We can tell you that the car is a post-war Crosley Wagon -- and we're pretty sure it is a pre-1949 model (CC Model 1946-1948). But we're not so sure about the other details.
Is the young man in the Navy or the AirForce -- and what are the planes in the background? (They kinda' look like Grumman Bearcats, but they are awfully small.)
If you have any ideas, let us know.