CAMBRIDGE, MASSACHUSETTS • 1997

How about them
apples?

The line that made two unknown writers stars overnight.

A film written by Matt Damon & Ben Affleck

Ridiculous Lines Only Writers Would Keep

These lines feel like they were scribbled in the back of a Somerville bar and never meant to leave the table. Somehow they made it to the screen.

“My boy’s wicked smart. He’s gonna be a doctor or a lawyer or somethin’.”
— Chuckie, after three beers and zero irony
“Do you like apples? Yeah? Well I got her number. How do ya like them apples?”
— Will, inventing the most Boston flex in cinema history
“You’re a genius, Will. But you’re also an asshole.”
— Sean Maguire, delivering the gentlest Boston compliment possible

The Script That Launched Everything

Damon and Affleck wrote the thing in their early twenties, mostly in coffee shops and on the floor of whatever apartment they were crashing in. The original draft was reportedly 700 pages long. They trimmed it down to something that actually felt like two Southie kids trying to outsmart the world.

When Miramax bought it, the story goes that the two friends were still living like broke actors. The sale changed the trajectory of both careers in one afternoon.

Quiet Cambridge street in morning light

Robin Williams, of All People

Everyone assumed the therapist role would go to a serious dramatic actor. Instead they gave it to the man best known for talking to a lamp. Williams brought something no one expected: restraint, sadness, and the quiet authority of someone who had actually lived through loss. The scenes between him and Damon crackle because neither actor tries to outshine the other. It’s two people simply sitting in a room, trying to figure out how to be decent.

Boston Is the Third Lead

The film doesn’t just use Boston as scenery. The city’s class lines, its suspicion of outsiders, its particular brand of loyalty and cruelty all live inside every scene. Harvard is treated like an alien planet. Southie bars feel like churches. Even the way people talk — the dropped r’s, the sudden affection that sounds like an insult — is the real texture of the movie.

Without that specific Boston, the story collapses into generic inspiration porn. With it, the film becomes something rarer: a love letter to the place that made its writers.