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• TheCharlessy

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the.charlessy101K followers
Last updated 2/27/2026
London, United kingdom
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A man in a black puffer jacket stands on a park path, then dramatically pulls out a pacifier and phone, acting as if he's about to rob someone. He then runs away across the grass, swinging on a swing set before running back towards the camera, all while the text 'POV: you're getting robbed by someone with ADHD' is displayed.

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This travel vlog follows 'TheCharlessy' as they share humorous moments of repeatedly encountering the same person during their holiday. From catching a flight to relaxing by the pool and enjoying a beachside coffee, the story unfolds with a mix of awkward and funny interactions. It's a lighthearted take on those unexpected reunions that happen while on vacation.

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This video follows a tense interaction after a car accident. Initially, two men inspect damage to a black car in a parking lot. The scene then shifts indoors where they are joined by a woman for a discussion about the incident. The entire scenario is presented from a 'POV' perspective, creating a sense of immediacy.

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A man shares his experience meeting someone from Tinder in person without having spoken on the phone beforehand. Filmed outdoors on a sunny day, he walks and talks directly to the camera, providing a humorous and candid take on modern dating scenarios.

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This vlog-style video follows a parking enforcement officer on his daily rounds in a London residential area. He speaks directly to the camera, explaining his role while patrolling the streets. The footage captures his uniform, interactions with parked cars, and the everyday reality of his job, offering a unique behind-the-scenes look at urban enforcement.

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You got a problem bro?

A man in a black puffer jacket confronts his bald brother on a city street with the text overlay 'POV: You got a problem, bro?'. The scene cuts to them sitting indoors, where the bald man reads from a paper. He asks, 'How long does it take?', and after a pause, he exclaims, 'An hour?!', laughing at the absurdity of the answer. The other man smiles, and the bald man says, 'Well done.' This comedic interaction, part of a 'POV challenge,' highlights a humorous misunderstanding.

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In a playful 'London vs North' rivalry skit, YouTuber TheCharlessy humorously contrasts the weather and spirit of Valentine's Day in London versus the colder north. Dressed warmly in a puffer jacket, he walks down a suburban street before dramatically shedding his layers to reveal a t-shirt and cap, delivering a comedic message about the stark differences. This short-form content leverages regional pride and relatable winter struggles for maximum engagement.

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A man receives a Valentine's Day card from 'Sabrina' but gets a surprise inside. What's in the card? You won't believe it! This prank is hilarious.

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Two friends, one looking like a serious streetwear enthusiast and the other like a casual gym-goer, walk under a graffiti-covered bridge. They then swap jackets, revealing their true personalities through dance moves and expressions. The video humorously explores the theme 'When looks don't match the personality' with a fun and relatable twist.

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In a rainy parking lot, two men in hoodies inspect the front wheel of a black SUV. One man points out damage to the tire while the other observes. They discuss the issue, then shake hands beside the vehicle. The conversation suggests they are addressing a car problem together.

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From inside a car, a young man watches as three men in matching grey hoodies suddenly break into an energetic dance routine upon seeing his vehicle. The driver reacts with surprise and amusement, capturing a spontaneous moment of street performance.

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Two men in black puffer jackets stand together on a dark street at night, engaged in a lively conversation. One man wears a balaclava, while the other is bald. They gesture animatedly as they talk, creating a mysterious yet intriguing atmosphere. The text overlay 'When the looks don't match the personality' adds a layer of intrigue, suggesting a deeper story behind their interaction.

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A man in a black puffer jacket walks down a street, smiling and waving. He pulls out a rainbow-colored tote bag, holding it up proudly. The text overlay reads 'POV: you're getting robbed but you got a 🌈 bag,' suggesting a humorous take on being robbed while still possessing something positive.

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This vlog-style video follows a man as he documents his experience living in London over different time periods. Starting with '1 day living in London,' he then progresses through '1 week' and finally '1 month,' showcasing changes in his environment, wardrobe, and demeanor. The creator shares his journey of selling a phone on Facebook Marketplace, providing a raw and authentic look at daily life and adaptation in the city.

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Join us for an authentic look into everyday life with this POV-style conversation between two friends. From a casual chat outdoors near a trash bin to a relaxed sit-down with coffee, this video captures genuine moments of connection. It's a slice-of-life glimpse into friendship, communication, and simple conversations.

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This short-form video features a man in a black puffer jacket and beanie standing on a residential path, speaking directly to the camera. He begins to mimic a lisp while narrating a scenario where he gets robbed, using humorous hand gestures. The text overlay 'POV: you get robbed by a guy with a lisp' sets up the comedic premise. He then takes a phone from someone off-screen, plays along with the skit, and continues his exaggerated, lisping performance.

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A man walks towards the camera on a park path, seemingly meeting someone from a dating app for the first time without prior phone calls. He sits down on a bench, looking visibly awkward and uncomfortable, then makes a 'call me' gesture with his hand. The text overlay explains the scenario: 'POV: you meet a boy from tinder without speaking on the phone first.'

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Two men in black winter jackets stand on a dark street at night, engaged in a lively conversation. One man wears a balaclava under his hood, while the other is bald. They gesture animatedly as they talk, creating a mysterious and intriguing atmosphere. The text overlay 'When the looks don't match the personality' suggests a theme of unexpected revelations or hidden depths.

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Two men walk down a set of stairs painted with rainbow colors. The text overlay reads 'POV: when you try rob someone but you walk down rainbow 🌈 stairs'. They then run down the stairs.

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In this POV-style social experiment video by TheCharlessy, a man walks towards the camera on a leaf-strewn path, preparing to chat up a girl. However, he has a noticeable lisp, creating a humorous and relatable scenario about social anxiety and self-consciousness. The video captures his nervous anticipation and internal monologue, making it a perfect example of authentic, comedic social content.

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Two individuals walk down a street, one playfully pretending to be the other's voice. The comedic contrast between their appearances and voices creates a humorous moment. The scene captures their interaction in a lighthearted and entertaining way.

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A group of men in black hoodies perform a synchronized dance routine to a song, but their movements don't align with the music, creating a humorous mismatch. The central figure, wearing a puffy jacket and a beard, leads the choreography while others follow in unison.

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A man walks through a rainy park and under a graffiti-covered tunnel, receiving a vibrant rainbow umbrella. He smiles and dances joyfully, turning his gloomy day into a celebration of color.

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Join us for a first-person perspective of a roadman's initial day on the job! This vlog-style footage captures real-life moments, including conversations with colleagues in an urban environment filled with graffiti art and street signs. It's an authentic look at the early stages of a new career.

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