For TV shows, Ted Lasso is so good at this. So good. At first, it seems like the show will be a caricature of real life kind of like It's always sunny (but less criminal and more quirky), but then it reels it back in to real life again.
For movies maybe these:
But I'm a Cheerleader
The Sandlot
The Addams Family
A Goofy Movie
Star Trek: The Wrath of Khan
Forrest Gump