First Sissygirl Adventure, or “Your Feminization Journey Begins Now, Girl!” ♕

Your sissy journey starts HERE.

“Hi, Everyone! My name is Chastity Jane and I’m Mistress Angel’s newest femme-boi slut.” My Goddess has generously agreed to allow me to tell you all about my very first sissygirl adventure. And seriously, just remembering everything that happened today is making my girly parts absolutely tingle! However, let’s start at the beginning, shall we? This morning, I received an email from my Goddess:

“You will accompany me downtown today. Be sure to bring lots of cash and your credit cards so that you can pay for our shopping. Aren’t you excited? And if you’re a good girl at the boutique, we may even go for a makeover at Sephora and a mani-pedi afterward! Pick me up at 1:00 pm sharp. XOXO, Your Mistress.”

I arrived exactly on time, then stripped naked. Promptly kneeling before my Queen, I waited for her to speak. “Sissy slut, you’ll have two purposes today. Since you’ll pay for my shopping, you may think of yourself as my ‘walking wallet.” Secondly, you’ll walk behind me while carrying all of my bags. What do you think, little Miss Chastity?”

I breathlessly replied, already excited nearly out of my mind:

“Thank you for allowing me to serve you, Ma’am!”

Next, she prepared me for our excursion. First, she inserted my pretty, jeweled butt plug. Ooh, that always feels SO good, so right, you know?! Second, she adjusted my clear pink MINI clitty cage. Being reminded of my recent tiny penis humiliation added an even deeper level of arousal if you can believe it. Naughty clit locked up tight, check! Finally, she helped me step into a pair of lace-edged purple silky bikini panties, taking time to adjust them around my princess parts. Then, she ordered me to pull up my jeans. I started getting aroused, but the chastity device stopped that nonsense immediately!

Now I was ready for the first step in my feminization journey: A shopping trip with my Queen!

Arriving at the high-end boutique, Mistress clipped a shiny chain leash to my collar. My face on fire, I tried to ignore the curious glances as she led me inside. Looking around, my senses reeled at the sight. Everywhere, beautiful lingerie! Panties, bras, stockings, garter belts, corsets, bustiers, and more!

A salesgirl approached us. Grinning at me, Mistress said, “Introduce yourself and tell her why we’re here today.”

My face burning in delicious humiliation, I squeaked in my best falsetto: “Hello, Miss! My name is Chastity Jane and I am Mistress Angel’s sissyslut! We’re here to purchase a full wardrobe of lingerie…” I paused, taking a deep breath before nervously croaking, “um, for me. Uh, please.”

Acting as though she did this every day, the salesgirl took my measurements. After figuring out my size, she took Mistress and me through the shop, loading my arms with various pieces of frothy, silky, lacy lingerie in a variety of colors. In addition, my Goddess also chose several items for herself as well. As you could imagine, I was so aroused that I was quite grateful for my clitty cage at that point!

My sissy feelings intensified as Mistress took me into the dressing room to try everything on. My heart never stopped pounding, especially with other shoppers watching nearby! After having me try everything on, my Queen then allowed me the privilege of dressing her, as well. Surely, I’m in heaven!

Indeed, this first sissygirl adventure was beyond my wildest dreams!

Leaving the dressing rooms, I followed Mistress Angel to the cash registers. Without delay, she snapped her fingers as she pointed at the counter. Instantly, I put everything down, ready for her next command.

My Queen purred, “Use your platinum card this time, Chastity girl.”

Obediently, I handed the salesgirl my card. “And, sissygirl,” Mistress Angel continued, “Hold out that roll of cash, then invite her to help herself to a nice tip!”

Doing as I was told, I begged softly as I offered the big wad of Benjamins, “Please, Miss, please take some of my cash as a tip. And thank you for helping this sissy slut!”

As we walked out of the store with me loaded with bags and my Mistress leading me to the taxi via my leash, she said: “You performed so perfectly on your first sissygirl adventure, pretty girl. Therefore, I have a little reward for you tonight. Are you ready for your next sissy challenge, pet?”

Ready for the ultimate in unrestricted, extreme fantasy roleplay, girlfriend? Call your Mistress Angel now for the best phone sex!