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The Best Date Movies Of All Time

Need a Date Night Movie? Try One of These


If you are anything like me, dinner and a movie dates are the catchalls for when you don't have time for anything else, or haven't the inclination to come up with a creative date idea. Which for most people isn't a problem -- until you have to come up with a date movie that both of you will enjoy.

So stop stressing and pick a flick from this comprehensive list of great date movies, or feel free to email me your suggestions if you think I've missed something crucial.

1. Eternal Sunshine of the Spotless Mind

Eternal Sunshine of the Spotless Mind
Focus Features
If only we could erase the memories of partners past - what kind of trouble could we get into? In my mind, this is what Eternal Sunshine of the Spotless Mind is all about: playing with fate, and fate having a laugh at our expense. Because if we were meant to meet someone, then erasing their existence from one's memory could only lead to -- meeting them again. Or could it?
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2. Say Anything

I once saw a gent who'd dressed up as the main character (played by a very young John Cusak) at a Halloween party. With zero exaggeration, both men and women flocked to him all night. Even after it's wenty year anniversary, folks still fondly remember this film - and like the tagline says, "To know Lloyd Dobbler is to love him." Anyone who has watched this movie, does. A great film to see for couples who have struggled to either be or stay together, proving that sometimes love is enough.
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3. The Princess Bride

A bit of a Cinderella story that leans more towards the fantastical, The Princess Bridge is a beautiful tale of a grandfather reading a bedtime story to his grandson. From giants to accomplished swordsmen, monsters and princes, this is a movie sure to delight singles and couples everywhere, and is a perfect show for single parent who'd like to involve their children in a movie date night.
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4. When Harry Met Sally

Can men and women just be friends? Its a long standing debate, and it couldn't hurt to know how your partner feels about the subject. When Harry Met Sally is now a classic tale of friends who were friends for years, until one of them realized they felt like more than just friends, and went for it. Consequences be dammed, this is a great flick for those who took a risk for a date, or just those who enjoy a decent story and numerous laugh out loud moments about love and relationships.
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5. Casablanca

Humphrey Bogart and Ingrid Bergman shine in this classic love story - so classic that some lines are still a part of our everyday conversation, more than sixty-five years after the film was first release to movie goers. This film has it all: scandal (wooing a woman from her husband), intrigue (political unrest in Africa in the early days of World War II), political ("I stick my nose out for nobody,") and sexy (the tension between the two leads is palpable).
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6. Run Lola Run

One of my all-time favorite movies, Run Lola Run is an obviously German piece that tells a story in a highly unusual way: what if you did one thing differently in the course of your day. How subtle of a change would there be? Think of a techno, hard hitting, much more angry/sexy version of "Its a Wonderful Life," and you'll get it - kind of. Just watch it with your date and some popcorn, and be prepared to buy the catchy soundtrack when you're finished.
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7. Stranger Than Fiction

Will Ferrell stars in a semi-serious role about a perfectionist accountant for the IRS, whose attention to detail extends to such minutiae as how many tiles line the bathroom walls and how many steps it takes to cross the street. But when he meets tattooed entrepreneur and baker Ana (Maggie Gyllenhaal) because of a internal voice that seems to be narrating his every move, he has to wonder if he's in love - or just plan crazy. Dustin Hoffman, Emma Thompson and Queen Latifah flesh out this dramatic, romantic, dark comedy, perfect for couples who love strong, quirky, original stories.
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8. Fifth Element

A young lady informed me about the premise of this film before I'd watched it. "The fifth element is love!" she exclaimed when she found the DVD amongst my things. So yes, the fifth element is love, but there's a whole lot of action, sensuality and laughs on the way to getting there.
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9. Donnie Darko

Although a tad emo for some, Donnie Darko is a brilliant, tongue wagging film that is hard to describe so as not to give away any of the surprises for those who haven't watched it yet. So I'll just say that this is the kind of movie that you'll want to watch several times over, as both the soundtrack and movie ripen with age.
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10. Terminator

With a huge budget for a film (at the time) and a surprising amount of tender, romantic moments, Terminator is one of those flicks that falls into the surprising perfect date movie category. Although there aren't a lot of opportunities in Terminator for some mild couch kissing because of the jam packed storyline, there are ample plot twists and sweet nothings to keep both of you hanging on your seats, or at least on to each other.
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