Sissy Sue had mastered the art of heel walking, therefore she earned a trip to The Lingerie store for her very first Sissy Bra fitting.


Sissy Sue Masters Walking In 5 Inch Heels

Walking in high heels is an art form that many women, including the Hottest and Most Skilled Domina struggle to master. It takes practice, balance, and confidence to strut your stuff in heels that are five inches or higher. But for Sissy Sue, walking in high heels is like second nature.

I recently had the pleasure of watching Sissy Sue show off her new skills by catwalking for me. And let me tell you, it was a sight to behold. As she walked towards me in her sky-high stilettos, her posture was immaculate. She had her shoulders back, Long red hair flowing, her head held high, and a confident yet sensual sway in her hips.

But what truly impressed me was how effortless she made it look. Walking in high heels can be tricky and even painful for some, but not for Sissy Sue. She glided across the room with such grace and poise that I couldn’t help but be in awe.

As she turned and walked back towards me, I couldn’t help but notice how her heels elevated her already feminine figure. Her legs looked longer and more toned, and her backside had a subtle but alluring Roundness and sway to it.

But it wasn’t just her walking that caught my attention, it was also her appearance. Sissy Sue was dressed head to toe in a girly outfit, complete with a flowy pink dress, a pearl necklace, and of course, those killer heels. She truly embodied the essence of a sissy – cute, feminine, and oh so confident.

To top it all off, Sissy Sue ended her girlie skill show with a perfect curtsy. It was a small gesture, but it spoke volumes about her commitment to mastering the art of being a sissy. The curtsy was so amazing that I truly believe that no Princess could have done it better.  It was clear that she had put in the time and effort to perfect her walking and overall presentation.

As I thanked Sissy Sue for her little performance, I couldn’t help but admire her. Not only did she look stunning, but she also showed determination and confidence in her sissy identity. It was a reminder that being a sissy is not just about the clothes or the heels, but also about embodying femininity and owning it. Sissy Sue had finally Graduated into total Feminine Bliss and had earned her very first Sissy Bra Fitting.


Sissy Sue Primps for Her big Day

The day had finally arrived, and Sissy Sue couldn’t contain her excitement. As she woke up that morning, she couldn’t believe that today was the day she would finally be going to the lingerie store for her first sissy bra fitting. Ever since I had mentioned the idea, Sissy Sue had been eagerly waiting for this moment.

Sissy Sue was determined to make this day perfect and went to great lengths to ensure she looked her absolute best. I had given her specific instructions on what to wear and how to prepare for the fitting. Being the obedient sissy she was, Sissy Sue followed these instructions to the letter and put all her effort into her appearance that day.

She started by picking out the perfect sissy outfit. I  had told her to wear a Pin up style Dress in a soft pink color with matching frilly panties. Sissy Sue couldn’t contain her excitement as she slipped into the silky fabric and admired herself in the mirror. The Dress fell just below her knees, giving a peek at her sheer stockings, making her feel both feminine and vulnerable.

Next came the task of putting on her makeup. Sissy Sue had never been experienced in Sissy makeup, but of course I had taught her the basics. She carefully applied a light layer of foundation to even out her complexion and then moved on to her eyes. She searched through her collection of eyeshadows until she found the perfect shade of pink to match her Dress. With careful precision, she applied the eyeshadow, followed by a thin line of eyeliner and a coat of mascara to make her blue eyes pop.

But the most important part of Sissy Sue’s transformation was her long, red hair. I had requested she wear her hair down in soft waves, and Sissy Sue was determined to make it look perfect. She carefully brushed and styled her hair, using a curling iron to create the desired waves. As she looked at herself in the mirror, Sissy Sue couldn’t believe how beautiful she looked.

But the transformation wasn’t complete without the final touch – a spritz of her favorite floral perfume. With a satisfied smile, Sissy Sue was ready to leave for the lingerie store.

As she stepped out of the house, Sissy Sue couldn’t help but feel a sense of vulnerability and excitement. This was her first time going out in public dressed as a sissy, and she couldn’t wait to see the reaction of the people around her. But above all, she was doing this to please Me, her Mistress, and that thought made her heart flutter with anticipation.


Sissy Sue Nervously looks around during her Sissy Bra fitting.

Once at the lingerie store, Sissy Sue  and I were  greeted by the sales associate, who was more than happy to help her with her sissy bra fitting. As she was measured for her first sissy bra, Sissy Sue couldn’t help but feel a sense of submission to Me,  her Mistress. Every aspect of this experience was all for her, to please and satisfy her desires. She looked around the shop nervously feeling the butterflies begin to flutter in her stomach, knowing full well that there was no going back.

After trying on multiple bras, Sissy Sue found the perfect one – a lacy pink bra with matching Sissy Sissy panties  . The way the Satin felt as it brushed her nipples made her sissy clit hard and she knew that she simply could not live without the set. So We purchased her new lingerie and Sissy Sue  couldn’t wait to show her My Mistress  friends and all of the Sissy Sluts we had invited over for a little cocktail party that evening.

As she left the store, Sissy Sue couldn’t believe how Sensual and empowering this experience had been. All doubts about her ability become a head turning Sissy bombshell went out the window, She felt more connected to her femininity and to me than ever before. It was a day she would never forget, one that she would cherish and look back on with fondness and excitement.

In conclusion, the act of getting dressed in the perfect sissy outfit and preparing for her first sissy bra fitting was a transformative experience for Sissy Sue. It was a day filled with excitement, vulnerability, and a deep desire to please Me. Sissy Sue’s journey towards embracing her sissy side had just begun, and she couldn’t wait to see where it would take her next. I look forward to Taking all of you, My Sissies in training on these beautiful rites of passage.


Whips and Kisses

Kinky Phone Domme Kennedy