Anal Training - Diaper Sissy

June 13, 2020

A diaper for adults It was really good and secured with a lock and a blue cover.

Published by Diaper Sissy at June 13, 2020

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I am locking you in your diapers and you are not coming out

I am locking you in your diapers and you are not coming out. You will experience extreme diaper humiliation from me as that is part of your punishment for being a naughty little abdl baby. You were told not to release your piss from your clitty sized itty bitty pee pee yet you still pissed yourself without my permission. How dare you release yourself, you fucking little drippy diaper sissy cunt whore! You thought it was a good idea just because you were getting a headache and experiencing severe cramping […]

October 29, 2015

The lady had a pair of sexy bosoms and was dressed in a western attire.

Published by Diaper Sissy at October 29, 2015

Strap On Training

I think it’s about time for some good ol fashioned pegging phone sex. You lubing up that ass for me you little pegging slut? Mmm I’m going to stand behind that little ass of yours and put on my nice thick strap on. It’s the big black one just like you like it. I’m going to rub my big mushroom head all over that little puckered hole of yours. Are you ready for my cock? This is your training you little slut. You need to learn how to take my […]

October 11, 2015

A stylish girl is posing for the photoshoot, and she is lovely. She displays her sexy hips.

Published by Diaper Sissy at October 11, 2015

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Sharing Mommy’s Pet

Tonight’s a big night for you, Little Miss! I’ve picked out lots of pretty Sissy dresses that I think you’re going to love, and a bunch of frilly panties and bras to match! We’re going to get you all dressed up and then some of Mommy’s friends will be coming over to help me take care of you. We’re all going take turns breastfeeding you, holding you close to us as you suckle away on our big, squishy tits. Once you’ve had enough of that, then it will probably be […]

October 7, 2015

A Sissy Pegging woman can be seen standing in front of a man while she is pegging him while wearing the sex porn toy.

Published by Diaper Sissy at October 7, 2015

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Sissy Pegging Phone Sex

If you have any lube I suggest you use it now! I want you to bend over for me and spread em. It’s about time for some strap-on phone sex! Being a closet fag such as yourself, you don’t have many options as far as sissification training, so I’ve decided to take a step and be your guide. My strap on is going to open up that little ass of yours so that it’ll be taking all sizes of cock in no time! I’ll use my big black strap on […]

September 10, 2015

The woman was wading while in black stockings and had a naked sex. She is currently seated on the sofa.

Published by Diaper Sissy at September 10, 2015

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Small Penis Humiliation

Mommy is finally home from work and you know what that means! It’s time for mommy to have some fun with her abdl! We play lots of games together don’t we? Well today mommy is going to play her favorite! It’s called find the pee pee! That’s right you have a tiny little peeny weenie don’t you? Aww it looks so cute nestled between your legs. I bet mommy could find it if she started rubbing it like a little clitty huh? That’s exactly what it is! A little clitty […]

July 30, 2015

A Nude Ava Lady is posing for the photographs while sporting a stunning black attire.

Published by Diaper Sissy at July 30, 2015

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Mommy for Diaper Girl

I have so many wonderful sissy boys in my nursery and I just love getting to play with them. I think it would be fun to have some time playing with a sweet diaper girl. She can join us while we play dress up and with all the toys I have for us. I can buy new outfits for my adult babies, the pair of them will look so pretty in their dresses and adult baby diapers! I would hold them to my chest and have them each latch onto […]

July 23, 2015

Published by Diaper Sissy at July 23, 2015

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Adult Baby Diapers from Mommy

My ABDLs love their nice cozy adult baby diapers. I have so many stacks of cute diapers for you in the nursery I made just so you could be safe and have fun with me. I would love to spend some quality time playing dress up and dollies with a sissy boy. Maybe you just need someone to love on you while you suck on some big tits and take in the warm milk to fill you up when you’re hungry. Your crib and changing table are all ready for […]

May 6, 2013

Published by Diaper Sissy at May 6, 2013

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sissy bitch

Sissy BITCHÂ myÂ little pantie waste what do u think u can do for your mistress mommy? Anything useful like not stealing used panties out of the neighbors trash. Bad ,naughty Bitch sissy! What should I do with you making all that noise while you get your strap in training. Squealing as Mommy plunders your ass pussy. Do not look at me like that you mis-behave and you get punished that is how it works. Nowwring the dirty,smelly pissy panties out and wash your face with piss now in front of your […]

December 31, 2012

Published by Diaper Sissy at December 31, 2012

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Abie new years for diaper slaves

Its that time of year again, Abie new years. I bet you think that you are gonna finally get something accomplishedÂ this year will be so much better than the last. Guess again your so pathetic you will fall right back into yourÂ very bad habits of never following through with anything & being a lazy boring whore of a diaper slave! You get your pretty knickers out now and plan for all your dirty deeds you will get yourself suckered intoÂ for this drunken,debauchery of a holiday. I will […]