Here are two more pictures of ...."Fred Riding Hood" and the Fellow on a Coupe running board. Also the "Vehicle License" for the Coupe. This would make the Coupe a June 1923 car. http://www.mtfca.com/discus/messages/822076/825270.html?1515537899 I suspect the dogbone motometer cap is the same one on both cars. The story behind the "buntline Special" and snow is a mystery to me. Only "Tony 1928" is written on the back of the photo.
That's a Steven's target pistol, fairly popular in that era. Probably a .22, various barrel lengths were seen.