PART 39
In the ladies room, Kathy unbuttoned her brother’s romper so he could sit down and relieve himself. Alone in the stall, Josh carefully pulled his romper and panties down around his ankles so he could tinkle. He had to learn to unbutton his romper by himself, he admitted reluctantly. It was humiliating to have to ask for help every time he needed to use the restroom. Girls’ clothes seemed so much more elaborate.
“Remember to wipe with a tissue when you’re done,” Kathy whispered to him from the next stall. Knowing that he was without a panty liner, the sissified boy complied to try and keep his panties clean. In that moment as he delicately blotted the dampness with a piece of tissue and pulled his lavender panties back up, it all seemed to crash down on him how much of a sissy he was now. He traced his finger lightly along the white lace of his panties and felt utterly girlish and weak. With a defeated sigh, he tugged his romper back up and slid his arms back into its puffy elasticated sleeves.
Soon, Kathy was buttoning him snugly back into his floral romper. As she buttoned the top one, Josh felt helplessly encased in all the girlishness of his new situation. He felt a tear well up when Kathy complimented him again on his flouncy curls, but he held it back as she helped him straighten his blue hairbow. Josh could not help but be shocked anew at the prissy girl staring back at him from the bathroom mirror with the golden curls and the big blue hairbow. The short bubble sleeves of his romper only highlighted his slender girlish arms. Dejectedly, he knew he was an absolute picture of sweet girlishness. Sensing perhaps that her brother’s emotions were swirling, Kathy squeezed him in a tender side hug in a moment of sisterly bonding as they both looked in the mirror.
“I adore you this way, Josh,” she whispered. “You look so sweet!”
Returning to the table, they sat down. Reflexively, Josh immediately pressed his knees together, sat up straight and folded his hands on his lap as he had been taught. This obviously pleased his mother and she nodded at him approvingly. Gwendolyn seemed to sense that her son’s conflicting emotions were especially active now. It was written all over his pretty face.
“How do you feel Josh?” she asked gently. “Are you getting used to all your pretty things? I have to admit I enjoy seeing this sweet and more delicate side of you, and seeing you and Kathy close this way reminds me of when you were both younger. Also, your new curls are truly adorable. and the point of all this is to make you feel lovely inside and out,” she continued. She chose her words carefully as she appraised her newly sissified son. “I’m proud of you for making this choice.”
Josh gulped and then replied with more honesty than perhaps he’d intended. “Mommy it’s just all so different and unexpected, I feel a lot of different ways,” he said tentatively. Being reminded again that this was the path he had chosen, he subconsciously touched his curls in a very feminine gesture. “I do feel pretty,” he added in almost a whisper.
Kathy chimed in kindly, “You ARE pretty Joshy, and I love having my sweet and kind brother back.”
They were all quiet for a few moments as if trying to process everything that was happening. Josh’s heart fluttered and his thoughts raced yet again. Was there a part of him that wanted this?
Finally, Kathy broke the silence and changed the subject as something different caught her eye. “Mom, I just noticed your nails. Did you get a manicure?” she asked. “They look great!” she added.
“Why yes dear, thank you,” Gwendolyn replied. “I didn’t really need another hair appointment since I had one just before we left home, so I just asked the stylist to clean it up a tad. Then, I had one of the nail technicians do my nails while I was waiting on the two of you. You were back there quite a while… especially Josh. She did a marvelous job.”
Josh noticed belatedly how his mother’s nails were flashing in the sunshine, and they were now painted a rich plum color.
As the check came, Gwendolyn continued. “As a matter of fact, it’s funny that you mention it, because I have a surprise for the two of you,” she said with a grin. “As I was chatting with Andrea this morning, she said the nail techs were having a really slow week as well, and she offered to throw in mani-pedis for all of us at half price if I wanted. You’re both old enough, so of course I agreed at once. You both have appointments as soon as we are done with our lunch! We’re going to make it a full day of beauty!”
“That’s so awesome!” Kathy said at once. “Thanks Mom!”
Gwendolyn looked at Josh expectantly. “Won’t that be fun dear? This is turning into a real girls day out!” she said leadingly. “Rip the Band-Aid off,” she thought for the hundredth time.
Josh was having a very different reaction than his sister. He had already been slowly and painfully coming to grips with his new girlish hairstyle. He was unsettled now to learn he would be going right back to Miss Andrea’s salon for his first manicure and pedicure. He wished he could disappear into his seat. He could not help staring at his plain fingernails and nervously wondering how sissyish they would soon be. And, just like his hairdo, this was something that would not be easily undone without some effort.
“Th.. Th… thank you Mommy,” he said glumly as his little man tingled unexpectedly, adding to his feeling of unease. It just made everything worse.
“Truthfully, I was sort of hoping to do this for you today. That’s why I didn’t want you to wear your pretty tights this morning,” Gwendolyn continued. Gesturing to Josh’s petite feet in his cute little flowered sandals she said, “It will make you feel so much prettier to clean up those raggedy nails, and some nice polish will complement your sandals wonderfully I think.”
Gwendolyn saw that her latest subterfuge seemed to have passed with little notice. Until today, she had presented every new feminine step to her son as a choice, at least superficially. Ostensibly, he could have chosen not to wear the dress, tights, etc. But first with his hair appointment that morning and now with the mani/pedi, she had merely informed him of the arrangements that were already in place for him. Of course, he could still always try to complain or refuse, but she was betting on his compliance at this point. She didn’t even ask whether he wanted his nails done; she just told him about his appointment. She noted that he didn’t think to push back on her. She was elated at his progress!
Josh stared down at his toes peeking out from the delicate white sandals and felt his face redden again. His perky new curls bounced airily as they caught the gentle spring breeze. His thoughts were consumed by a mental picture of himself sitting powerlessly in the salon while his nails were painted. It was an excruciatingly prissy and girlish image. His heart fluttered as he knew that vision would soon become his reality.
In that moment, Josh could only take stock of his increasingly precarious situation: A looming nail appointment complete with nail polish. A lovely new perm with precious curls and golden highlights. Panties and panty liners and training bras. Dresses and tights and hair accessories. This was all happening so fast. The romper-clad teenage sissy trembled slightly as he contemplated the next impending step of his feminization with chagrin. He felt so far removed from anything remotely boyish.
“Time to go,” Gwendolyn announced as she paid the check.
Kathy excitedly took Josh’s hand again and pulled her sissified brother toward the sidewalk. Trapped once again, the feminized teen followed his sister meekly with mincing steps as they made their way back across the street. His first nail appointment beckoned.