I really have no idea regarding the date. The guy I bought the Western Flyer from is fairly knowledgeable about bicycles. He told me 1940, so that's what I went with.
It's a nice ride. Rode it five miles tonight. It's like a locomotive. Takes awhile to get it rolling, but once rolling, it rolls right along.
Nice ride! Looks just like the CWC I had that was Coppertooth. When I asked about the date of manufacture, The experts then said the curved downtube was probably late 46 or early 47. Before that CWC used a straight downtube was what I was told. My chain guard and fenders were identical to yours, and the second brace on the rear fender was for the basic models that didn't come with a rear rack. Except for the sweetheart chain ring and curved handlebars, same bike as yours. My front wheel also matched yours with the pinstripe, but my rear wheel wasn't original. Both of yours probably are.