Pretty Sissy Princess Goes Shopping With Mistress ♕

Taking My Sissy Princess Shopping For Her First Time.

Courtney, normally known as Gavin, shifted nervously behind me as we walked between the racks of clothing. “What should my pretty sissy princess wear, hmm?” I mused to myself. Looking over my shoulder, I could see Courtney nervously glancing around the boutique; “she” had only bought lingerie online in secret before today.  I sharply turned on my heels to face her, grabbing a red teddy with fluff around the neckline and hem. I held it against her body, eyeing it. 

“You’d look beautiful in this one, don’t you agree?” I asked with a smirk. Courtney swallowed hard as I pinched the matching mesh thong between my fingers. “Yes, mistress,” my sissy princess replied in a hushed tone, eyes glancing to the cashier to see if they were watching. I personally didn’t care who saw me dress up my beautiful doll, but Courtney had her concerns. 

Silk Panties For The Pretty Sissy Princess

A boring corporate job and a wife made this all the more difficult for her, but she could be free around me. Of course, this was just one of the first steps. “Not this one—I think we should do something sweeter, softer. Kind of like you.” I grinned and put the teddy back. I grabbed Courtney’s hand and pulled her further along the aisle. Continuing to teasingly hold bras and panties against her, cooing about how pretty she’d look in each one. 

Next, I rubbed a silk pair of panties against her cheek. “We should get this pair. Feel how soft they are! Here, you hold them.” I shoved the fabric into her hand before seeing the perfect set. It was lavender-colored with a frilly bra, a collar, and ruffled panties. The display mannequin also wore 6-inch white heels and an eye-catching garter. I pointed it out to Courtney, and I could tell how excited she was. I ordered her to get an employee to take it off the display and meet me by the dressing room. Whatever my pretty sissy princess wanted to tell the worker was up to her.   

To The Dressing Room With My Sissy Princess

After a while, Courtney anxiously approached me as I sat outside the curtain. “There you go, sir. Anything else you need?” the store associate asked Courtney.

“No, thank you, miss,” I spoke for Courtney, sensing her discomfort. After all, the first shopping trip should be a fully positive experience. When the employee left, I smiled up at my sissy princess, her tall frame casting a shadow over me. “Go on, get dressed.” As her Domme, the controlling tone comes naturally to me, even in a public setting. She obliged, stepping into the fitting room while I drummed my fingertips along the armrest. 

“Do I have to show you here? Where other people could see?” Courtney whimpered from the stall. 

“I want to make sure my pretty sissy princess looks beautiful for me. Come on out,” I encouraged. 

Do A Twirl!

Finally, Courtney exited the fitting room in an outfit that left little to the imagination. I bit my lip and spun my finger around, signaling for a twirl. Because she aims to please, Courtney gives me a good full spin. “Good girl,” I reached out for a quick slap on her bubble butt before giggling slightly. “Alright, you may go get dressed again and go check out. But the heels too. Oh, and just so you know, you’re wearing those silk panties on the way back home.”

Are you a naughty sissy slut in need of a mistress? I’m always happy to offer my expertise on the subject, and be sure to check out my last naughty maid story!