Mistress Joan accepted Sissywimp into her service with the understanding that he would be useful. Femdom is about more than chastity, small penis humiliation and sissification.
Sissywimp would not just be a maidservant. He was expected to perform many tasks. His chores would keep him busy most of the day. There would be no playtime if Sissywimp slacked off.
Mistress Joan was long experienced in female domination. She knew how to punish a masochistic without tickling his libido.
Sissywimp was often inadequate. To be fair he did try. But he really was a wimp, a weakling. Lacking strength and stamina limited his ability to serve his Mistress.
Knowing that Sissywimp was genuinely servile Mistress Joan chose to help rather than discard him. She put him on a program of enforced exercise. Sissywimp began performing pushups. Dressed in lingerie and stockings he was a pathetic shameful sight as his weak muscles fought against gravity.
Determination – mostly Mistress Joan’s – paid off and Sissywimp became increasingly able at performing pushups. She added a little sugar by permitting him to kiss her shoes during this part of his workout.
Sissywimp never became muscular. But he could perform all the tasks his Mistress assigned.
Mistress Joan decided to make him a permanent member of her household. He sweeps her floors and scrubs her toilet to this day.