Sissy Boy Archives

November 30, 2020

Published by Mommy at November 30, 2020

mommies little sissyboy

I love me a little sissy boy, Who listens to their master with no complaints. Does exactly what I say, no bite. I love dressing up little sissies into little girly clothes make you walk with me in the park with all your friends, maybe go grocery shopping for my little sissy in the baby section, get some diapers, powder, little girly pacifiers, little girly bottles, some new little girly clothes, some new girly sheets to go in your crib. then when we get home make you bow down to your Mommie make you like from my toes to mommies soles. As we are going through the clothes we bought I found this perfect little outfit to put on my little sissy its a pink little dress with some leg things that I think will look really cute on my little sissy. so I put you in the shower get you all cleaned up, new diaper with powder in it, now time to get you dressed baby. (twirls, spins) The dress lifts as you spin and twirls for Mommie, omg yes I love it looks so good on my little sissy. Mommie pick a perfect outfit for her little sissy. as it is time for bed Mommie starts to tell you some of her old sissy stories, you really start to like most of them, all of them are sexual so you tell Mommie to practice the stories on you since you are her new little sissy, so Mommie begins to lay you down all the way, slowly takes off your diaper, and puts her hands on your little hard weewee that got hard from all the little stories she was telling you. Mommie starts to rub it up and down, till it got a little harder, so puts her mouth on it as she teaches you how a pacifier needs to be sucked, then oops you give Mommie a nice decent white creamy mess for her to swallow. that’s why Mommie loves to tell her stories because her sissy gets very interested so they want to try it. Mommie would love to play with you in the shower in the morning once you wake up, the next morning sissy goes to wake up Mommie so they can take a shower together, I bet […]

November 12, 2015

In the picture, a lovely female is standing and she is attractive.

Published by Mommy at November 12, 2015

SISSY

Little sissy baby, you’re a little sissy baby. Sing the kids at school to you. They tease you because you can’t help but be a whiny little sissy baby can you? Mommy loves that you are my beautiful little girl with all the pretty, frilly, lacey dresses and cute rumba panties to put on over your diapers. You have always looked so adorable like this. I let your hair grow longer so that we could pull it back in the berets or put in cute pig tails with ribbons. You love it too don’t you? But all those kids at school remember you when you dressed like a boy. You hated being a boy. That is why you were always in your sisters closet trying on her fancy dresses, playing in mommy’s dresser drawers and trying on sexy panties then trying to walk around in my heals. So mommy let you act and wear what you wanted, secretly I even like having you as a little girl better. But all that teasing got you to peeing your pants and weting the bed, so back into diapers you went. It makes you feel better to know that at least the kids won’t see you peeing in your cute little panties anymore. See mommy knows how to make everything better. Call mommy Tawny and let me make everything better for you too. XO Mommy Tawny (888)430-2010

August 12, 2015

Training with Candy for Sissies There was a pretty attractive banner design.

Published by Mommy at August 12, 2015

Sissy Training My Son

Just this morning I was in such a rush to get to the office on time, I completely forgot to pick up the flash drive I put all my reports on. When I ran back in to the house, imagine my surprise when I see my son dressed in my panties and bra, complete with my heels and stockings, looking like complete sissy slut! A hundred questions ran through my mind for my new found sissy son, but I was already running late. So I left him there in my bedroom applying my lip gloss to his lips, and told him not to change and wait for me to come home. I went to my morning meeting and had my assistant reschedule my meetings so I could go shopping. When I got back to the house, I found him in my room still dressed in my panties and bra. He was lying across my bed with his thighs spread wide while rubbing his little pee pee through my panties. I don’t want you in my clothes anymore honey. I went shopping and I got you age appropriate girl clothes, and I’m about to transform you in to the perfect little sissy baby. Are you ready for your sissy training with Mommy Candy?

June 7, 2012

Published by Mommy Moderator at June 7, 2012

New Panties

Who likes new panties? I do, and I’m pretty sure my sissy panty boys do, too. I have an idea. Let’s share our panty pics. I’ll go first.Â Mines are black, lacy, and silky. Raise your hand if you’d like to model mommy’s panties. I have two panty drawers. And the thing about panties is they fit boys with small penises best. There’s no room in panties for a big cock. Only teeny weenies may apply to be Mommy Josie’s sissy panty-boy. I confess I’m more f a thong kinda girl, so there’s way less room for your junk, but we’ve already established that you’ve got very little junk, which is why you’re a sissy, to begin with. Respectable, virile, and powerful men have big cocks. But that’s not you. Because if you had a big cock you’d be a man and not a sissy.Â XOXOXOXO.