New Arrangements for Josh

[sissyboy1212]

Thank you babycakes for your sweet encouragement.

In Josh's story, the High Tea was always planned to be a major event. It's part of why there was such a long break in my writing... I could never quite decide how I wanted it to unfold. But I've had some more ideas lately.

I'm working on the next part :)

[sissyboy1212]

PART 65

   When Justin stumbled, Josh’s gaze was again drawn downward to Justin’s glossy, patent-leather Mary Janes. Somewhat regaining his composure, Josh belatedly realized that Justin’s shoes sported cute angular heels that were about an inch tall. He hadn’t noticed that at first. Unlike the ballet style flats Josh was wearing, Justin’s unfamiliar heels clearly required more grace and practice than Justin possessed. No wonder he looked so wobbly on his feet! Between Justin’s confining corset, the bulky bustle protruding from his backside and those fussy heels it must have taken great concentration just to keep his balance. He watched as Justin nervously fiddled with the delicately scalloped fringe of his dainty pinafore. Clearly, Justin was now worried about what Mrs. Smyth might have planned for him.

   As Miss Andrea, Mrs. Smyth and even Kathy chimed in with so many helpful suggestions, Margaret surveyed her son with a thoughtful gaze, almost as if she were seeing him clearly for the first time. She was plainly excited by all these new possibilities, and she had especially noted Justin’s pained expression when Mrs. Smyth had described Josh’s pretty underthings. She began to muse aloud to her son with growing energy and determination, “Oh sweetheart you have so many delightful changes to look forward to—pretty dresses, darling shoes, dainty nightgowns!”

   She turned to Kathy warmly, “and thank you for thoughtfully suggesting a manicure, that’s a great idea!”

   Kathy giggled, “Of course! Justin, I bet you’ll have the cutest nails of any of us! Won’t that be fun?”

   Justin’s mother nodded cheerfully and spoke to him again, “Honey, I’m sure you’ll feel so pampered and pretty with some pretty polished nails.” With a slightly firmer tone, she added, “Oh I promise you won’t have a single moment to get bored or misbehave anymore—we’ll plan all sorts of exciting things to occupy your time and energy!” Her words left no doubt about her intentions.

   Then, Margaret turned back to Gwendolyn and said, “Well we’ve taken enough of your time, but I just wanted to thank you again for your wonderful advice!” Then, in a lower voice, she again admonished her befrocked son. “Listen carefully, darling,” she began. She continued, “Don’t embarrass me today—no fidgeting, no sulking, and no complaining!” She flashed a final grateful smile at Gwendolyn. Without bothering to wait for a response, she began firmly guiding Justin to their own table to enjoy the High Tea.

   Helplessly swept along, Justin clutched in vain at the edges of his poofy skirt with each hesitating step. He looked absolutely stricken. The snug embrace of his overwrought dress—the corset’s firm squeeze, the flouncy petticoats, the cloud of ruffles and ribbons—forced him to scurry meekly with an effeminate, mincing gait. Every slight movement made his bouncy skirt swish dramatically. The confining layers of his precious outfit shortened his steps in a conspicuous way and drew extra attention to his predicament. He was cutely unsteady in his dainty but treacherous heels… teetering along like a bashful little girl playing dressup in her mother’s shoes! He cast a longing look back at Josh and the others as if silently pleading for rescue, but there was nothing to be done. The anxiety on his face—bordering on an adorable panic at this point—was impossible to miss. It was the unmistakable look of a boy newly plunged into a world of frills, ribbons and lace. As Samantha trailed merrily along behind her brother, her cheerful mood was a total contrast to Justin’s obvious chagrin.

   â€śWell,” Gwendolyn observed dryly, “that was quite interesting!” She had a trace of satisfaction in her voice as she exchanged a knowing look with Mrs. Smyth. Both ladies giggled slightly.

[BabyJay]

Delightful. Josh must be horrified at Justin's treatment, but, even more worried about what His mother has in store for Him. Look forward to next chapters.

[sissyboy1212]

PART 66

        Incredulous at this turn of events, Josh just gawked as he watched Justin’s mother shepherd him away. Worry crept into his own thoughts. His own mother seemed to be enjoying all this petticoating very much—perhaps even more than he’d realized up until now. Not for the first time this week, Josh suspected that his new journey in dresses was no longer just about him alone—it was, in some important ways, becoming a shared experience. The choice to start his journey into girlishness had certainly been his, but there was no question that his mother seemed delighted with his decision!

        The sissified teenager felt the unwelcome tingling in his rhumba panties again as they all sat back down to continue with High Tea. As if they had read Josh’s mind, Gwendolyn and the other ladies began to discuss the differences between Justin’s predicament and Josh’s situation. Sheepishly seated between his mother and Miss Andrea, Josh looked like the very picture of a storybook sissy boy in his immaculate Little Lord Fauntleroy suit, his curls bouncing gaily and his cheeks still sweetly tinged pink.

        Mrs. Smyth, ever observant, commented, “You know, you can put a child in the prettiest frock, but it’s clear Justin is still just a boy in a dress.” She added, “He’s like a grumpy baby with all that pouting and fidgeting. Unlike Josh here, the gentle spirit just isn’t in him yet.” Her words were a recognition that Justin’s transformation was something done to him, not something he had chosen. She then turned to Josh and addressed him in a sweet tone, “On the other hand, Josh dear, it does my heart good to see you sitting so nicely in your beautiful Fauntleroy outfit and behaving just as you should!” The other ladies offered murmurs of agreement, their smiles tinged with understanding.

        Miss Andrea concurred, “It’s true. It’s charming to see Josh here so adorably dolled up in his little suit for tea time, so polite and sweet!” As she spoke, she softly patted Josh’s hand with reassuring fondness as if he were a toddler. This only made the sissified teen’s cheeks flush pinker.  She continued, “As darling as he is, Justin’s just not ready to embrace his situation.”  Something seemed to catch her eye, and she giggled, “at least not yet anyway!” Then, pointing discreetly across the room, she said “Look at him over there.”

        All their eyes turned to a table on the other side of the room where Justin was perched primly upright on the absolute edge of his chair like a delicate caged canary. His fastidiously arranged bustle and petticoats occupied most of the chair seat behind him, and his lap was buried under a buoyant mass of rustling skirts, frills and satin. They all watched as he took a timid sip of tea under his mother’s watchful eye. While Samantha wore a huge grin, the look of misery on Justin’s face was obvious even from across the room. After another moment, Josh felt everyone’s attention return to him.

        Even Kathy giggled and got into the act. She spoke lovingly to him as though he were her little sister, “I’m so happy to have my sweet brother back again, Joshy!  And you are so cute in your suit with those springy curls and rosy cheeks!”
 
        Taking all this in, Gwendolyn settled her focus back on Josh. She spoke in a loving but resolute tone, “That’s right. My sweet Josh here is on a different path.” Then, with gentle encouragement, she continued, “Josh, what makes your journey so special is that you had the courage to choose the pretty things, the frills and the lace all by yourself.” Addressing her son directly, she added, “Once you were honest with yourself, you realized you were meant to be Mommy’s little angel! Isn’t that right sweetheart?” She paused for a moment, her eyes warm and tender as she waited for Josh’s response.

[sissyboy1212]

PART 67

   Inside, Josh’s heart churned with reluctance. His mother’s syrupy words of praise felt like tiny daggers as he felt hopelessly trapped by his own choices. Josh squirmed uneasily in his seat, feeling himself shrink under the weight of all this clucking and doting. He wanted to protest, but instead he replied the way he knew was expected, “Oh yes Mommy. I love being your little angel! I just adore all my pretty new things and the way they make me feel!” The words escaped his lips almost unconsciously, hinting at that growing part of him that seemed to welcome the attention. A faint glimmer of longing in his eyes seemed to betray the confusion in his heart. Despite his meekly girlish words, however, the looming prospect of endless days spent in frills and petticoats made his heart tighten with a flutter of dread. Josh could only sigh inwardly as he felt caught up in a current too strong to resist.

   â€śI’m so proud of you darling!” his mother gushed in response, “we are all so eager to help you!” Gwendolyn’s eyes sparkled with unmistakable excitement as she spoke. She remained resolved to stamp out any lingering traces of rowdy boyishness in her son. She found herself taking pleasure in each small victory, whether it was a dainty gesture, a perfectly smoothed curl, or a flawless frill. She silently repeated her mantra again, “No half-measures!”

   All the other women around the table nodded with patronizing smiles, their eyes twinkling with delight at Josh’s adorable blushing. To Josh, it also seemed that they had reached an unspoken agreement to redouble their efforts in helping him on his new feminine journey. They spoke as if his total transformation was already a foregone conclusion. Although this had begun with his choices, he now had the sinking feeling that his fate was being decided for him.

   Josh tried to maintain his composure as his emotions fluttered. He sat stiffly in his chair, the elaborate trappings of the Fauntleroy suit a constant, inescapable presence enveloping him from collar to toe. Under his mother’s adoring gaze, he again felt the unyielding confines of his sturdy corset. Its constant restriction ensured he didn’t slouch and instead presented a polished, upright posture. He felt uncomfortable heat inside his bulky diaper and panties as his little man futilely agitated in its pink prison. He realized his hands were quivering. Every inch of the outfit seemed meticulously designed to create the most sissyish look possible—from the frothy lace that cascaded over his chest to the intricate bows perched atop every seam and hem. With little conscious thought, he nervously brushed a stiff ringlet back from his face in a very girlish way, making his gleaming pink fingernails sparkle gaily.

   Gwendolyn took note of his feminine gesture, and she smiled with satisfaction as he next clasped his knees together without added encouragement. These were more signs that her persistent guidance was beginning to properly mold her son’s behavior. Still, Gwendolyn could not resist pushing him even a bit further as she noticed his collar was slightly askew. She also saw that he didn’t quite get that stray ringlet adjusted exactly right. She spoke again, “You know, Josh, we have a golden opportunity here at High Tea to work on your deportment. This is an ideal setting to continue refining your manners and bearing.” Then, she directed him, “Hold still for me, dear.” Josh sat obediently as she reached over with maternal precision to fussily adjust his extravagant Fauntleroy collar until once again it was perfectly arranged over his shoulders. The lace tickled his throat and neck as she worked. Then, she gently smoothed his corkscrew curls so they better framed his face. With an appraising glance, she also nudged her son’s feet closer together beneath his chair to create a more demure appearance.

   Josh felt incredibly childish and powerless to be so tenderly attended to in this way. Normal teenage boys didn’t get coddled like this in public! It embarrassed him terribly, but he had no choice but to suffer through it.

   Taking Gwendolyn’s cue, Miss Andrea then stood up to assist after seeing Gwendolyn adjust Josh’s curls so sweetly, “I also can’t help but notice your hairbow is a little crooked, sweetheart,” she said kindly as she stood over the emasculated lad. With deft fingers, she primped his gorgeous pink bow just so, ensuring it was nestled daintily in his springy curls exactly the way she wanted. As Miss Andrea hovered over him, he realized that she was wearing a floral perfume that she didn’t have on earlier. The delicately feminine fragrance wafted in his nose and practically enveloped him as she coaxed his hairbow into place.

   Just then, Mrs. Standish reappeared. She paused beside their table, watching with interest as Miss Andrea fluffed and straightened Josh’s hairbow.

   Next, Mrs. Smyth joined in. She said, "Oh Andrea, while you're up, why don’t you brighten up those lovely puffs and ruffles on his blouse? They appear a tad droopy to me."   

   Giggling, Miss Andrea said, “Of course!” She reached around her charge and began delicately fluffing out the delicate lace on Josh’s silk blouse with short, quick strokes of her nimble fingers. She pinched and teased until the ruffles again cascaded in billowy waves down his chest.

   â€śThere you are, sweetie,” Miss Andrea said as she finished up, “such beautiful lace deserves to be seen!”

   As this infantile pampering and fussing continued, Josh’s humiliation only grew. He felt much more like a helpless child at a "Little Miss" pageant than a teenage boy! Still, he replied softly but sweetly, “Thank you, Miss Andrea. I’m sure my ruffles are perfect now!” Mrs. Smyth nodded approvingly.

[BabyJay]

MMMM!!!!! Sounds like very soon Josh is going to be wearing cute little girls dresses to show off his pretty rhumba knickers covering his thick nappy. Look forward to continuation.:)

[sissyboy1212]

PART 68

    Josh tried his best to be acquiescent and obedient, but this new onslaught of attention continued. All these persistent ministrations refocused Josh’s thoughts back to the here and now. To his chagrin, he realized guests seated nearby had taken notice of the smothering care and attention he was receiving. Mrs. Standish, still watching with increasing curiosity, seemed both amused and enchanted at the little scene.

    Next, his mother’s attentive gaze landed on his stockings. She smiled gently and said, a little too loudly, “your stocking seam is crooked, darling. Stand up for me, please.” Flushing with embarrassment, Josh awkwardly rose from his chair, acutely aware of all the eyes upon him. His mother knelt gracefully and, with careful fingers, straightened the seams on both his stockings until they ran perfectly neat and true. The dainty garter straps under his velvet pants delicately tickled his thighs as she pulled his stockings this way and that with short little jerks. Then she playfully fluffed the lacy frills of his adorable anklet socks a few times for good measure. This overtly maternal doting—performed in full view of the other guests—only magnified Josh’s sense of exposure. He felt a fresh wave of humiliation, acutely aware of how far his new reality was from anything a typical teenage boy would ever experience.

    While his mother was attending to his stockings, Mrs. Smyth noticed that one of the lacy puffs at his wrist was tucked under in the wrong way. “Hold out your hands for me dear,” she instructed as she briskly spun her chair around toward him. Chagrined, Josh obeyed and delicately extended his hands out as he was told. With gentle but exacting care, Mrs. Smyth undid the pink ribbon tie around his wrist and loosened the flouncy cuff. She made sure each frill fanned out beautifully over Josh’s wrist the way it was supposed to and then meticulously retied the ribbon into a dainty bow. For good measure, she repeated the process on his other hand and then inspected her work with a critical eye before allowing him to relax.

    “There, darling, see how much nicer that looks now that your frilly cuffs are free to flit and float?” she beamed.

    “Yes ma’am, thank you,” he croaked as the frills danced over his slender, manicured hands. “They look lovely,” he added sweetly.

    Standing there so meekly and subjected to this dual primping from his mother and Mrs. Smyth, the blushing boy felt incredibly small and girlish. His tummy fluttered ceaselessly.

    Retaking his seat at last, he saw a couple of elderly ladies in pearls at the next table cheerfully whisper to each other as they watched with amusement. They hardly bothered to pretend they hadn’t seen it all. They were obviously smitten with the teenage boy in the Fauntleroy suit that perfectly matched his sister’s gorgeous dress. His mind raced with self-conscious thoughts about how ridiculous he looked. As his nerves jangled, he absent-mindedly rested his elbow on the table.

    Instantly, Mrs. Smyth’s keen eyes caught the breach in etiquette. She admonished him,

    “Josh, dear, elbows must never touch the table. It’s simply not ladylike, and you must remember that every gesture matters.” She elaborated in an instructive tone, “You must strive to keep your elbows tucked gracefully at your sides and your forearms resting lightly on the edge of the table only as necessary.”

    Josh’s cheeks burned as he quickly slid his elbow off the table.

    She explained further, “In most cases, you should allow your hands to rest lightly in your lap with no unseemly gripping or fidgeting.” She gave him another admonishment, “and my goodness don’t crowd the table so! Scooch your chair back just a tad and open up the space. Let those beautiful frills breathe and give yourself room to be seen!”

    Josh obediently slid his chair back a cautious inch or two and then let his hands slip quietly to his lap. His motion was timid and measured, as he feared disturbing the painstaking arrangement his of outfit’s frills, bows, and lace. He forced his fingers to uncurl and cupped them delicately in a very feminine way. As his hands rested sweetly on the soft pink velvet of his knickers, he was again keenly aware of the heat radiating from underneath his panties and bulky diaper. His frilly wrist puffs fanned out adorably on the rich fabric. The small additional distance he had created between himself and the table only heightened his sense of vulnerability. 

    “And dear,” Miss Andrea interjected again, “please sit up just a touch straighter.” As she spoke, her hand glided delicately along his back to nudge him toward a more upright posture. “Shoulders gently back, chin lifted—but not too high. Remember, a proper lady is always poised and never slouches.”

    Josh was flabbergasted. With his restrictive corset, it was already impossible for him to slouch! How could he sit up any straighter? Sighing, he awkwardly tried to roll his shoulders back and lift up even more in his seat as instructed. All this constant fussing seemed to draw extra attention and make him feel even more girlishly conspicuous.