Here's a photo, thought to have been taken in Oklahoma, of two motorcycles, one with a sidecar.
Here's a better detail of the machine seen in the background in the photo above.
And here's a detail of the rear of the machine with the sidecar.
So what is probably the make, model, and year of each of the two motorcycles?
I am guessing 1921.
The paint color
> I am guessing 1921.
One clue is that neither machine looks as if it is finished with light grey paint.
The horn and head lamp
Another clue as to the date of the machine with the sidecar is the fact that its electric horn is above the electric headlamp. In 1920, the horn was dropped below the headlamp.
It looks as if the other motorcycle has an acetylene headlight, so it didn't have a generator or an electric horn.
One of the big issues here is that there were many manufacturers back in that time period and the bikes looked pretty much the same. Sears even had a model. Like today they usually assembled the bikes with parts from common manufacturers and often randomly placed parts in various places.
My answer is: I don't have any idea.
My best guess is a 1916 Harley Davidson V-Twin with Seaman Sidecar. Of course the spare tire frame is not on the model posted.
Here's another photo of the machine with the acetylene headlamp. It looks like a Harley-Davidson Model J to me. Since it doesn't have light grey paint, it would be a 1917 or later model.
The machine with the sidecar is probably also a 1917 or 1918 model, but with an electric headlamp. Both motorcycles appear to be finished with Harley-Davidson olive drab paint, so they're after 1916. The horn on the sidecar machine is above the headlamp, so it's before 1920 and I think the tank shape puts it before 1919. A significant fraction of Harley's production for 1918 went to the army, so the odds would be in favor of both being 1917 models, I'd think.
They both look like Harley-Davidson Model J's.
