’ve done enough technical work during the rehearsal process so that the singing becomes second nature. I try to navigate the vocal hurdles before I even step into the room. If you’re constantly worried about the high notes, you can’t focus on the emotional scene work.

That being said, we do eight shows a week, and it’s grueling. There are nights—like this past weekend when the weather changed and my allergies went insane—where you have to think technically. You’re trying to figure out where to place the sound while still staying in character. It’s a “split-brain” experience.

With “Pity the Child” specifically, I’ve known the song for years, but I didn’t fully understand the weight of it until this production. It’s the first time Freddie is forced to look inside himself. Discovering that with the audience every night is fascinating. It’s the hardest song I’ve ever sung, but also one of the most rewarding.

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Matthew Murphy / Via Polk & Co.

You’ve mentioned this is your most vocally challenging role. How do you maintain your vocal health while doing eight shows a week?

Aaron: Vocal health is everything in a long run. If you’re doing a limited engagement, you can push through, but for a long run, you have to be disciplined.

I grew up studying classical music, so I have a very solid foundation. I’ve worked with the same voice teacher in New York for 20 years. I need to know I can do the show healthily before I even start. I also find that stressing about your voice actually makes things worse.

On a daily basis, I keep my baseline health high. It sounds simple, but it’s about sleep, eating right, staying hydrated, and steaming. Avoiding too many late nights out is just part of the job.

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Gary Gershoff / Via Getty Images

The cast recording is out now. What was different about recording the Chess album in the studio versus performing the show live?

Aaron: Recording the Chess cast album was incredible. Our live sound at the Imperial is great, but the studio offers a different sonic experience. You get immediate feedback in your headphones, which allows you to access different colors in your voice that might be harder to hear on stage over a live orchestra.

For “Pity the Child,” we only did two takes. Most of what you hear on the album is that second take. They turned the lights down, and it was just me and the music. It was an out-of-body experience where I felt like I was floating above myself, just grateful to be recording such legendary music.

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Chess / Via open.spotify.com

You have incredible co-stars, like Lea Michele and Nicholas Christopher. What’s your chemistry like off-stage?

Aaron: It’s wonderful. The cast clicked immediately. Lea and I have known each other for years, but this is our first time working together. Nick and I were in Sweeney Todd recently, but we didn’t have a full rehearsal process together like we did for this.

We all love this show so much and approach the work with the same level of intensity. Plus, between the three of us, there are five kids under the age of five! We all look at each other and know when someone has had a rough night with the kids, and we pick each other up. Bryce Pinkham is also a total blast to work with. We’re very lucky to have this group.

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Bruce Glikas / Via WireImage

Finally, what do you hope audiences take away from seeing your performance as Freddie in Chess?

Aaron: It’s twofold. First, I just want to share this incredible music that has been beloved for 40 years.

Secondly, the most rewarding part has been hearing from audience members who struggle with bipolar disorder or mental health issues. They’ve told me they felt seen by this story. I had a similar experience with Next to Normal. Mental health still carries a stigma, and if Chess can help people walk away with more empathy and an open mind, that’s the biggest reward for me.

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Matthew Murphy / Via Polk & Co.

Thank you, Aaron, for a fascinating behind-the-scenes look at Chess on Broadway.

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Top 10 Most Gruesome and Shocking Euphoria Season 3 Moments

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This latest installment of Euphoria mentions sexual themes, animal cruelty, intense violence, gore, and major spoilers for Season 3, Episode 3.

The newest chapter of Euphoria premiered Sunday night, and it was a monumental event. A parade of familiar faces returned to the screen to celebrate Cassie and Nate’s wedding, including their former high school peer BB, Cassie’s mother Suze, and a brief, haunting return of Eric Dane as Cal, Nate’s father.

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However, as most fans anticipated, the wedding was far from a fairytale ending for the toxic duo. This week’s episode was packed with jarring moments that had the audience recoiling in discomfort. Here are the most disturbing highlights in the order they aired:

1. As established in the season premiere, Jules (Hunter Schafer) has leaned fully into her new role as a sugar baby—or, as Maddy bluntly put it, “a hooker.” This episode kicked off with Rue narrating the gritty details of Jules’s new career over a montage of her encounters with various older men.

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One of Jules’s recurring clients displayed a specific fetish that involved licking her hosiery while he engaged in self-gratification:

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In a following sequence, Jules is depicted crawling beneath a wealthy finance executive’s desk to perform oral sex while he remains active on a professional business call:

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Finally, we meet Ellis, who eventually became Jules’s exclusive client after she earned “more money than she ever imagined” from their arrangement. In a deeply unsettling scene, Jules strips for Ellis before he mummifies her entire body and face in layers of industrial cellophane, kissing her through the plastic barrier:

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HBO Max

2. Earlier in the season, global pop star Rosalía made her acting debut as Magick, a dancer at the Silver Slipper—the club where Rue has become entangled. While the sexual undertones this week were slightly less graphic than the previous episode, showrunner Sam Levinson still prioritized numerous long-take shots of her and the other dancers performing in skimpy lingerie:

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3. This sequence transitioned into the first instance of animal cruelty in the episode. A live pig was released into the club by Laurie, a rival to the club’s owner, Alamo. This led to a lingering close-up of the animal urinating on the floor. (Though we have to find the silver lining where possible: three weeks into the season, we finally have an episode with zero poop scenes. Progress!)

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4. What came next was a startlingly violent moment where Alamo shot the pig dead. The show included a gratuitous shot of a dancer, wearing very little, getting sprayed with the animal’s blood:

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5. Shifting momentarily away from the gore and sexual fetishes, Maddy managed to stun the audience in a different way. She left everyone speechless by choosing this daring ensemble for her ex-boyfriend’s wedding:

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6. However, Jules arguably stole the spotlight with this specific look:

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7. Returning to the visceral violence, the episode reached a bloody climax when Nate was savagely ambushed. He was beaten by the debt collectors he owes a fortune to immediately after he and Cassie arrived home from their nuptials:

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8. Unfortunately, Cassie was also caught in the crossfire of the brutal physical altercation:

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9. But nothing could have steeled viewers for the explicit, high-definition shot of Nate’s toe being severed as a final, gruesome warning from the henchmen:

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10. If that wasn’t enough carnage for one night, the episode concluded with a second animal death. This time, Laurie’s prized bird was killed, having been secretly poisoned by Alamo’s associates in an act of petty revenge:

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