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Author Topic: A Sissy is Born  (Read 41461 times)

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JanetMarie

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Re: A Sissy is Born
« Reply #63 on: October 05, 2023, 04:07:06 PM »
I feel pretty sure that the story of the insertion of his butt plug will be more or less fully "fleshed out" - mostly more (much to his discomfiture:).


mommasboy

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Re: A Sissy is Born
« Reply #64 on: October 05, 2023, 10:33:46 PM »
No poopies? :(


Princess PowderPuff

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Re: A Sissy is Born
« Reply #65 on: October 06, 2023, 04:52:25 AM »
No poopies? :(

Only enema assisted ones I'm afraid :)

Princess PowderPuff

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Re: A Sissy is Born
« Reply #66 on: October 07, 2023, 01:42:27 AM »
11C. OUT OF THE FRYING PAN  continued

"That's right mommy bought you a spanker of your very own just like the one used on your bottom so any errant behaviour on your part can be corrected immediately. He chose the most magnificent butt plug you could imagine with post modern styling. But typical of a boy he had eyes bigger than his anus. I was certain they weren't going to get his plug in; I would have bet on it. It really is a veritable monster. It was so cute the way he puckered up really tight when he felt it pressing against his anus but he soon came round to it as we pressed its bulbous phallic head in, and he let out a howl of sheer ecstasy as he was penetrated. But with copious amounts of lubricant, some tears and a lot of grunting from both parties they managed to force it in didn’t they darling? All six inches of its banana shaped shank as thick as a broom shaft with a larger blunted conical base and a tennis ball sized finial protruding out between his ass cheeks that will keep him delightfully entertained every time he sits down, or it makes contact with any surface he gets to enjoy its pleasures as it probes his depths and wiggles about inside him. In fact he can't escape from the constant arousal it provides him as his bottom gyrates round its fat shaft. Tell Mrs. Craddock how it excites you so much you when you waddle it makes you do squirties in your nappy." David shrank in humiliation at the disclosure but nevertheless did as he was told.

"mmnthh narrrghth shhrrt aahhhe." The memories of having a butt plug inserted were all to fresh in his mind although this was the first time he had any idea what it looked like but he sure as hell knew how it felt.

"His sphincter is really tightly stretched round it, I'd be surprised if he can squeeze fart passed it and he's really tender but he loves it. Don't you sweetie? Don't you love your butt plug?"

David was very uncomfortable and felt extremely humiliated at his violation and angry that he didn't do anything to stop it he had instead submitted to it for fear of a further spanking, hardly the actions of a boy and to compound his humiliation he was now expected to demonstrate his delight at having the evil thing stuffed up his arse by gleefully jumping up and down and shaking his muff. "So there will be no skid marks in David's nappies. Like all new friendships it will be awkward to begin with but I just know the two of them are going to get on really well with each other and they'll be best of friends in no time. It's like he has his very own wash and wear boyfriend, even if it is just an anti bacterial medical grade silicone one, but it's only temporary until we get him sorted out with a proper boyfriend to replace it." Mrs. Craddock smiled at that small announcement.

"I'm surprised David doesn't already have a boyfriend."
"None that I'm aware of. But he's been pretty secretive about being a sissy I'm sure that would extend to his boyfriends as well." By now David was near apoplectic.

"We'll need to get him locked into a chastity device soon as well, can you imagine what people will say if he's caught displaying a stiffy in his nappies? He'll get branded for life as a dirty little pervert."

Irene raised a quizzical eye brow, she wondered just how David would manage that incarcerated in all those cushiony layers, just how would anyone notice it? But who was she to argue. The sooner the little brat was confined in a chastity device the happier she would be. In fact she was already working on a way to get a photograph of the boy locked into his debilitating aid. "Sissy boys do not have stiffies in their nappies David and it will keep you fiddle free. If you want fiddling with then that's what a boyfriend is for!" declared his mother.

This work is copywrite © Princess PowderPuff 2023.

antonia

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Re: A Sissy is Born
« Reply #67 on: October 07, 2023, 03:36:05 AM »
Another excellent development !

Princess PowderPuff

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Re: A Sissy is Born
« Reply #68 on: October 09, 2023, 05:51:55 AM »
12. AND INTO THE FIRE

"I'm sorry I feel very uncomfortable calling him David whilst he looks like this. You don't mind if I call him Daisy do you? He really should have a girl's name; he can hardly be considered a boy anymore, not while he is presenting himself so femininely dressed."

Daisy was back to dancing from foot to foot with a desperate desire to be away from this woman who was only fishing for gossip to spread around and his mother was feeding her far too much, and all of it a pack of lies.

"Daisy will you stop fussing and be patient Mommy is talking you just concentrate on looking pretty for the boys there's nothing wrong with batting your eyelashes and a little flirting with them but when it comes to flouncing your petticoats do try not to  show off more of your panties than you are already. We don't want you earning an improper reputation as a coc-k tease, there's a good little girl." Automatically he turned to see for himself what he was showing but he could see nothing beyond the flare of his bonnet's brim except skirts billowing out over his inconvenient and already much hated petticoats.

"I've just been admiring his legs they're so long and shapely, quite girlish in fact now that he's taken to wearing tights I think it’s a very bold move on Daisy's part only a true sissy would want to be seen wearing tights like a real girl. They're such intimately feminine things. His dress allows him to show them off wonderfully and yet they still manage to look remarkably juvenile at the same time adorned with his choice of socks and shoes, though positively delightful, are distinctly for toddlers aren't they? I'd love to buy a pair socks like those for my Rosemary but I think they're probably a little to childish for her but they're just exquisite for a would be 2 year old like Daisy I bet she feels like a real princess in them." Daisy's mother offered up a faux smile, she'd had about enough of Irene's snide remarks and cutting insults about her son.

And yet she allowed the woman to take a series of photographs to record every feature of Daisy's outfit Irene didn't want to miss a thing. She didn't want to disappoint the ladies of her coffee circle who she knew would want all the details of this new and startling juicy gossip. Maybe she could get Daisy to attend in his pretty outfit and play the maid, or perhaps she could get him to wear a tutu instead just like a real fairy. Now that would be a coup!

She forcefully but politely bustled Daisy's mother out of the way whilst she had Daisy stand in various poses and using every kawaii technique she could recall from conversations with her daughter, that highlighted Daisy's youthful innocence as she was manipulated into flirting with the camera. His mother released the mouth shield from his pacifier to reveal his painted lips. There was a collective gasp from the crowd. "Oh my goodness he's even wearing lipstick" cried a delighted Irene.

They weren't professional photos by any means but they would be spectacular enough for her coffee circle to distribute amongst their cronies when they had nothing to do but spread malicious gossip. Irene felt all warm and cosy inside and had a huge invisible grin on her face.

Irene continued her exploration of Daisy by pushing her hands under her petticoats and lifting them up high."Oh my, would you just look at those panties" she exclaimed. "You must be the envy of every girl in the mall wearing panties as frilly and feminine as those how wonderfully emasculating for you, absolutely delightful. I just can't imagine a real boy wanting to be caught dead wearing lingerie that lavish. You truly are a sissy aren't you Daisy. I must have a picture for my Rosemary; she's just not going to believe you like to wear panties as frilly as those or lipstick without a photo to prove it. They're a breathtaking expression of your femininity Daisy don’t you just love being petty and oh so girlie in your new dress? And when you said he was back in nappies I had no idea you meant so many and the crackle of her rubber panties just adds the perfect finishing touch to the new image she's creating for herself, wouldn't you agree?"

"Here allow me." And his mother held his skirt and petticoats up so Mrs. Craddock could get a picture of his spectacular panties She was astonished, she hadn't realised just how glorious they were, covered in three dozen rows of densely packed and heavily gathered lace edged ruffles, from his sternum to his crotch and as many again all the way up his back decorated with satin roses smaller than the nail of his pinkie finger and tiny ribbon bows, David felt truly ashamed and humiliated at having them put on such open display for all to see but he was powerless to stop them.

Others took advantage of the impromptu photo shoot and his exhibitionist behaviour and took their own photos of his antics as he was posed for photos by Mrs. Craddock. Calls came from every quarter for him to take his hand from his muff so much so his mother was forced to temporarily release his elbows from their restraints.

There was a collective gasp from the crowd as his hands popped free from his muff and he revealed his quilt stitched leather Helpless Hands safety mittens with their huge fur cuffs his hands were snugly imprisoned inside.

And the inquisitive Irene insisted on snapping picture after picture of the 'dear little thing' on her mobile phone and sending them to her daughter. His mother was slightly perturbed by her 'friend's' behaviour but chose to take no action on her son's behalf even knowing the both Irene and her daughter were notorious gossips.

David was less excited at having his photo taken and tried to protest but with a mouthful of that hideous pen-is shaped pneumatic monster of a pacifier that had been inflated to the maximum his oral cavity could contain it wasn't easy making himself understood. In his eagerness to convey his disapproval all attempts at carefully enunciating his words was lost "Nnnmmmpp hhhmph," he said, followed by a breathy "ananeughphah."

"I didn't understand a single word of that" said Irene with a huge smile on her face.
"I think what he was trying to do was remind me of the professional studio photographs we had taken earlier today that he'd love to share with you and Rosemary. I'll just send them across to you now."
"What did she think she was doing? They're sure to go viral within minutes of Rosemary getting her grubby hands on them." He huffed into his pacifier again.
 
This was David's first real verbal encounter since his pacifier had been fitted and he was failing miserably. He hadn't realised just how compromised his speech was until now. No matter how much care he put into his enunciation the results were the same. He just couldn't form any coherent words with that fat pneumatic bung inflated in his mouth and no matter how hard he tried he could not evict it. He sounded just like a baby with his gurgles and slurps and inane sounds. If it walks like a sissy and sounds like a sissy it is a sissy, came to mind.

When what he was actually trying to express was his displeasure at having his photograph taken in the first place and secondly at sharing it with others against his wishes. To emphasise the point he shook his clench fist at her, or would have done if he were able to form a fist at all. But a hand that was encased in a padded satin over mitten with a double thickness of velvety soft winter weight fleece padding over which he wore a pair of  Helpless Hands padded leather mittens with a large fur cuff around his wrist took most of the sting out of his rebuff, but the fur muff in which his mittened hands and the entirety of his forearms were entrapped dissolved the potentially threatening situation, transforming it instead into one of charming childish glee as he shook his muff up and down which was the only gesture available to him and served to express a whole gamut of emotions.

David was furious at his mother, yet he could say nothing and was powerless to stop her. It was all he could do to stand there making stupid noises and endure. Right now he was nothing more than a dress up doll for her to play with. A puppet on a string to dance to her tune, trapped helpless against her whims. He felt a deep sense of betrayal but he was dependent on her for his safety and for taking him home. Whist she had hold of his walker reins there would be no escape for him, he couldn't outrun her, and even if he did break away he doubted he would survive the utter humiliations of his journey home on foot alone only to be the recipient of her wrath when she herself returned to find him waiting on the doorstep unable to even gain entry to the house because he was so heavily incapacitated. He couldn't even call out for help. Even if he could he probably wouldn’t, fearing the sort of attention he might attract.

This work is copywrite © Princess PowderPuff 2023.

sarahpenguin

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Re: A Sissy is Born
« Reply #69 on: October 11, 2023, 02:45:52 PM »

Read your first post, enjoyed it, but baby must be sweating to death in the summer.

 

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