Jim, I am descended from the older brother of Mary Jane Pryor Windsor married to Louis Hudson Windsor, Tipton Lewis Pryor who along with Louis Hudson Windsor and the Starke families came overland from Kanawha WV to Cooper Co. MO about 1842.
My grandfather Tipton William Pryor used to tell us fascinating stories of the adventures encountered by the Starke's, Windsor's and Pryors during their travel i.e. moving a herd of horses across the Mississippi, bushwhackers trying to take the horses but were unsuccessful due to the expert marksmanship of our Pryor's Windsor's and Starke's.
Mary Jane Pryor Windsor's older sister, Sarah Pauline was married to Dryden Starke to whom the above mentioned herd of horses belonged.
My ancestor Tipton Lewis Pryor disappeared around 1854 it is one of our family mysteries.
I don't have any pictures of the Windsor's but do have a picture of my great-grandfather on my family tree on ancestry.com titled "Captain George Sterling Smith".