Headmistress K

Baby Jasmine

Posted April 23rd, 2018 ~ 6:53 pm

Because I'm a naughty little sissy.

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kay3070

Posted April 25th, 2018 ~ 3:28 pm

@ JamieTVDoll

Hiya Jamie!

Is that all you've got to say for yourself? I am already well aware that you are a naughty little sissy - otherwise you wouldn't be standing in front of me wearing a babies nappy! Well, if your going to remain silent then silent you will be - I have a special dummy for you - one that's in a very naughty shape. From now on you will keep this firmly in your mouth at all times unless told otherwise... and just to be sure, let me show you exactly what will happen if you ever take it out - now bend over that chair so I can pull down your nappy and cane you!

Thanks sweetie, big hugz. xxx

MU-WAH!!! luv and hugs from Kay Kandyfloss xxx

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lil sissie

Posted April 23rd, 2018 ~ 8:31 pm

mes was sent to Your office because me is all sweet and innocent

lil sissie

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kay3070

Posted April 25th, 2018 ~ 3:33 pm

@ lil sissie

Hiya lil sissie

Absolute nonsense! You've already been put back into baby girls clothes and sent to nursery classes due to your behaviour yet have you learnt your lesson? - No you have not! When a teacher tells you to lift up your dress and show them your nappy then that is exactly what you will do... immediately and without complaint! You know what this means don't you? I'm going to have to cane your bare bottom - then you can stand out there in the corridor, facing the wall with your nappy and plastic panties around your ankles until I say otherwise!

Thank you very much honey, big hugz. xxx

MU-WAH!!! luv and hugs from Kay Kandyfloss xxx

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Baby Puss

Posted April 23rd, 2018 ~ 9:03 pm

I don’t know, I didn’t do anything! I swear!!!

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kay3070

Posted April 25th, 2018 ~ 3:38 pm

@ Baby Puss

Hiya Baby Puss

A likely story indeed! You know full well why you are here. I've had no less then four reports already this week of you wetting your panties in class - and it's only Wednesday! From now on, you will report to Matron as you arrive where she will put you into a nappy and plastic panties before sending you to class. Any more infantile behaviour and you'll quickly find yourself attending your lessons in a frilly romper and sat there with a dummy in your mouth... and just to make sure you adhere to my instruction, It's time to put several stripes across your bare bottom!

Thank you so much darling, big hugz xxx

MU-WAH!!! luv and hugs from Kay Kandyfloss xxx

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Baby Puss

Posted April 25th, 2018 ~ 3:59 pm

@ kay3070

Yes, yes! I’m so very sorry, I don’t belong in big girl panties. But I can’t help it, I get upset, or excited, and my panties are wet. And, sometimes I don’t want to have to stop playing, to have to use the restroom. Please don’t tell mommy what happened, cause she’ll be even more cross with me! I shutter to think what she would do. So punish me, and do what you must please. As long as mommy don’t find out! PWEASEEEEEE! 😭

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kay3070

Posted April 28th, 2018 ~ 11:46 am

@ Baby Puss

Oh it's far too late for that little Miss Pee Pants - just who do you think has just arrived! I called your Mommy the second I sent for you - that's why I had you stood out in the corridor for so long. She is not only here to watch your punishment but also to pick up the oak paddle I will issue. Then, as an act of maintenance, you will be spanked before and after school - whether you wet your nappy or not!
xxxx

MU-WAH!!! luv and hugs from Kay Kandyfloss xxx

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Baby Puss

Posted April 28th, 2018 ~ 3:00 pm

@ kay3070

then, I might as well go ahead and wet my nappies! I’m going to be in them, and I’m going to be spanked anyway! 😝

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kay3070

Posted April 28th, 2018 ~ 4:36 pm

@ Baby Puss

Lol - the instrument and number of strokes can always go up in severity!

MU-WAH!!! luv and hugs from Kay Kandyfloss xxx

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Baby Butch

Posted April 23rd, 2018 ~ 10:13 pm

Umm, well, gee mamm the teacher does not like males in class as schoolgirls. I do have on a proper uniform!

http://sissykiss.com/gallery/baby-butchs-gallery/

http://sissykiss.com/Baby-Butch/blog/awards-blog/

*Hugs Baby Butch*

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kay3070

Posted April 25th, 2018 ~ 3:43 pm

@ Baby Butch

Hiya Butch!

That's because you've been attending the wrong class! Woodwork is for the boys, not little sissies that have to be sent to school in dresses and panties. Right, lets see if my cane across your pantied bottom reminds you of your station - and if not then those frilly panties will be around your ankles for round two. Before I begin, just let me tell you... any more of this nonsence and I'll demote you to nursery classes - see how you like coming to school in a nappy and plastic panties!

A huge thank you my friend, big hugz. xxx

MU-WAH!!! luv and hugs from Kay Kandyfloss xxx

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Pink Balloon

Posted April 24th, 2018 ~ 5:07 am

Wait I was supposed to be sent here?

I came here of my own volition Headmistress K, perhaps a bit of pre emptive punishment?

Or perhaps real punishment for distracting you?

Either way, I am a good sissy and shall eagerly await whatever you plan to do to me. *curtsy*

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kay3070

Posted April 25th, 2018 ~ 3:47 pm

@ Pink Balloon

Hiya Pink balloon

Don't give me that my girl, you know exactly why you've been sent to me. Oh I know you think you've been exceedingly clever - sneaking into the drama department and trying on all those big poofy dresses. Yes, you did put them back all neat and tidy - you just forgot about the sticky little stains you've left inside them! If you can't control that naughty little thing of yours then maybe you should be kept in nappies under your school uniform. A decision I will make after I've given your bare bottom a damn good caning - now, bend over the chair quickly before I decide to punish you in front of the whole school!

Thank you so very much sweetie-pie, big hugz. xxx

MU-WAH!!! luv and hugs from Kay Kandyfloss xxx

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Pink Balloon

Posted April 25th, 2018 ~ 4:11 pm

@ kay3070

But of course Headmistress, I would never do anything to upset you.

Maybe some aversion theropy in the nice poofy dresses? Though that may make them all the more tempting. *giggle*

As for the rest of the school, don't they deserve an example? A reason they shouldn't make my mistakes?

Perhaps you should parade me around in a pillory after the caning, in a nice large dress naturally, let them know what awaits if they follow the bad exanples of this little sissy.

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kay3070

Posted April 28th, 2018 ~ 12:04 pm

@ Pink Balloon

My goodness! your misbehaviour knows no bounds. Very well, harsher measures seem to be the order of the day with you. You will be marched out to the centre of the quadrant where the whole school will be assembled. Once there, I shall strip you of your school uniform and you will be forced to wear an exceedingly frilly pink and white satin princess dress with white stockings before being gagged and tied down over the vaulting horse placed there. Your dress will be lifted and I shall administer no less then one hundred strokes across your bare bottom - with my kooboo senior cane! If, when this is over, you do not show remorse for your actions then not only will be made to wear such dresses everyday but you will be anal plugged, chastity caged and nappied underneath them!
xxxx

MU-WAH!!! luv and hugs from Kay Kandyfloss xxx

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Pink Balloon

Posted April 28th, 2018 ~ 4:08 pm

@ kay3070

If that is what must be done Headmistress.

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sissybabysamantha2

Posted April 26th, 2018 ~ 12:33 pm

My My Kay you do look fierce. I am sorry Headmistress.(wetting my panties as i stand there) I will be a good sissy from now on please don't cane me can you spank me instead and i will do anything you say. I am so sorry for being naughty

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kay3070

Posted April 28th, 2018 ~ 11:54 am

@ sissybabysamantha2

Hiya Samantha!

Filthy little beast! Just look at the mess you've made on my floor. How dare you stand in front of me and wet your panties like a baby. I know what to do with the likes of you my girl - if you're going to act like a baby then you'll be treat like one. First I'll take you back to class where I'll put you into a very short pink dress with lace top socks and pink leather shoes before putting you over my knee and spanking your bare bottom with a large hairbrush like a naughty little girl. You will then be pinned into a nappy and plastic panties in front of everybody and spend the rest of the day locked into a high chair with a dummy in your mouth. Mark my words - if I find that your nappy is wet by the end of class then you will feel bamboo across your rear end!

Thanks ever so much as always sweetheart, big hugz. xxx

MU-WAH!!! luv and hugs from Kay Kandyfloss xxx

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sissybabysamantha2

Posted April 30th, 2018 ~ 9:21 am

@ kay3070

Thank you Miss Kay for not canning me. I am just a big sissy baby and need to be kept in nappies all the time i cant help wetting them

Hugs and kisses

Samantha

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kay3070

Posted May 1st, 2018 ~ 3:11 pm

@ sissybabysamantha2

You'd better not or your bottom will be sore! I'm already beginning to regret my leniency so I'd better warn you that it will be the cane next time. You will be kept in nappies from now on wards and demoted to nursery class. Further more, I think regular public nappy checks are in order and whilst I'm at it, I'm going to make you wear a plug up your bottom - just to be sure!
xxxx

MU-WAH!!! luv and hugs from Kay Kandyfloss xxx

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sissybabysamantha2

Posted May 2nd, 2018 ~ 9:41 am

@ kay3070

Thank you headmistress. Being kept in nappies and put back to nursery class is right for me as i am such a sissy baby. And the plug will remind me of my position

Hugs and Kisses

Samantha

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sissyjj

Posted April 27th, 2018 ~ 5:17 pm

My my, you look strict Kay! xx

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kay3070

Posted April 28th, 2018 ~ 11:40 am

@ sissyjj

Hiya JJ!

Naturally - so would you if you had to administer discipline to nappy wearing little pansies all day! Now, whilst you are here, lift up your dress so I can inspect your nappy and rubbers - and woe betide you if I find anything amiss! :-)
Thank you very much honey - in real life my dominant side is flourishing once again - it's a mind set I can easily fall into and very much enjoy. Big hugz. xxx

MU-WAH!!! luv and hugs from Kay Kandyfloss xxx

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sissyjj

Posted April 30th, 2018 ~ 8:44 am

@ kay3070

Hi Kay, I also 'switch' as they say! The curly handled cane looks most effective...x

~ Items ~

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kay3070

Posted May 1st, 2018 ~ 3:16 pm

@ sissyjj

Hiya JJ! I had the idea that you might - you hold those canes of yours too well to purely be on the recieving end of them. :-)
The bamboo hook handle is a nice instrument but to be honest I do prefer the Kooboo straight - still very flexible but gives much more of a thud on impact. xxxx

MU-WAH!!! luv and hugs from Kay Kandyfloss xxx

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babygirlpansy

Posted May 1st, 2018 ~ 12:31 am

Mistress Kay, this sissy needs to report your office cuz it wets its diaper, and then let a baby-boi rub this sissy's diaper, and this sissy made a creamie in its diaper

permanently a sissybaby

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kay3070

Posted May 1st, 2018 ~ 3:24 pm

@ babygirlpansy

Hiya Pansy!

Dirty little baby! Wetting yourself is bad enough but letting boys rub your soaked diaper until you spurt in your baby panties is outrageous. I think we need to make an example of you - you'll be taken out onto the quadrant where you'll have your nappy removed and your bare bottom thrashed black and blue in front of the whole school. From there, you will be put into a fresh nappy with locking plastic panties and locking mittens on your hands. Then, with everybody watching, I'm going to scrape all your baby creamies out of your dirty nappy, mix it with formula and feed it back to you in a baby bottle - hopefully that will give you a taste of your own medicine!
Thank you very much honey, big hugz. xxx

MU-WAH!!! luv and hugs from Kay Kandyfloss xxx

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babygirlpansy

Posted May 2nd, 2018 ~ 12:01 am

@ kay3070

Thank you Mistress K, this sissy knows that it deserves this type of treatment

permanently a sissybaby

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fannymattie

Posted May 8th, 2018 ~ 2:44 pm

Headmistress Kay, I am sorry I to arrive late in reporting to your office. I was written up for missing school but PLEASE have mercy on me! The nasty girls from Ms. Blackstrap's Home Ec class got their hands on me again after school. They stripped me down and dressed me up like a little babygirl. They then locked me in the boy's bathroom overnight. To my dismay, the next morning, the school bullies found me. Turns out the girl put a sign on the Boy's Bathroom Door that read, "URINALS OUT OF ORDER; FEEL FREE TO URINATE INTO THE WIMP'S BABY DIAPERS." I tried to escape but they roughed me up and then made me hold out the waistline of my plastic panties so they each could relieve themselves. After they had their fun, I was pushed out into the hallway just as the bell rang. All the my classmates saw me as I stood there while my gushing diapers leaked through my plastic panties onto the floor. Everyone laughed as I ran to the exit.

I tried to explain to Mrs. Blackstrap that the girls were behind this but she wrote me up for being a lying crybaby and a tattletale. She said after you punish me, she intends to have me serve as a practice dummy for her lesson on Babycare next week. Headmistress, PLEASE don't let her do this to me!

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kay3070

Posted May 10th, 2018 ~ 2:35 pm

@ fannymattie

Hiya Mattie!

Utter poppycock! How dare you attempt to shift the blame for your disgraceful actions on the girls from Mrs Blackstrap's class - let me tell you that they are fine upstanding students and well on their way to becoming the type of strong independent women this world sorely needs - especially with the likes of you as a specimen of the male gender. Just look at you! The only reason that you are standing there in a wet nappy is that your a little baby pee pants that cannot be trusted to wear big girl panties - and as for bullies... there aren't any! They were all beaten and put into nappies long ago.
However, I will speak to Mrs Blackstrap in order to excuse you of being a practice dummy for her babycare class next week... because I'll have you doing it in front of the whole school this afternoon! The spanking bench will be moved onto the school stage where you will be strapped down to it dressed as you are. Your nappies and plastic panties will be removed and you will suffer a severe caning - but not just by me - seeing as you attempted to besmirch the girls good names then they shall each administer 20 stokes to your bare bottom with the instrument of their choice. In addition to this, to remind you not to tell lies you will be fitted with a ball gag that is covered in soap.
When that is completed you will remain where you are to receive an old fashioned enema - a half gallon bag should do the trick. You will then be released and put back into nappies and baby panties before having to stand there and mess yourself in front of everybody - Once you've filled your nappy, I'll hand you over to Mrs Blackstrap so she can continue the baby care class in any manner she sees fit. Now get out of my office and go stand in the corridor whilst I make the arrangements - and if I come back to find one drop of urine on the floor then I'll cane the back of your thighs where you stand!

Wonderful writing sweetie, thank you ever so much.
Big hugz. xxx

MU-WAH!!! luv and hugs from Kay Kandyfloss xxx

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fannymattie

Posted May 13th, 2018 ~ 5:49 pm

@ kay3070

Oh Headmistress Kay, there's a great lump in my throat as your stern verdict fills me with dreadful misery. For such a penance will clearly make me the laughingstock of the entire school! And yet, sniveling and teary eyed as I may be, I cannot hide the agonizingly stiff throbbing that's been awakened within my sissy loins. This beacon of shameful pleasure shall no doubt be ever so apparent to all the jeering students while the girls are caning my bared bottom on the assembly room stage. If it doesn't happening by the time their cannings are complete, my excited little cockie stands little chance of holding back when the tip of the enema hose is lodged deep within my quivering rosebud. Of course the girls, clever as the are, would already have predicted such a pathetic release. That is why they'll take care to flip me over into an inverted position. With my pale bare legs high up in the air, the uncontrollable shower of sissi squirties will pour right onto my defenseless face, which in itself will only help to intensify the gushing eruption of ejaculate even more!

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