The pain of the small cage and a plug that was 2 sizes bigger than you were used to was almost too much, but the pure pleasure you were feeling from the rush of arousal was enough to keep you going forward with your training.
These days the girly looks and the cage were just part of the normal attire your mistress expected of you, however the leaking in the cage that was constant, was punishable by a whip, cane, or longer sentence. It all depended on her mood.
You never thought you would find a girlfriend, so when the first girl took an interest in you came along you agreed to do anything for her. Now you are seeing what she really meant by anything.