9 Date-Night Movies He’ll Actually Watch

It’s date night, and it’s your turn to choose the movie. The pressure is on to choose one that your boyfriend will like too, so we’re here to help! Going behind enemy lines, we asked some college boys which movies they actually don’t mind watching on date night, and some of the titles might surprise you! Make sure to reference this list next time you’re looking for the perfect date-night movie for you and your cutie.

1. Hitch (2005)

A man (Will Smith) who has a flair for flirting with girls (and is a professional “date doctor,” as he likes to call it) helps his less-fortunate client with his flirting techniques so he can get a date. However, in the movie, the “date doctor” cannot seem to get a date with his dream woman, no matter how hard he tries.

The film is cute and romantic, which makes it perfect for cuddles, but it’s hilarious enough to make you laugh with your guy all night!

Why he’ll like it

Will Smith is a man of many talents, and his humor in this movie is fresh and witty. Your guy will like that this movie is funny without being overly romantic and cheesy. Plus, he might pick up some tips for how to romance you!

2. Date Night (2010)

A middle-aged couple (Tina Fey and Steve Carell) decides to spice up their dating life by going on a date, fancy dress and all. What they don’t know is that they’ll be dragged into a crazy night of escaping thieves instead of the calm dinner they expected.

If you’re looking for more of an action movie for your date night, look no further. This movie was made for date night (just look at the title)! It’s funny so you both can enjoy it without him getting bored with clichéd love scenes. Plus, Fey and Carell are both hilarious!

Why he’ll like it

The film is about a date gone wrong, and more than once there are crazy chase scenes and humorous panic from both Fey and Carell. He’ll enjoy that it isn’t full of cheesy, romantic clichés.

3. Say Anything… (1989)

When a guy’s determined to get the prettiest girl at school (Ione Skye), he’ll stop at nothing to do so, especially when he ends up falling in love. Lloyd (John Cusack) wins the affection of a girl and loses it due to her overbearing father, but he refuses to give up, going so far as to create the iconic boom box scene. It’s a movie that gets cuter with every passing minute. It’s great for cuddles on the couch and reminiscing about how your own romance started.

Why he’ll like it

Boys like stories where the boy gets the girl. They also enjoy laughing at terrible ‘80s fashion. So while you get all teary-eyed over how cute Cusack is with the boom box, he can make comments about the ridiculous trench coat Cusack’s wearing.

4. How to Lose a Guy in 10 Days (2003)

Benjamin (Matthew McConaughey) is assigned to have a woman to fall in love with him in 10 days. Andie (Kate Hudson) is assigned to lose a guy in 10 days. And right after they get these assignments, Benjamin and Andie run into each other, both determined to make their deadlines. Too bad their feelings get in the way…

This film has a simple-to-follow plot, hilarious antics and an aesthetically pleasing cast. It’s definitely one to enjoy on your night in.

Why he’ll like it

Hudson and McConaughey are complete jokesters. Your guy will be laughing until his stomach hurts from the great story these two create.

5. When Harry Met Sally… (1989)

Harry (Billy Crystal) and Sally (Meg Ryan) are two friends going in different directions. But in the midst of their lives, they always find time to get back to each other. While they claim that a guy and a girl can be just friends, this movie proves otherwise.

This movie is funny and cute, and it’ll have you getting into the storyline in no time. Crystal and Ryan play such opposites that it’s impossible not to laugh during the film!

Why he’ll like it

Between the scene where Sally fakes an orgasm in a very populated restaurant and the general banter between the two leads, your boy will laugh and have a good time while you coo over the romance.

6. (500) Days of Summer (2009)

Tom (Joseph Gordon-Levitt) falls in love with Summer (Zooey Deschanel). And while he saw their relationship as perfect (cute and quirky couple moments included), when it all comes crashing down unexpectedly, Tom must reevaluate the 500 days that Summer took up in his life.

This movie is more than some sappy romance you’ve dragged him to see; it’s a tale of a realistic relationship. And Gordon-Levitt and Deschanel get up to some pretty odd shenanigans, which means the two of you will definitely enjoy this movie.

Why he’ll like it

The film has enough sobering moments for him to not see it as a chick flick, which means that it’ll fit his idea of a date-night movie. “I’ve watched this movie about 10 times with my girlfriend and we now both have a copy,” says Ben, a student at the University of Oregon. Your guy will empathize with Tom as he goes through loving and losing a girl, and he’ll probably get some snuggles as the on-screen relationship progresses.

7. Love Actually (2003)

Follow the tale of several people as they experience love. Whether it’s through a man who has just lost his wife, a son who falls in love with his classmate, a man who falls for his best friend’s wife or a Prime Minister who spends a lot of time thinking about his secretary, this movie shows how love is all around us.

Prepare for “aww” moments, because this holiday movie is the absolute cutest. If you enjoy adorable couples, sweet storylines and dry humor, you’ve found the perfect movie for your date night.

Why he’ll like it

This movie is more than just sappy romance, even though that’s what it promotes. It has classic one-liners, an incredibly talented cast, some drama that adds to the overall plot and Rowan Atkinson playing the best store clerk in history, so it’s definitely worth a watch. Your guy will love that this movie has a mix of romance, comedy and quirkiness.

8. Scott Pilgrim vs. the World (2010)

When Scott (Michael Cera) meets Ramona Flowers (Mary Elizabeth Winstead), he’s blown away by how fascinated he is with her. But to be able to date her, he must defeat all of her evil exes. And thus begins Scott going on possibly the most challenging date of all time.

This movie is comical, and Cera is a compete goof on screen. The characters are all eccentric and quirky, making for laughs and sprinkles of romance just to remind you two that it’s date night.

Why he’ll like it

The movie is based off the graphic novel series Scott Pilgrim, and what boy doesn’t like comics? “I feel like it’s more of a boy movie, but she can enjoy it too, so we can both watch it,” says Eli, a student at the University of Oregon. This movie has lots of action and insanity that will keep him entertained the entire time. Plus, the film is made to look like a comic book too, so he’ll definitely be into that!

9. The Princess Bride (1987)

When your true love is lost at sea and you are betrothed to a man you despise, what happens when you’re kidnapped by the Dread Pirate Roberts, who ends up being your true love? In this movie, a young, sick boy’s grandfather reads him an epic romance story, and this movie takes you along for the ride.

This movie is a classic. It has romance, chivalry, sword fighting, humor, hidden identities and just about anything you could want to watch. It’s perfect for any night, especially one where you want to watch a great movie with your guy.

Why he’ll like it

Like we said, this movie has everything, and he’ll get caught up in the sword fighting, revenge, giants, pirates and humor. And the priest has a hilarious voice, so you know he is going to watch it for that!

 

When we asked the guys which movies they liked, they all agreed on one thing: if you’re going to watch a movie, it needs to be easy to follow. “If I have to pay attention to the plot, I can’t pay attention to my girl,” says Alex, a student at the University of Oregon. See, collegiettes—he just wants to spend time with you!

Happy date night!

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About The Author

Morgan Hegarty is a Journalism student at the University of Oregon and National Contributor Writer for Her Campus. Originally from sunny SoCal, Hegarty has lived in California, Oregon, and Colorado, resulting in her love for any climate.
Ever since she was a wee little lady, Hegarty has loved writing. In primary school Hegarty was called "Harriet the Spy" by her teacher because she always could be found writing in the black composition notebook tucked under her arm. As time went on Hegarty would continue to write and decide to make a career of it, thus choosing the UO as the perfect school for her to become an accomplished writer for either magazines or web.
Her interests include England (a lifelong obsession and a future study abroad), rock music, film (she loves British comedy), and playing around with various computer programs in her spare time. When she isn't headfirst in her studies she can be found either blogging or watching "The Carrie Diaries."
Hegarty's writing endeavors include her own blog called "Teenage Enthusiasm" (her baby for three years now), a teen blogger for The Huffington Post, and her time here on Her Campus.