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Author Topic: New Arrangements for Josh  (Read 119053 times)

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sissyboy1212

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Re: New Arrangements for Josh
« Reply #189 on: June 28, 2022, 04:53:50 PM »
PART 48

   A short time later, Josh had already begun his fall back to earth. This was not turning out as he had dared to hope. Mrs. Smyth had told Kathy she was free to browse about the shop while they got started on her brother. “It’s going to take a little longer to get him ready, dear,” Mrs. Smyth had said nonchalantly.

In a dressing area at the rear of the shop, the sissified boy now found himself standing sheepishly in his frilly white rhumba panties and matching training bra. The cool air in the shop just seemed to make his skin tingle uncomfortably. Chagrined, he was very conscious of how much more bulky and full his panties felt now. The reason, of course, was the addition of the extra layer of “protection” underneath.

   He thought back to the discussion that had occurred a few minutes earlier. “Before I show you your outfit,” Mrs. Smyth had begun, “I have to ask a somewhat personal question, dear.” She had then delicately asked his mother if he had a “small bladder.” She went on to explain, “the only reason I ask is that once we get him buttoned up in his outfit for tea, it will be quite a chore to take it all off again.” Wide-eyed, Josh listened speechlessly as she continued, “I could provide him some extra ‘protection’ to make sure there’s no risk of an accident.”

   Before Josh could formulate a response, his mother spoke to him, “I think that might be a good idea, Joshy,” she began. “Remember the other day after brunch, honey?” she asked sympathetically. “You had to go tinkle and you just barely made it!” she reminded him of the episode on the beach. “You don’t want to have another accident do you honey?” she asked.

   Josh opened his mouth and then closed it without speaking. Protection? More protection than the panty liner he was already wearing? What did that even mean? He didn’t know what to say, and his face flushed red at the memory of rushing to the ladies room on the beach. He remembered how he had fidgeted and crossed his legs frantically while waiting for the stall to be available. He recalled with embarrassment how he had struggled to pull his tights down and hold up his chiffon skirt without wetting himself. After several awkward moments, he realized Mrs. Smyth and his mother were still awaiting a response. Finally, he had surrendered and answered softly, “Uhh I guess so, Mommy. I don’t want to have an accident if I need to… go tinkle.” He finished with the incredibly childish term he now used to describe his number ones.

   He still couldn’t believe what he had done next. Once again, his own actions and choices had led him here. On his own, he had gone behind the curtain partition. He had removed his sandals, blouse and cute pink skirt. Then, he had pulled down his frilly rhumba panties. He noticed again that they seemed to have some sort of plastic lining. He had momentarily gawked at his little pink cage, and he had tapped it fruitlessly with his prettily polished fingernails. Trembling slightly, he had then pulled on the pink youth-sized pullup diaper Mrs. Smyth had given him. He had been immediately aware of how bulky it felt. Finally he had pulled his white rhumba panties back on again over his new diaper. He was surprised to realize that they were full enough to cover it nicely. He now understood Mrs. Smyth’s last comment.

   â€œI couldn’t help but notice your darling rhumba panties when I took your measurements, Josh,” she told him. “You should just be able to pull those right back on over this,” she had said as she had handed him his diaper. “If I’m not mistaken, those panties have some built in… moisture resistance… so they should work perfectly,” she had concluded.

   So now he stood red-faced before his mother and a smiling Mrs. Smyth in his training bra and newly bulky panties. “Very nice, dear,” Mrs. Smyth said cheerily, “you’re all safe and secure now.”

   On pins and needles, he watched as she held out another white garment to him. It seemed to be made of white paneled satin with little white dangling straps. “Now,” she continued, “this is an underbust laced corset, or a girdle or waist cincher if you prefer.”

   â€œA corset?” he managed to croak in surprise. “But… uhh… I thought my outfit was going to be more… boyish?” he asked weakly. This feeble attempt at a protest was all he could muster. He had been expecting a boy’s outfit, and it was already apparent that his outfit was going to be nothing like he had envisioned.

   â€œOh yes, my dear,” she said quickly, “back in Victorian times, fashionable men wouldn’t dream of going without them.” She added, “corsets are historically a very masculine accessory!” She explained further, “I was very careful when I took your measurements because even with your slender figure, you are almost too big for the pants you’ll be wearing.” Then she grinned at him, “but with this, we can draw your waist in a tad and then they’ll fit you just perfectly!”

   Josh stood helplessly as she quickly fastened the corset around his tummy and waist. Then, he was startled as she tugged the laces very firmly and the garment tightened significantly. Josh gasped involuntarily as he felt it compress his already petite waist. It was not necessarily an unpleasant or uncomfortable feeling, although he was immediately conscious of how confining it felt. In short order, Mrs. Smyth finished by knotting the laces securely at the small of his back and tucking the loose ends neatly away underneath a little Velcro flap.

   She stepped back to check her work as Gwendolyn watched in fascination. “There now, my dear,” Mrs. Smyth observed, “you are fortunate to have such a petite figure!” Before Josh realized it, she had whipped out her measuring tape and wrapped it around his waist again. “We trimmed over three inches!” she said proudly, “that will easily do the trick!”

   Josh looked at himself in the adjacent full length mirror and couldn’t help but run his prettily manicured fingers over the stiff boned panels of his corset. He was acutely aware that his waist was visibly slimmer now, and he was already finding that his corset limited his movement in an unfamiliar way. He marveled at how neatly it seemed to fit under his frilly training bra, and it was apparent that he would have trouble removing it without help. Looking down, he noticed that the corset’s little white satin straps were dangling gaily over his panties and lightly brushed against his thighs. He felt so incredibly sissyish and helpless now. Buried deep under his lovely panties and bulky diaper, he felt his little man try to awaken again in his cage. He couldn’t help but also look again at his gleaming pink toenails as he stood barefoot on the crème colored carpet. Looking back in the mirror, he found nothing “boyish” about his reflection. Unconsciously, he brushed his bouncy new curls again.

   His heart fluttered a bit when he saw Mrs. Smyth begin to unzip a gray garment bag beside him. “And now, for the big reveal!” she said excitedly. With a flourish, she removed his outfit and presented it triumphantly. “Isn’t it just scrumptious my dear?” she asked rhetorically as she fussily hung it on a wall hook next to the mirror. “I told you it was exquisite,” she remarked with satisfaction, “and your lovely sister’s dress is the same matching pattern!” “Oh the two of you will be simply adorable for High Tea!” Almost to herself,  she observed, “Just because it’s a tad boyish doesn’t mean it can’t also be elegant… after all, boys should be able to enjoy pretty things too!” As an afterthought, she added,” and we’ll be sure to get some nice photos for Mrs. Meriweather… I know she’ll be thrilled to see how lovely you look in these wonderful heirloom pieces that belonged to her girls!” 

   Gwendolyn’s eyes danced as she practically drank in the darling outfit. It was just so fussy and precious! She immediately began to notice any number of thoughtful and charming little design details. Clearly, someone had made this with love and care. Any reservations she had before were gone now. Oh she couldn’t wait to see Josh in it!

   For his part, Josh was in near disbelief as he studied the incredibly fancy and sissyish outfit hanging on the wall. True to Mrs. Smyth’s words, the elaborate ensemble came with pants but there was little else about it that one could fairly call boyish. Unless, of course, you were talking about an effeminate sissy boy. Any remaining hopes he had for something more masculine were now thoroughly dashed. Josh gazed in fascination at the frilly monstrosity he knew he would soon be wearing.

   â€œWhat do you think, honey?” his mother asked him excitedly, “Isn’t it lovely?”

   After a pause, Josh replied reluctantly, “Oh yes Mommy… it’s… adorable.” He saw that Mrs. Smyth was already approaching again with another item in hand. Sighing, he then remembered his earlier promise to himself that he would be a “perfect gentleman” today. With halting words, he added, “It’s… it’s just… perfect.” His earlier enthusiasm was clearly gone.

   â€œThat it is,” Mrs. Smyth agreed, her eyes sparkling. Then, she asked leadingly, “Tell me, my dear, did you ever see ‘Little Lord Fauntleroy’?”


nappy1

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Re: New Arrangements for Josh
« Reply #190 on: June 28, 2022, 07:35:27 PM »
That’s what Josh should be wearing - nappies. They are better for him. Nothing like a nappy to make him dependent on his mummy.


sissyboy1212

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Re: New Arrangements for Josh
« Reply #191 on: June 30, 2022, 06:49:22 PM »
Just a PSA. I'm already working on the next chapters. As I've said before the entire story has been mapped out for well over a year, but it will still be a little break before you see the next part. Life happens.

Andlat

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Re: New Arrangements for Josh
« Reply #192 on: June 30, 2022, 10:44:41 PM »
Oh, Josh is sure to be the center of attention!

sarahpenguin

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Re: New Arrangements for Josh
« Reply #193 on: July 24, 2022, 12:26:51 PM »
Poor Josh. He would feel far more comfortable wearing real cloth or dispoble diaper which would do a much better job supporting his cage so it stays still unlike his thin panties. He should stay is real diapers 24/7  I have lots of little lord fauntleroy oufits online and most are kind of uglyish which is sad because I enjoyed the book and the movie :)

sweet baby katie

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Re: New Arrangements for Josh
« Reply #194 on: July 27, 2022, 01:53:59 AM »
thank you so much, Sissy Boy, for continuing this wonderful journey.  I am eager to see if Josh wholly gives in to the sweetness of girly dressing.

Dancer4Fun

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Re: New Arrangements for Josh
« Reply #195 on: October 05, 2022, 11:19:22 PM »
I would dearly love to see the next chapter in Josh's life. I can't wait to see what the next feminizing thing is he unwillingly agrees to.

 

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