11 cringiest moments from ’90s comedies

The 1990s were a fantastic era for comedy movies, but some moments were so unbelievably cringeworthy that they aged or were just plain uncomfortable. Although there were many 1990s comedies that hardly anyone remembers, other titles are iconic and a staple of cinema. Regardless of whether the film was a big hit or not, many ’90s movies are guilty of including truly cringeworthy moments.

These moments are labeled as such for a range of reasons. Some are darkly inappropriate, while others deserve the sound of crickets in the background. Unfortunately, many cult classic movies from the ’90s fail because of scenes like this. From the painfully unfunny to the creepily unusual, these moments from ’90s comedies are quickly established as utterly cringe-worthy.

11

Webcam scene

American Pie (1999)

each American pie Movies included a lot of cringe moments, but the first installment of the franchise contained the absolute worst. The webcam scene in American pie It was cringeworthy for several reasons, and the levels of discomfort only increased after revaluation. It was weird enough that Jim and the boys were so desperate for a look at a woman that they watched Nadia get changed via webcam, but it was even weirder that they felt it was fine to do it without her knowing.

What was so stupid at that moment was that later on, Nadia had Jim make a move on her, so it wasn’t as if she had any interest in him. It was absurd that an unknown Nadia was shamed and mocked for the livestream, Shared around their school for everyone to see, and then sent back to the Czech Republic. Jim was celebrated for what was essentially sexual harassment, but Nadia was made out to have done something wrong.

10

Hiring a creep

There’s Something About Mary (1998)

There is something about Mary was a typical ’90s rom-com, but the journey that Ted embarks on with his former high school crush was downright funny. His stalking of the titular character throughout the film was an odd choice, but it was disappointing that Ted was painted as the only main character in There is something about Mary Who chased her and was no shill. In fact, Ted was the worst of the bunch because he literally hired a private investigator to track down Mary.

PI Pat Healy is also disturbing, and it was simply cringe that he fell in love with Mary after observing her for a few hours. Pat’s lies and attempts to deceive the several other people chasing after Mary’s love make no sense, And poor Mary deserved to be left alone. The end of There is something about Mary But it was completely nonsense, and if Mary had any sense, she would have changed her name and moved far away.

9

Transphobic jokes

Ace Ventura: Pet Detective (1994)

There have been so many hilarious quotes from Ace Ventura, Jim Carrey’s iconic ’90s movie character, but certain lines of dialogue from Ace Ventura: Pet Detective Very old. Lieutenant Lois Einhorn worked alongside the titular character, and she was later revealed to be the main villain of the film. However, the explanation behind this was far from appropriate. Einhorn and Ventura shared a kiss, but when the detective later learned that she was actually former kicker Ray Finkle, he violently vomited.

Finkle was dismissed from the Miami Dolphins for costing the team a win in the Super Bowl, and he was institutionalized for mental health reasons. He then underwent sex reassignment surgery and assumed the identity of a missing female hiker. each Ace Ventura Movie included a ridiculous reaction from Ventura, but the titular character’s response to Einhorn being human is disgusting because He focused on his romantic interactions with him rather than the problem at hand. Plus, it was shocking that the movie thought that using a transgender person’s identity as justification for antagonism was just illegal.

8

Austin Powers’ strip tees

Austin Powers: International Man of Mystery (1997)

Austin Powers’ interactions with the sexy fembots in the 1997 release Austin Powers: International Man of Mystery Was too wild from start to finish. Every moment of the scene was painfully cringe. His attempts to not be tempted by referring to his turn-offs were absurd, and although the film was a comedy, it was strange that attractive, Robotic women are that much of a distraction from Austin saving the world. However, the strip tease is by far the most awkward moment.

Austin began to groove and sway along to “I’m Touching Myself” by Divinyls, but the fact that his deception worked made the moment even more terribly cringeworthy. Austin’s Union Jack underwear, he’s smoking several cigarettes in his mouth with a lighter gun, and his comment about it is “Cold” When one fembot released a cloud of gas from her breasts, everyone was completely stunned. Although one of the harsh realities of the Austin Powers Kino was that the titular character was designed to be a caricature of an oversexed super spy, the scene took the concept too far.

7

The graduation parties

Billy Madison (1995)

Billy Madison Featuring some of the funniest quotes from Adam Sandler’s movies. While there were many hilarious moments throughout the film, Billy’s multiple graduation parties were just uncomfortable. First of all, Eric Gordon yelling at a kid during a three-legged race at the first grade celebration and dragging them along the grass by their ankles was jarring and unnecessary. Gordon wasn’t a big fan of Billy, but it was simply embarrassing that a grown man and business executive felt it was okay to treat a child like that.

However, the third-rate party was the most cringeworthy. Billy’s attempts to seduce Veronica, his teacher, in his garden tent are honestly quite skin-crawling. There were so many things about this scene to unpack: Billy’s collection of sexually explicit material that was accompanied by sound, his boast about understanding nine words in “A Tale of Two Cities,” and Veronica’s acknowledgment that He himself was all like the beginning of a bad pornographic film. All of this, along with the fact that a fully grown man was in school again, was unbearable to watch.

6

Josh and Cher’s Relationship

Clueless (1995)

Josh and Cher’s relationship in Clueless was shockingly controversial. The stepbrothers, who spend most of the film at odds, end up as a couple in the climax of Clueless. However, Cher and Josh’s age in Clueless Also posed a problem. Josh was a college student, and Cher was in high school, so the age gap between the pair was uncomfortable enough anyway. While love affairs between step-siblings are often fetishized, in reality, the two would not dream of a physical relationship.

Clueless was a movie adaptation of Jane Austin’s novel EmmaBut the modern recounting did not happen in the same way. Cher and Josh’s kiss scene on the stairs of their home was cringeworthy, especially as Cher only realized her feelings for her stepbrother because her friend was interested in him. They did not take their former familial connection seriously and at one point, Cher’s father even joked about Josh being his “son-in-law.” Josh’s awkward compliments about Cher before their kiss are weird, And their romance felt forced overall.

5

Not one, but two inappropriate relationships at prom

Never Been Kissed (1999)

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Never been kissed was an unforgettable ’90s teen romance movie, but the main relationships were wildly inappropriate. Although Sam and Josie’s supposed love story is not illegal, It’s still creepy that the teacher thought it was fine to develop feelings for his student. Even though Josie was an undercover reporter, Sam didn’t know any different. Sam and Josie’s fight at prom was an iconic rom-com movie scene that didn’t age well, mainly because Sam failed to recognize that he was being controversial and was instead furious with Josie for lying.

However, Josie’s brother, Rob, was just as problematic. Realistically, he only re-entered high school to ignite a second baseball career, but he claimed to be assisting his sister. Rob was involved with a second student, but it was never properly highlighted and swept under the rug. Rob’s behavior at the prom was baffling, and he thankfully avoided the 16-year-old girl trying to have sex with him, but his screeching reaction to being nominated as prom king was a bit pathetic.

4

Sherman’s Weight Loss Reaction

The Nutty Professor (1996)

The Natty ProfessorIts protagonist, Sherman Klump, was Eddie Murphy’s favorite performance, but one scene did not have the same appeal years later. The 1996 remake of the 1963 title of the same name starred Murphy as the oversized Klump, who created a miracle drug that helped him lose an achievable amount of weight in mere seconds. While his initial reaction to his new body was played for laughs, when rewatching it years later, the moment isn’t as funny.

Klump acted like his size was the only thing that mattered. Although this was the premise of The Natty Professor, Klump’s over-the-top cheers and nasty opinions about his former self left a bad taste. His motivation, which was to pursue women through his thinness, became increasingly belligerent when he boasted that he no longer had breasts and that he was able to see his penis again. The Natty Professor May be one of Eddie Murphy’s best movies, but Klump quickly became an unlikeable character after this scene.

3

Francis Begbie’s hook-up scene

Trainspotting (1996)

Trainspotting was another ’90s movie guilty of transphobia. Although it relied on dark comedy in a gritty and suspenseful tale, and it was a movie where every character is actually terrible, Francis Begbie’s hook-up scene is quite unfair. After he met a beautiful young woman in a club, Begbie started making out with her in a car in an alley. But when he slipped his hand under her skirt, he was shocked to feel a twinge that he hadn’t expected to be there.

Begbie’s cry of “f*ck!“In a panic was unwarranted. Begbie was a terrible character in the Trainspotting Cast anyway, though The look of disgust he offered the woman wasn’t as funny as the film’s writers hoped it would be. What was even more disappointing about this moment, however, was that Mark’s voiceover in the lead-up to this scene implied that no one told Begbie about the forward on purpose, which was not only a neat move but also incredibly demoralizing. To the woman. ;

2

Chef’s advice to Stan

South Park: Bigger, Longer & Uncut (1999)

South Park: Bigger, longer and uncut was one of the best R-rated comedy movies of the 1990s and the first movie for the legendary animated franchise. Although the film was generally a hilarious and engaging story, Chef’s advice to Stan was unbelievably difficult to watch. Stan asked Chef the best way to wow Wendy, and the elementary school cook told the young boy that he needed to “Find the clitoris.” Naturally, this is absolutely not something a mature adult should have said to an eight-year-old.

Even though South ParkIts best characters were famous for their shocking language and out-of-the-box humor, it was a spectacular moment, and not in a good way. It was easy to laugh at this scene, of course, but the laughter often came from an uncomfortable place. Chef was generally a big figure in South ParkBut it was too hard, Even for him. He immediately realized his mistake and tried to recover, but Stan’s constant questions about why it was even more painful.

Romy and Michelle’s High School Reunion (1997)

The 1997 film Romy and Michele’s High School Reunion Often uses fatphobic insults, unfortunately. However, the remarks that were thrown during the titular reunion itself are unnecessary, creepy, and in fact, not really that funny. The whole concept of Romy and Michele’s High School Reunion It was that the two main characters wanted to improve themselves so that very much Ex-classmates did not believe they were still losersBut the couple instead turned into the popular kids that they initially hated growing up.

When the two crossed paths with some of the girls who bullied them, Michele made a point about their appearances and told them that they “were [not] Those who have become fat.“It was quite humiliating that she didn’t notice they were pregnant. Regardless of whether they were with child or not, it’s really cringeworthy that after years of traumatic high school memories about these people, the only answer with Michele is Was a weak comment about their weight.