I’m not always in the mood to have sex with him or tease him sexually but as the keyholder it is important to keep the chastity fantasy going. This can be done by engaging in what i think of as “passive domination”. Passive domination is when you set up things that remove yourself from actively participating while still making him engage in chastity fantasy tease and denial things. Think of it like autopilot for you where it is his responsibility to do things.
this is accomplished by putting in some up front work that really pays off in the end. You have to be strict and consistent so that he knows these things will be enforced and that way he will do as he is told with minima Supervision but if he steps out of line, he gets a swift correction.
Simplest way is to let him know exactly what is expected of him. Make a list of things that he is expected to do without being told ever again. This could be a chores list that actually helps around the house: cook, clean, workout, make the bed, do the dishes, massages nightly, dress better!, make him do his hair like you want, etc… but should also be more kinky things related to his role as your bitch:
make him kneel before you at the exact time (eg 10pm, when he gets home from work, first thing in the morning) and say, “thank you for keeping me locked. Will you please keep your cock locked and fuck me in the ass?” Or “i’m your little bitch” or something similarly humiliating.
he must refer to you as master or Sir (only has to do this when you’re alone).
he is never allowed to refer to his penis as “his” again. It is your penis and he should refer to it as yours. “His” penis is the strapon that you make him wear to fuck you.
tell him he has to keep his body shaved.
tell him to keep his toe nails painted (pink to match his cage).
every Thursday, he has to dress up like tarty French maid and cleans the house. order him the sluttiest most outrageous outfit you can find, or better yet make him order his own! (why should this be your mental load!?). Warn him that if it isn’t tarty enough that you’ll be forced to choose it and that he wont like it if you choose it (it will actually be interesting to see what he chooses 😂).
if he is ever allowed to go to something with his friends, without you (bowling, golf, bar, even work!), then he has to pay the price by wearing garter and stockings under his clothes. once again, make him buy and maintain his own sets (not MY problem! not my mental load!). if he is going out, he should know the rule and get dress accordingly. Even though I'm not there, it makes me smile just thinking of him golfing with his friends acting all manly while he wears My tiny pink cage on MY cock wearing a matching lacy garter and stockings. it doesn't even turn me on, it's just humiliating for him and that makes it worth it. I'll make him pose for a picture with his clubs in nothing but his cage and garter set before he goes and put it as his inside screen saver for extra humiliation. when he gets where he is going he has to send me a picture of him with his cage and stockings to confirm compliance with the rule and to confirm his safe arrival or i threaten to send that picture of him posing to all of his golf friends too.
take a picture/video of him getting pegged, or sucking your strapon, or dressed in something slutty and make him put it as his inside screen saver (the one that is there when the phone is unlocked, not the lock screen) so he gets a show every time he opens his phone. '
same time every day have him send you a picture of his cage just to ensure your dick is safely locked away.
he should wear a butt plug to bed every night (or every other night or every Monday).
make him do a skin care routine every night. Not only is it girly, but It’s for his own good anyway.
make him going tanning in a bikini to get humiliating tan lines.
make him workout his glutes and legs to get a stunning ass/leg combo.
buy semi permanent tattoos and make him maintain them (tattoo on his ass that says slut, or a tattoo above your cage that says sissy, or a queen of hearts symbol on his ass); you could also get a semi permanent tattoos of a key on your body somewhere visible. this company lets you make custom ones (link here) so the sky is the limit.
buy little bells (link) and put them on his cage so he jingles when he walks or during sex. he can tape them down when you allow him to so they don’t jingle the whole time, like at work but even then sometimes it might jingle a little bit and make him randomly embarrassed throughout the day. It’s cute when his bells jingle while you fuck his ass 😊. this is also a great way to subtly ensure obedience, he won't be disagreeing with you on anything when his bells jingle while he tries to argue with you.
get a bell and train him to do a certain task every time the bell rings. Make it something that doesn’t involve you though to keep your mental load low. like he has to go to the bedroom and practice sucking a dildo until he hears the bell rings again (maybe you forget to ring it again? oh well). Have to get him ready to deep throat your strapon somehow anyway. OR it can be the bell you ring to initiate a certain roll play that helps you relax. it is a bell after all... maybe the bell signifies it is time for him to get dress as your maid and start cleaning the house and serving you (climb into a bath while your personal maid serves you wine, brings you a book, massages your shoulders, and cleans the house when not being used).
make him buy you a paddle to spank him with. Once again, make HIM buy it so you don’t have to spend time on it.
where ever your can, make it his responsibility it keep, maintain, buy, or otherwise organize things. It keeps your mental load low and if done right can actually add to the humiliation (what’s note humiliating then making him buy his own maid uniform, his own spanking paddle, etc…) but don’t go overboard. You should still take initiative when you have the energy so he feels like you’re still engaged.
write these things down somewhere or use the “My Little Sub” app to keep track of these rules digitally. make him write them down once a day and give to you to sign off on like a little homework assignment so he can’t claim he forgot. Enforce it STRICTLY! there are several apps that can be used to help this i think "My Little Sub" is my favorite right now. download the app, create rules, grant rewards/punishments, add a calendar, give a to-do list, track chastity time, my favorite is adding habits that recur daily or weekly so that he literally has to check off like a to-do list.
Ill make a post soon about punishments that could be used to help enforce those but some quick ideas would be spanking, rough pegging, spending his money, standing naked in the window, handcuff him to something and leave him there naked (or by a chore for him to finish, e.g. dishes/laundry?).
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