The Best Movies to Watch on a First Date

What to watch when you first start dating

Sandra Drooper Sandra Drooper

Are you looking for the best movies to watch on a first date?

Going on a first date can be a daunting experience. You want to make a good impression and choose the perfect movie to set the mood.

First Date Movie Considerations…

Here are a few things to consider when choosing a best movie for a first date:

Once you’ve considered these factors, you can start narrowing down your choices when selecting the best movie to watch on a first date.

Best First Date Movies to Watch

Here are a few of the best movies to watch on a first date:

Before Sunrise (1995): This romantic comedy follows two strangers who meet on a train in Europe and spend the night talking. It’s a beautiful and moving film that will stay with you long after the credits roll.

Before Sunrise (1995)

A young man and woman meet on a train in Europe, and wind up spending one evening together in Vienna. Unfortunately, both know that this will probably be their only night together.
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10 Things I Hate About You (1999): This Shakespeare adaptation is a fun and lighthearted romantic comedy. It’s perfect for a date night when you want to laugh and enjoy each other’s company.

10 Things I Hate About You (1999)

On the first day at his new school, Cameron instantly falls for Bianca, the gorgeous girl of his dreams. The only problem is that Bianca is forbidden to date until her ill-tempered, completely un-dateable older sister Kat goes out, too. In an attempt to solve his problem, Cameron singles out the only guy who could possibly be a match for Kat: a mysterious bad boy with a nasty reputation of his own.
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Roman Holiday (1953): This classic romantic comedy stars Audrey Hepburn and Gregory Peck as two people who fall in love while on vacation in Rome. It’s a charming and timeless film that will appeal to movie lovers of all ages.

Roman Holiday (1953)

Overwhelmed by her suffocating schedule, touring European princess Ann takes off for a night while in Rome. When a sedative she took from her doctor kicks in, however, she falls asleep on a park bench and is found by an American reporter, Joe Bradley, who takes her back to his apartment for safety. At work the next morning, Joe finds out Ann’s regal identity and bets his editor he can get exclusive interview with her, but romance soon gets in the way.
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The Princess Bride (1987): This fantasy adventure film is a hilarious and romantic story about a young woman who falls in love with a farmhand. It’s a perfect choice for a date night when you want to have some fun and escape reality for a while.

The Princess Bride (1987)

In this enchantingly cracked fairy tale, the beautiful Princess Buttercup and the dashing Westley must overcome staggering odds to find happiness amid six-fingered swordsmen, murderous princes, Sicilians and rodents of unusual size. But even death can’t stop these true lovebirds from triumphing.
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Sleepless in Seattle (1993): This romantic comedy stars Tom Hanks and Meg Ryan as two people who fall in love over the radio. It’s a sweet and heartwarming film that will make you believe in love and is a great movie for a first date.

Sleepless in Seattle (1993)

When Sam Baldwin’s wife dies, he is left to bring up his eight-year-old son Jonah alone, and decides to move to Seattle to make a new start. On Christmas Eve, Jonah rings a radio phone-in with his Christmas wish to find a new wife for his dad. Meanwhile in Baltimore, journalist Annie Reed, who is having doubts about her own relationship, is listening in.
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When Harry Met Sally… (1989): This classic romantic comedy stars Billy Crystal and Meg Ryan as two friends who fall in love over the years. It’s a hilarious and heartwarming film that will make you laugh and cry.

When Harry Met Sally… (1989)

During their travel from Chicago to New York, Harry and Sally debate whether or not sex ruins a friendship between a man and a woman. Eleven years later, and they’re still no closer to finding the answer.
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The Notebook (2004): This romantic drama stars Ryan Gosling and Rachel McAdams as two people who fall in love in the 1940s. It’s a beautiful and moving film that will stay with you long after the credits roll.

The Notebook (2004)

An epic love story centered around an older man who reads aloud to a woman with Alzheimer’s. From a faded notebook, the old man’s words bring to life the story about a couple who is separated by World War II, and is then passionately reunited, seven years later, after they have taken different paths.
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Crazy, Stupid, Love (2011): This romantic comedy stars Steve Carell, Julianne Moore, and Ryan Gosling as a man who learns how to get back into the dating game after his wife leaves him. It’s a funny and heartwarming film that will make you laugh and believe in love again.

Crazy, Stupid, Love. (2011)

Cal Weaver is living the American dream. He has a good job, a beautiful house, great children and a beautiful wife, named Emily. Cal’s seemingly perfect life unravels, however, when he learns that Emily has been unfaithful and wants a divorce. Over 40 and suddenly single, Cal is adrift in the fickle world of dating. Enter, Jacob Palmer, a self-styled player who takes Cal under his wing and teaches him how to be a hit with the ladies.
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The Big Sick (2017): This romantic comedy-drama stars Kumail Nanjiani as a Pakistani-American stand-up comedian who falls in love with a white woman. It’s a funny and heartwarming film that will make you laugh and cry.

The Big Sick (2017)

Pakistan-born comedian Kumail Nanjiani and grad student Emily Gardner fall in love but struggle as their cultures clash. When Emily contracts a mysterious illness, Kumail finds himself forced to face her feisty parents, his family’s expectations, and his true feelings.
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Crazy Rich Asians (2018): This romantic comedy stars Constance Wu as a Chinese-American economics professor who travels to Singapore to meet the family of her boyfriend, Nick Young. It’s a fun and lighthearted film that will make you laugh and enjoy each other’s company. A really fun one for the best movie to watch on a first date.

Crazy Rich Asians (2018)

An American-born Chinese economics professor accompanies her boyfriend to Singapore for his best friend’s wedding, only to get thrust into the lives of Asia’s rich and famous.
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Serendipity (2001) – Fate, destiny, and true love. Two people search for each other years after the night they first met, fell in love, and separated, convinced that one day they’d end up together.

Serendipity (2001)

Although strangers Sara and Jonathan are both already in relationships, they realize they have genuine chemistry after a chance encounter – but part company soon after. Years later, they each yearn to reunite, despite being destined for the altar. But to give true love a chance, they have to find one another again.
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Final thoughts on the best movie to watch on a first date

No matter what movie you guys choose to watch, the most important thing is to enjoy each other’s company. After all, that’s what a first date is all about! Remember to do something else besides just watching a movie so that you can enjoy getting to know the person you are on a date with!