Monday, December 14, 2015

Asking for trouble

It's been a long, long time since Mistress Cassie put me into my cock cage. I have self caged, of course - i can't help it. Sometimes, like now, i long for Her to cage me. 


Ah, but a sissy must always remember - 

"Be careful what you wish for".............

sissy maid diane

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  2. Be careful what you wish for. For sure. i have watched your blog for a very long time, and, Mistress Cassie's training of you have in ways shaped my own sissy development. As i wish for what i'm not sure i really want, i post this to see if Mistress Cassie will respond and 'force' me to take my next step as a sissy, as i can't do it of my own volition.

    Currently, i live my private life under enforced sissification rules, shaped by Your old audio trainings, and the humiliating encouragement from the Princesses at Humiliatrix. my rules for my private sissification include are, whenever at home:
    1. Must always be wearing frilly pink sissy panties under any clothes.
    2. Must always be locked in chastity.
    3. Must practice sissy maid service by cleaning for 2 hours, twice a week.
    4. Only allowed to cum like a sissy: Must be fully dressed in pink frills, must be plugged, must only wank my little sissy peepee through my pink panties with two fingers like a sissy until i squirt up into my sissy panties in shame ("Never in a Pussy! Always in your panties!)... then must immediately lock my little sissy peepee back into chastity while kneeling in the corner sucking on my cum soaked panties.

    i have tried to do this on my own, failing time and time again, however i have a found an advertisement from a close Lady who may be both a natural Humiliatrix and a true spanking enthusiast capable of punishing any naughty breaking of my sissy rules with real spankings to tears as sissies deserve.

    As i consider engaging Her and admitting what a sissy masturbator i am and how i need a disciplinarian to spank me and enforce my sissification, i wonder if i am deserving of adding a fifth sissy rule: sissy bedwetter training. i've read of sissies being un-potty trained and turned into sissy bedwetters by making them wet the bed every night for an extended period of time (several months), until they begin wetting the bed while sleeping involuntarily.
    As a bedwetter until i was 14, but having no interest in ad/dl, i have recently been wondering is sissy bedwetter training is something that i deserve. Yes, i am a pink panty wearing sissy with a little sissy peepee, but do i deserve to have to go to bed every night in chastity, plugged, diapered, wearing pink sissy bedwetter panties... and wake up in shame every morning as i notice my wetness and realize that i am a sissy bedwetter?

    i leave the question of whether i deserve to be a sissy bedwetter to You, Mistress Cassie. If You respond to this post by the end of the weekend, i will add the fifth rule that i immediately add the rule that i become a sissy bedwetter... and i will respond to the Lady's advertisement, and confess that i am a sissy bedwetter that needs to have my bedwetter training enforced with tearful spankings.

    As i have always been skeptical of everything i see online and that others aren't REALLY forced to be sissies, i really don't want to get caught and have my sissy rules not only enforced over a Lady's knee again (i'm not a masochist, and definitely don't like to be spanked to tears despite knowing that i deserve it), let alone having my rules expanded to include sissy bedwetter training, however i know that You know what is best, and wanted to submit my request to be sentenced if You deem i deserve it.

    Thank You Mistress Cassie,

    sissymaid tiffani

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