mommy role play Archives - Page 6 of 67

November 21, 2015

The image shows a unicorn plush toy that appears to be a soft stuffed toy.

Published by Diaper Sissy at November 21, 2015

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Sissy’s Stuffed Toys

Mommy Lauren knew you were a sissy when she caught you playing with Barbie dolls. You knew that Mommy knew when she started buying you cute and cuddly stuffed animals! No more hard plastic trucks and wooden logs for you- now it’s all velvety soft dolls! What would you friends think if they saw your room now, with bright pink bunnies and fluffy unicorns? They’re so nice to play with! You can hug them as you fall asleep, lay back on them as a pillow, and have them dance around your bed. How about a tea party? Or playing dress-up? There are so many more options than when you only had hard plastic army men! Maybe if you asked nicely, Mommy Lauren would join in on your fun! Isn’t Mommy Lauren wonderful for being so sweet to her sissy? She would never tell your friends how much you like these pretty toys! Would she? Call Mommy Lauren at 888*938*7382

November 15, 2015

A man is dressed in a white wet diaper that appears to be soft.

Published by Diaper Sissy at November 15, 2015

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Stinky Diaper Lover!

When you find yourself in my ABDL nursery, you will notice how many things there are to use to take care of you. When you come to me, like most of my adult babies, I am sure that your diaper will not be clean. More times than not, when I get a new diaper lover, they have a very full and very stinky diaper for me to change! Usually I can smell it as soon as they step into my home, that pungent smell hitting my nostrils and sending me right into mommy mode! I will take them by the wrist and lead them up the stairs to the well stocked and well prepared nursery. It has all sorts of pastel and inviting colors, and has diapers of cloth and disposable, dresses and outfits, toys, pacifiers, powder, and everything else that I could ever need to take care of my little ones! XOXO, Barb 888-430-2010

November 12, 2015

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

Published by Diaper Sissy at November 12, 2015

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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 to go. There was no way my new little sissy could resist some soft smooth silk against his little bum. It turns out, in fact, that he couldn’t. He wears his new silk panties all the time now and talks about how much he loves them all the time. So for any mommies out there that have trouble with sissy training, try silk panties! –Barbie <3 888-430-2010

November 12, 2015

Published by Diaper Sissy at November 12, 2015

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Mommy Phone Sex Fantasy

Lately I’ve been in the mood for some rough Mommy phone sex. I’m going to be wearing a sheer black lace thong and a soft lace bra to cover my large tits. I hear my baby call that he wants his diaper changed so I slip on a thin robe and diaper him with a thick white diaper. As I’m changing diapering you, you reach up and pull the string holding my robe closed. Your mouth falls open when you see Mommy’s pretty panties. You try to pull my bra down and my pussy instantly starts dripping. You reach to touch me over my panties and I pull your hand away. You can only touch Mommy if she lets you. I want to tell you no but I’m so horny. I push your hands to the side and straddle you. I lower my dripping pussy over your face and pull my panties to the side. I don’t let you stop until I’ve come twice in your mouth. You clean me out so well that I decide to let you cum into your diaper and change it for you. Jenna 888-430-2010

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

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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 way to someone else before, especially a hot MILF who has been doing this for quite some time. Don’t worry baby, I will help you through it. I wouldn’t have picked you if I didn’t think you would make the best little sissy girl for me. I think once I get you all dressed up and ready to go out, that you will really come to enjoy the dresses and skirts! Don’t be shy! XOXO, Barb 888-430-2010

November 6, 2015

In Mommy's Slutty Outfit, a woman is shown walking along the street while sporting a miniskirt.

Published by Diaper Sissy at November 6, 2015

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Mommy’s Sexy Clothes

Your fetish for slutty clothing started at a young age and you know exactly what started it all. Your mother was always strutting around in tight skirts, low-cut tops, and high heels. Your friend’s parents would comment that the way she dressed made her look like a whore but you always thought she was the prettiest woman you’ve ever seen. Imitation is the sincerest form of flattery, isn’t it? So you think she would be happy to see how hot you look when you wear the same type of clothing she likes. Her legs seemed like they were a mile long in those miniskirts, and yours do too! The tight fabric shows off the lines of your tiny thong. That silky top feels so nice on your nipples. A streak of ruby red lipstick and fake eyelashes complete the look. You’ll never look as good as your mommy, but it’s your fetish to try! Mommy Lauren at 888-938-7382

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

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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 of that for him. He looked surprised, but my sissy looks like such a pretty girl that he didn’t even think about it. He unzipped his pants and pulled out a cock bigger than any my sissy has sucked before, and he stepped forward and thrust his meat deep into my sissy’s pretty mouth. My sissy started gagging, but the stranger didn’t pay any attention, and kept pumping down my sissy’s throat until his eyes were watering and his mascara started running. Finally the stranger came, zipped up his pants, and got off at the next stop. My sissy got a big bowl of ice cream when we got home for servicing that man so well. I’m very proud of him for being so obedient and sucking cock on public transportation. Barbie 888 430-2010 –Barbie <3 88-430-2010

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

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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 he came in there and wore sweat pants over his diapers and always made sure the top of his diapers are sticking out. Not only did she see his diaper he drew even more attention to himself when he told her he needed to know where the adult baby wipes were because he made a mess in his diaper! She even had to give him the bathroom key so he could change his stinky diaper. He always has new and exciting stories for me when he calls. Public humiliation phone sex is just so hot sometimes. Crissy 888 430-2010

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

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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 and sweet, waiting for me to come up behind you, put my hands on your hips and slide into you. Spankings are a given, of course! I love spanking that ass over and over again as I push in and out of your tight little hole. Leaving nice red hot hand prints on your butt-cheeks always brings a smile to my face. XOXO, Barb 888-430-2010