sissy Archives - Page 8 of 25

September 24, 2015

A Hot Lady The woman was dressed in a pink western attire.

Published by Diaper Sissy at September 24, 2015

Categories

Boy Clothes

Mommy’s little Sissy ABDL is in big trouble. I caught you wearing boy clothes. Sissy bitches like you don’t get to wear boy clothes. You are too much of a sissy to dress like a boy, it’s princess dresses and panties for this sissy boy. How dare you think that you could ever be a boy. I have seen girls with bigger cocks then you. Mommy is going to have to punish you for being so naughty. I am going to make you stand out in front of the liquor store so that all the old drunks can look at my pretty little sissy, maybe I will even let them touch you, put their hands down your diaper and stroke that tiny useless cock of yours. I think I will even let them take you behind the bushes and peg that naughty ass of yours. Maybe next time you will be a good diaper sissy and stay in your proper clothes. 888-430-2010

September 13, 2015

Boy Sissy Sex The boy was dressed in a sissy outfit with high-heeled slippers and tights.

Published by Diaper Sissy at September 13, 2015

Categories

Pretty Little Diaper Sissy

I am a loving, nurturing MILF. I do not like to have to repeat myself or raise my voice. Unless in a sexy role play, my typical demeanor is one that commands obedience and a submissive attitude. The perfect little sissy would know their place and acknowledge my full dominance over every aspect of their life without me ever having to utter a word. That is a tell-tale sign of a perfectly trained sissy slut. When mommy comes home from a long day and is tired, do you think she wants to have to worry about wiping down the kitchen before bed? No! She most certainly does not. Now, a good little sissy knows right away how mommy looks when she is tired and should be a good pet and get right to cleaning up without having to be told! You make it spotless while mommy sinks into a nice, hot bubble bath and relaxes for the night. After all, doing my bidding is why you are here! XOXO, Barb 888 – 430 – 2010

September 12, 2015

Published by Diaper Sissy at September 12, 2015

Categories

Tiny cock

You know what today is Sissy boy? its one of mommies favorite days. This is the day mommy invites all of her friends over for dinner and play. Mommy never has any female friends, we just don’t get along. Mommy has lots of men she invites over. We all have dinner together and when that is done I call down my sissy boy for my friends to play with. First we strip you out of your pretty yellow dress. Then remove the cute sissy diaper I made you wear. Everyone laughs at your tiny cock. Not one man here is below 7 inches. And you are going to take all of them in your mouth and ass. You will see what a real man can do, not that you will ever be able to do it with a sissy cock like yours. So you will always be the sissy bitch who has to take it up the ass. That’s ok mommy loves to watch. Call mommy Susan and let me teach you to be a real man 888-430-2010

September 11, 2015

The boy was dressed in a pink sissy adult dress, high-heeled slippers, and stocks.

Published by Diaper Sissy at September 11, 2015

Teacher Takes Control

It was a normal day for me; I was in my classroom and working on the last of my paperwork when one of my students knocked on the door. I waved him in and couldn’t help but laugh when he entered the room wearing a frilly pink dress. He slowly walked up to me and started fumbling through some excuse about how he had lost a bet but I knew better.. He was a sissy, and no doubt, he was sent here for the humiliation he would endure walking through the halls. I stood up and walked over to him, lifting up his head so I can see his face, then giggling when I notice the bright pink lipstick and red blush on his cheeks. I lifted up the back of his dressed and couldn’t help but smile when I saw a thick, pink diaper on him.. This was going to be fun. I took him by the hand and sat him down in one of the empty desks, then I handed him a pop quiz I had written up the day before. Let’s hope he passes, or life is going to get a lot harder for this little sissy bitch. Brittney 888-430-2010

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

Categories

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 for mommy to play with. Even pee pee is too big of a word because at least you can somewhat see it. Now yours can’t even do that can it? It disappears inside your tummy like an outtie belly button does it? Mommy can’t do anything with a little wee wee as small as that! Good thing you still have your tongue or you would be completely useless to mommy! With something as useless as that you deserve some small penis humiliation! Crissy 888 430-2010

September 6, 2015

Unfeminine Porn This is a product for adults. It has a black color.

Published by Diaper Sissy at September 6, 2015

Categories

Mommy’s New Toy

“Come over here, sweetheart, Mommy has a surprise for you! You’ve been such a good little sissy that I’ve decided that it’s time you get to try your first cock! Now, go into your bedroom, get dressed in your prettiest outfit and don’t forget the lacy pink bra and panties I picked up for you last night!” A little while later, you’ll hear me coming up the stairs towards your bedroom. Three knocks on the door, and I walk in, carrying a black chest into your room with me. As you sit on your bed, watching me, you can see that my chest if full of toys; bondage gear, paddles, whips, candles, anything Mommy might like to use on you. I make you bend over the bed and stand behind you, pulling your panties aside as I slide my fingers into your tight ass. I place my hands on your hips and pull you onto my big, black strap-on. “Mommy’s going to make you her little bitch tonight, sweetheart. This might hurt a little at first, but just relax and pretty soon you’ll love pegging as much as I do!” Brittney 888-430-2010

September 6, 2015

A Hot Girl is in a nude pose and she appears to be hot and sexy.

Published by Diaper Sissy at September 6, 2015

Categories

Mommy’s Dirty Panties

Well what do we have here? I was just about to finish putting your laundry away like the caring mother I am. But then I got to your underwear drawer and I was in for a surprise. I moved some of your briefs to the side to make more room when the back of my hand brushed up against something silky. I closed my fingers around the fabric and low and behold there are my pink panties I wore last night. I’m certain this isn’t a mistake because I put those panties in my dirty hamper last night before taking a shower. Why would you have mommy’s panties in your drawer? Dirty ones at that! Do you like to sniff your mothers dirty panties? Or maybe you even like to wear them. What a poor excuse for a teenage son you are. Well you’re going to be in for a shock next time you open up that drawer young man. If you like wearing panties so much then I shouldn’t have to keep wasting money on those expensive boxers of yours. Adult baby Mommy is going to get rid of them all and fill that drawer with all sorts of frilly silky and even lacey panties that you love so much. That’s what you get for stealing my panties.

September 6, 2015

Wearing a pink dress, a fetishistic back girl flashes her bare butt.

Published by Diaper Sissy at September 6, 2015

Categories

Be Mommy’s Perfect Sissy

It is so nice when I have a good little submissive to play with however I see fit. When they do not talk back or fight the things I say, I am one happy MILF. I have a big, lonely house. One thing I have been wanting to get into the house lately is a pretty little sissy girl to do everything I say without giving me any lip! I have all sorts of plans for her, mainly letting her know that no matter what, mommy is in charge! When I hide that cock inside of an adult baby diaper, you had better not be surprised! You knew this was coming when you signed up wanting to be my perfect little sissy. I will be so good to you as long as you are good to me as well! I promise we will have such fun changing your diaper when it is messy, getting you all dressed up and looking pretty each and every day, and taking you out to hang with all of my friends! XOXO, Barb 888 ** 430 ** 2010

September 4, 2015

A Hot and Sexy Lady stands in front of the photoshoot in a pink outfit. She looks hot and sexy.

Published by Diaper Sissy at September 4, 2015

Categories

“Let’s go to the Mall”

“Lets go to the mall” Five words you dread hearing. You know what this entails. Mommy Susan dressing you up in one of her favorite sissy dresses with a matching bow and panties. You don’t like going, you know people will stare at you and laugh. Mommy Susan laughs with them, she lets them take pictures. She even pulls out your tiny cock to show everyone. Look at my little ABDL. Look how tiny his sissy cock is. Then it gets worse. Mommy Susan takes you into a fancy dress store to buy you yet another frilly girly sissy dress. There will be a matching bow and panties. She will undress you in front of everyone letting your sissy cock hang out for everyone to see. Everyone will laugh. You will leave the mall feeling tiny and worthless, like the sissy boy you are. At least you will have a new sissy dress to admire yourself in, and Mommy Susan will be so Happy with her little sissy bitch. Call Mommy Susan, I need to go shopping. 1-888-430-2010