Associated with the flourishing of certain vices

Does the highlighted sentence mean "with the kind of look that is representative of those who pretend to attempt immoral or illegal actions or behaviours"?

Context:

Koons has also made sculptures in cast glass that depict himself and Ilona in various sexual positions. All of these works might be described as humorous, but lewd, with Koons often grinning with the kind of look associated with the flourishing of certain vices.