I'm not very good at judging ages, but I would think that the bottom two photos were taken when this young man was in his late teens to early twenties, and the first about seven or eight years earlier, and since the bottom photo is dated 1918, say around 1910 for the top.
With the eucalyptus trees and the neatly spaced orchard in the background of the top photo, southern California at a time when most of the area was still farm land seems like an obvious location. But, how to prove that? Apart from the Crescent Ice Cream sign, there's also a Bradford Baking Company bread box in the middle picture. I did a bit of searching on the net, and found a story about the recent purchase of Metropolitan Ice Cream by The Crescent Ice Cream Company of Los Angeles, dated 1916, and another story of a law suit by Weber Bakeries against The Bradford Baking Company in Los Angeles Civil Court, dated 1919. I couldn't find any details, or who won the suit, but when I arrived in Los Angles, in 1980, Weber Bread was still available.
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