YOU choose your sidearm... WWII...

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"No brainer", at least for me: The 1911A1. Would have preferred one in WWII, carried one throughout the Cold War and in Southeast Asian combat, carry them today, and see NO reason to alter this long-term, comprehensively considered decision.
 
Hmmmmmm. Tough Choice!!!! NOT!!!

A Colt National Match with optional high visibility fixed sights!
Any other 1911 or A1 if first choice was unavailable.
Lotsa mags.
 
Except for better sights, a stock 1911.

Tight enough to be accurate, but loose enough to keep working should foreign material try and gum up the works.

You could always pick up a Browning or a P-38 later:neener:
 
Some of the mentioned guns were not easily available in the 1940’s. The Browning Hi-Power being an example. Also there is a question of ammunition - 9mm was somewhat available in the European Theater, but not in the Pacific.

I would first chose a commercial Colt Government Model. Parts, magazines, accessories and ammunition would not pose a problem, and it couldn’t be beat for a reliable, close-range manstopper - especially when using ball ammunition.

Second choice would be a S&W (first) or Colt (second) .38 revolver. Again ammunition would be easier too come by. Keep in mind one might get into trouble if that pistol wasn’t loaded with FMJ ball cartridges.

Also the rank or grade of the individual could greatly effect the number of available options. As in most wars, "choice" was often determined by what could be taken away from the enemy.
 
Thompson SMG.

Whaddayamean that's not a sidearm?! Take off the shoulder stock, put in a stick magazine and it'll fit in a (custom) holster just fine.
 
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