Sissy Discipline – The Punishment of jolene


I am in possession of a slut who is overall a very pleasing, devoted sissy named jolene.

jolene First Called Me for Sissy Training About 4 Months ago

When jolene first called in, she shared some of the fantasies and dreams that she had had for years.  She had several, ranging from being more daring and not dressing just in private to getting some cock sucker training

In just a few short months, we have managed to accomplish several of those goals.  She has gone out dressed in public,  expanded her wardrobe, got an In The Studio makeover at MAC, and we’ve made very good use of her perfectly glossed lips.  jolene not only has committed herself to being molded by me, but she shows her appreciation with frequent Virtual Bouquets and wish list gifts, as a devoted sissy slut should do.

Then jolene Decided That She Had a Yearning to be Locked Up

A couple of months into our relationship, jolene emailed me about chastity training.  She’d read some posts here about my chastity slaves, and decided that she wanted to join the ranks.  Given that I adore chastity play, combined with  the fact that she had already demonstrated her ability to follow through, I readily agreed.  I instructed her to purchase a CB 6000, and we were on our way. jolene formally entered chastity training on October 13, 2011.

I Kept Her in Chastity For a Few Weeks Before Her First Release

jolene is eager to please, and proved to be an apt chastity pupil.  I let her cum on November 18.  That was 5 weeks and 1 day of denial, which is great for a first timer.    Once we got her head down out of the clouds from having an explosive orgasm, I planned to just keep her denied until around Christmas.  My thoughts were that we’d schedule some private time, she’d go on cam for me, and I’d let her release as a present.

But Sissy jolene Cheated and Had a Ruined Orgasm

I talked to jolene about 3 weeks after her allowed orgasm.  I found out that it was confession time.  She said she’d been revisiting thoughts of how good it felt to be able to cum, and before she knew it, she had a few droplets of cum leak out while doing Unauthorized Touching.

That is Unacceptable, and It Is Now Sissy Punishment Time

In terms of following my instructions, it doesn’t matter that jolene is normally a well disciplined slut who cherishes me.  I did not approach her and ask her for control of her clit.  She begged me to take  it.  Once I agreed, I expect that my instructions will be followed to the letter.

Since they were not, jolene is now in denial until a minimum of Valentine’s Day.   I haven’t decided if I will let her release then or not, but that is certainly the earliest time that I will consider it.  That will be 12 weeks and a few days since she was last allowed the pleasure of cumming to entertain me.

I chose Valentine’s Day as I think that is a good day for a sissy slut to re-affirm that she needs my controlling hand.  If I let her orgasm, I think I’ll make her squirt it out as a heart shaped pattern on a saucer, then lick it clean for me.

jolene will also have to suffer through giving pleasure to others during this time frame, but being denied her own.  The thought of it makes me smile.

It will hopefully serve to illustrate to her that I mean what I say.  Were it you, would you get the message?



 

9 comments to Sissy Discipline – The Punishment of jolene

  • jolene

    i can attest to the fact that Mistress Claire is very capable of reaching through the phone to get Her message across. As She has a very sweet, sexy voice one could think that perhaps She isn’t really serious -one would be very wrong . One of the many reasons i adore Her is that She is molding me to Her specifications, not to what She thinks mine may be. Although my greatest goal is to please Her, i know at times i will slip and realize that discipline is part of the training process and look forward to it as much as the training , for i know in the end it will make me a better sissy.

    Thank You Mistress for putting my story out for everyone to see-thinking of all the people that may read this has set my clitty a-twitching!

    jolene

  • Claire

    jolene, I think that is a point worth noting. A person does not have to be shrill and shouting to mean business. I never shout. I don’t need to.

    You will indeed slip from time to time. But when you do, I will be there to guide you back onto the course that I’ve selected for you.

    As to your twitching clitty, I was rather sure it would have that effect! ~winks~

  • Ms Claire, you do have the voice of an angel, but I can just tell by the tone and emphasis on your words that you mean business. And besides, shouting would do nothing but ruin that beautiful, sexy voice of yours. I think the punishment you have selected for jolene is quite appropriate in regards to the offense, and I bet her clitty is twitching! No let’s hope she has learned her lesson on “unauthorized touching” Hugs Ms Alex

  • ~snickers~ Her clitty was indeed twitching when I saw it on cam yesterday, Ms Alexandria.

    jolene is due for some pleasure packed experiences that she will be denied full pleasure on, due to her Unauthorized Touching.

    So if that doesn’t aid her in taking heed, I’ll have to take sterner measures.

  • Jolene sweetie, you better not touch that clitty of yours. Lock up measures could be on the horizon if you don’t quit touching your clitty. You wouldn’t want that now would you? ~wicked laughter~ Hugs Ms Alex

  • Claire

    Ms Alexandria, unless sissy jolene loses control in her race toward the finish line, she has been rather well behaved.

    I think with the additional time, she’s been able to reflect on who truly is in control, and what consequences can be when my instructions are not adhered to.

    But there is time for her to blow it. No pun intended, of course.

    Were I evil, I might try to intice her to do just that. ~daughter of the Devil grin~

  • […] Claire. Mistress Claire totally controls her sissy slut, and you can read all about her over at Mistress Phone Sex Chat. Now if you remember, Jolene entered into chastity with Mistress Claire’s guidance back in […]

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