10 Movies to Watch in your 20's

10 Movies Every 20-Year-Old Should Watch

Let’s be honest, surviving your twenties takes some determination, a bit of coffee, and an inspirational quote folder in your phone. There’s the constant sleep deprivation, which doesn’t help the anxiety felt about the trajectory of careers and relationships, and being too broke to escape it all for a weekend. So you go the cheap way to find comfort in this quasi zombie-freakout decade: watching movies that either get you to laugh about your situation or make you believe things are going to work out. Make sure you choose the best ones by reading through these top 10 movies we believe everyone in their twenties should watch.

10 Movies to Watch in your 20's

The Devil Wears Prada

Feel like you’re drowning at work? Have a boss who ruins every aspect of your life? This Anne Hathaway classic gives you a chance to laugh at the frustrating sacrifices you have to make to get to the top.  

Relevant quote: “Is there some reason that my coffee isn’t here? Has she died or something?” -Hathaway’s Boss


10 Movies to Watch in your 20's

Short Term 12

Brie Larson shines in this emotional tale about a twenty-something woman working in a foster care facility for at-risk youth. She wants to help others, but is kind of screwed up herself and doesn’t quite know if anything she does actually has an impact.

Relevant quote: Grace: “Mason, you have no idea what I’m going through right now.”

Mason: “Then tell me. That’s how this works. You talk to me about it so that I       can take your hand and fucking walk through this shit with you.” 


10 Movies to Watch in your 20's

Before Sunrise 

Even with the overarching struggle of your twenties, there are pockets of dreaming and deep, meaningful connections that keep you going. This movie is one long conversation between two strangers who just want to figure out what the meaning of life is. Simple, right?

Relevant quote: “I don’t know, I think that if I could just accept the fact that my life is supposed to be difficult. You know, that’s what to be expected, then I might not get so pissed-off about it and I’ll just be glad when something nice happens.”


10 movies to watch in your 20's

Someone Great

Your 20’s are full of growth, and sometimes that means growing in a different direction than your partner, but you’ll always be able to count on your friends to help pick you up after a painful breakup. This is perfectly mirrored in this story, which is based on the writer/director’s own earth-shattering heartache.

Relevant quote: “I met you when everything was new and exciting, and the possibilities of the world seem endless. And they still are… for you, for me, but not for us.”


10 Movies to Watch in your 20's

Horrible Bosses

For those who aren’t just stuck in a rut, but also have to deal with ridiculous bosses and their annoying antics, here’s your chance to live out the fantasy of standing up to them.  

Relevant quote: “The only thing in my refrigerator is an old lime. Could be a kiwi, no way to tell.”


10 Movies to Watch in your 20's

Office Space

This is another one for those who are stuck in mind-numbingly dull cubicles all day. Have a cathartic moment and watch Ron Livingston try to rob his company out of boredom. 

Relevant quote: “The thing is, Bob, it’s not that I’m lazy, it’s that I just don’t care.”


10 Movies to Watch in your 20's


Dealing with grief while struggling to find your way back to who you were before you fell into a self-sabotaging spiral is far from easy. When Cheryl Strayed lost her mom during a very important time in her life, she lost herself to drugs and men. This movie is for those in their 20’s who feel lost, and are trying to figure out how to find their way back.   

Relevant quote: “Here’s some questions I’ve been asking myself. What if I forgive myself? What if I was sorry? What if I could go back in time? I wouldn’t do a single thing differently. What if all those things I did were the things that got me here?”


10 Movies to Watch in your 20's

Bridget Jones Diary 

Call it a frivolous romantic comedy, but what it boils down to is that Bridget Jones spends the entire movie fighting the patriarchy. She has to deal with her boss’s fragile male ego, the judgement of every coupled up person in her life, and the handsiness of her perverted family friend and colleague. Trust me, this will put the fight right back in you.  

Relevant quote: “Thank you, Daniel, that is very good to know. But if staying here means working within ten yards of you, frankly, I’d rather have a job wiping Saddam Hussein’s arse.” *cue Respect by Aretha Franklin*


10 Movies to Watch in your 20's

Pride and Prejudice (2005)

This one will make you believe in love again. Full stop.  

Relevant quote: Mr. Bennet: “I cannot believe that anyone can deserve you… but it appears I am overruled. So, I heartily give my consent.”

Elizabeth Bennet: [kissing and hugging him] “Thank you.”

Mr. Bennet: “I could not have parted with you, my Lizzy, to anyone less worthy.”


10 Movies to Watch in your 20's

The Incredible Jessica James

For fans of Broad City, this is for you. It’s got the city, the extremely relatable character who refuses to let anyone tell her she’s unworthy, and the honesty of how hard it is to figure out that next step post-college. Despite what the world thinks, women aren’t always ruled by low self esteem and Jessica gives you permission to believe in how awesome you are. 

Relevant quote: Boone: “How do you pay your rent?”

  Jessica James: “I work at a non-profit in Hell’s Kitchen. I teach public school kids how to write and produce their own plays.”

  Boone: “So, how do you pay your rent?” 

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