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VOICE OVER: Emily Brayton WRITTEN BY: Taryn Crankshaw
We're in love with the funniest rom-com scenes of all time. Our countdown includes "The Proposal," "Bridesmaids," "There's Something About Mary," and more!

#10: The Zipper Scene “There’s Something About Mary” (1998)

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Top 20 Funniest Rom-Com Scenes of All Time

“There’s Something About Mary” is one of the most memorable rom-coms to come out of the late ‘90s. Helmed by The Farrelly Brothers, the movie is full of gross out humour, but the most visceral one takes place at the start. In a flashback, Ben Stiller’s character Ted, accidentally gets his...uh...appendage stuck in the zipper of his pants. To make matters worse, the incident happens right before he’s supposed to take his dream date, Mary, played by Cameron Diaz, to prom. The scene hilariously escalates as her parents, a police officer and firefighter all try to attempt to save the day. Although it can be hard to watch, there’s no mistaking that this moment has viewers seeing zippers in a whole new way.

#9: The Double Date With Keanu Reeves “Always Be My Maybe” (2019)

What’s more gut punching than seeing your crush with someone else? How about when that someone else is Keanu Reeves? Randall Park’s Marcus is in this unenviable position when Wong’s character, Sasha, brings the screen icon on a double date. Playing an exaggerated and pretentious version of himself, Reeves serves some great one liners. Park heightens the tension further by offering up some amazing reaction shots. It’s hard to narrow down his best moment because let’s be honest, Keanu Reeves’ entire appearance is great. However, the comedic timing in this scene is off the charts.

#8: The Fountain Fight “Bridget Jones: The Edge of Reason” (2004)

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Briget Jones’s page to screen adaptations are an audience favourite. The Renee Zellwegger led films follow the lovably awkward TV reporter as she navigates life and love in London. Her romantic triangle with Mark Darcy and Daniel Cleaver, played by Colin Firth and Hugh Grant respectively, leads to an epic showdown in the first film. The scene is so memorable that it’s recreated in the sequel, “The Edge of Reason.” However, this time, they trade a Greek restaurant for a park fountain, as their battleground of choice. The most hilarious part of the scene is the fact that the two men aren’t coordinated enough to brawl. Moments like these prove that the Jones’s trilogy is one of the most iconic rom-com franchises to date.

#7: The Airplane Interrogation “Bridesmaids” (2011)

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Melissa McCarthy was a master of improv long before she became a comedy megastar. The skill certainly served her well in her breakout role as oddball Megan in Paul Feig’s “Bridesmaids.” Playing off her real life husband, Ben Falcone, her character interrogates and flirts with her airplane seatmate, who she is convinced is an air marshall. McCarthy ad-libs most of the dialogue in the scene and gives audiences a masterclass in comedic timing. Her performance was so well received that she even earned a Best Supporting Actress Oscar nomination in 2012. Based on this moment alone, she’s more than deserving of that honour.

#6: The Eagle Attack “The Proposal” (2009)

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Sandra Bullock is a reigning queen of rom-coms, and one of her best performances is in 2009’s “The Proposal.” Bullock portrays Margaret, a workaholic editor-in-chief, who finds out she is facing deportation to Canada. Instead of packing her bags, she blackmails her assistant Andrew, played by real life Canadian Ryan Reynolds, to become her fiance. The film offers no shortage of memorable moments, but there’s one that takes the cake. After accidentally letting Andrew’s family dog out, hilarity ensues as the pooch is captured by an eagle. Suddenly it’s up to the ill-equipped executive to rescue him. There’s an old showbiz saying that you should never work with kids or animals, but, luckily, Bullock ignores that sound advice and gives us this side splitting moment.

#5: The Poker Game “How To Lose A Guy In Ten Days” (2003)

Kate Hudson and Matthew McConaughey are certified rom-com royalty, so it’s no wonder that their first onscreen collab became a massive hit in 2003. The story follows Andie, a how-to writer exploring how women sabotage relationships. As one of her tactics, she attempts to foil Ben’s poker game with his friends by being every stereotype of an overbearing girlfriend. Of course, Ben has his own agenda in play, and his career success hinges on keeping their love connection alive. No matter what Andie does, Ben has no choice but to keep his cool. The tension created by their opposing goals is the cherry on top of this comedic scene.

#4: "I`ll Have What She`s Having" “When Harry Met Sally...” (1989)

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Screenwriting legend Nora Ephron blessed audiences with comedy classics like “Sleepless in Seattle” and “You’ve Got Mail.” That said, there’s no denying that her pièce de résistance is “When Harry Met Sally…” Despite the skepticism of Harry, played by Billy Crystal, the 80s classic follows his platonic friendship with Meg Ryan’s Sally as they come in and out of each other's lives over the years. During a notable lunch date the pair debate over the topic of female sexuality. Not one to back down from, Sally puts her cynical friend in his place, by proving her point in the middle of a crowded deli. Diners watch as the cringey but hilarious moment plays out, cementing it as one of the most iconic moments in romantic comedy history.

#3: The Karaoke Scene “My Best Friend’s Wedding” (1997)

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One of the most controversial rom-com characters in the 90s is without a doubt, “My Best Friend’s Wedding” protagonist, Jules Potter. Played by Oscar winner, Julia Roberts, the food critic is determined to ruin the upcoming wedding of her friend, Michael, in an effort to get him to fall for her. Her main obstacle is the sweet bride-to-be Kimmy, portrayed by Cameron Diaz. During a night out, Jules pressures Kimmy, stricken by stage fright, into performing karaoke. Although her vocals are far from pitch perfect, with the support of the bar, Kimmy loosens up. Thus, the ill-fated scheme backfires. Michael becomes even more endeared by his fiancee's confidence, and it’s back to the drawing board for Jules.

#2: The Morning After “50 First Dates” (2004)

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When veterinarian Henry Roth, played by Adam Sandler, meets Drew Barrymore’s Lucy, he thinks he’s found his perfect match. The only issue is that she suffers from short term memory loss, and wakes up every morning having completely forgotten what happened the day before. Through Henry’s determination though, the relationship progresses, and they eventually spend the night together. Unfortunately, Lucy wakes up the next morning thinking Henry is a stranger. Given those circumstances her reaction is entirely reasonable. It also makes for some good physical comedy. You can’t help but appreciate a man who’s not scared off by this situation. Before we unveil our top pick, here are a few honorable mentions. Albert Brennaman’s Moves, “Hitch” (2005) We Could Never Dream of Saying “Get Out” to Kevin James’ Hilarious Wedding Dance Going Undercover, “It Happened One Night” (1934) Clark Gable & Claudette Colbert Play Bickering Spouses to Fool the Detectives It’s ‘Curtains’ for Giselle, “Enchanted” (2007) Why Buy Fabric When You’ve Got Material Just Hanging Around? Life Imitates Art, “Isn’t It Romantic” (2019) Rebel Wilson’s Character Wakes Up in the Middle of a Romantic Comedy 13, Flirty & Not-So-Thriving, “13 Going on 30” (2004) Jenna’s Taste In Guys Hasn’t Caught Up With Her New Age

#1: The Scene Where Everyone Finds Out “Crazy, Stupid, Love” (2011)

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Before they tap danced in “La La Land,” Emma Stone and Ryan Gosling made rom-com magic in 2011’s “Crazy Stupid Love.” Facing divorce, Steve Carrell’s Cal recruits Jacob, played by Ryan Gosling to help him get back into dating. Meanwhile, Jacob is starting a romance with Hannah, a law school grad played by Emma Stone. And it’s a surprise to everyone when we find out that she’s actually Cal’s daughter. Nobody takes this news particularly well. And as if that reveal weren’t enough, the scene just continues to escalate. More characters show up and more truths are told. The scene is definitely a lesson in storytelling gymnastics but gets funnier with each reveal, making it equal parts surprising and hilarious.

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