adult baby - Diaper Sissy

November 12, 2015

A girl in red panties is sitting in a chair while sporting them.

Published by Diaper Sissy at November 12, 2015

Categories

Silk Panties

My new sissy is not doing well with his training. Of course, I have to insist that my sissy wears panties all the time, who knows when I will want to see my pretty little girl! However, he didn’t like the lacy ones that I got him, he insisted that they were itchy. I offered to buy him a different brand and different cuts so that he could find some lace panties that he really liked. Finally I gave up on the lace and decided that silk was the way […]

November 8, 2015

A pink skirt with frills that was maintained on the floor was quite attractive to both see and wear.

Published by Diaper Sissy at November 8, 2015

Categories

All Pretty in Pink

Part of being a good little sissy is making sure to always listen carefully and perfectly obey everything that mommy tells you to do. You are not to ask questions or talk back. You must always remember that I am in charge here, and the better you behave for me, the sweeter I can be to you! I know that the ruffled pink dress I picked out for you might seem scary at first, but there is a first time for everything! You’ve never had to be submissive in this […]

November 5, 2015

A Mmmys Boy Adult Caption this is caption is relevant to adult users. And this is mature words.

Published by Diaper Sissy at November 5, 2015

Categories

Obedient Sissy

My sissy and I went shopping earlier, and we got a lot of cute skirts for him to wear. I let him sit down on the bus ride home, with our bags at his feet, and I stood in front of him. The bus was very crowded, and there was a man behind me staring at my ass the whole time. I glanced back for a moment and saw him rubbing himself through his jeans. I got a very wicked idea and told him my sissy would gladly take care […]

November 2, 2015

A Hot and Sexy Lady is standing on the floor, exposing her sexy boobs in a nude pose, looking hot and sexy.

Published by Diaper Sissy at November 2, 2015

Categories

Public Diaper Humiliation

I got to talk to one of my callers tonight. He’s one of my favorite callers cause he’s a big diaper lover so you can bet that he really loves diaper lover phone sex. He called me earlier and was so excited to tell me about his day. You see he loves public diaper humiliation so he just got home from the store. He loves to go to this little ma and pa store since there’s this sweet little ol lady there who helps him every time. The first time […]

November 1, 2015

A Domination of Role Playing The thoughts on the wall are all black in colour.

Published by Diaper Sissy at November 1, 2015

Categories

Bend Over for Mommy

You know what always makes mommy soooo happy? I think you might have an idea of what inside that naughty little mind of yours.. When mommy has had such a long and stressful day, nothing would be enjoyed more than coming home to see an obedient and willing little sissy on their hands and knees on the bed, bent over and waiting for mommy to come stuff a big strap-on deep into your ass. I can see you look back at me from where you kneel. You look so submissive […]

November 1, 2015

A Sweet and Seductive Lady The woman was just partially clothed. And she has the appearance of a candy doll.

Published by Diaper Sissy at November 1, 2015

Categories

Sissy Whorehouse Halloween

Oh man did I have the best halloween ever. There’s never a bad time to add humiliation phone sex to your holidays! This year I got to dress up my little sissy sluts and boy did we have some fun. Instead of a little haunted house we decided to turn our garage into a little Halloween sissy whore house. Instead of passing out candy we passed out blowjobs! My little sissy sluts all stood in a line on their knees as one guy after the other started coming up and […]

October 27, 2015

A Sissy Barbie Girl the lady was dressed in an extremely deluxe version of a traditional white southern belle attire.

Published by Diaper Sissy at October 27, 2015

Categories

Halloween for Sissies

It’s that time of the year! That enchanting smell that comes with fall weather, pumpkin spice lattes, and Halloween. What better opportunity is there for a sissy to go out on the town in the frilliest of gowns? Imagine how much fun you can have just preparing for the event. Going to the store and finding a Barbie pink dress with a full skirt so that you can wear a diaper underneath with no one the wiser. A trip to the makeup counter for a bright lipstick to match. After […]

October 26, 2015

Back to school time is a special occasion for everyone. Back to school is still written on the blackboard in the image.

Published by Diaper Sissy at October 26, 2015

Categories

A Fun Weekend with Mommy

Just this weekend, I finally followed through and taught my son how to suck his daddy’s thick cock so that he can be a good little sissy slut. First, I told him his daddy likes his girls to be very pretty, and that if he wanted to be like mommy, he would have to be very pretty too. I had him strip down and put on a pair of lacy, black panties and a pretty bralette. My baby boy’s pretty clitty is so little it fits nicely into the panties, […]

October 25, 2015

The lady was dressed in a white western costume dress with panty, and she was showing off her ample assets.

Published by Diaper Sissy at October 25, 2015

Categories

Sissy, Sissy

Well what have we here? A big whinny sissy boy! Do you really think that I will let you get away with this naughtiness? Bad behavior does not get rewarded! You will come over here right this minute. Stop that whining now. Where ever did you get that dildo from? Don’t try and pretend that I didn’t see you in the corner with your hand in your diaper, and playing with that big dildo. I saw it and now you will pay for it. Come here! Where did you get […]