10. Knocked Up (2007)
You gotta love Seth Rogen and Katherine Heigl in this one. Ben Stone (Rogen) is an aimless, pot-smoking slacker, while Alison Scott (Heigl) is an ambitious entertainment reporter. They meet at a club and, after a drunken night, well, let's just say Alison gets "knocked up."
What ensues is a series of chaotic, hilarious attempts at co-parenting, with neither party fully prepared for the complexities of parenthood. They navigate doctors' appointments, baby showers, and even a rift in their relationship before welcoming their baby girl.
If you ever wondered how to adult, "Knocked Up" shows you how not to do it.
9. Superbad (2007)
Remember those high school days when getting invited to a party seemed like the Holy Grail? "Superbad" takes you back there.
Jonah Hill and Michael Cera play Seth and Evan, two high school seniors desperate to lose their virginity before college. They somehow manage to get invited to a party and promise to bring alcohol, thinking this will finally be their chance. Cue Fogell, aka McLovin (Christopher Mintz-Plasse), and his terribly fake ID.
The night unfolds into a series of misadventures involving cops, running from a party gone wrong, and two girls who are way out of their league.
8. This Is 40 (2012)
What's life like after the credits roll in "Knocked Up"? "This Is 40" answers that question. Focusing on supporting characters Pete (Paul Rudd) and Debbie (Leslie Mann) from "Knocked Up," this movie is like a reality check on middle age and marriage.
It's Debbie's 40th birthday, and she's not exactly thrilled. Between managing a failing boutique, dealing with two daughters, and navigating financial crises, things get tense. The couple stumbles, argues, and endures before finally rekindling their love during a weekend getaway.
7. American Pie (1999)
Remember Jim (Jason Biggs) and his infamous encounter with that pie? If not, allow me to fill you in. Four high school friends – Jim, Oz, Finch, and Kevin – make a pact to lose their virginity by prom night. What follows is a sequence of hilarious and cringe-worthy attempts.
From Jim's live-streaming faux pas to Finch's rumored escapade with Stifler's mom, these guys explore every avenue in their quest. And oh, the pie scene! Let's just say Jim takes "exploring your sexuality" to a new, pie-filled level.
6. Forgetting Sarah Marshall (2008)
Jason Segel plays Peter Bretter, a guy who's just been dumped by his TV star girlfriend, Sarah Marshall (Kristen Bell). To escape his sorrows, Peter jets off to Hawaii, only to find Sarah vacationing there with her new rockstar boyfriend, Aldous (Russell Brand). Yikes.
Peter initially wallows in misery, complete with plenty of Hawaiian cocktails and an awkward fling. But things look up when he meets hotel clerk Rachel (Mila Kunis). Just as he starts getting over Sarah, she wants him back.
5. Step Brothers (2008)
In "Step Brothers," Will Ferrell and John C. Reilly play Brennan and Dale, two jobless 40-somethings who become reluctant stepbrothers. When their parents marry, these two eternal kids are forced to live together, turning the house into a battlefield. Their initial hatred for each other leads to some seriously laugh-out-loud moments, like the infamous bunk bed collapse. Eventually, they discover their mutual love for ketchup and chips, and everything changes.
They start a joint venture called "Prestige Worldwide" (it's as ridiculous as it sounds), before messing it all up and being forced to actually grow up.
4. Bridesmaids (2011)
"Bridesmaids" stars Kristen Wiig as Annie, a single, jobless woman chosen as the maid of honor for her best friend Lillian's (Maya Rudolph) wedding. From a catastrophic dress fitting featuring food poisoning to a mid-air meltdown on their way to Vegas, her attempts to plan pre-wedding festivities are a complete disaster. Things get worse as she competes with Lillian's new friend, Helen (Rose Byrne), who's basically the embodiment of perfection.
Through a series of blunders and embarrassments, Annie manages to ruin her friendship with Lillian and hit rock bottom. But don't worry, she eventually redeems herself. Hilarious and touching, this one made $288.4 million at the box office for a reason.
3. Horrible Bosses (2011)
"Horrible Bosses" follows Nick (Jason Bateman), Dale (Charlie Day), and Kurt (Jason Sudeikis) as they plot to murder their insufferable bosses played by Kevin Spacey, Jennifer Aniston, and Colin Farrell. The trio consults with a so-called "murder consultant" played by Jamie Foxx (his character name is unprintable but hilariously absurd).
They then go with the convoluted plan to make each other's bosses' deaths look like accidents. Needless to say, nothing goes according to plan.
2. Pineapple Express (2008)
Seth Rogen plays Dale, a process server who witnesses his drug lord client (Gary Cole) and a crooked cop (Rosie Perez) commit murder. Panicking, he leaves a joint at the scene, a joint traced back to his dealer, Saul (James Franco). The two go on the run, resulting in an absurd string of events involving Asian gangs, car chases, and a secret underground marijuana lab.
Not your average stoner flick, this one has gunfights and explosions.
1. The Hangover (2009)
Four friends – Phil (Bradley Cooper), Stu (Ed Helms), Alan (Zach Galifianakis), and Doug (Justin Bartha) – head to Vegas for Doug's bachelor party. They wake up the next morning with no memory of the previous night, a tiger in their hotel room, and Doug missing.
The rest of the movie is their hilarious quest to find Doug and piece together the events of their insane night, involving stolen police cars, a surprise marriage, and a naked man in their trunk. And even Mike Tyson makes an appearance.