Something opposite of inpainting for generating (Where’s Waldo kind of illustration)

Where’s X: (Where’s Waldo kind of illustration) The ability to upload a picture of a character and perhaps a picture of a setting as well tuned the way you want it and then have a crowd assembled around him to hide him. This could be for objects as well, by uploading a sample and diversifying and randomizing orientation. (1 car among many, etc) This would be wonderful for photorealistic or coloring books.