domination phonesex - Diaper Sissy

October 7, 2019

Changing Boy Domination boy is wearing a white diaper and is lying on the bed.

Published by Diaper Sissy at October 7, 2019

Diaper Daddy’s New Cock Sucker (part 1)

Brandon felt his mouth stretch wide around his new Diaper Daddy’s cock and couldn’t do a thing to stop a low moan from vibrating through his throat, making Daddy chuckle and grind his hips against Brandon’s face. Brandon wasn’t sure if he would have stayed away from his neighbor Brenda’s house if he’d known what was going to happen… or if he would have run over here. He had a party at his house last week and she must have taken a peek at his laptop. He hadn’t remembered about […]

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 […]

August 26, 2017

Big Black Cock, The black dude reveals his Big Black Cock. Big Black Cock.

Published by Diaper Sissy at August 26, 2017

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Black Cock Craving Sissy

Now, you know that I’m going out with my friends tonight, but I’ve decided to get a babysitter for you! You’re not allowed to change your own diaper, after all. Being a diapered sissy like you are means that you need a sitter that can meet all your needs. Your new sitter is very hands on, very firm…and he has a big black cock to fill up that tight ass of yours, if you behave yourself. Or it could be if you don’t behave yourself. Whether it’s a reward or […]

June 17, 2017

Standing on the ground, a hot and seductive naked woman removes her clothing to reveal her nude boobs while sporting a black porn sex toy.

Published by Diaper Sissy at June 17, 2017

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Cuckold Mommy Phone Sex

Calling all cuckold phone sex lovers. It’s the first of the month again. That means that rent will soon be due so I hope you plan on paying it because a hot fem dom like me shouldn’t ever have to lift a finger for anything. Besides I treated myself to some new heels so once again you’re going to have to do and suck every cock needed until we’ve finally payed it off. That mouth will be working in over drive while your little hole gets plowed. I just got […]

February 3, 2017

A Spanking Phone Sex: she was naked and wearing a pink hair band ribbon.

Published by Diaper Sissy at February 3, 2017

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Ty loves sissy fag phone sex pt 2

Here’s the rest of the email my sissification phone sex lover Ty sent me. Check for part one here Then, at the ceremony, I would be taken to the altar, and have to say my vows, that I was a sissy, and that mark was a real man, that I would always call him DADDY or Master, that I would promise to obey him always, clean and cook and bathe him, and that he could do anything with me. I would have to go to the bondage store and buy […]

September 19, 2016

A woman is standing on the ground, naked and showing off her large boobs. She has a sultry expression and is tightly pushing her boobs.

Published by Diaper Sissy at September 19, 2016

Diapered and Doodied

Looks like you have a big stinky in your ABDL diaper. I can see it peeping through the side of your leg holes. I really should get you in a new diaper. I really just don’t feel like changing your messy sissy ass right now. I’m pretty much done catering to your every “accident”. I feel like letting you sit in your nasty shitty diaper would make you learn from purposely having accidents. Another part of me just wants to change you into a new diaper and dress you up […]

September 19, 2016

In this picture, a woman is standing on the ground while half-naked and dressed in white pussywear. She is stroking her body and flashing her boobs, and she looks sexy.

Published by Diaper Sissy at September 19, 2016

Naughty Sissy!

What am I going to do to keep your hand out of your diaper? You know you are supposed to ask your Abdl mommy permission to make cummies! So now I ordered you something for you to put on and it is a big surprise my Sissy baby! Now come here now!! I am going to take off your Bambino teddy bear diapers and slide on your chastity device, afterwards I am going to make sure you won’t get the lock by wearing it around my neck for everyone to […]

January 11, 2016

A Nude Hot And Fetish Sex the lady was nude throughout the entire session. And she is currently seated on a chair made of wood.

Published by Diaper Sissy at January 11, 2016

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Bad Babies

Well I have sure had my share of naughty babies. You know the one’s that throw big temper tantrum fits maybe throwing themselves on the floor or yelling and crying to try to get their way. Or some bad little ones will throw their toys at things and intentionally break them out of anger with those little fits of rage. I am here to tell you that this mommy does not like it at all and will not stand for it. No temper tantrums allowed in this mommies presents, no […]

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 […]