Eternal Sunshine of the Spotless Mind (2004)
If you could erase all the exes that hurt you, would you? This mind-bending sci-fi romance starring Jim Carrey and Kate Winslet made us wonder if it would be worth it.
The Devil Wears Prada (2006)
Your first big job out of college most likely wasn't your dream gig, but your boss probably had nothing on Miranda Priestly (Meryl Streep).
Reality Bites (1994)
This depiction of life post-graduation stood the test of time, reminding us that sometimes reality just bites.
How To Lose a Guy in 10 Days
Much of your twenties is, unfortunately, probably spent dating. Andie Anderson (Kate Hudson) showed us everything we were doing wrong and why the right guy won't care.
Garden State (2004)
Returning to your hometown in your twenties (unless you never left) can feel like visiting a foreign planet full of your old demons. When Andrew (Zach Braff) decided to go home, we felt his pain.
The 40-Year-Old Virgin (2005)
Andy Stitzer is the guy you were so desperately trying NOT to be. This comedy also got us acquainted with the hilarious Steve Carell.
If you've found yourself working a mind-numbing retail job, this is definitely the movie to watch.
The Rules of Attraction (2002)
A raunchy love triangle for the ages that probably featured glimpses of your college experience, whether you'll admit it now or not. Also, seeing James Van Der Beek be naughty was a trip in itself.
My Big Fat Greek Wedding (2002)
Toula Portokalos' (Nia Vardalos) crazy family probably reminded you of your own in some way, as the pressure started building to find your soulmate ASAP.
The Hangover (2009)
In our twenties, we see our ability to party go from legendary to downright pathetic. Watching these three best friends (and missing groom) live it up and come crashing down was a laughable reminder.
We all longed for this girl's mindset as we entered the cold, hard world. And to live in Paris, of course.
Tiny Furniture (2010)
Lena Dunham captures all of the awkward confusion you feel going back home after college. This dry comedy reminds you that you're not the only one who feels like you're waiting for your life to happen.
(500) Days of Summer (2009)
You couldn't help but root for Tom (Joseph Gordon-Levitt) on his quest to prove true love exists. It was also a fresh take on the romantic comedy that reminded us more of real life.
The Social Network (2010)
Facebook changed every major aspect of our twenties from college to dating to finding a job. David Fincher's fabulous depiction of the social networking site's early days was the inside look we'd been dying for.
He's Just Not That Into You (2009)
From casual dating to long-term relationships, this romantic dramedy dished out some harsh advice for singles and married folks alike. It was the wake-up call we needed, even if we didn't want it.
Lost In Translation (2003)
This tale of an unlikely friendship made us all question where life would be taking us and who we would spend it with. Bill Murray and Scarlett Johansson were magic.
Many millennials would probably identify as "Rentheads." The movie version of the musical was everything Rentheads were hoping for and reminded us of the value of each day.
Mean Girls (2004)
In your twenties, you're (hopefully) ready to look back on your high school experience and laugh. This rowdy comedy gave us all a chance to do it while picking up new slang (i.e. "fetch") and lots of quotable moments.
Old School (2003)
Three grown men take over a frat house on a college campus and try to reclaim their youth. It was a hilarious ride full of moments that brought us right back there. "Frank the Tank" will always have a special place in our hearts.
Silver Linings Playbook (2012)
Another amazing book-to-movie adaptation, Pat (Bradley Cooper) and Tiffany (Jennifer Lawrence) taught us to embrace what makes us unique and live in the moment.
Love Actually (2003)
The stories of eight different couples help paint a very real picture of love. Chances are, you've made watching it a Christmas tradition.