Cybill Troy's slave has gotten himself into quite the predicament. Collared and locked into the hanging stocks, legs spread, balls stretched to his ankles.
Given the opportunity to inspire his captor to have mercy, he is to lick the filthy bottoms of her riding boots, the long toe shoved down his throat until he gags.
Unable to impress the sadistic Mistress, he's caned steadily with hard strokes, learning quickly that if he dare allow himself to fall, he'll gag himself on the top of the stocks.
Cybill just laughs and canes him harder.