Blowjob of a lifetime
Good advice. REALLY get into it!
Picture collection
Tell then you are collecting pictures showing the largest spider they have ever seen in the house. If it ends up too large, go with the largest fly they have ever seen as a follow-up question,
Routines
It's good to have a routine as you train him to be submissive. Serve you, attend to chores, obey your every demand and wish, and humble himself before you.
Occupy him
I think part of our job is to keep our submissive occupied (out of trouble) and humbled. One practical way, is to do the most mundane tasks with him muffled beneath. Its not all that wild sex stuff. Just a simple lesson that he is just there to be beneath you.
Walk him
You can be more discrete and zip his caged cock inside his pants. Leave just enough room to fit the leash through his pants zipper, and you can guide him around.
Girl time
Don't try this unless you know your friend can handle it. Invite a friend over and let her know that you have dominant control over your man. Ask him to bring you drinks. When he delivers them, he is already in a serving mode. Ask him to present his cock cage for inspection. In front of your friend? Absolutely, he should not question that. Once he has completed this task, instruct him to go get a strap-on and collar and Leash. While he is fetching those, your friend might exclaim shock and awe. You can confirm if she wants to play or not, and either send him away or start in on the festivities.
Mix things up
Mix cute, innocent, mild appearance with harsh, dominant, controlling behavior. It will convey that he must always be ready to submit, despite appearancss
Exchange
Make him agree to wear whatever you take off. See how far he will go. Starts off easy, but may be more challenging as it goes, if he is new to femdom. Eventually, his desire to see more will win out.
Curious to hear from the women
Ladies with your man in a caged cock, which is better as a norm?: 1. Spend more time naked or topless, because it drives him crazy, and he is caged and helpless 2. Dress provocative and show off cleavage, but keep it a subtle tease 3. Dress conservative and bland because it drives him crazy to know you have control of him, and you can make him be naked in front of a fully clothed seemingly uninterested mistress ???
Mystery box
Try this... Give him a gift with several items. (collar, leash, handcuffs, strap on, whatever...) Ask him to tell you what will happen tonight, given these treats. See how creative he can be. Keep prodding him on, "... And then what?" Then take his ideas or use your own, if his ideas are weak. If nothing else, you will get a good idea of what turns him on.