Diapered Sissy Archives - Page 4 of 12

September 5, 2019

She's approaching the car with a diaper and pink sissy dress.

Published by Diaper Sissy at September 5, 2019

What Type Humiliation Is Your Favorite?

I certainly know that for quite a few sissy babies getting humiliated can be a highly sexual experience for them, and there is not a thing wrong with that. It can be a lot of fun for me to tease, let me tell you! But for others, it’s never sexualized. Whatever embarrassing and mortifying things the sissy is told to wear or do, it’s solely about the humiliation and shame that comes along due to those actions. Sometimes it’s done publicly, other times in private, but either way the sissy needs and wants to be told how ridiculous and silly and pathetic they are. They want to feel a burning hot blush across their face and down their neck, a sign for anyone to see just how embarrassed they are at what’s being said…. And the fact that they never argue back is just proof that they know exactly how debased they are. It can go either way. Which is the one that you crave? Call me for some sissy humiliation phone sex and tell me. Tawny 1-888-430-2010 Click Here to chat with a phone sex mommy!

July 17, 2019

The white diaper-wearing Dildo fetish man is resting on the ground.

Published by Diaper Sissy at July 17, 2019

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Naughty Sissy Baby Fun

Sissy Baby Penelope wiggled back on her knees a little bit more, giving herself another inch or two to rock back on the suction dildo attached to the back of her crib. Her pussy was extra tight since her abdl diapers were down around her thighs so she couldn’t spread her legs out wider and that extra bit sliding deep inside, filling her pussy up even more drew a filthy moan from her mouth. She heard Auntie Brenda giggling a bit from where she was sitting in the nursery rocker, and a glance to the side showed her smiling while she watched Penelope fuck herself on the dildo Auntie put in there just for that! “Go faster, silly sissy!” That was all the encouragement Penelope needed to work herself back even faster, the slurping wet noises from the dildo pushing inside her getting her even more worked up! It wasn’t long before Penelope was jerking and moaning, her sissy clittie spraying cummies all over the crib’s mattress! Ready to come just as hard as Sissy Baby Penelope? Just takes one call to me for the sissy baby phone sex that will have you doing just that! Brenda 1-888-430-2010 #sissybaby #abdl #sissy #abdlmommy

July 15, 2019

Adults love Elastic Printed Diapers. In the photo, he is wearing a Pink Elastic Printed Adult Diaper.

Published by Diaper Sissy at July 15, 2019

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Boy Turned Baby

Recently in my neighborhood, a big beautiful house came up for sale. Every day there were people coming to take a look, and every day it sat empty, waiting on the perfect buyer to come along and make that house a home. It happened one day that a young man decided to purchase the house, and he promptly moved in and was knocking on my door one fine afternoon. When I opened, his face turned a very bright red, and he dropped his eyes to the ground. I was confused until I realized that I had not presented myself in a very modest way to my new neighbor upon our very first meeting. Oh well, you could not do over a first impression anyway, so I decided to roll with it and see just how far this shy boy was willing to go. I let my arm fall to my side so my robe in turn fell open to reveal the sheer nightie I still had on from bed. His mouth fell open, and I could not help but giggle as he shamelessly oggled me. I may have even seen drool pooling around his lips. I smirked, knowing good and well that his young testosterone-fueled mind was fixated on MILF sex and what it would be like with a woman like me. Thing is, I had big plans for this one, whether he knew it or not. I invited him inside to which he all but scrambled across the threshold. He awaited my attention eagerly, and I gave it. Some. I took him upstairs to show him my real plan, and I was not disappointed at his confused reaction to the closet full of sissy clothes I showed him there. He was utterly taken aback, and looked to me for answers. I pulled him close, smiling warmly and beginning to run my fingers across one silky pink dress and a disposable diaper. I explained that turning him into a cute little diaper sissy was what I really wanted. He blushed harder, looking ashamed and suspicious. I kissed his forehead and nodded, promising that nothing would make mommy happier than having my obedient neighbor do as I say and get sissified by my hand. I know we are off to a great start!XOXO,Barb1-888-430-2010Come chat with the phone sex mommies!#milfsex #sissy #diapersissy

June 30, 2019

Stepmother wearing pantyhose while waiting for dig Bick boy

Published by Diaper Sissy at June 30, 2019

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Showing Off Sissy

“Come on out, dear!” You can hear her calling you from the living room, followed by a bunch of excited giggles from her friends. Running your hands down the front of your short, pleated skirt you wonder how much more of this sissy humiliation you can stand. Here you are, dressed in an adult baby diaper, plastic pants, and oh so short pink skirt and matching blouse, about to walk down the hall and present yourself to your sadistic girlfriend (now your Mommy!) and her attractive female friends, the kind of women you used to wish you could find in the forced femme porn clips you devour voraciously. The door opens, your new Mommy grinning at you as she leads you down the hall… “Looks like our little baby girl was just too shy to come out on her own!” She giggles, reaching down to check your diaper pants, it’s a phone sex fantasy come true for you, sissy. XOXO Mommy Jackie 888-430-2010 Click HERE to talk to a phone sex mommy #diaperfetish #sissy #forcedfemme

June 15, 2019

He rubbed his thighs together as Mommy Tawny approached

Published by Diaper Sissy at June 15, 2019

Sissy Fucked in Diaper

Andrew rubbed his thighs together, barely hearing the crinkle from his plastic backed abdl diapers as he squirmed on the bed laid out on his back, watching Mommy Tawny walk towards him. Her strap-on was swaying in front of her, and he didn’t even try to look away, the thought of how good that dildo was going to feel inside him made his sissy pussy clench down on the plug inside it in eagerness. It felt so good that a needy moan slipped past his lips and his hips rocked forward before he couldn’t even think about stopping it. She laughed at him, sweetly mocking his lack of control. She doesn’t except him to have any at all, really, he is just a silly sissy diaper baby! Once she was standing by the bed, she pulled him closer to the edge, arranging him as she pleased with a dominance that got him even more excited. Didn’t take long for his ass to be a few inches away from the edge, his knees bent, his feet flat on the mattress and the crotch of his diaper pulled to the side, baring his pussy. Mommy Tawny pulled the plug out with an obscene popping sound, and replacing it with her dildo, stretching him out fast with one long stroke. He couldn’t hold back his screams and moans as she proceeded to ride him hard, telling him how good he looked writhing on her cock, and how she was going to fuck him hard enough to start his period! Want to tell me how much you’d love this? Call for some submissive sissy phone sex. Tawny 1-888-430-2010 Click Here to chat with a phone sex Mommy! #femdom #sissysubmissive #diapersex

April 25, 2019

She felt warmth on the inner of her thigh and precum dribble down her clottier.

Published by Diaper Sissy at April 25, 2019

Sissy Babies Should Be Embarassed!

Judy couldn’t stop the blush popping up across her face and neck, her skin burning with humiliation as she listened to the clicks that came from between her legs as Aunt Brenda took pictures of her plastic adult diaper covers with her camera app. She squirmed a little bit, her tights rubbing against her legs, her eyes clinching tight while Aunt Brenda laughed at her! She couldn’t hold back a squeal when a hand smacked against her thigh, and she was told to stop moving…. She barely managed, but all that pent-up energy came out as a loud filthy moan. She had already pissed her cloth diapers, the cotton was warm and wet and felt so good against her hard sissy clittie! Aunt Brenda was right, she was just a dirty sissy baby slut! Her little clittie twitched in her diaper and she knew it wouldn’t be long before she was begging for permission to make cummies, even though she had sworn up and down that she never would beg! She swore she could feel a spot of warmth on the inside of her thigh, and she felt precum dribble down her clittie even more thinking that the pictures would be proof of just how much she needed to wear diapers! Do you deserve this kind of diaper humiliation? Call me for some diaper domination phone sex. Brenda 1-888-430-2010 Click Here to chat with a phone sex Mommy! #diaperhumiliation #diaperdomination #adultbabydiaper #sissybaby

April 9, 2019

Published by Diaper Sissy at April 9, 2019

Categories

Mommy’s Leaky Sissy

My naughty little diaper sissy just cannot get the hang of potty training! I’ve tried spankings, teasing, humiliation, and even the promise of some sissy phone sex with Mommy but nothing has worked to make her control her leaky ways. It is totally embarrassing for her when I dress her up in a big dirty diaper and take her out to see my domme friends. She whines and whimpers about how she can be a big girl this time and that she doesn’t need her princess diapers but we both know just how far from the truth that is. So today I’ve decided to throw her a special party where she can come out to all my friends as Mommy’s Leaky Princess! No more trying to be a big girl one day, in diapers is where she belongs forever. XOXO Mommy Jackie 1-888-430-2010 Click HERE to talk to a phone sex mommy #abdlsex #diaperlover #sissybaby

January 27, 2019

he is an adult baby sissy diaper boy; please humiliate him.

Published by Diaper Sissy at January 27, 2019

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Forever A Silly Sissy Baby

You will always be a diapered sissy baby. Everything that you wear will be lacy, frilly, super feminine and girly and sissified! You did try for awhile, and I know you wanted it to work, but there never was a chance that you could do it. So don’t feel ashamed about this, dear, it’s just your nature. There’s no fighting who you are, so you need to embrace it! Though you should always be horribly embarrassed with how your tiny sissy clittie always stays hard inside your diapers. I do like watching you blush and it really is something to be embarrassed by! I might tell you put on a little show for me and my friends, have you rub the front of your diaper until you make cummies while we watch. I might even open up the diaper to show everyone the sticky mess that you made! Call me for sissy humiliation phonesex! Mimi 1-888-430-2010 Click Here to talk with a phone sex Mommy! #sissyhumiliation #diapersissybaby #sissyclittie

December 25, 2018

He wears pink clothing and the Swedish Diaper.

Published by Diaper Sissy at December 25, 2018

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Diaper Check for a Cuckold Husband

Do I smell something stinky? You went poopy in your diaper already, little diaper sissy? Well, shuffle yourself over here to I can give you a diaper check, see if that horrible smell really is you. I don’t care that my new boyfriend is here, I already told him about how you were my husband before, but you were horrible at it, so I had no choice but to turn you into my diapered sissy baby! So you are going to walk on over here, get your diaper checked, and you better believe I will change you right in front of my manly boyfriend. I might need to pull his hard thick cock out for a comparison to your teenie weenie little clittie, just as further demonstration for how pathetic you are. What on earth made you think that you could ever please a woman with that pitifully small thing dangling between your legs? Ready for your diaper check? Go on and give me call for sissy baby humiliation phonesex. Brenda 1-888-430-2010 Click Here to talk with a phone sex Mommy! #diapersissy #sissyhumiliation #cuckoldhusband