James S. Blackton: The Enchanted Drawing (1900)

The Enchanted Drawing is a 1900 silent film directed by J. Stuart Blackton. It is best known for containing the first animated sequences recorded on standard picture film, which has led Blackton to be considered the father of American animation.
The film shows a man drawing a cartoon face on an easel. He draws a bottle of wine and a glass, then takes them off the paper and has a drink. He then gives the cartoon face a drink of wine, and the face breaks into a broad smile. He then draws a hat on the faces head, removes it, and puts it on. Next a cigar appears in the faces mouth, and the man removes it to the faces' unhappiness. He then places all of the objects back into the image, and the face's eyes and grin grow wider in appreciation.
It is a combination of a silent film and stop motion animation.
https://en.wikipedia.org/wiki/The_Enchanted_Drawing