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Author Topic: New Arrangements for Josh  (Read 119052 times)

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CuddleBunns

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Re: New Arrangements for Josh
« Reply #42 on: June 26, 2020, 05:37:35 PM »
sissyboy1212,

Take all the time you need. I absolutely adore your writing style and have been loving the last couple of parts. Don't let anybody pressure you into writing at a pace you're not comfortable with. I think I speak for most of us here when I say I'd rather read a great, detailed story delivered slowly than a sloppy, rushed one. Keep up the great work hun, you're doing great!


sissyboy1212

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Re: New Arrangements for Josh
« Reply #43 on: June 27, 2020, 11:02:46 AM »
PART 12

Gwendolyn, however, was absolutely thrilled with her son’s sweet and feminine appearance. Fidgeting submissively before her, Josh looked nothing like that misbehaving boy trying to be somebody he wasn’t. Her excitement grew with each new step her son took into girlishness. She realized that seeing him this way only made her want to take it further. She felt more and more sure this was the right path. 

Steering the flustered teen back to the full-length antique mirror, her happiness spilled over. “Why you’re as nervous as a cat!” she teased him playfully. “It’s only a dress, darling, and it fits you so nicely!” She continued to gently box him in. “Joshy, you look absolutely precious,” she said gaily. “How does your new dress make you feel, honey?”

Getting a first full view of himself, Josh was shocked at his girlish and delicate image. His mouth fell open at the reflection. His wispy build, long hair and girly dress made him look much younger than fifteen. Seeing that he looked like a girl of nine (or ten at the most) crushed him. Objectively, he knew anyone who saw him would see only a pretty little girl.

His pink gingham dress featured a vintage suspender bib across the chest in front, and the bib was fastened with large white buttons to two wide gingham straps. The straps ran playfully over his slender shoulders to attach in back. A white blouse underneath was sewn to the skirt and bib so it was all one piece. The collar his mother had buttoned earlier was rounded in a very girly way. Finicky pink embroidery adorned the edges of both the dainty collar and his short sleeves. With the back sash tied, his petticoat and skirt poofed out so that the lacy hem ended a few inches above his knees. The final humiliating touch was a cartoonish pink butterfly with a happy smile sewn to the center of his gingham bib. The plush rug seemed to swallow up his petite bare feet. Darling little girl or prissy sissy boy, did it even matter at this point?

His eyes darted to his mother, and he saw she expected an answer to her question.  Remembering the earlier ordeal when he first asked for her help with his dress, Josh knew he had to try harder for an acceptable response. He shut his eyes and searched for the right words. As he shifted his weight nervously, Josh’s petticoat rustled and swished, and he smelled the heavy strawberry shampoo again. The elastic sleeves lightly tickled him as they circled his slender arms, and he was conscious of the way his bralette hugged his small chest. He was almost grateful for his petticoat and skirt as they concealed the way his body was responding to all these sensations. He was painfully aware that his panties were poking out underneath all that tulle and lace. Finally opening his eyes, he even managed to force a weak smile. 

 â€śMo- Mommy, I think my new dress is very pretty,” the abashed sissy boy said softly to his mother. “Thank you for helping me put it on,” he added feebly. He fervently hoped that would be good enough. He still couldn’t believe he was saying “Mommy” again.

Savoring every aspect of her son’s new girlishness, Gwendolyn was giddy. She seized the opportunity, however, to push him a bit further. “Oh, Joshy I’m so glad you like it… but how does it make you feel, sweetie? Does it make you FEEL pretty?” she asked eagerly. She ended with a light admonition, “Be honest, darling.”

Josh cringed, but deep down he already knew the answer. Suddenly queasy, he was forced to confront the unavoidable truth. He had seen himself, and it was pointless to lie.

With another weak smile, he replied, “Yes, Mommy. Thank you so much. My new dress makes me feel so pretty.”

Gwendolyn grabbed her sissy son and pulled him close. Embracing him tightly, she kissed him lovingly on the top of his head. He suddenly felt so weak and small next to her, but the warm hug lifted his spirits. “Oh Joshy, I just know you’ve made the right choice!” she gushed, “This is going to be so good for you… for all of us!” Then she added, “I know this is a lot for you to absorb at once, sweetheart, but I’m sure your sister is wondering what’s going on back here.” Smiling sweetly, Gwendolyn concluded, “I think it’s time to show her.”

Caught up in events of the last hour, Josh had almost forgotten about Kathy. This snapped him back immediately. “Oh crap!” he thought.


sweet baby katie

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Re: New Arrangements for Josh
« Reply #44 on: June 27, 2020, 01:56:06 PM »
I would like to echo CuddleBunns last comment.  The slow, careful drawing out of detail, all types of detail, is the best way to capture, and to invoke in the reader, the complexity of emotions that accompanies such yearnings and transformations.  Thank you for sharing your writing.

Sissy Little Girl

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Re: New Arrangements for Josh
« Reply #45 on: June 27, 2020, 02:34:39 PM »
sissyboy1212, Another Great chapter.  Josh is now getting in touch with his feminine side and I think he will really like it.  I also like the fact that Josh looks like a 9 or 10 year old girl instead of the 15 year old boy.  Keep em coming,  sissyboy1212.  You've got us hooked.

sissyboy1212

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Re: New Arrangements for Josh
« Reply #46 on: June 27, 2020, 04:31:25 PM »
Cuddlebunns, sweet baby katie and Sissy Baby Girl,

Thank you for your encouragement and sweet comments. The details have always been the best part for me, and it makes the little sissy in me gush to read your feedback. (The little sissy inside me has always been a 'pleaser' LOL). 

sissyboy1212

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Re: New Arrangements for Josh
« Reply #47 on: June 29, 2020, 06:50:01 PM »
PART 13

A new wave of anxiety washed over him. He dreaded the prospect of Kathy seeing him like this, but he knew it was already decided. He had agreed to this. “No,” he corrected himself sadly, “I ASKED for it.” His next humiliation was unavoidable.

Seeing her son’s renewed unease, Gwendolyn spoke, “This may be confusing for her, but I know she will be supportive once she sees how important this is to you.” Gwendolyn continued teasingly, “Besides, I know you’re excited to show off your pretty dress!” Sweetly twisting the knife and prolonging the inevitable, she finished, “Won’t that be fun, Joshy? I just know Kathy’s going to love it!”

His mother retrieved the key from her bosom and walked purposefully to the bedroom door. She unlocked it with a click and slowly pulled it open. The door creaked softly on its hinges. She locked eyes with her pretty son as an amused smile crept onto her face. Pausing again to relish the moment, she was gratified to see him blushing again. Powerless to stop the chain of events, Josh stood awkwardly as his cheeks warmed up nicely. Fixing her eyes on the flushed teenager, she called out cheerfully for his sister, “Kathy, would you please come into the bedroom with your brother and me? There is something we want to show you.”

Then Josh heard his sister coming down the hall. He tried to brace himself. This was only getting worse.

Unbeknownst to Josh, however, Kathy, already had an idea what this was about. Two days before the trip, Gwendolyn had spoken privately with her daughter. Although Kathy was mature for her age, the drastic changes that Josh might soon undergo would certainly shock her unless she was prepared.

On the first day of Josh’s last suspension, Gwendolyn sat Kathy down at the kitchen table for a serious conversation. Without detailing all the potential plans to correct Josh’s behavior, she made clear that Kathy might soon see some drastic changes in her older brother.  “Kathy,” Gwendolyn began, “Your brother is on a destructive path. We are going to try and help him return to the sweet brother you remember and love.”

Kathy didn’t really grasp everything her mother was saying, but she knew enough that she had been worried about her big brother for some time. “Are you saying we are going to make Josh nice again?” she asked. “Yes, dear,” her mother responded.  “It’s possible he may have to go away for a little while, but I think it’s more likely he will stay with us. For this to work, I’ll need your help,” she added. “When we go on our beach trip, some unusual things may happen very suddenly and Josh and I will need your help. Can I count on you?”

Kathy thought this over for a second. “Of course Mom. He’s my big brother, and I’ll do anything to help,” she said with determination. “But I’m kind of confused.  What’s going on?”

Her mother replied kindly, “Well that’s just it. Sometimes as we get older, we realize that we have things to learn even from people younger than us,” she smiled. “For a time, you might need to think of Josh as, well, your little brother… or perhaps even your little sister. A lot of this will depend on him. Can you do that?” Gwendolyn asked expectantly. 

“Little sister?” Kathy asked in surprise. “If it’s going to help Josh, then I will try my best.” Almost as an aside, she crinkled her nose and added, “Did you know he’s been sneaking around smoking cigarettes too?”

“Yes, I think I’ve found all his hiding places and gotten rid of them all,” her mother reassured.

“Thank goodness! But I’m still not sure what all this means?” she continued. 

Gwendolyn realized again how remarkably perceptive her daughter was. She had come right back to the central question. She hugged her daughter. Then, she delicately began to explain how some boys decide to be different.

This topic was something Kathy had already been exposed to recently after a gender non-conforming boy had joined Kathy’s class at school. Without saying it directly, Gwendolyn hinted that Josh might be that way too, but he just might not know it yet. She described how she thought the confusion in his head might be making him misbehave, and it was up to them to help him work through it all. As it dawned on Kathy that Josh might be “just like Leslie but he doesn’t know it yet,” she became enamored with the idea. “Leslie is awesome, and he always has the cutest clothes!” she gushed. If it turned out Josh was the same kind of special boy, then she might be able to share outfits with him and do other fun things you just couldn’t do with regular brothers.

Finally, Gwendolyn told Kathy that this would be their secret until they got to the beach. She didn’t want to ruin the surprise for Josh. Gwendolyn felt sure that Kathy would be ready to help when the time came.

And so now, Josh cringed as his little sister entered the bedroom to see his humiliation.

Sissy Little Girl

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Re: New Arrangements for Josh
« Reply #48 on: June 29, 2020, 07:20:13 PM »
sissyboy1212, You have pushed a button with me.  I wish I would have had a mom that would have made me wear girls clothes.  In fact, at one point I needed a striped shirt to wear in a musical.  She couldn't find one in the boys department so she checked the girls department where she found one.  She took the label out of it and I wore that shirt till it wore out.  When I finally transitioned and became my true self, she told me that I probably would have been thrilled to death to have a girls shirt.  My mom was very perceptive in regards to me.  And I miss her so much. :'( :'( :'( :'( :'( :'( :'(

 

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