Auntie Kay's special sissification punishment

PG 13 Auntie Kay's special sissification punishment

sarahsissyboots

Auntie Kay orchestrating her scheme to punish an unsuspecting Sarah with a special enhanced sissification punishment.

Posted on May 31st, 2020 ~ 1:42 pm

Posted in

Photogenic Beauties

Add A New Image To This Gallery

Auntie Kay's special sissification punishment - Auntie Kay orchestrating her scheme to punish an unsuspecting Sarah with a special enhanced sissification punishment., sissification,punishment,nappies,babification,spanking,domination, Adult Babies,Feminization,Diaper Lovers,Bondage,Dominating Mistress Or Master,Spankings

Click any of the images to see their full size

Auntie Kay announced she had a very special and unique punishment in store for me, the details of which were not of my concern. As her charge, I am used to a wide range of Auntie's inventive punishments but I did not imagine the fate that I was to befall.
After being stripped of my big girl attire, Auntie dressed me whilst teasingly berating me as she did so. Slowly but surely I found myself dressed in the most prissy and sissy outfit imaginable. A beautiful pink and shimmering frilly dress, a deluxe sissy baby bonnet, matching bloomers underneath a nappy and plastic panties with a baby bib and dummy to complete my sissy doll look.
Auntie made me stare at my ultra sissified form in the mirror, the sight of which made me very emotional and trembling with heightened feelings. Then naturally Auntie determined I needed to be brought back from my sissy haze, so I was trussed up on the bondage board with bloomers and nappy down for a bare bottom thrashing before being left restrained upstairs to cool off.
It was such an intense sissification experience with Auntie Kay once again excelling with her innovative methods of dealing with an errant naïve sissy like I.

Gallery Images by sarahsissyboots

Display More Images

Last Post

9,179 views

18 posts

::Would you like to advertise at Sissy Kiss? Click here for details!::

These lovely people support all the features in Sissy Kiss to contribute to our community! So it would help so much if you could check them out, and say your from Sissy Kiss. Some even give discounts, or free gifts by mentioning it!

Add your message here..

Baby Puss

Posted May 31st, 2020 ~ 3:36 pm

You did very well Sarah! Which is a great reflection on Auntie Kay. If it weren’t for you, she couldn’t have come up with such great ideas for punishments. You can both be proud. It’s just you have to be proud, while humiliated. Wow! see that’s a thing now. You got the best of both 😄 If there was a trophy for humiliation, you’d be the statuette on it 🤭 😆

Quote

◆

sarahsissyboots

Posted June 9th, 2020 ~ 7:50 pm

@ Baby Puss

Aw thank you my friend, I don’t think I can grumble or pout at the prospect of being immortalised in a statuette (giggle).

Auntie Kay really does excel at devising new methods of my humiliations and punishments so I really don’t know what is going to happen and this time even more so.

I was genuinely shaking when she completed my dressing and felt such a prissy sissy doll in this delightful dress, bonnet and bloomers. Auntie had to keep a close loving eye on me for a short while until I came to terms with my new look she’d created, of course by then it was time for my bare bottom to take a thrashing and she certainly delivered a thoroughly hard punishment on my sore behind as ever.

I was soon begging for her to pin me back in my nappy, which Auntie did but only when she was good and ready with a suitable accompanying lecture.

Quote

sissybabysamantha2

Posted June 1st, 2020 ~ 7:56 am

A perfect story. And a lovely dress and bloomers also a nice red bottom no doubt you deserved it Sarah. I see Auntie Kay was a bit mean she tied your hands out of the way so you could not be naughty while lying on the bed thinking about things

Quote

◆

sarahsissyboots

Posted June 9th, 2020 ~ 7:54 pm

@ sissybabysamantha2

Thank you Samantha for your lovely comments and support as always.

I am sure Auntie Kay will say I deserved my many punishments for acting like such a pansy and I will confess to such intense feelings when Auntie had finished dressing me up and I could see what a prissy sissy doll she’d turned me into.

You are absolutely correct Samantha, when Auntie had restrained me to the bed for a cooling-off I most certainly needed, my hands were firmly secured so I could not fiddle with anything I wasn’t supposed to and just between you and me, I was so desperate to give my tightly pinned nappy and plastic panties a rub (I couldn’t even shuffle to rub against the bed with my feet locked up in that bar too) oh I did squeal through my dummy gag in frustration (giggle).

We shall probably both be in trouble with Auntie if she reads us discussing such naughtiness.

Quote

◆

sissybabysamantha2

Posted June 11th, 2020 ~ 12:16 pm

@ sarahsissyboots

We might but it is good to discuss naughty things and even more fun to do them. I am hoping after your punishment she gave you a helping hand to relive your frustrations he he

Quote

babygirlpansy

Posted June 1st, 2020 ~ 8:44 pm

its always so wondrful to see sissybaby sarah's regression to a little girl as she receives her MUCH needed discipline

Quote

◆

sarahsissyboots

Posted June 9th, 2020 ~ 7:58 pm

@ babygirlpansy

Thank you pansy I thought you may enjoy my sissification punishment and the subsequent discipline you reference.

Auntie Kay really didn’t spare the rod and I was left with a very sore bare bottom and even afterwards in my baby bondage, my exposed thighs were cropped mercilessly despite my dummy gagged pleas.

Auntie is naturally in charge though and I must cheerily accept my punishments and say thank you to her for all her care and control of me.

Quote

baby girl wendy

Posted June 1st, 2020 ~ 9:26 pm

oh my goodness, all your pix are simply stunning!!

Quote

◆

sarahsissyboots

Posted June 9th, 2020 ~ 8:00 pm

@ baby girl wendy

Thank you Wendy that is most kind of you, we both have the most wonderful time together as you can see. We do switch but on this occasion, Auntie Kay was very much firmly in control and I honestly didn’t have any idea as to what laid in store for me until Auntie dressed me.

The result was quite a surprise and certainly the most prissiest look I’ve ever had, all thanks to Auntie of course.

Quote

Baby Butch

Posted June 2nd, 2020 ~ 1:37 am

Wow! You delivered on your promise! Great photo shoot with the special Sissification punishment. Cute Sarah has a lovely dress and nappies of course. Looking good yourself Kay. : )

Quote

◆

sarahsissyboots

Posted June 9th, 2020 ~ 8:14 pm

@ Baby Butch

Thank you Butch, as ever your kind compliments are very much appreciated by both of us.

I did feel very cute (you shall get me blushing lol) although Auntie Kay deserves all the credit and not just because I will get another heavily spanked bottom if I fail to praise her sufficiently (giggle).

I honestly wasn’t expecting my enhanced sissification punishment and had no idea what Auntie had in store, it was only after she finished dressing me that my fate became clearer. I was by that stage in quite an intense state as I hadn’t imagined Auntie could create such a prissy sissy doll out of me, thankfully she did hold my hand and look after me whilst I regained a bit of composure.

Thank you for complimenting Kay’s look too, I will say she was looking so sexy and beautiful as well as strict and domineering, another reason I was going all weak at the knees.

Quote

sissieann

Posted June 2nd, 2020 ~ 11:03 am

I love the nappies and pink plastic panties and the outfit more please Baby Kevin??

Quote

◆

sarahsissyboots

Posted June 9th, 2020 ~ 8:16 pm

@ sissieann

Thank you Baby Kevin, this was undoubtedly my most prissiest sissy look ever and all courtesy of Auntie Kay.

I was dressed head to toe by Auntie without any knowledge of what was to follow. The ultra-pretty dress, wondrous bonnet and delightful bloomers over nappy and plastic panties left me shaking with nerves and excitement, which a sound spanking soon cured.

Please be assured there shall definitely be more to come from both of us.

Quote

Pink Balloon

Posted June 5th, 2020 ~ 5:05 am

Been missing you two (or I'm just blind but still), always glad to see anything and everything you have on offer.

Quote

◆

sarahsissyboots

Posted June 9th, 2020 ~ 8:19 pm

@ Pink Balloon

Hiya Pinky, aw we’ve missed you too sweetie but very happy to be back and hope you are well.

This was quite a day as you can imagine from our pictures and writing, Auntie Kay really did leave me rather stunned as I had no idea what plans she had in store for me.

I don’t think I could have imagined such a sissified look in my wildest dreams and Auntie looks so gorgeous I didn’t really have much choice but to submit to her will now did I (giggle).

Quote

◆

Pink Balloon

Posted June 10th, 2020 ~ 10:27 pm

@ sarahsissyboots

Oh I'm sure of it, you two always have such fun.

Quote

Sissybeckyfunstuff

Posted June 6th, 2020 ~ 3:45 am

haha! Sara gets all the punishment! xD Lovely post!

Quote

◆

sarahsissyboots

Posted June 9th, 2020 ~ 8:27 pm

@ Sissybeckyfunstuff

Humph yes Becky there seems to be no end to Auntie’s inventive and humiliating punishments for me and her enhanced sissification of me was a particularly exceptional one.

Of course I still had to endure a severe thrashing on my poor bare bottom and a lengthy cooling-off period restrained in my baby bondage with only a plug for company and no prospect of rubbing my nappy (pouts).

I better not whine anymore though as otherwise Auntie will be cross and she does know what is best for me.

Thank you Becky for your kind compliments.

Quote

Tags:

Categories:

Dominating Mistress Or Master

Spankings