Repetition, repetition, repetition. Those are my three R's when it comes to having a boyfriend, constant repetition reinforces the fundamentals. His actions for example, he must curtsy every time he enters a room or requests to talk to me, he must curtsy whenever I acknowledge him or provide an answer, if he's stood waiting to attention then he has count to five and curtsy. I think sometimes he gets bored after doing the same curtsy fifteen times in one minute but I expect perfection yet I must settle for the reality of slow improvements. Don't think for a second however that I'm ungrateful or assume I'm being unreasonable, he agreed to the contract so while it may get boring for him to curtsy endlessly that boredom is also key. Boredom leads to following my orders on instinct, without thought and that's how he'll meet my standards, by acting as an extension of my will without shame or second thoughts, submission for sissies is their natural state after all. Besides the constant movement builds muscle mass meaning he can go longer in heels or wear higher ones.
He's also relegated his actions to be under my authority, for instance he must always seek permission first from me for anything that is outside of his schedule. Be it staying up late to play games with his friends, he asks me. Desiring a treat from the supermarket as he does the shopping, he asks me. Even if work requests he stays to do overtime he must make sure to ask me first before accepting. Don't get it wrong, I say yes ninety-nine percent of the time, it builds trust in my judgement and excessive refusal only builds resentment so while I do not abuse my powers it is important that seeking my permission becomes his natural response. That metaphorical leash around his neck could get pulled at any moment and he understands that me doing so is in his best interests, his supplication to me is continuous and consensual, he knows I won't abuse it and I know he will respect it.
Another repetition is his feminisation, every hour he must excuse himself then go to his room and freshen up his makeup. This one people often overlook, normally a sissy does their makeup at the beginning of the day and let's it degrade overtime, I teach my sissies that femininity must be maintained at all times. A constant effort to present their best selves since after all, a first impression is the most lasting and if you never see him as a man then slowly over time as they catch their reflection in mirrors or sit at their vanity table freshening up then they'll forget they were ever masculine themselves. The man can't exist if he was never there. Besides, makeup reinforces being gentle, he must be delicate with his hands lest he risk ruining his makeup or tearing out knots caught in his hair. It teaches precision as I expect his eyeliner and lipstick must be to my desired style or his hair in whatever braid, ponytail or bun I want and he must be able to do it from memory even if it is his first attempt. If he fails then he's sent to his room and must write one-hundred line's before researching online how the style I want should actually be done.
The final repetition is the most important, repetitive denial meaning they'll desperately seek release through your approval and that approval will only be granted as a reward for progress. They will start to associate pleasure and release with serving, with being feminine and with most centrally, me. He hasn't masturbated alone in years, the last supervised orgasm was some months ago and recently the only relief he's been allowed has been me milking his prostate. It's just so delightful watching it all drain out of him until there's nothing left except his smouldering arousal left, he gets no release from it but it's healthy for him and he understands that I take his health seriously, after all no real man can go months without emptying their balls, it's just in this case he empties them through his cage, slowly over the course of an hour into a small condom wrapped around his cage. This way when I offer a release, unencumbered by the cage and free from toys, be it either with my hand or if he's really been good, inside me then he treasures them, he commits every second to memory and you should see just how eager he is after one of those times I do allow him to grace my bed.
"Isn't that right, Honey?" She finally acknowledged you as you worked away massaging her feet, slipped her heels off without a word and got to work. Ignored as she recalled every detail of structure you had grown accustomed to, zoned out as a shiver ran down your spine as it was all exposed to her guest, her best friend. You'd met each other a few times but this was the first time she was meeting the real you, in uniform, at home, worshipping.
You didn't know what the question was, so immersed in her nylon covered feet so you could block out the intricate dissection of your relationship, you looked up at your girlfriend apologetically. "I'm sorry Ma'am, what was the question?"
"You wouldn't change this would you?"
Nodding as you answered. "No Ma'am, not a single thing."
"See, he loves it, he worships at my feet and everyone is happy." She turned her head to her best friend who seemed to be taking it well but you recognised the hunger in her eyes, that desperation that you were oh so familiar with and it sent your heart racing at just what else your girlfriend would reveal.
"Sorry..." Her friend finally spoke, leaning forward in her chair as she asked your girlfriend a question. "Earlier when you mentioned releases, you said you wrap the cage in a condom, why?"
You girlfriend looked down at you with a grin, you knew exactly what she was going to say but hearing it still sent your stomach spiralling down into its pit. "Oh. I'll let him tell you that, sweetie, tell her."
Looking up you pleaded with your eyes and shook your head a little as your tongue seemed to dry out in fear, that familiar taste echoed along your taste buds and you knew tonight was going to be a difficult night, difficult and humiliating but as you looked into your girlfriend's eyes, she knew and you knew she knew, you would love every humiliating second.
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