With Vaughn's raunchy, adrenaline-fueled behavior and Wilson's relaxed, sentimental reasoning, we get the perfect combo of laughs and insight. The two probably taught us the most in their 2005 film "Wedding Crashers," which can also be watched as a how-to guide for the wrong way to behave.
Yet, regardless of good lessons or bad, Vaughn and Owen have hilariously humiliated themselves on the big screen for years and are finally reuniting in "The Internship," which will undoubtedly offer plentiful rounds of wisdom.
Take a look at their funniest moments and the lessons we took from them.
Photo credit: AP
Gallery | 16 Ridiculous Life Lessons From Vince Vaughn and Owen Wilson
- 'Wedding Crashers' (2005) - Share Nothing
Sometimes it's best not to share your shameful moments with your best friend. The sullen John (Wilson) tells Jeremy (Vaughn) that he's feeling weird after being forced to grab Mrs. Cleary's breasts. Jeremy on the other hand -- pun intended -- has also just undergone a similar sexual experience. John's too shocked to console him while Jeremy humiliates John further.
Lesson learned: Keep your sexual problems to yourself.
- 'Midnight In Paris' (2011) - Know Your Art History
In one of Wilson's best moments in "Midnight in Paris," his character, Gil, schools Michael Sheen's snobby Paul on the true inspiration behind Picasso's La Baigneuse painting. Although they all believe Gil a lying fool, he knows the real story behind the painting since he went back in time and witnessed the making of it himself.
Lesson learned: Just because you read a lot doesn't mean you're a know-it-all.
- 'Old School' (2003) - Earmuff It
Throughout "Old School," Vaughn's Beanie covers his children's ears whenever he's about to curse or discuss one of his many inappropriate antics. This classic "earmuff-it" scene is not only a hilarious movie moment, but also a handy tool -- and one we hope Vaughn utilizes around his real-life kids.
Lesson learned: Earmuff it.
- 'Wedding Crashers' (2005) - Be Yourself
It may seem shocking that there are sentimental, romantic moments in a movie as crude as "Wedding Crashers," but thanks to the mushy Wilson, there are. In this scene, he lets his true self come out and shows that, unlike most of the guys in the film, he has a good heart. And he even gets a little something in return for it.
Lesson learned: Be yourself and you'll get a kiss from Rachel McAdams.
- 'Swingers' (1996) - Never Assume
For anyone who has ever engaged in misunderstood flirting, pay attention. Just as Mike (Jon Favreau) is telling Trent (Vaughn) that he's finally over his ex, Trent notices a woman across the diner whom he thinks is flirting with him. He starts mime-flirting back, but just as he's about to get inappropriate, he discovers what the woman was actually doing.
Lesson learned: Don't play "fun little games" in public. Trust us.
- 'Zoolander' (2001) - How to Change Your Underwear
As Derek Zoolander proves, it takes no skill nor brains to become a male model, but the art of taking one's underpants off with just one hand? Now that's a lesson we're all dying to learn, and Wilson's Hansel has it down perfectly.
Lesson learned: One must be a true Zen master to accomplish the mysterious one-handed underwear removal. (Don't try this at home).
- 'Meet the Parents' (2000) - Be Unusually Charming (and Annoying)
Oh, Kevin the ex. Poor Greg (Ben Stiller) is subjected not only to his girlfriend's family, but her annoyingly perfect ex-boyfriend Kevin (Wilson) as well. The sweater-wearing, well-mannered Christian Kevin teaches us a few things about carpentry, Jesus, and how to be a jerk we love to hate.How
Lesson learned: Act like this guy if you want to win your ex-girlfriend back. Don't act like this guy if you want friends.
- 'Wedding Crashers' (2005) - Dating 101
Vaughn's Jeremy shares his thoughts on the world of dating, or what he likes to call a "forced, awkward, intimate situation." His confusion about how to act on a date is so true it's hilarious, yet we still wouldn't advise anyone to go out with a guy like this.
Lesson learned: How to have a proper date? No clue. Just don't go on a date with Vince Vaughn.
- 'Be Cool' (2005) - Have a Personality
In this 2005 sequel to "Get Shorty," Vaughn plays a ghetto-talking hip-hop music manager with a ridiculous hyena laugh. In this scene, one of the less funny but more educational (if you will), Vaughn's Raji gets a threat and enlightens us on some valuable life lessons.
Lesson learned: "A nice ass won't get you through your whole life."
- 'You, Me and Dupree' (2006) - Practice Safer Sex
In one of Wilson's less memorable comedies, we not only learn that you probably shouldn't move in with newlyweds, but that taking your date back to their home isn't the best idea. After Molly (Kate Hudson) sets Wilson's Dupree up with a Mormon librarian, she comes home to find them naked with candles and a butter dish. Of course things only get worse...
Lesson learned: Don't get frisky with food and fire in your friend's house.
- 'Wedding Crashers' (2005) - Manipulate Sad Women for Sex?
While this may not exactly be the best lesson ever taught (more likely the worst...), it's definitely a hilarious one. When John (Wilson) visits Chazz (Will Ferrell), a lazy, nunchuck-wielding mama's boy, we learn a lot more than that Chazz's mom makes bomb meatloaf. Giving up on finding girls at weddings, Chazz shares his new method: funeral crashing.
Lesson learned: "Grief is nature's most powerful aphrodisiac." If it works for Ferrell, it must be true...
- 'Four Christmases' (2008) - Don't Be a Wimp
Although "Four Christmases" was one of Vaughn's least successful comedies, it's humor mainly comes from Vaughn's endless humiliation. When he and his wife visit his family for the holidays, Santa brings him one ass-kicking after the next. He even tries to reason with the "dude cock fighters," but, in this case, fists go farther than words. Maybe he does need some advice from Morgan Freeman.
Lesson learned: Fight back! (Or avoid family altogether).
- 'The Break-Up' (2006) - Don't Be Lazy
In "The Break-Up," Vaughn plays the unaware, lazy boyfriend every woman shakes their heads at. Failing to pick up enough lemons for his girlfriend's 12-lemon centerpiece, Vaughn's Gary tells her to just throw three lemons in a drinking glass instead. The ignorant Gary then avoids setting the table by incorrectly referencing the Sistine Chapel.
Lesson learned: Do what your girlfriend asks.
- 'Shanghai Noon' (2000) - Don't Play Chinese Drinking Games
When the west meets the east in "Shanghai Noon," you get a drunken Owen Wilson and Jackie Chan together in the same bathtub. It all started with a celebratory shot that turned into a Chinese drinking game and ended in lots of bubbles and confusion.Lesson learned: Don't offer Jackie Chan a drink.
- 'Wedding Crashers' (2005) - Don't Take Vince to a Wedding
The reasonable versus the raunchy. John (Wilson) doesn't believe that any girls in hats are worth the time, but Jeremy (Vaughn) has no rules in this situation. We're not sure who's right about this, but Jeremy definitely breaks the record for the most foul language ever uttered in under 30 seconds in a church.
Lesson learned: Don't take this guy to a wedding -- or any formal event.
- 'Swingers' (1996) - Don't Go to Vegas With Obnoxious People
Vaughn's Trent Walker is your typical obnoxious dude in a Vegas diner. He'll embarrass you, cause a big scene, and even get up on the table screaming and dancing. "Swingers" was just the introduction to all the crazy Vince Vaughn characters we've come to love.
Lesson learned: Just don't hang out with Trent Walker.