The Best Unconventional Date Movies For Your Valentine’s Day

Sometimes The Notebook just doesn’t cut it.

Movies have always been a staple in date ideas. Sitting in the back row, watching a movie with your partner (but not really watching the movie, if you catch my drift) is an appealing concept. So intimate, getting to share the experience of the movie world together, while also getting to take part in something that the rest of the world is watching as well. It can lead to stimulating conversation, and can allow you to learn more about your partner through their taste.

However, being the lover of all movies I am, I tend to see movies with partners that stray from the typical romantic fluff or current blockbuster. I like to really test my partner through the movies I show them. Here’s a few of my most memorable date movie experiences.

Little Shop of Horrors (1986)


This film is my personal litmus test of whether or not I can truly date someone. Little Shop has something for everyone- a romantic subplot, musical numbers, horror elements, 1980’s comedy stars- you name it. It’s a campy movie that will literally make you laugh and cry within minutes. Not to mention it was my childhood favorite, so liking this movie really does mean a lot to me on a personal level.

The Room (2003)

Every person I’ve ever dated has loved The Room. This unintentionally funny cult movie directed by and starring the legendary Tommy Wiseau takes the stereotypical romance movie to new heights.

The dialogue is filled with cringey gems that you’ll be quoting for the rest of your life, and will be a wholesome and fun bonding experience with your partner. Even better, pair it with The Disaster Artist (the new film about the making of the room starring James Franco), and make it a double feature.

Halloween 3: Season of the Witch (1982)

This is truly my partner and I’s movie. There was one day, before we dated, where I was taking a nap in his living room while he was in his bedroom watching this film. I woke up to the creepy stylings of the movie’s theme (“Happy happy Halloween, Halloween, Halloween…”), and without even seeing it, I was immediately hooked. We watched it when we started dating, and I fell in love with this underrated classic (even if Michael Myers isn’t in it).

The To-Do List (2013)

the to-do list

My first official date with my first real boyfriend consisted of sitting in his grandma’s living room and watching this movie on demand.

This awkward comedy about a teenage girl (Aubrey Plaza) trying to lose her virginity before college was a surprisingly great way to break the ice between us, also being young and sexually inexperienced. Afterwards we watched Juno. That, on the other hand, is not a movie I would recommend on a first date.

Carrie (1976 and 2013)

Sissy Specek as Carrie

It seems like this movie follows me with every relationship I’ve been in.

I met my first boyfriend as a teenager (who I dated for five days, or a “business week” as we called it) at a performance of Carrie: the Musical, which yes, is a real thing. After that I met the following boyfriend at the midnight premiere of the Carrie remake. And of course, strangely enough, a week after my current partner and I started dating, the original Brian DePalma classic ended up being on TV.

I don’t know what it is about this movie, but I’m not complaining. It’s a great movie.

The Rocky Horror Picture Show (1976)


Another instance of “if you don’t like this one, we can’t date.”

This one is kind of cheating, since my current partner and I are both part of a Rocky Horror shadowcast. We met as co-stars, and bonded over our love of the movie. He had been a fan since practically kindergarten, and had been part of the cast for 15 years. I was new to shadowcasting, but I had been going to screenings since I was 12. It brought us together, and is definitely the most important movie in my life.

Sometimes the most romantic movies are the most unexpected ones. Every couple has those films, the ones that really bring them together. Whether it’s through humor, fear, or sadness, a film can bring out emotion between you and your partner in a way that you might not get from other shared experiences. For your next date night, consider showing your partner your favorite movie. Maybe you’ll learn something new about them.

Honestly, I think I’d have a hard time dating someone who didn’t share the same weird taste as me. It’s surprisingly a big part of any relationship. Having something like that in common can be hugely beneficial. Movies can say a lot about your personality and interests. And who knows, perhaps after watching, they’ll fall for you even more.

Read more ideas for Valentine’s Day like: How To Show Love By Making a Difference This Valentine’s DayHow to Annoy People in Love on Valentine’s Day: Top 10 List, or My Complex Life and Lessons Around Valentine’s Day.