Best Leslie Mann Movies That’ll Make You Laugh, Cry, and Totally Relate

Okay, can we talk about how Leslie Mann has been in some of the funniest, most feel-good movies ever? I’ve been rewatching her stuff lately and wow… it’s like catching up with the funniest friend ever. Her comedy style is so relatable and full of perfect timing – TV Insider even calls her “a versatile actress known for her… sharp comic timing”. Basically, every time I think about watching a Leslie Mann movie, I know I’m in for some belly laughs (and maybe a little happy cry). If you’ve never binged Leslie Mann movies, you’re seriously missing out on pure comedy gold. Trust me, once you start, you won’t want to stop.

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Must-See Leslie Mann Movies

• Knocked Up (2007) – The ultimate “surprise! We’re having a baby” comedy. In this Judd Apatow classic, Seth Rogen’s slacker character wakes up from a Vegas one-night stand to discover Katherine Heigl’s character is pregnant. Chaos (and hilarity) ensue. Leslie Mann plays Debbie, Allison’s no-nonsense older sister, and she absolutely steals every scene where she tells Pete (Paul Rudd) off. I mean, does anyone forget the dinner table scene where she’s just DONE with everyone’s nonsense? It had me laughing so hard I had tears in my eyes. Fun fact: Judd Apatow even cast his own daughters as Leslie’s kids in the movie, so you know it was a real family affair on set! Whenever I rewatch Leslie Mann movies like Knocked Up, I feel like I’m hanging out with someone who’d keep it honest and totally hilarious.

• This Is 40 (2012) – Basically Leslie Mann at her most relatable. This one is a “sort-of sequel” to Knocked Up, where we get to hang out with Pete and Debbie (Paul Rudd and Leslie Mann again) as they hit the big Four-Oh. It literally centers on a married couple dealing with life, marriage, and the crisis of turning 40. Leslie as Debbie is pitch-perfect – she’s the kind of mom/wife I swear I know in real life, cracking jokes about aging and venting about family drama. One moment she’s hysterical about her mortgage, the next she’s had me crying with sweet honesty about growing older. Honestly, Leslie Mann movies like this one make me think, “OMG I feel that!” It’s like having coffee with a friend who’s freaking out and cracking jokes about it, all at once.

• The Other Woman (2014) – Girl power, revenge, and killer comedy. In this film, Cameron Diaz’s character discovers her boyfriend is married – and it turns out he’s also seeing Kate (played by Leslie Mann), plus a supermodel (Kate Upton). At first, Leslie and Cameron’s characters hate each other. But once they realize this jerk has been two-timing all three of them, these women become fast friends. Leslie is hilarious as Kate, the wife who suddenly learns her husband has more girlfriends than she has pairs of shoes. From flipping tables to reading that humiliating apology message, Leslie owns the role as the unapologetically angry wife who shows everyone (and us) how to get sweet revenge. Watching Leslie Mann movies like this makes me root for the underdog and laugh till I cry – seriously, their beachhouse prank scene is pure comedy gold.

• Blockers (2018) – One of those so silly-it-actually-works comedies. Leslie is part of a trio of frantic parents (with John Cena and Ike Barinholtz) who find out their teenage daughters have made a pact to lose their virginity on prom night. Imagine that nightmare! Leslie plays Lisa, a worried single mom who goes into full-on overprotective mode. Her over-the-top reactions – from photographing everything to chasing girls in a limo – had me cracking up non-stop. Yet beneath all the crazy, there are genuine sweet moments: Leslie shows how much she cares when things get unexpectedly heartfelt. It’s Leslie Mann movies like Blockers that surprise you by being both laugh-out-loud absurd and sincerely touching. (Also, fun fact: she and John Cena share some hilarious chemistry – who knew Cena could nail comedic timing so well alongside her?)

• Funny People (2009) – A bit different, but still unforgettable. This one’s a Judd Apatow dramedy starring Adam Sandler as a famous comic diagnosed with a terminal illness. Leslie Mann plays Laura, Sandler’s character’s ex-fiancée. She’s the sassy, fed-up wife who hasn’t moved on even though her husband has. In one scene she absolutely loses it at a dinner table, and I swear I felt every eye-roll and exasperation – so relatable! Even though this movie has heavier moments, Leslie still brings the laughs, especially with her quippy zingers about her husband’s lame excuses. Leslie Mann movies like this remind us she can slay comedy and drama. And her little side-eye when Sandler’s character tries to charm his way back with kindness – chef’s kiss.

• Big Daddy (1999) – An early gem. This Adam Sandler comedy (from way back) casts Leslie Mann as Joey Lauren Adams’s quirky podiatrist fiancée, Corinne. The plot is classic Sandler silliness – a lazy guy adopts a kid to impress his girlfriend – and Leslie’s Corinne is stuck in the middle of all this nonsense. Even in a small role, her funny Southern drawl and feisty attitude shine. I totally forgot how young she looks here! Watching her rub a foot jokingly and snap back at Sandler’s character shows she’s been comedy gold forever. Whenever I rewatch Leslie Mann movies, this one pops up for its nostalgia factor. It’s like finding out an old favorite sitcom had a secret scene-stealer.

• 17 Again (2009) – A lighthearted, sweet watch. Zac Efron plays the younger version of Matthew Perry’s character, a guy who gets the chance to redo high school at 37. Leslie Mann is Scarlett, his stressed-out wife who had begged for a divorce, thinking her husband was a washed-up loser. Leslie brings both sass and heart to Scarlett – she’s funny when scolding young Zac’s antics at their home, but you can also feel the love and hurt when she realizes how much he’s trying. I mean, there’s a dinner scene where she hilariously schools “Zac” on proper dinner etiquette – relatable, right? Leslie Mann movies like this one are the perfect mix of sweetness and laughs. By the end, you really root for Scarlett as much as you giggle at her.

• Vacation (2015) – Think Griswolds go on a road trip, now starring Rusty (Ed Helms) as the grown-up son of Clark and Ellen. Rusty drags his wife and kids across the country to Walley World in this reboot. Leslie Mann pops up as Audrey, Rusty’s glamorous sister who’s married to a TV weatherman. She doesn’t get to do tons in the story, but every time she shows up – usually dripping in Southern charm – you know something funny will happen. (And Chris Hemsworth as her husband makes the whole scene even more ridiculous.) I loved seeing Leslie in the Griswold family antics; it’s a blink-and-you’ll-miss-it role, but she makes it count with a single smirk or sassy line. When I think of Leslie Mann movies, this one reminds me how she can elevate even a quick cameo. It’s like, “Oh hey, there’s Audrey – let the laughs roll!”

Wrapping Up

So yeah, that’s my little love letter to Leslie Mann movies. Whether you want to laugh, cry a tiny bit, or just escape into something totally fun, she’s got you covered. Seriously, grab a friend (or a big tub of popcorn) and plan a weekend binge of all these films. Leslie Mann movies are exactly the kind of comfort-watch you need – they never disappoint. Believe me, once you dive in, you’ll be laughing along and thinking, “OMG, she’s so me!”.