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Author Topic: New Arrangements for Josh  (Read 189290 times)

scollymore08, Norm43, RibbonBound, michellefromhome and 39 Guests are viewing this topic.

sissybaby34

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Re: New Arrangements for Josh
« Reply #245 on: October 10, 2025, 04:20:14 AM »
The description of Justin is delightful. I would love to be dressed like that with some protection on underneath because of the excitement..


sissyboy1212

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Re: New Arrangements for Josh
« Reply #246 on: October 13, 2025, 10:22:34 AM »
PART 63

     Justin’s mother continued with a satisfied grin, “and I think Samantha appreciates having a new ‘sister’ today since she’s so often been on the receiving end of Justin’s mischief!” With a pleased look, she remarked, “It’s such a relief not having to fret about his rude behavior for a change. I’m quite certain he’ll be perfectly well behaved today.” She paused thoughtfully, adding, “Honestly, I wonder now why I put up with his boyish rowdiness for so long. Things seem much more peaceful already!”

     Hearing this, Samantha flashed a beaming smile at her brother as he stood trapped in his layers of frothy lace and stiff satin. Her own dress was a precious swirl of pastel ribbons and tulle, but she was obviously enjoying the sight of him in his new frills. She clearly appreciated their role reversal! As Justin shifted uneasily, Samantha gave him a teasing wink and cooed, “You look so adorable in your pretty dress, brother dear!” Then she added with a giggle, “And your cute white tights with the little flowers—so precious!” 

     Justin’s lips parted as if to protest, but a stern look from his mother stifled him immediately. He swallowed, dropped his gaze and mumbled half-heartedly, “th… thank you, Samantha.” His voice was barely audible.

     Then, Mrs. Smyth chimed in with a touch of pride, “I must confess that when Justin’s mother asked me if I had a suitable dress for him to wear, I was a little surprised but more than happy to help. That party dress looks absolutely adorable on him!” Nodding in approval, she added, “I’m pleased to see you decided to use that vintage padded bustle… it really adds a nice touch of flair!”

     Curious, Kathy asked, “What’s a bustle Mrs. Smyth?”

     Smiling, Mrs. Smyth pointed to the exaggerated curve of Justin’s skirt, “See here? Justin’s bustle pad maintains the feminine shape and fullness of his skirt. It creates that wonderfully pronounced, old-fashioned curve you see, which was highly desirable in Victorian times!” She gave a little tug to the layers, ensuring the shape was perfectly situated. This made Justin sway slightly with his full skirt rustling as if in protest. He shifted unsteadily, his stiffly layered petticoat making every motion feel awkward and exposed.

     “Oh, I see,” Kathy nodded, glancing down at her own more modestly flared skirt. “My dress doesn’t have one of those, does it?” she asked.

     “Oh no dear, bustles are quite a chore to manage properly… even just sitting down in a chair can become a production!” she explained. She added, “the padding has to be adjusted just so. It’s all part of the charm, of course, but hardly practical.” She went on, “I thought you’d be much more comfortable today without one.”

     Turning back to Justin, however, she said mischievously, “but given that Justin’s mother wanted to really capture his attention today, it seemed fitting that he get to enjoy the total experience!” With a twinkle in her eye, she said to Margaret, “and I can obviously tell just by the look that you’ve got him in his corset too!”

     Justin’s mother replied immediately, “Of course… and those darling satin pettipants as well!” Patting her petticoated son’s shoulder, she said sweetly, “oh you should have seen his little eyes bulge when he first saw all those darling layers of lacy white ruffles!” She added cheerfully, “but I simply insisted he put them on. I was determined that he get the full Victorian treatment today!”

     Justin looked like he wanted to crawl into a hole and hide, but his thickly padded bustle and rigid corset forced him to hold his posture immaculately. His Victorian finery ensured he could neither slouch nor evade the attention focused on him. He blushed a deep crimson as the full extent of his feminization was described for everyone in such detail. Justin’s discomfort only intensified, and he fidgeted anxiously, his hands gripping the sides of his skirt.

     His mother, however, was in no mood to tolerate his restlessness. In contrast to the previous Sunday at brunch, she now exuded a newfound air of authority. She addressed him in a quiet but stern voice that was still loud enough for the others to hear, “Justin, stop all that rude squirming and behave properly. You can rest assured you’ll be staying in petticoats until you do. We’ll just have to keep practicing until you get it right!”

     Mrs. Smyth chuckled slightly again and proclaimed, “Excellent. That stiffly boned corset will ensure he keeps that beautiful upright posture all day.” Turning to Josh, she remarked, “It’s not every day you get to see two boys outfitted in such proper corsets! Josh, I think someone is trying to compete with you for the most adorable outfit today!”

     Something inside Josh prompted him to speak up with real enthusiasm. In the sweetest voice he could muster and without fully understanding his own motivations, he lilted, “Oooh Justin, your dress is just so pretty and frilly… I love it!” Perhaps a little part of Josh wanted to rub it in a bit as payback for the teasing he had endured the previous Sunday. Still, Josh couldn’t help but feel a little empathy as he watched Justin squirm in his prim Victorian frock. As he looked at Justin’s blushing face, Josh decided to add in a softer tone, “No, really Justin, you look very sweet.” At heart, Josh was still a kind person, and he wanted to offer a little comfort wrapped up in ribbons. As Josh spoke, part of him felt nervous, however. As the words left his lips, Josh couldn't deny an unmistakably girlish feeling inside him. It confused him more. All of a sudden, it seemed that speaking in such a gentle, girlish way felt oddly natural to him. What did that really mean?

     Gwendolyn and Mrs. Smyth exchanged surprised glances when Josh spoke up with such unexpected clarity. However, their expressions quickly shifted to approval. Gwendolyn felt a tinge of pride at how naturally his words seemed to slip into such a sweet tone. This flash of unprompted enthusiasm made her smile fondly. On the other hand, Justin was visibly set off balance by Josh’s decision to join the conversation so openly. He stared at Josh, taken aback somewhat by this fawning attention from an unexpected source.


sissyboy1212

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Re: New Arrangements for Josh
« Reply #247 on: October 14, 2025, 07:47:32 PM »
Public service announcement: From the beginning, I always envisioned this story as a drawn out exploration of detail. For anyone keeping close track, Josh started his journey on Saturday, and it's only Tuesday (I think!). For me, this story has always been about lingering in every excruciating moment. If you're looking for a fast-moving plot... this ain't it. 

Hope some of you are enjoying it.

sweet baby katie

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Re: New Arrangements for Josh
« Reply #248 on: October 15, 2025, 12:51:57 AM »
lingering in every “excruciating” detail makes it more real and more sensual; afterall, put in similar circ-umstances readers on this site would be laser focused on every micro-detail of their transformation; and it is in those times when our consciousness is wholly occupied with, allows itself to wholly submit to, one exact perception that we have the deepest erotic experience.  thank you for your craft

sissyboy1212

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Re: New Arrangements for Josh
« Reply #249 on: October 15, 2025, 05:30:35 AM »
Thank you sweet baby Katie. I love being able to put myself in the mindset of characters when they get themselves into such adorable predicaments! 

Also thank you sissybaby34 for your sweet comment a few days ago.

xoxo

sissyboy1212

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Re: New Arrangements for Josh
« Reply #250 on: October 15, 2025, 08:03:32 PM »
PART 64

       Miss Andrea piped in next, “I agree, Josh, he’s a darling little sugarplum isn’t he?” “If only his hair wasn’t so boyish and short,” she said with a trace of disappointment. “Still,” she said to Justin’s mother, “if you’d like to bring him by the salon tomorrow morning, I’d be happy to see what I can do with him.” Standing up, she continued with a smile as she gently fluffed Justin’s hair, “I think his bangs are just long enough to pull off a lovely textured pixie cut… something soft and pretty to start out with… and perhaps a whisper of highlights.” She began to visualize the possibilities, “As he grows it out, I can imagine some soft, wispy layers and gentle curls framing that pretty face.” Then she finished, “Of course, once we get some length he’ll have so many more lovely options just like Josh here!”

       â€œOh, that will be absolutely wonderful!” Justin’s mother practically gushed. “I can’t wait to see what you come up with,” she continued enthusiastically, “We’ll see you in the morning so you can work your magic on him!”

       Justin had a pained look as his mother and Miss Andrea discussed future hairstyles for him. He was obviously less than excited by the prospect of being subjected to Miss Andrea’s “magic.” It was starting to dawn on him that today's ordeal would not be a one-off. Dread crept into his expression as he contemplated what a “textured pixie cut” might look like on him. His mother’s enthusiasm seemed only to increase his concern. In mere seconds, a looming salon visit had already been set for him!

       Miss Andrea, with her keen eye for detail, assessed the naturally delicate structure of his face. “Just look at those soft cheeks and that dainty little chin,” she mused aloud. “He’s got the sort of bone structure that most young girls would envy!”

       Kathy chimed in with an enthusiastic grin, “Honestly, Justin, I think you’d look so cute with longer hair. Then you could get a perm and have some bouncy curls just like Josh! You’d be absolutely precious!” She couldn’t help but giggle at the idea. Then, she brightened more and added, “Oh, and while you’re at the salon you should get a manicure too. You can get ‘Baby Pink Sparkle’ to match me and Josh!”

       Justin looked forlornly at Josh’s ultra-girlish ringlet curls and darling pink nails with a fresh sense of awful anticipation. The rapidly expanding list of girlish plans being made for him made his emotions began to swirl. His eyes widened as the entire group continued to bubble with ideas.
 
       Gwendolyn then added, “He really does look darling. Such a sweetie!” Justin’s cheeks burned even brighter at the compliment, but he remained silent.

       Mrs. Smyth joined in, “I agree completely!” Unconsciously, she clapped her hands softly in delight. It was clear she wholeheartedly supported this new approach to Justin’s discipline.  She continued, “You simply must bring him into my shop this week as well.” Almost gleefully, she said, “I’d be more than happy to help fill out his wardrobe with some everyday outfits and a fancier look or two.” Then she leaned over to Justin and said in a lower voice, “I have a charming peach summer dress with flutter sleeves that I know would look positively angelic on you!” She added, “we could pair it with some frilly white ankle socks and perhaps a cute beaded bracelet to complete your look… the right accessories always make an outfit shine!” As she finished, she could barely conceal her eagerness.

       Mrs. Smyth continued with gusto, “Of course Justin, the prettiest frocks and dresses may catch the eye, but it’s dainty underthings that make all the difference in really feeling girlish. I’d simply love to help you find the perfect sets—soft, lacy, and sweet, just like what Josh is wearing this very moment!”

       Josh, unhappy to be thrust back into the spotlight, felt heat rush to his cheeks. Undaunted, Mrs. Smyth went on, “Under those exquisite velvet knickers, Josh is wearing the most darling little bra and panty set!” She practically gushed, “They are snowy white and absolutely smothered in the frothiest ruffles you’ve ever seen. His bra straps are trimmed in the softest scalloped lace, and at the center, there’s a sweet satin rosette, delicate as a whisper.” She giggled, “And his matching rhumba panties are just as flouncy, bursting with ruffles that would make any little princess beam with joy!”

       Josh could only blush more deeply as she continued in her cheerful tone, “Justin, just imagine yourself in a set like that—pure white ruffles, the most delicate lace, and perhaps a sweet bow or two! You’ll feel so feminine beneath your dress!” As she finished with a flourish, she had both emasculated boys blushing brightly. Justin and Josh exchanged mortified glances of silent, wordless discomfort.

       Fearful of Mrs. Smyth’s mounting enthusiasm, Justin’s eyes darted nervously, and he shifted his feet uneasily. Seemingly distracted by the warmth on his cheeks, he nearly stumbled in the process. His stomach appeared to be in knots at the realization that today was just a beginning for him. He looked at Josh again, and his jaw dropped open in trepidation. Clearly, his mother intended a much more thorough transformation for him than he had understood up until now.

       Hopelessly trapped in his elaborate Victorian frock, Justin looked positively despondent.

babycakes

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Re: New Arrangements for Josh
« Reply #251 on: October 16, 2025, 04:07:12 AM »
Another excellent chapter. Your "... drawn out exploration of detail..." perfectly compliments the overall story arc.  Please continue "... lingering in every excruciating moment..." of each character's elaborate feminization.  Thank you for your well appreciated hard work.

 

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