She has kept in locked up for months. After a time of good behaviour she decides it is time to allow him out of his cell for a brief time of training.

If he is to serve her as her live in sissy maid then he must learn to obey her word to the latter.

Brought out in her prison grounds, locked in shackles and chains, he is taught how to walk, kneel, and crawl on her instruction.

Of course, as we know, she is extremely strict and any step out of line will result in harsh punishment for him before he is taken back and locked in his cell.