Diapered in Cage

If he complains that he won’t be able to stay in the cage because he will need to go to the bathroom, simply pull out the diapers and put a pile next to his cage, and make him put one on.  Then tell him to shut up, and stop complaining or he will earn himself even more time in the cage.

 

Strapon Play with Cage

Use the Cage/Bench to keep him tied up firmly so he can’t move at all while you penetrate his ass with a strapon.

Bi-Practice

Make him practice sucking a dildo or strapon from inside the cage.  Tease him that he will have to soon have to suck a real cock in order to be released.

 

Ass Play in Cage

Put him in the cage and force him into position using ass play.  Insert the dildo into his ass that is attached to a rod adjusted by you and attached to the cage bars from the outside.   You can leave it in place for aall the time you want to keep him still and in one position. This will hold him in place firmly by the ass.

Strapon

Practice using the Strapon on him.  Do it regularly, at least once a week, on the same day if possible so that he becomes accustomed to know what awaits him that day. 

 

Oblige Him to Prepare the Tools and Toys

Have him Bring you the instruments for punishment.  Just when you are about to give him a major spanking, whipping, or other punishment, make him go get the tools for you to do it. 

If you have told him in advance that you will be having a “conversation” with him later at night, make sure you also give him the instructions to have certain tools and/or toys perfectly washed and laid out ready for your conversation (Make a list of the instruments you want, plus a glass of wine, or anything else).   Then give him an exact time, to the minute or when, where, and how you want him to report to you for the “conversation”.   That will give him several hours to contemplate in fear about what you have in mind for him.