Sissy – I had known for a while that my boyfriend, Jake, had a secret desire to dress up as a woman. At first, I was hesitant about it, but as our relationship grew, I became more and more intrigued by the idea. So, when Jake finally confessed his deepest desires to me, I couldn’t help but feel excited. I saw this as an opportunity to explore a side of him that he had kept hidden for so long.

We made a plan, and I took the reins for this sissy makeover.

It was time to transform him into the perfect sissy, a female persona that he had always longed to be. First on the agenda was a trip to the beauty salon, where we had a transformation like no other.

As we walked into the salon, I could see Jake’s nerves kicking in. He was anxious and unsure of what was to come. But I reassured him that this was going to be an unforgettable experience, and I was going to be there with him every step of the way.

We were immediately greeted by the salon’s owner, a petite and friendly woman named Ally. She seemed to sense Jake’s hesitation and immediately put him at ease. She looked at him with a knowing smile and said, ‘Don’t worry, dear. We’ll have you feeling like a whole new you in no time.

Ally led us to a private room at the back of the salon.

It was beautifully decorated with soft pink walls and fluffy pillows. A large mirror sat in front of a vanity table filled with every kind of makeup imaginable.

Ally instructed Jake to lie down on the plush couch, and she began working her magic. She started with his hair, giving him a hot, sleek bob with a pink hue that perfectly framed his face. I could see the excitement building in Jake’s eyes as he couldn’t stop admiring himself in the mirror.

Next, it was time for the nails. I had requested Ally to do something special, something that would make Jake feel like a true sissy. And she did not disappoint. She painted his long nails with a glossy pink polish and wrote the word ‘sissy’ in delicate cursive on each one. Jake giggled with delight, knowing that this was a permanent reminder of his transformation. It was all in the sissy seduction. 

Ally then moved on to give Jake a pedicure, making sure to match the color of his toenails with his fingernails. In no time, Jake was sporting a complete set of glossy, pink nails.

As Ally worked on Jake’s facial hair, she chatted away, telling us about all the other men who had come to her salon to fulfill their secret desires. She was like a motherly figure, comforting and reassuring Jake that he was not alone in his journey.

Next came the makeup.

Jake’s eyes lit up with excitement as Ally brought out an array of eyeshadows, blushes, and lipsticks. She gave him glamorous false eyelashes, adding a touch of sparkle to his eyes. His lips were painted a bright pink, and his cheeks were adorned with matching blush. The finishing touches were added with perfect eyeliner, giving him a seductive, feminine look.

As we moved on to the wardrobe and lingerie, Jake had become so comfortable and relaxed. Ally had done a fantastic job, and his transformation was complete. We dressed him in lace panties and matching corsets for training,  thigh-high stockings, and short skirts. But the most important accessory was the pair of high heels that I had picked out just for him. Jake had never worn heels before, but he walked confidently, and I could see how he embraced his new feminine self.

As we left the salon, Jake was glowing with happiness. He was no longer Jake, my boyfriend. He was now my perfect slutty sissy, and nothing could change that. We both knew this was just the beginning, and we were excited to explore this new side of our relationship. Who knows what other adventures awaited us? But one thing was for sure; this transformation would be one we would never forget.

Until Later

your erotic phone sex mistress, Laurel