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41
Active Sissy Stories
/ Re: New Arrangements for Josh
« Last post by sissyboy1212 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
42
Active Sissy Stories
/ Re: New Arrangements for Josh
« Last post by sweet baby katie 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
43
Active Sissy Stories
/ Re: Proof of Intent
« Last post by sweet baby katie on October 15, 2025, 12:07:31 AM »
Perfect.  Simply perfect.  Perhaps a visit by several of Mommy’s friends bringing unexpected gifts of cute baby dresses with matching plastic lined rumba panties (obviously Mommy had gotten out thee
 word of his new state without his knowing, and with some high degree of certainty that he would submit) and his growing acceptance of his delight in receiving female affection and instinctual mothering in response to his adorable appearance.  Well, that is at least how i would hope to be overcome.
44
Active Sissy Stories
/ Re: New Arrangements for Josh
« Last post by sissyboy1212 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.
45
Active Sissy Stories
/ Re: New Arrangements for Josh
« Last post by sissyboy1212 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.
46
Active Sissy Stories
/ Re: New Arrangements for Josh
« Last post by sissybaby34 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..
47
Active Sissy Stories
/ Re: New Arrangements for Josh
« Last post by sissyboy1212 on October 09, 2025, 07:24:33 PM »
PART 62

      Shortly after the Tea had begun, one visitor to their table stood out memorably. Off to the side, Josh heard a small commotion as a woman led her young daughter over to their table. They appeared to be late arrivals for the Tea. Josh turned in his seat, and his eyes widened in disbelief when he realized that the “daughter” was, in fact, Justin—the bratty boy they had encountered at Sunday brunch!

      The blushing boy was now fancily dressed in a lavish Victorian party dress, and he was obviously unhappy about it. His eyes were rimmed red, hinting at tears that had recently been shed. His sumptuous frock was crafted from shimmery navy-blue satin, with cloudlike layers of sheer organza floating over the full skirt, each edge trimmed with intricate ivory lace and dainty pearl beading. The high, rounded neckline was adorned with a prominent Peter Pan collar, trimmed in delicate lace and embroidery. Short, puffed sleeves ballooned over the boy’s shoulders before ending in tight ruffled cuffs tied with oversized bows.

      Over his prissy dress, Justin wore a starched white pinafore with scalloped hems and layers of gathered lace, adding an extra touch of delightful sweetness. His skirt flared out dramatically from the layers of a stiff crinoline petticoat, which created a classic bell silhouette.

      Snow-white tights adorned with subtle floral embroidery encased his legs. A pair of shiny black Mary Janes—each topped with a fussy bow—were buckled snugly on his feet. Justin’s childishly girlish shoes would have made any Victorian girl feel like a fairy princess. A charming vintage hairbow, made of the same navy satin and dainty lace, was perfectly arranged in his still boyishly short hair. Aside from his unmistakably boyish face and haircut, however, the petticoated adolescent looked every bit like a dainty little girl attending a fancy party in an older time.

      Justin’s posture was stiff, and he looked miserable. His cheeks were flushed a deep red as he was clearly mortified. What caught Josh’s attention even more was the unmistakable aura of control exerted by Justin’s mother. She guided him smartly to the table with a gentle but firm grip on his shoulder. His mother exchanged a knowing glance with Gwendolyn before speaking, “We are running a little late… Justin here pitched quite the little tantrum as I was getting him dressed, but he eventually came around!” She shot a stern look at her petticoated son as she spoke, and Justin looked utterly cowed. He just stood there uneasily under the scrutinizing eye of his mother.

      Then, Justin's mother turned to Gwendolyn. “Forgive me, but I didn’t introduce myself properly on Sunday… I’m Margaret. I just wanted to stop by your table when I saw you and thank you so much for your recommendations on improving Justin’s behavior,” she began warmly. She continued gratefully, “I think you gave me just the right words at just the right time!” Looking back at Justin, she continued, “He has been such a handful, but I think we’re finally making some real progress.” She went on, a little more confidently, “I assure you, he understands what’s expected of him now.” As she spoke, she gave Justin another determined look that made it clear she would tolerate no further outbursts.

      For a moment, Josh struggled to process his feelings. He was very embarrassed for Justin on the one hand, but he couldn’t deny he also felt a small sense of vindication as he watched Justin fidget fretfully in his ultra-girlish party dress. He knew exactly the humiliation Justin was feeling, but still, a tiny part of him appreciated the irony. Only days before, Justin had been the one making fun of Josh. Now, here he was, getting his own healthy dose of karma.

      Josh stared as Justin’s mother had him spin around so everyone could get a good look at his old-fashioned outfit. In doing so, she delicately smoothed his poofy skirt and slightly adjusted the enormous bow at Justin’s back, making sure every detail was perfect. Justin stood helplessly, his cheeks burning as he tried to avoid everyone’s eyes, especially Josh’s.

      Inevitably, the two boys locked gazes for a moment—two misbehaving boys now sharing a common plight: one buttoned securely into a gorgeously sissyish Fauntleroy suit, and the other trapped in an extravagant party dress from another time. The awkwardness between them was palpable.

      For her part, Gwendolyn was taken somewhat aback by the changes her little suggestions had inspired. It seemed she had awakened a sleeping giant. On Sunday, she had only seen a frazzled mother near the end of her rope—a sister traveler, perhaps. But today, it seemed that a light bulb had come on. She recovered quickly and said, “Well, congratulations on helping young Justin here as he turns over a new leaf!” Next, she flashed her new friend Margaret a beaming smile of solidarity and encouragement.

48
Active Sissy Stories
/ Re: New Arrangements for Josh
« Last post by sissyboy1212 on October 08, 2025, 06:43:32 PM »
PART 61

       Everyone was soon enjoying their tea and an array of fussy snacks, teacakes and finger sandwiches. Josh had to admit the tea was good as long as he added sugar to it. He picked daintily at all the little sandwiches which his mother insisted he eat with his utensils. It was slow going, and his gleaming nails flashed ostentatiously every time he used his fork and knife or delicately picked up his teacup. Jenna was very attentive and made sure all their teacups stayed refilled. Josh was also constantly mindful of the elaborate ruffles on his silk blouse that cascaded so elegantly down his chest. His entire outfit was practically smothered in billowy ruffles, darling ribbons, and of course plenty of gorgeously embroidered lace!

       Every time Josh turned his head, his glossy ringlets danced gaily around his face and neck. The springy curls seemed to have a life of their own and reacted with each slight movement, framing his features with playful motion. His huge lace Fauntleroy collar seemed to draw stares like a beacon. As he sat, he also couldn’t ignore the tickling sensation of his clingy stockings as they continuously rubbed against the fabric seat cushion. Every time he shifted in his seat, little friction tingles shot up his thighs. Constantly on display, Josh glumly continued to sip at his tea. He longed to escape the attention and the fuss. It all made him feel so exposed. Even lifting his teacup felt like a theatrical display! Josh couldn’t help but reflect again on his predicament… the one he had chosen! He knew he looked nothing like a fifteen-year-old boy at this point. Instead, he had become a dainty little sissy. His flouncy frills, pristine lace, and adorably curled hair left no hint of the teenage boy buried underneath.

       There were brief moments when Josh almost managed to forget his surroundings, but he would then be pulled right back to reality. Several other guests found excuses to swing by their table for a closer look at his elaborate outfit. Ladies he didn’t know leaned over to gush about his extravagant collar and charming corkscrew curls. Young girls half his age giggled at his sissified appearance. One younger boy asked him in bewilderment why he wanted to dress that way. Even a few of the men glanced his way with pained amusement. Josh felt his masculinity evaporating with every polite nod and weak smile.

       The fussing over the persnickety details of his appearance seemed endless. Every aspect of his Fauntleroy look—from the velvet hairbow perched atop his stiff princess curls to the beautifully embroidered collar framing his face—seemed designed to draw maximum attention. The more guests commented on how “darling” and “precious” he looked, the more acute his embarrassment grew.

       On the other hand, Mrs. Smyth relished the opportunity to lovingly describe his Fauntleroy suit to anyone who would listen, which only reinforced the sense that he was a precious little doll on display.  Several times, she coaxed him into standing up to show off his “sassy” satin sash so his admirers could appreciate the entire ensemble. Underneath his panties and diaper, his little man continually writhed in its pink prison.

       His mother also seemed positively delighted by the extra attention. At several points, she reminded him with gentle insistence, “Remember, Joshy—Knees!  Keep them together nicely. That’s what proper little Fauntleroys do!” If he failed to show the right appreciation after a compliment, she would quietly remind him of his manners. “Say thank you, dear,” she chided him, “Be a good little gentleman.”

       â€œYes, Mommy,” he replied meekly again and again. For Josh, the High Tea dragged along at a snail’s pace.
49
Active Sissy Stories
/ Re: Peter was a petty criminal
« Last post by BabyJay on October 08, 2025, 09:40:56 AM »
Looks like the Ladies have only just started with their punishment regime. Poor Peter and Primrose must be dreading what comes next. Looking forward to the next chapters.
50
Active Sissy Stories
/ Re: New Arrangements for Josh
« Last post by Andlat on October 08, 2025, 01:09:37 AM »
Yes, Josh did choose this, but he clearly didn't comprehend the full gravity of his choice. Oh, well. Too late now!
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