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Author Topic: New Arrangements for Josh  (Read 119129 times)

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Sissy Little Girl

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Re: New Arrangements for Josh
« Reply #112 on: October 10, 2020, 05:03:07 PM »
sissyboy1212, that was another great chapter.  Poor Josh will be on his way to his hair appointment soon.  Can't wait to read what style he will get.  Keep up the good work.


sissyboy1212

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Re: New Arrangements for Josh
« Reply #113 on: October 11, 2020, 09:16:13 PM »
PART 32

The morning flew by in a blur. Before Josh knew it, Kathy was excitedly leading him by the hand into Miss Andrea’s salon. It was decorated with soft pastels and looked very modern but extremely feminine. Soft contemporary music played in the background. Definitely a place that didn’t have many male customers.

Andrea greeted them as they came in. “Good morning ladies! We’re all ready for you!” she said cheerily. “Kathy, this is Gina and you’ll be with her,” she gestured to an attractive younger lady dressed very fashionably.

As Kathy went off to a different station with Gina, she called, “Have fun Josh! I can’t wait to see you later!” Josh smiled weakly as his sister bounced away, leaving him with just Miss Andrea and his mother.

“Gwendolyn, we have a few minutes before Jessica is ready for you. I understand you just want a trim, so you can help us choose a nice style for Josh,” Andrea added. Turning to Josh, Andrea said with anticipation, “And of course, you’ll be in my chair. We’re going to have such fun! By the way, that’s a cute little romper, Josh. It suits you. And your sandals are simply precious!”

“Thank you Miss Andrea,” Josh replied softly, “Mommy gave them to me.”

“I love the little white flowers,” she said kindly. ”And your lip gloss is very pretty. It’s sweet but understated,” she observed. “What shade is that?” she asked sweetly.

 â€œUhh… it’s Sky Pink, Miss Andrea,” he replied, somewhat embarrassed that he knew the answer to that question. He thought glumly that boys should know about football and video games instead of lip gloss and panty liners. He let out a small sigh.

There were several stations in the spacious salon separated by partitions which gave each client some privacy although they were all open to the central area. She led him to her station at the very end. It appeared they were the first customers of the day. He had butterflies in his tummy and soon he was seated in a large salon chair with white leather cushions and gleaming chrome metal accents. As he sat in his romper awaiting the unknown, Miss Andrea pumped a pedal and raised the chair several inches higher. The elevated chair made him feel so small and exposed as if it was going to swallow him up.

“Well Josh, I know you want to look more feminine, so I can certainly help with that,” Andrea said as she gently removed his blue barrette and placed it in a little tray on the counter. Running her fingers through his hair, she commented, “You’re lucky your hair is nice and thick, and you have a little natural curl. I have some ideas, but did you have anything in particular in mind?”

“Uhhh… “ the flustered boy’s voice trailed off as he looked at his mother.

Gwendolyn piped in, “Well he has been reluctant to get a haircut, so it’s obvious he likes it long. We definitely want to preserve the length. I also think he’d like something versatile so he can change up the styles for different occasions. Isn’t that right sweetheart?”

“Uhh yes Mommy, that’s right. I’d like to keep it longer please… if you think that’s best,” Josh replied almost pleadingly. He had no idea about girls’ hairstyles, but maybe he could wind up with something that wasn’t too overtly girly. Ruefully, he knew he had already made his decision.

Andrea said enthusiastically, “I’m so glad you said that honey. That gives us lots of fun choices for you! I think we’ll enhance your natural waves and boost the volume. We’re going to frame your delicate facial features nicely but add a little bounce. And I want to make sure you keep those lovely bangs. What do you think?”

Realizing that he was well and truly stuck, and catching Gwendolyn’s eye, he replied timidly, “Yes Miss Andrea. That will be wonderful! Whatever you think is best.” Why did he say that? He basically gave her free reign to do as she pleased with his hair. He only had vague ideas what most of these terms meant, but they all sounded extremely girly.

Nodding eagerly, Andrea assured him, “Thank you Josh. I think I know just the thing. You’re going to look adorable! Yesterday, I wondered if you might want more of a unisex style, but I’m glad you trust me. Instead, we’re going to go for something really trendy and cute. You’ll be able to wear it up or down. All the other girls will be jealous!”

Turning to Gwendolyn, she explained, “I’d like to add some highlights too, will that be OK? I just want to lighten the color a bit. I’m going to make you so pretty Josh!”

Gwendolyn beamed back, “Oh of course Andrea. I’m sure Josh will love that. You’re the expert and we’ll trust you!” Returning to Josh, she asked him “Doesn’t that sound great honey?”

Now starting to blush, Josh felt cornered by his own words and choices. It didn’t escape his notice that a subtle shift had taken place, and Miss Andrea was referring to him as a girl. “Yes, Miss Andrea,” he gulped. Then, seeing the expectant look on Gwendolyn’s face to elaborate, he reluctantly added, “I’m so excited to see how it turns out. I’ve never had highlights before.” He squirmed mousily in the padded salon chair.

As Andrea moved to fasten a baby pink nylon cape around Josh to get started, Gwendolyn asked her to wait a moment. “Andrea, we’ve actually been working on his posture and deportment, and it occurs to me we might be able to do two things at once if it’s OK with you. He’s going to be in the chair for a while, right?” Gwendolyn inquired with a tad of mischief. Josh thought he knew what was coming.

“Oh at least two or three hours,” Andrea replied as she wondered where this was headed. “We’re going to do a shampoo and style cut. Next we’ll add the highlights. Then we’ll see where we are and decide how to finish things off,” she explained. Hearing all this, Josh’s spirits sank as he realized what an involved process he was in for. Instinctively, he pulled his drifting knees together and tried to sit up straight. Belatedly, he saw that he had been slouching again.

Gwendolyn, on the other hand, was enthused about her wayward son’s next steps into sissyhood. And what she did next would only enhance it. She reached into her purse and pulled out… not the familiar pewter compact case… but two very feminine ladies silk scarves. One was a rose pink and gold color pattern, and the other was purple, teal and light gray. Puzzled now, Josh watched nervously. As she took the first one and folded it several times diagonally, she explained, “Josh has been trying to learn to sit more like a young lady and keep his knees modestly together, isn’t that right dear?”

Seated in the chair, Josh pulled his knees together more tightly and remembered to fold his hands daintily on his lap. “Yes Mommy. I’m learning how to keep my modesty,” he nearly squeaked. He thought he understood now what she intended. He sat there motionless with a sense of dread.

“You simply must get in the habit of sitting more modestly honey, OK?” his mother asked in a way that was not really a question.

“Yes Mommy of course,” he answered meekly.

With that, Gwendolyn looped the scarf under his knees and drew them closely together with the pink scarf. She then tied them firmly together with a secure double knot. “This will help you get used to keeping your knees together dear,” she chided him. As the teen’s face began to warm, she used the other scarf to tie his ankles together for good measure. She stood back to examine her work approvingly.

Feeling utterly helpless and weak, a fresh wave of humiliation crashed over the feminized teenage boy.

“Oh my,” Andrea said quietly with increasing interest.


Sissy Little Girl

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Re: New Arrangements for Josh
« Reply #114 on: October 12, 2020, 03:35:46 PM »
sissyboy1212, Josh is really in a fix.  Miss Andrea is going to have fun doing his hair into a girl's hairstyle.  He didn't know his mom was going to use the two scarves to tie his knees and ankles together so he would sit more demurely.  Great job on this chapter.  I can't for more.

sissyboy1212

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Re: New Arrangements for Josh
« Reply #115 on: October 21, 2020, 08:59:49 AM »
PART 33

Andrea watched this entire exchange take place with fascination. “That should surely help with your posture dear. But are you comfortable that way?” she had to ask.

Glancing at his mother, Josh replied cautiously, “Oh yes Miss Andrea. Mommy has been teaching me how to sit more appropriately. This will, uhh, help me remember,” he added spinelessly.

In her profession, Andrea often was privy to odd or unusual things dealing with her various clients. Josh didn’t seem to object to his treatment. As long as he was OK with it, she had no issues. It certainly didn’t shock her, and it was far from the strangest thing she had seen in her career. Hairdressers had to be discreet if they expected to stay in business. Honestly, it piqued her interest. Then, she thought of one of her other clients and hatched an idea. “You know Josh, since you’re going to be in the chair for a while anyway, we can really do it right if you like,” she said.

It was now Gwendolyn’s turn to be keenly interested, and Josh grew more apprehensive. His knees and legs were already trussed together. What did she mean to “really do it right?”

Andrea explained as she pulled open a drawer, “I have some extra accessories for this chair I use for one of my other customers. She is a wonderful lady with a motor disorder. She was in a car accident years ago, so we have to strap her into the chair when I do her hair so she doesn’t slip down. She tires very easily. She has a great sense of humor, and we actually joke about it now. But the truth is it makes her much more comfortable when she gets her hair done. It allows her to keep sitting upright in the chair during her appointment, and this might work for you too. Sit up straight dear.” As she said this, she reached over and buckled a thickly padded seat belt across Josh’s lap and pulled it snug.

“Now hold still, please,” she instructed.  Andrea then pulled two matching shoulder straps down on each side and fastened them across his chest to the lap belt. The padded straps were all white in color and matched the chair. She pulled the straps taut to take out the slack and then fastened everything with a sort of buckle behind the chair. Josh was now pulled securely against the back of the chair. “This will help you sit up straight while we do your hair, honey. Is that comfortable?” she asked the now-confined sissy, “See how it gives you so much better support?”

Josh was in utter disbelief. How had he gotten himself in this situation? He was now basically tied to a chair for a girly hairdo, and the worst part was he had agreed to it! Blushing furiously with embarrassment, he also realized that his little man was wide awake. This feeling of being confined and helpless was making him feel extremely odd. He immediately recalled his dream two nights ago.

“Yes Miss Andrea,” he could scarcely believe the words coming from his mouth. “It’s comfortable,” he said breathlessly. Why couldn’t he just summon the words and tell her to unbuckle him?

“Well if you get tired or uncomfortable, honey, just tell me and we’ll loosen those up a little, but it should really help you as you work on your deportment,” she reminded him. Hearing this, Josh realized that all he had to do was say the word, and he would be let out of this predicament. But, to his shame and confusion, he realized he couldn’t do that. Something inside him was holding him back. What was going on?

In the end, despite his internal conflict, he only replied, “Yes Miss Andrea.”

Gwendolyn was amazed. The sight of her feminized son strapped in this way to get his first girly salon hairstyle was exhilarating, truly beyond anything she had considered before. “Well, this should make for a memorable hair appointment, right Joshy?” she joked with him.

He smiled wanly and nodded his head. His heart was racing at this odd turn of events. Then Gwendolyn noticed some additional straps on the vanity that Andrea hadn’t used. “What are those?” she asked.

“Oh I don’t expect we need those for Josh. Some days are worse for my other client than others. If her tremors are acting up, then we sometimes use those to hold her arms in place,” she explained. “If you’re curious, I can show you how they work Josh,” she added.

The discomfited boy was feeling a little lightheaded at this point. “Uhh… OK sure,” he said shyly, almost automatically, deeply ashamed of himself.

Shrugging, Andrea attached the wide padded straps to the arms of the chair. Then, she pulled them over Josh’s slender arms and rapidly cinched them down. She finished by securing them snugly in place with several thick Velcro straps. It was immediately apparent to Josh there was no chance he would slip out of this on his own. Almost as an afterthought, Andrea reached down and he felt another wide strap being pulled across his already-bound ankles to hold his feet in place against the footrest. Josh was effectively immobilized in the chair. “See how that works?” she asked him, “It’s actually kind of comforting for her when she has bad tremors… sort of the same effect as those weighted blankets which are in vogue. She says it can actually be quite relaxing.”

Gwendolyn was intrigued, and said “That should help him cut down on all his fidgeting. Very interesting!” It was amazing to her how much more docile Josh seemed than even earlier this morning.

Just then, a new voice called from the reception area, “Mrs. Hartley, this is Jessica. I’m ready for you now.”

Gwendolyn looked one last time at her helpless son’s predicament, and said, “have fun dear!” Thinking of all those times before that he had darted away with his hooligan friends when he was supposed to be doing homework or chores, she couldn’t help but add with a chuckle, “Now don’t wander off darling. You sit still and let Miss Andrea give you a pretty hairstyle.” His face beet-red, Josh sat helplessly as Miss Andrea drew the pink nylon cape around him and snapped it snugly around his neck. Andrea hadn’t even bothered to ask him if he wanted to be released from the arm straps. She seemed to already sense the answer.

Gwendolyn savored the sight of her son completely enveloped in this femininity. Her plan to meticulously root out all his boyish bad habits and replace them with girlish sweetness was producing highly satisfactory results. Before Gwendolyn departed to meet Jessica, she snapped some photos with her phone. “I want to capture the ‘Before’ and ‘After’ shots,” she concluded.

Andrea laughed and replied gaily, “I suppose I’ve got a captive audience today.” She playfully tapped Josh on his nose with her finger as she said this, and he blushed more furiously.

Once Andrea had the long cape on him and all the straps were hidden from view, she seemed to forget about them. His knees and ankles were tied together with his mother’s ultra-feminine scarves, and the various padded straps held him securely to the salon chair. Andrea slowly swiveled the captive teen around to face the mirror and brushed his long brunette hair out of his eyes with her fingers. It was like being buckled into a roller coaster as it climbed up the first big hill. His heart beat in anticipation of the coming plunge.

“Well let’s get started, shall we sweetie,” she said to Josh with anticipation, “you’re going to look simply adorable when I’m done with you!”

She spun her new charge back around and gently reclined his head into the sink to start his shampoo. The waiting was over. Powerless to resist, the helpless teenage boy grew slightly dizzy as she began rinsing his hair with the soothing warm water. A wild mix of pleasure and humiliation assaulted his senses. Soon, the delicate smell of a fancy feminine shampoo tickled his nostrils. Miss Andrea hummed softly as she massaged it into his hair. He felt a familiar tingle in his panties.

Andlat

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Re: New Arrangements for Josh
« Reply #116 on: October 21, 2020, 09:31:24 AM »
A salon trip and hairstyle change has long been one of my favorite sissy scenarios. While not permanent, I've always felt it adds a sense of permanence to the whole affair. "If they're doing my hair, they must be planning to keep this going" type thing. I'm sure Josh will realize that soon if he hasn't already. He's slipping so well into sweet femininity

sissyboy1212

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Re: New Arrangements for Josh
« Reply #117 on: October 21, 2020, 11:25:51 AM »
Andlat,

Thank you and I agree. A new hairstyle is not irreversible, but psychologically it represents a new level of effort and commitment.  All the delicious trappings of a ladies hair salon heighten the experience. I love the idea of him getting trapped deeper and deeper in his new feminine world.

Andlat

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Re: New Arrangements for Josh
« Reply #118 on: October 21, 2020, 12:05:15 PM »
Andlat,

Thank you and I agree. A new hairstyle is not irreversible, but psychologically it represents a new level of effort and commitment.  All the delicious trappings of a ladies hair salon heighten the experience. I love the idea of him getting trapped deeper and deeper in his new feminine world.

It's so true. Mom's not going to pay for a barbershop visit to get his hair back to a boy's style so soon after this trip to the salon. I'm especially excited to see just what style he ends up with!

 

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