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Name of movie where a man sings and plays kazoo for a woman in a parking lot

My wife was watching this in the hospital and I only saw one scene: A man sings a song a capella for a woman in a parking lot (I think, maybe on top of an outdoor parking structure?) and she interrupts to say "this is stupid" or something similar, and then he starts playing a kazoo.

I'm not 100% sure it's a movie and not an episode from a TV show.

I think the woman looked kind of like Catherine Keener, but a search through Keener's filmography hasn't revealed what I'm looking for.

Does anyone know what this scene is from? Thank you.
asked Jul 5 in Name That Movie by Erenan (1 point)