I have a relation which has gone on for some months and I've previous punished him with some spanking which has done it nicely previously. However during the last two months he has broken more rules and more frequently than previous and I feel that some new punishments are required to teach him his place.
The infringements which he has broken several times during the last months includes: lying, swearing, masturbating and cumming without permission,
I've thought about corner time or stress position, but what is the best positions and how long should he stay in position? I've also thought about spanking him more but are there any ways to make it worse and how many swats with the riding crop? Mouthsoaping is something which I've looked into but what is the best way to do it with liquid hand soap (it's as safe as possible) and for how long to do the soaping and keeping the soap in mouth, should he be allowed to rinse? Other things I've thought about is some sort of anal punishment with a hairbrush handle or my fingers, but how should I do it, would soap or hot sauce be able to be used as lube for extra punishment? Could hot sauce be used in other ways as punishment, except for eating? Basically give me any ideas you got both for now and for future use.
I know that his main kinks are messy stuff and crossdressing hence why I won't punish him with that.