King Kong (1933)

After hearing a scream and seeing a woman peering down from a window, he scales the tall hotel building. Kong's great eyes peer through a window searching for Ann. He reaches into the window of the room and grabs a sleeping woman from her bed. When he discovers she isn't the object of his affection, he opens the fingers of his hand and drops her headlong to her death on the street far below. Then he peeps through another window and glimpses Ann and Driscoll in another room higher up in the hotel skyscraper. He crashes through the window with his giant arm and Driscoll is knocked out defending Ann. Then Kong plucks her from the bed in the bedroom and recaptures her. He carries her to the roof, but then descends soon after, before Denham and Driscoll can stop him.


On his way, after being startled by the sight of a passing elevated train on Third Avenue - thinking it is some gigantic snake - he tears up the track as a second train approaches, causing the second train to turn over and crash. Kong further damages the train (killing and injuring more passengers) by destroying one of its cars with his fists. A radio report details Kong's progress - he carries her across New York City in his giant hand and makes his way for the city's tallest point or "tree", the Empire State Building, possibly because it reminds him of his mountaintop lair on Skull Island. Denham thinks they're defeated:


Denham: That licks us.
Driscoll: There's one thing we haven't thought of.
Police Officer: What?
Driscoll: Airplanes. If he should put Ann down, and they could fly close enough to pick him off without hitting her...
Police Officer: You're right, planes...