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La Dolce Vita

I love this image but I don’t quite understand it. It looks like there’s something happening beyond just listening to records but I’m not sure what that might be:

I also lack both a date and a location. The record–La Dolce Vita, by Ray Ellis and His Orchestra–was released in 1961 so it can’t be earlier than that. And I definitely don’t recognize those walls. Anyone?

Bonus: Here’s a weird one.

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