The earliest button boots date all the way back to about 1808, when it was popular and practical to wear buttoned gaiters over the tops of shoes. By 1817, shoe+gaiters, all in one, were being made, and went on to be a common fashion for both men and women's footwear, through the 1820s and 30s.
|Via Dames a la Mode, 1813|
|The Met: 1860s. Low "common sense" heel, scalloped fly, leather foxing over linen canvas upper.|
|Manchester City Galleries - 1875-85. Popular scalloped fly, with a transitional toe shape.|
|The Met: 1900-1910. Characteristic of early Edwardian - perforated Foxing, the triangular shape over the toe, French heels, a straight fly.|
|Via Etsy - a typical variant from about 1910-15, with a more bulbous toe, straight fly, and stacked Cuban/Military style heel.|