What is he doing behind Cinderella?

[kurtadisneyite]

..by kneeling behind her and IMHO making some romantic comment or something else surprising. He certainly isn't looking at anything "naughty".

Her drawing's not the best, but not the worst - Disney clip art is highly variable, much of it drawn by contractors or third parties that may or may not have good references.
By comparison, The CINDERELLA III book, one of the best recently drawn versions of Cinderella, was done by a 25 year Disney veteran armed with freshly created model sheets from the Cinderella III feature.

The Aurora image is cute, but she is far more rounded in that pose than she's normally drawn.