Not The Best of Everything
Not How to Marry A Millionaire
Yes to Mr. Deeds Goes to Town. I just saw it again the other evening. Do you remember Jean Arthur's Peter Pan hat?
It's been ages since I saw Mr. Deeds, so I don't remember very much about it. I only got it because the tuba in your clue gave it away. I'll have to watch it the next time it's on TV!
When I was in college, Jean Arthur (who would then have been about 70 years old, and pretty much retired from acting) was a visiting instructor in the drama department. I'm ashamed to say that I was so ignorant at the time, I barely knew anything about her, except that she had had a TV show in the 1960's. What impressed me most about her was that she drove a gold Jaguar with California license plates (which seemed pretty exotic to us, as my college was in New York State). One of my friends, who was a little bit savvier than I was, was in one of the drama classes Jean Arthur helped teach. One day, my friend played a character called "sewer man" in a scene in the class. She was absolutely thrilled when she was walking across the campus a few days later and passed Jean Arthur, who greeted her by saying, "Hello, sewer man!"
Anyway, here's the next scene:
Oldie
Over breakfast, he ridicules her for not knowing the right way to dunk a doughnut.
You got it, hiama: It Happened One Night
Great story, Bree. The TV host on Turner Classic Movies said that Jean Arthur was "absolutely terrified" before each performance, but once the camera started rolling, she was "magic".
I mentioned the hat because I had one just like it. I stopped wearing it after I poked a guy in the eye with the feather while riding the bus. Never mind his eye. He broke the feather in half.
Oh, that's got to be Clark Gable. Which one though?
It Happened One Night?
Raggedy, you must have been typing at the same time hiama was posting: it was It Happened One Night, and hiama just beat you to it!
P.S. Love the hat story. If it had happened in a movie, it would have been a way for two characters to "meet cute"!
I couldn't have lost to a better man. Go Hiama.
Bree: If that happened today, there'd be a law suit pending.
" He waits in a cab a few yards away from the hotel he has just seen her enter, he reaches for a cigarette...."
Is it:
Oldie - before 1960
Inbetweener - 1960 to 1980
Newbie - 1981 to present
hmm! Good guess! Did he smoke?
But wasn't Taxi Driver a 1970's movie (and thus not a newbie)?
Right. Newie is 1980 and beyond!
We need a hint. That scene is pretty generic!

I'm holding the rest of my New York guesses for the second round.