Sissy diaper training, sissy mommy takes me shopping

I woke up in my crib wearing the cutest baby pink satin dress Mommy picked out. It’s all poofy layers of chiffon and tulle that swish and rustle every time I toddle, with tiny white lace hearts sewn along the hem like they’re giggling at me. Underneath? My thick, crinkly diaper, the kind with the little teddy bears on the front so everyone knows I’m a little sissy baby, and the frilliest pair of panties ever, pure white with rows of baby pink ruffles that peek out no matter how hard I try to tug my dress down. Mommy had already painted my lips that shiny, candy apple red gloss that makes them look so plump and kissable… or so she teases. “Perfect for a sissy who can’t stop sucking her thumb,” she says.

She dressed me herself, snapping the dress buttons with that firm Mommy voice: “Arms up, princess. Show Mommy how pretty you can be.” Then she clipped a matching satin bow in my hair and handed me my little pink purse. “Today you’re going to prove you can be a good sissy baby in public. No whining.” Her tone was extra strict today,  that low, no nonsense Mommy voice that makes my knees wobble and my diaper feel suddenly warmer.

We drove to the big department store downtown. My heart was pounding before we even parked. As soon as we stepped inside, Mommy took my hand and whispered loud enough for the lady at the cart corral to hear, “Remember, baby girl, if you embarrass me I’ll make you show everyone your pretty panties right here in the aisle.”

First task: the makeup counter. Mommy pointed at the bright display of lipsticks and said firmly, “Go pick the shiniest pink one for yourself, sissy. Walk slow, swing those hips, and bring it back to Mommy so I can test it on your lips right here.” I felt my face start to heat up pink. People were already staring at the grown man in a baby pink dress and glossy red lips. But I did it. I minced over in my white Mary Janes, dress swishing, ruffled panties brushing my thighs with every step. I reached and grabbed the sparkliest tube “Cotton Candy Kiss” it was called. Then I toddled straight back to Mommy, holding it out like a trophy.

“Good girl,” she said, loud enough for the sales lady to smile. She uncapped it right there and painted a fresh coat over my already shiny lips while strangers walked by. “Look how pretty my sissy baby is. That color matches your panties perfectly, doesn’t it?” I nodded, mortified, but I couldn’t hide the little excited wiggle my diaper made. She even made me say thank you out loud: “Thank you for letting your sissy baby pick her own lipstick, Mommy.”

Next task: right in the middle of the baby aisle, of course. Mommy stopped the cart and crossed her arms. “You need new diapers, princess. Go pick out three packs of the thickest ones with the cutest prints. Carry them back to me one at a time so everyone can see what my little sissy still wears.” My knees almost gave out. The aisle was full of young moms and a couple of giggling teenagers. But Mommy’s eyes were strict, so I obeyed. I waddled over, dress fluffing up with every step, ruffled panties on full display when I bent down. I hugged the first giant pack of teddy bear diapers to my chest like a teddy bear and carried it back, showing Mommy proudly. “See? Your sissy baby can do it!” I whispered, desperate for her approval. She patted my padded bottom right there where everyone can see, crinkle crinkle loud enough for the whole aisle, and said, “Yes you can, but only because Mommy tells you to. Look at all these nice people seeing what a diapered sissy you are.”

I had to do it twice more. Each time I came back I curtsied a little, just like she trained me and said, “Here’s another pack for your sissy baby, Mommy just like you asked.” The third time a lady actually asked if I was okay. Mommy answered for me, loud and proud: “She’s just my little sissy girl who still needs her diapers changed by Mommy. Isn’t that right, princess?” I could only nod, lips shiny, cheeks on fire, while my dress fluttered and my ruffled panties peeked out every time I shifted.

Last task was the worst and best all at once. In the women’s clothing section, Mommy pointed to a rack of frilly dresses. “Pick the pinkest, frilliest one you can find, something a real baby girl would wear and hold it up against your body so Mommy can see if it matches your current dress and lipstick.” I did it right next to her, pressing the dress to my chest, twirling once so the chiffon swirled. She teased me the whole time: “Awww, listen to those panties crinkle when you spin, baby. Everyone can hear what a wet little sissy girl you are under there. Should we check your diaper right here by the fitting rooms?”

I almost melted. But I kept showing her, holding the dress up higher, smiling my glossiest smile, even doing a little baby curtsey while strangers walked past staring. Mommy finally pulled me close and whispered, “You did such a good job today, my sweet diapered sissy. Mommy’s so proud… even if your face is redder than your lipstick.”

We checked out with my new diapers, new lipstick, and the extra frilly dress. The cashier gave me the sweetest smile. Mommy made sure to say, “My sissy baby picked everything herself today. She’s learning so fast!”

On the ride home I sat in my car seat, dress hiked up, sucking my paci, feeling the thick new diaper crinkle under my ruffled panties. My heart was still racing from all the teasing and the public tasks… but I felt so small, so owned, so perfectly humiliated in the best way.

If you’re a sissy baby like me and your Mommy ever takes you out, just remember: obey every task, show her you can do it even when the whole store is watching, and let her tease you until your cheeks match your lipstick. It’s the most blushy, crinkly, perfect feeling in the world. If you’d like for a mommy to do these tasks with you too come and call 1-888-430-2010 and mommies will be there for you to choose

Until next time, stay frilly and padded, my fellow sissy babies!

~ Your Diapered Princess