The Late Mathew Perry’s Greatest Chandler Bing Moments

Matthew Perry has been cemented into the Pop Culture Hall of Fame if there ever was one. His iconic character, Chandler Bing, in the cult classic show, “Friends” is what will undoubtedly be remembered for generations to come.

After Chandler’s smooch with Joey’s girlfriend, he’s on a mission to mend fences. Considering Joey’s recent cabinet caper during a robbery, Chandler faces an unusual penance: spending Thanksgiving in a box. It’s a quirky idea that somehow fits the show’s humor perfectly. Joey’s suggestion sparks a comical escapade, highlighting

The ridiculous pair of Janis and Chandler delivered countless memorable moments, but their pinnacle interaction occurs when Chandler, desperate to get rid of her, fabricates a relocation tale – claiming that he’s bound for Yemen. The comedy unfolds when Janis, unsuspecting, accompanies him to the airport, with unlucky Chandler realizing that his journey might just turn out to be real.

This Friends classic gives us the iconic line, “They don’t know that we know that they know we know.” The chaos kicks off when Phoebe catches Monica and Chandler in the act, setting the stage for a hilarious game of cat and mouse. Lisa Kudrow shines as Phoebe, but Matthew Perry steals the scene, especially when he playfully invites Phoebe to “feel his bicep… and maybe more.”

In the epic battle against nicotine, Chandler gets a hypnosis tape from Rachel to quit smoking. But wait, plot twist—it’s a gender-specific tape, made for women. Now, Chandler, armed with his unintentional crash course in femininity, starts exhibiting what society considers “girly” traits.

Monica takes charge of Halloween, unleashing Chandler’s inner pink bunny in a costume that screams, “I’m confident in my masculinity, but also, I look ridiculous.” Monica, perpetually stunning, struts as Catwoman, making us wonder if there’s any costume that could make her look less than fabulous.

In one of his most heartfelt moments, Chandler opens up about his and Monica’s desire to adopt, delivering an emotional monologue that tugs at the heartstrings. Acknowledging Monica’s incredible qualities, he confesses, “She’s loving and devoted, and the woman’s always right.” Chandler reveals the painful reality that they can’t conceive, expressing his deep longing for fatherhood.

In the grand finale, Monica and Chandler make the leap to suburbia, turning their house-hunting adventure into a sitcom rollercoaster. Picture this: their dream home is on the line, and who swoops in at the last minute to spice things up? None other than the vivacious Janice.

Monica’s mission for the ideal engagement photo turns into a sidesplitting comedy when she discovers Chandler’s “unique” approach to posing. Chandler, despite his best efforts, seems to have a talent for transforming his genuine smiles into delightful, albeit unintentional, grimaces as soon as the camera clicks.

Buckle up for a feel-good ride! In a heartwarming Friends moment, Chandler, in his signature overthinking style, grapples with the big question: Is he ready to marry Monica? But surprise! He returns home to find Monica on one knee, proposing. Plot twist, right? In a twist of fate, Chandler ends up flipping the script, popping the question, and sliding a ring on Monica’s finger.

Imagine Chandler, the awkward maestro, caught in an ATM vestibule during a city blackout. Plot twist: Victoria’s Secret model Jill Goodacre is his unexpected co-star. In a comedic ballet, early scenes see Matthew Perry orchestrating Chandler’s discomfort with minimal words.

Delving into Season 4’s escapade, that time when Monica and Chandler end up sharing a bed in London. The pairing of Monica’s sweet Type A personality with Chandler’s endearing neuroticism is pure comedic magic. Picture it as a whimsical dance, each neurotic quirk and sweet gesture contributing to the symphony of laughter in their relationship.

The rare glimpses of NYC’s main streets in Friends always deliver a punch of fun, and this scene is no different. Picture Chandler’s comedic marathon as he ‘casually’ tries to run into Kathy, weaving through traffic with wild determination. It’s a hilarious spectacle of frenetic energy, proving that Chandler’s attempts at nonchalant encounters are the epitome of slapstick gold.

Beyond the classic season-ending engagement to Monica, there’s another comedic gem showcasing Perry’s wit and impeccable timing. Monica’s discovery that Chandler hasn’t shed a tear since childhood triggers a quest to crack the emotional vault. Perry’s brilliance shines with a memorable line: “Well, that makes me feel all warm inside my cold tin chest.”

Behold the iconic snapshot of hilarity! Picture this: Julia Robet’s Susie asks Chandler to don her panties for dinner, only to leave him stranded, stark naked, in the bathroom. The seamless integration with Joey and Ross adds a perfect punch to the scene.

In the aftermath of discovering that his ex, the unforgettable Janice, is now happily married with a baby on the way, Chandler seeks solace in Jell-o shots at Joey’s birthday bash. However, he ends up entangled with one of Joey’s sisters, but there’s a hiccup—he can’t recall which one.

Enter Eddie, whose quirky antics become the playground for Chandler’s classic reactions, delivering prime comedy moments. While the dynamic might carry a hint of yesteryear sitcom tropes, particularly with Chandler’s amusingly over-the-top responses, it’s all in good fun.

In a touching Season 2 episode, Chandler bares his softer side amid the clutter of cleaning Heckles’ place. There he uncovers an unexpected connection—they both earned the title of high school Class Clown and shared a penchant for overlooking potential partners’ minor flaws.

In this timeless flashback gem, after unknowingly fat-shamed Monica right in front of her, Chandlers comes back the following year only for Monica’s newfound confidence to take center stage, and poor Chandler to bear the brunt of her exuberance.

One of the qualities that made Chandler such a beloved character is undoubtedly Matthew Perry’s true gift of expressing himself physically in his acting. In this small but very telling scene from season 4, Chandler expresses just how uncoordinated he is, and why it jeopardizes every chance he may have of picking up women at a wedding- where the dance party is part of the main event.

Step into one of Chandler’s most relatable moments: a colleague accidentally labels him Toby, and instead of setting the record straight, he opts to let the misnomer slide. The reason? A delectable donut is hanging in the balance! Who hasn’t chosen the sweet allure of a donut over the mild inconvenience of a name correction?

“Friends” was revolutionary in many ways, one of which was their portrayal of Ross’ ex-wife Carol and her partner Suzan’s wedding. But like all commitment-related events, it brought up some of Chandler’s worst and most hilarious impulses. Walking around the wedding venue, he felt more inept than ever, even walking up to one of the lady guests, making eye contact, and realizing- out loud- that there was not even a point in him coming up with a pickup line!

In a delightful rarity, Chandler and Rachel team up for a comedic gem that hits all the right notes. The stolen cheesecake from Mama’s Little Bakery in Chicago, Illinois becomes an obsession, leading to a cute and hilarious resolution: indulging in the forbidden treat off the floor.

This gem from Season 8 aged up pretty well—especially in the current era of wellness and self-care. Monica introduces him to the world of baths, and behold Chandler, sinking into relaxation with Enya’s “Who Can Say” while cradling his manly toy boat. Addiction sets in, and he boldly swipes Monica’s bath, turning the bathroom into a bustling hangout.

When Chandler attempts a bonding session with Ross and Monica’s dad through a spirited game of racquetball, you already know that it’s bound to be hysterical. Post-match, the trio ventures into a steam room, where Chandler’s glasses fog up, rendering him temporarily blind. In an accidental, and quite naked, comedy of errors, Chandler finds himself sharing an unexpected lap session with his future father-in-law, who’s equally in the buff.

Chandler’s ingenious scheme to support Joey’s finances through the fictional card game “Cups” became a comical escapade in the Friends’ apartment. With each hand played, Chandler spun elaborate excuses to hand over money, successfully losing a whopping $1,500.

In the wild kickoff of Season Five, Chandler turns goodbye kisses into a sitcom spectacle. After he and Monica casually exchange a kiss goodbye, forgetting that they’re not alone, they leave Phoebe and Rachel stunned. Panic mode: activated. To diffuse the awkwardness, Chandler goes full-on “culture ambassador,” planting kisses on everyone. Picture the chaos: lips meet in a comedic dance of confusion.

Perry starts off with an absolutely amazing tired-out-of-his-mind performance which culminates in one of the best shocked expressions in TV history. His later attempt to break the news to Monica about their sudden move to Oklahoma. Picture him stumbling over words, desperately trying to explain that a nap in a work meeting led to this wild decision.

Season 9 sees Chandler on a quest for a career facelift (because, let’s face it, no one really knew what he did before). Landing an internship at an advertising agency, he’s suddenly the old-timer among sprightly colleagues. Yet, in this generational tug-of-war, Chandler’s genius emerges.

Behold Chandler’s accidental triumph, arguably his most iconic moment. A set mishap turned comedic gold, Matthew Perry flawlessly rolls with the punches. The scene with Rachel is a riot, but the pièce de résistance? A fist pump turned forehead collision with a drawer.

In the poignant farewell to their iconic apartment, Monica and Chandler, with twin babies in tow, trigger a cascade of teary-eyed goodbyes. The emotional climax takes a comedic twist as Rachel proposes one last coffee meet-up. Exiting the door, Chandler, master of the punchline, drops the curtain on the series with his classic wit: “Where?” It’s the perfect parting quip, a nod to the gang’s perpetual coffee shop gatherings, and a final laugh that echoes in the hearts of fans. Chandler, forever the maestro of humor, leaves the series on a high note, ensuring Friends concludes with a comedic flourish.

(Final Episode, “The Last One”)