Photo by Jeremy Yap/Unsplash The Greatest Date Conversations from Movies image

A good first date includes attraction, memorable moments, and great conversation. 

Over the years Hollywood has created and captured dozens of these moments—from sprinting around an IKEA to zipping through the streets of Rome on the back of a Vespa. You can learn a lot from watching these classic date scenes!

We collected famous movie quotes and videos from the greatest dates ever filmed, including Roman Holiday, Before Sunrise, and When Harry Met Sally. Although these scripted moments may not feel the same as going out with someone in real life, they serve as excellent inspiration for what each of us hopes romance will feel like. 

Here are some of our favorite movie date scenes and romantic conversations on film, many of them within the context of a first date. Let us know which moments we missed below!

500 Days of Summer

“It’s official. I’m in love with Summer. I love her smile. I love her hair. I love her knees. I love how she licks her lips before she talks. I love her heart-shaped birthmark on her neck. I love it when she sleeps.” That quote is worth the price of admission, but the IKEA date from 500 Days of Summer is arguably the best first date ever filmed. 

When Harry Met Sally

“I love that you get cold when it’s 71 degrees out. I love that it takes you an hour and a half to order a sandwich. I love that you get a little crinkle above your nose when you’re looking at me like I’m nuts.” This amazing scene shatters every romantic movie cliche in a single blow.

Crazy Stupid Love

“I can do the thing from Dirty Dancing.” What else needs to be said about this scene?

It’s a Wonderful Life

“I’ll give you the moon, Mary.” George Bailey, portrayed by Jimmy Stewart, inadvertently delivers one of the most romantic monologues of all time after his date with Mary.


“We’ll always have Paris.” We’re not crying you’re crying!

Before Sunrise

“Isn’t everything we do in life a way to be loved a little more?”

Roman Holiday

“Rome! By all means, Rome.” If you get a chance to zip around Rome dressed fabulously on a Vespa, do it.