I'm not much of a photographer yet, but I have been a guitar player for my entire adult life. You might not have much control over this, but this type of old-timey shot would work much better with
1. a more traditional style of case (i.e. not a plastic clamshell)
2. perhaps an older or more beat-up guitar. This guitar seems too shiny in some of the shots. That could be the lighting, though.
Finally, don't take shots with both the case AND the guitar, unless he's putting it in or pulling it out. Guitars go in cases, or they don't. No one carries a guitar and a case separately. It looks kinda ridiculous. A better option for the left hand would have been some sort of luggage- a smallish carpetbag or something. This gives the impression that there is no case, which is more of what you're going for, I think.
J.