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14 January 2025
Valentine’s Day is just around the corner, and I get it—if you're tired of watching the same old rom-coms like The Notebook or Love Actually, then you’re in the right place. While those classics are great, sometimes it’s nice to mix it up, right? Whether you're single, in a relationship, or just want to enjoy a night with your best friends, I’ve got you covered with a list of underrated Valentine’s Day movies that you might not have seen yet but are totally worth your time.
These aren’t your typical love stories. From quirky romantic comedies to emotionally-charged dramas, these films dive deeper into what love really means, showing you different sides of relationships—some messy, some beautiful, and some downright unexpected. So grab your snacks,
Alright, imagine this: you’re watching a romance where the timeline is all over the place. Sounds confusing? Well, that’s exactly what The Last Five Years does, and it’s genius. This musical drama tells the love story of a couple from the beginning and the end at the same time—literally. The woman’s story starts at the end of their relationship, while the man’s story starts from the beginning.
Why you need to watch it:
It's a unique storytelling method that hits you in the feels.
You’ll either end up crying or cheering for them—or maybe both.
The songs are ridiculously catchy, and they’ll stick with you.
Style tip: For a movie night inspired by this, channel the relaxed vibe of the film with a simple sweater, fitted jeans, and comfy boots. It’s that “I’m cozy, but still cute” look.
This one isn’t your typical love story—it’s deep, a little trippy, and seriously thought-provoking. After breaking up, Clementine and Joel erase each other from their memories. But while this sci-fi romance may seem like a wild ride, it digs into whether erasing painful memories is worth it in the end.
Why you need to watch it:
It’s one of those movies that makes you think long after the credits roll.
The love story isn’t perfect—just like real relationships.
The visuals are stunning, and it’s just one of those films that sticks with you.
Style tip: Clementine’s bold fashion choices (like her ever-changing hair colors) are as quirky as her character. If you’re going for a vibe inspired by her, try something vibrant and fun—like a red dress with statement jewelry or a funky scarf.
Here’s the deal with Celeste and Jesse Forever—it’s about a couple who’s already separated, but they’re still very much involved in each other’s lives. It’s a unique take on love, showing that just because you're not romantically involved anymore doesn’t mean the bond vanishes.
Why you need to watch it:
It’s real—no fake rom-com fluff here.
The movie asks tough questions about love, friendships, and moving on.
Plus, it’s hilarious at times, and that makes the deep stuff feel a little easier.
Style tip: Celeste’s look is a perfect blend of effortless chic—think high-waisted trousers paired with a sleek blouse or a tailored blazer for a date night that feels fancy but still chill.
Okay, picture this: Two strangers meet on a wild night in New York City, and they end up spending the whole night together. Their connection? A shared love for music and a night of adventure. This one is fun, fast-paced, and doesn’t take itself too seriously.
Why you need to watch it:
It’s spontaneous and fresh, making it perfect for a last-minute Valentine’s Day.
The music is killer—if you’re into indie and alternative tunes, you’re in for a treat.
It’s lighthearted but still gives you that “aww” moment.
Style tip: The fashion here is casual cool—graphic tees, vintage jackets, and sneakers. If you're heading out with someone special (or alone, no judgment), this is the comfort chic look you want for your date night.
Now, 500 Days of Summer is one of those movies that you think is a typical rom-com, but it’s not. It’s about the highs and lows of a relationship, and it doesn’t hold back from showing the harsh truth. Sometimes love doesn’t last, and that’s okay too.
Why you need to watch it:
It’s real—no fairy tale ending here.
The unique timeline and how it flips back and forth will keep you hooked.
It’s a movie about growth and self-discovery post-breakup.
Style tip: Joseph Gordon-Levitt’s character rocks
Okay, this one isn’t exactly a romance movie, but hear me out—The Station Agent is about finding connections in the most unexpected places. The story follows a man who moves to a small town for peace and quiet but ends up making connections with two equally lonely people. It’s heartwarming and emotional, without being overly sentimental.
Why you need to watch it:
It’s got that quiet charm that’s easy to love.
It’s a perfect pick if you want something more subtle and meaningful this Valentine’s Day.
It’s about friendship and human connection—perfect for a solo movie night.
Style tip: The fashion here is simple, focusing on practicality—think chunky scarves, cozy sweaters, and comfortable jeans. For a low-key date night, throw on your coziest sweater and some comfy boots.
This indie rom-com by Josh Radnor (yep, Ted Mosby from How I Met Your Mother) is about a group of friends navigating the complicated world of dating and love. It’s quirky, charming, and feels real. Plus, the witty dialogue will have you hooked from the get-go.
Why you need to watch it:
The movie is honest, funny, and emotionally complex.
The characters are relatable, and it feels like it could easily be about your own friend group.
Perfect for when you want to watch something fun and thought-provoking.
Style tip: The fashion is comfy but cute—think oversized sweaters, flannel shirts, and cute scarves. For your Valentine’s Day movie night, opt for a chic yet cozy sweater paired with leggings or relaxed jeans.
This one’s for those who love a good night-in-New-York story. Before We Go is about two strangers who meet in the city and
Why you need to watch it:
It’s a simple yet meaningful story about unexpected connections.
The New York City backdrop gives it that magical romantic vibe.
It’s perfect for when you want to relax and watch something charming and low-stakes.
Style tip: The characters’ outfits are effortless, featuring casual blazers, stylish scarves, and jeans. For a cozy movie night, go for a smart casual look—think button-down shirt with dark jeans and comfortable boots.
A beautifully honest look at teenage love, The Spectacular Now isn’t just about romance—it’s about growing up, finding yourself, and learning from mistakes. Sutter and Aimee are an unlikely couple, but their connection teaches them both valuable lessons about love and self-worth.
Why you need to watch it:
It’s a coming-of-age romance that feels real and emotional.
The characters grow, learn, and develop, making it more than just a high school love story.
If you’re looking for something that’s raw and genuine, this is it.
Style tip: Sutter’s look is classic California casual—think button-up shirts, casual blazers, and chinos. For a Valentine’s Day vibe, try a relaxed button-down shirt with skinny jeans and a pair of chic sneakers.
This film challenges the traditional notion of relationships, as it shows a couple who decides to stay friends after they divorce. It’s a beautiful exploration of love, friendship, and the struggle to let go of someone you once cared deeply about.
Why you need to watch it:
It’s emotional and offers a new perspective on love after a breakup.
Rashida Jones and Andy Samberg deliver incredible performances.
A great pick for anyone who’s ever wondered if friendship can survive a breakup.
Style tip: Celeste’s style is minimalist yet chic—think tailored pieces, blazers, and sleek accessories. For your Valentine’s Day date, go for a
There you have it—10 underrated Valentine’s Day movies that are anything but ordinary. These films offer fresh, heartfelt takes on love, relationships, and everything in between. Whether you’re looking for something fun, thoughtful, or even quirky, these movies will definitely add something new to your Valentine’s Day celebration.
So, forget the usual clichés this February 14th. Pop some popcorn, pick one of these gems, and watch as love unfolds in all its beautiful and unpredictable forms.
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