1939-40 Packard 120 Convertible Coupes with a rumble seat and a small trunk, or, it could be a couple other cars. They all looked very similar A Buick Century

https://www.flickr.com/photos/michaelryerson/9592610067/

Thanks Steve!

a 1939-40 Packard 120 Convertible Coupe

1937 LaSalle Convertible Coupe Model 5067

or is it a Buick Century?

the bumperettes are wrong on all these examples, but look how similar they all appear