cross dressing Archives - Page 2 of 3

October 17, 2010

Published by Mommy Maddy at October 17, 2010

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Birthday Boy!!

Guess what I got to do this weekend? Oh I got to dish out some Birthday spankings! It was great to hear from the Birthday boy and to spank his little butt for his Birthday. I took it pretty light on him though since he wasn’t in trouble. After he got his spankings he got another treat. Daddy had baked him up a big Birthday cupcake. I made a few but one was a special one just for him. So I put his bib on him and fed him his treat while he wiggled around in his diaper and got frosting all over his face! We had a good laugh and then I had to tell him goodnight but I was so glad to get to spend some Birthday time with him. Daddy Paul

October 8, 2010

Published by Mommy Maddy at October 8, 2010

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Sissy in a Girdle

I have so much fun with my sissy nephew Bobbi. He just can’t seem to behave and get what his aunt asks him to get done though. That’s when I have to begin to lay down the law of my home. I got him when he came home and he still had not gotten his shaggy hair cut. My neighbor was over and he thought that would give him some reprieve. Nope, She already knew he was going to be petticoated. When I forced his jeans off of him he was in a girdle so he had a head start. Aunt Shirley

September 12, 2010

Published by Mommy Maddy at September 12, 2010

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Clean and Happy

As usual I was playing the role of and abie the other day and had a request for me to make a messy in my diaper. It is not my usual type thing to do but made the most of it. After I was done daddy put me on the changing table and seemed to be happy I had done as requested. He wiped me off and told me to go get in the bath he had prepared and washed me clean from head to toe. Dried me off and re diapered my bare bottom. Put me on his lap read me a story and put me in the bed to cuddle till we drifted off to a great nights sleep. Louie

September 8, 2010

Published by Mommy Maddy at September 8, 2010

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Sweet Lil Sissy

Some of the sissies don’t need any punishment at all. Or at least they haven’t with me. I am talking about one sissy boy in particular who called me recently. I’ll call him Sissy Boy B.since he is such a shy sissy. Everything I ask of him to do for his training though Sissy B does without any fussing. He trusts his Mommy and knows I am going to do my best to help him in what he is looking for. Sissy Boy B you’re just a sweet darling of a Sissy, and I wanted you to know how proud I am of you. Mommy Shirley

August 29, 2010

Published by Mommy Maddy at August 29, 2010

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Working it!

First off I have to say, I LOVE THE SHOES! I want them. I think this guy just looks fabulous. He certainly has the legs to pull off the short skirt. I do not know what those are around his calves though, if anyone does know please tell me. You know what the best part of this photo is? Nobody, and I mean NOBODY is standing there staring at him, or pointing their finger, or laughing. You see, I really do not think those of you who are afraid to go out into public dressed up have anything to fear. So what if you wear a diaper, it’s covered, and to be honest unless you are into our fetish, people will not even notice you have one on. So try it, and if you need to, look up to this person as inspiration. Ella 1-888-430-2010

May 5, 2010

Published by Mommy Maddy at May 5, 2010

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beauty shop trips

Every so often I have an appointment with Bobbi. He is my sissy nephew and we talk about his petticoat training and his Aunt’s discipline. This last phone chat we had ended up with me taking him to my favorite beauty shop. He didn’t want to follow my rules and cut his hair so I took him to get it trimmed and then rolled and set. I picture Bobbi sitting in a dryer like this with me at the beauty shop. Thanks for the chat Bobbi. Shirley