I’m new here and I’ll ask for suggestions on how to chastise my submissive/sissy for my user name? I gave him the task of setting up my account, and he thought “666” was funny.
I will let him know that I’m only mildly amused.
He won’t be getting out any this weekend.

Yes your sissy slave has a lot of humor ...

I think your punishment to 1 we go out a little soft.
It should not leave at least 6 days and why not 6 weeks!
This would enable him to refine his sense of humor.

Mistress Elle

Or maybe 666 hours -- around 27 days. A little more symbolic.

Oh, that is marvelous! Love the symbolism.
We are both enjoying posting on here.

OH! Here we go again. This time my Sub had an orgasm without permission. (He had a really bad week—forgot his pledge to me on Monday and came without permission on Friday. Plenty of excuses, but punishment is coming.)
Stephanie is not a do-me sub that constantly need attention and correction. I wouldn’t tolerate that. These were honest infractions. (I know he doesn’t enjoy getting spanked nearly as much as I enjoy the spanking.) Now I have to set my boot down.

I’ve already decreed 6 weeks without milking or cuming.
Plus, for the pledge infraction, next weekend is a flogging (soft flogger to get warmed up) followed by a cropping. That will be while in full sissy Make-up. Then no release and chained to my bed in his belt to sleep for the night, if he can sleep.

Anyone have any good ideas (wishes)? I’ve even thought about punishing while we were in the chat room. Just so he can share his humiliation.