Betty Pearl's Sissy Stories 20.1
Sissy Story Archives (older stories) => Recent Inactive Sissy Stories => Topic started by: frillibabi on April 27, 2020, 08:35:39 AM
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Simon, or frillibabi as he was know called by his wife, Jayne, and her mother Helen, had been looking forward to this evening since he had been told last weekend that he would get a chance to “make spurties” as Jayne called it, the following Friday night. Of course the promised opportunity of relief had been conditional on Frillibabi being a good sissy baby in the intervening period and Frillibabi had done his best to follow all the rules that Jayne and her mother had impose upon him. He had not had any sexual relief in the 6 months or so since he had been reduced to his present state and been forced into nappies and frills. Six months of humiliation; being made to suc-k on a dummy constantly, and chatter in nonsense baby talk when the dummy was removed; being made to wet and sit in a cold clammy nappy until either Jayne or his mother decided to change him. Then the humiliation of the nappy change with the intimate examination of his most private parts, with Helen, or Nana as he must now address her making comments such as “not much there is there little girl?” Or, “well that was never capable of satisfying a Woman – no wonder Jayne gave up on it!”. There had been other indignities heaped upon him too – frequent soapy enemas which he was told would make him “less cranky” and frequent bare bottom spankings over Jayne or Nana’s knees if they were in the least displeased with him, which was quite often. How often he had stood in the corner, sobbing, his bottom on fire with his nappy and frilly panties round his ankles, waiting to be asked “are you going to be a good sissy girl for us now?” knowing that if he did not answer “Yeth Mummy” or “Yeth Nanny I werry werry sworry” in his best sissy lisp he could expect several hard smacks to the back of his legs and another 30 minutes cornertime before the question would be repeated.
But the opportunity of some release was something to look forward to. Prior to the introduction of his new regime simon had been a frequent masterbator – often spending hours in his study looking at various websites which fed his fantasies. It was the discovery of this practice – and the fantasies themselves – which had led to his present predicament. Jaynes first thoughts had been divorce but after pouring her heart out to her mother Helen advised a scheme that not only avoided the need for lawyers but would be both rewarding and enriching for Mother and daughter. Helen was a wealthy woman who lived in a large secluded property in the country. Jayne would tell Simon that they were to move to her mother’s to salvage the marriage. In the meantime Simon was cajoled into signing a power of attorney to sell their house and the entire proceeds were paid into Jayne’s bank account. In the interim Helen made arrangements for certain adaptations to be carried out at her home and various specialist items were purchased on the internet. Then, that fateful day, simon and Jayne drove to Helen’s home. Simon had not realised that the coffee he had accepted on arrival had contained a coc-ktail of sedative and muscle relaxants. He was still conscious when Helen had invited Simon and Jayne for a tour of the house to see the recent alterations. On being shown the new luxurious bedroom with the ensuite bathroom that Helen kept referring to as “Jayne’s room” he thought that Helen was just being a little remiss in not referring to it as his room too, but decided against making the point. He was, after all, a little light headed at this point and would have collapsed on the oversized double bed for a rest had Helen not, at that point, taken him by the arm and said “and then there is the nursery across the hall”. If Simon had felt light headed up to that point his head was now reeling. Nursery? Was this some hope or expectation on Helen’s part that there would be grandchildren? But the room, when Simon entered, confused him even more. Right before his eyes was the epitome of a nursery – cot, high chair, changing table even a rocking horse! But everything was oversized.
“Do you like it simon?” Helen asked
But all simon could think of saying was “looks like it was made for a pretty big baby”
Simon didn’t quite appreciate the irony of Helen’s response “why yes indeed, a very big baby!” because at that point he passed out and collapsed on the floor.
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Looking forward to more. This ticks all my boxes so far anyway.
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Please have the women hypnotize him into being a baby.
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Looking forward to this continuing
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Chapter 2
The next think simon was aware of was waking up in the nursery, or rather the over sized cot in the nursery. He was conscious that his groin was encased in something cold and clammy. He tried to move but discovered his arms and legs were secured to the 4 corners of the cot. He tried to call out but was unable to as his mouth was filled by some rubber protuberance. He felt weak and his head was still fuzzy as he tried to take in his surroundings. He tried to think back as to how he had got here and he remembered saying the nursery looked like it was made for a big baby and Helen’s reply. Oh No! he thought. That’s their plan! He remembered Jayne’s controlled anger when she had found out about his kinky interests. This was her revenge. He thought about how he had fantasised about being a sissy baby and how he might be treated. He realised that Jayne and Helen intended on giving him a taste of his own medicine. The thought should have been thrilling and exciting – this was what he had dreamt of! But the reality was very different – this was scary, this was a nightmare!
He couldn’t remember how long he had lain there after it had dawn on him. He had drifted in and out of sleep and had thought that at some stage Helen or Jayne had entered the nursery and peered down at him. Finally he was aware of someone by the cot saying “wakey wakey sweetums, time to wake up” and he opened his eyes to see Jayne peering down at him over the bars of the cot. He was conscious of Jayne’s beautiful blonde hair falling towards him and a very clear view of the cleavage between her prominent breasts.
“Did frillibabi have nice sleepies?” She asked in a very sugary tone, smiling sweetly like a mother to her child. “I do hope so, we have such a busy day today! Oh welcome to your new life!”
And the Jayne explain that she could never continue her marriage with simon now that she knew what a sissy panty waist he was but having discussed it with her mother she was not prepared to get lawyers involved who might poke around in the family’s financial affairs. So instead simon was being demoted from husband to baby – and a sissy baby at that.
“Don’t worry simon, or frillibabi as your now called” Jayne purred “you’ll have everything you want, pretty dresses, and frilly panties and lots of dollies to play with” she paused and smiled at him before continuing “and there will be lots of things you don’t want as well – things you thought you wanted once. Anyway there will be time for you to find out about those things, plenty of time – well, the rest of your life!” Jayne giggled gently.
“Anyway, I’m afraid I have to go now. I have lots of things to do and can’t waste my day talking to you. From now on I want you to call me Mummy – that is when you are allowed to speak. Remember, little girls are to be seen, not heard.” She smiled again “Now my mother will be in in a few minutes to take care of you, you are to address her as Nana. Understand? Mummy and Nana – you can manage that, can’t you frillibabi? Now I want you to behave or there will be trouble – understand?”
Simon, nodded his head unable to speak because of the rubber gag.
“Good” Jayne said softly then she gently kissed her index and middle fingers before placing them on simon’s forehead.
“Bye for now frillibabi, Mummy will see you later”
And with that simon, or frillibabi as he now was known, was left alone in the quiet of the nursery
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wonder what else might be in store for the new sissy baby
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frillibaby,
I'm really liking this.
It looks like Simon wasn't cafeful about what he wished for, and got it!
I'm looking forward to your next chapter.
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Chapter 3
So come with me dear reader as we manage to hover outside the nursery window, invisible to its occupants but still able to see and hear everything that transpires that first morning. There we see simon, or Frillibabi as he is now named, sitting on a potty in the centre of the room. He has been sat there for some 20 minutes, suc-king hard on the large pink rubber dummy that occupies his mouth.
There, sat more comfortably than frillibabi is Helen, or Nana as he is forced to call his mother in law. But who is this third person? A rather buxom middle aged lady dressed in a starched white nurses uniform. Why that is Mrs Henderson, recently recruited by Nana to run the nursery and provide daytime care for frillibabi. Mrs Henderson comes with a wealth of experience having served in the capacity of Matron at the former local reform home and a remote psychiatric hospital. Whilst there were many who had complained about their treatment at Mrs Henderson’s hands – and they were very ample and firm hands too – those complaints were never listened to, and the complainants soon learnt that it was better to hold their tongues in future. Yes, Mrs Henderson had been a “real find” as Helen and Jayne had agreed after the interview a few weeks ago and they couldn’t wait until she was able to take up her position.
The position Mrs Henderson now occupies is one facing frillibabi on the potty. She is standing in front of looking down with a very disapproving face.
“Well it seems this little girl is reluctant to perform for us” she says in a rather curt fashion. She looks at her watch.
“you’ve had 20 minutes, silly girl, sitting there doing absolutely nothing. Wasting my time, that’s what you have been doing, well we can’t wait any longer, I have things to be getting on with”
Mrs Henderson lowers herself so that she is face to face with frillibabi. He notices that Mrs Henderson is looking straight at him. Her eyes are not kind eyes. He feels quite scared but all he can do in response is to suc-k harder on the dummy.
“Well little girl, lets see if we can’t teach our little sissy what happens if she wastes Nana and Nurse Henderson’s time, eh?”
She stands up again and addresses Helen, “Would you mind bringing me that upright chair over there?” and she beckons to the wooden chair by the window.
As Nana does so, Mrs Henderson pulls frillibabi up by his ear. It is painful! She leads him to where Nana has placed the chair in the centre of the room facing her own comfortable armchair.
Frillibabi is bare bottomed – his nappy having been removed before he was placed on the potty. He is conscious of that bareness as the babyish dress he is wearing is to short to cover his bottom and, in any event, is flared out from his hips by a number of net petticoats. He is aware of the coolness of the air on his bottom even while Mrs Henderson is leading by the ear to the centre of the room. At the chair she stops, sit and with one swift well practiced movement releases frillibabi’s ear, grabs his wrist and pulls him across her lap. Nana, looking on, cannot but be other than impressed by her skill. It is obvious that she has done this frequently before. Nana sits back, a sly smile on her face, ready to watch simon’s first spanking. What a pity Jayne could not be here to witness it herself but there will be plenty more opportunities to come, she thinks.
And then the spanking began. As simon was to discover in the months to come, relatively speaking it was not particularly harsh. The first time was a shock though! As Mrs Henderson spanked him she admonished him for being a “naughty time wasting sissy” who needed “to learn to do what to do when told to do it!” After perhaps 40 or so spanks from Mrs Henderson’s ample hand simon’s eyes began to smart. As she approached 70 or so simon began to openly cry. By 100 he was bawling.
Suddenly Mrs Henderson stopped her assault on simon’s bottom and by releasing her grip of him and tilting her thighs managed to cause him to fall to the floor. Instantly simon’s hands reached back to his reddened bum cheeks to try and rub the hot pain that was radiating from them.
The only comfort Mrs Henderson offered was to stand, place her hands on her hips and look down at the tear stained sissy’s face and say “why you’re a big cry baby too I see” with a smirk on her face.
Helen, looking on from her armchair, had been deeply aroused by the spectacle of her now sissified son-in-law being humiliated and spanked by this rather authoritative woman. Feeling her face somewhat flushed she rose from her chair and told Mrs Henderson that she had some matters to attend to but would be back later. With that she left the nursery and quickly walked down the corridor to the privacy of her own bedroom.
When Helen returned to the nursery some 30 minutes later simon was standing in the corner, his nose pressed against the wall, his hands behind his back holding up his short dress and petticoats so that his reddened bottom was on display.
Mrs Henderson was busy over at the washbasin in the corner. She was filling what looked like a red rubber hot water bottle. The changing table had been pulled to the centre of the room and beside stood a large metal stand with a hook at the top.
On seeing Helen again Mrs Henderson said “Oh good your back. I think you might find the next part interesting. And with that she hung the red rubber container upside down on the hook of the stand. Helen could see a length of rubber hosing led from the bag and at the other end there was a rather large bulbous phallus.
“Let me just get our miscreant” said Mrs Henderson as she went to the corner to fetch simon and, once again, taking him by the ear, led him to the changing table. There was a small step placed at its side.
“Right I want you up there” indicated Mrs Henderson pointing to the cushioned plastic mat on top of the changing table “on your hands and knees and be quick about it girl” and to emphasise the need for haste she delivered a swift smack to the back of simon’s thigh.
As he got himself into the required position, totally ignorant of what was about to befall him, Mrs Henderson donned a pair of rubber gloves. Mrs Henderson addressed Helen whilst she liberally coated the phallus with KY Jelly “You may find the best place to watch is over there” and she pointed to the other end of the changing table. “That way you can look at her eyes. That’s where I like to stand if I’m not administering at the business end” and she gave Helen an evil smirk.
As Helen took up her vantage point, Mrs Henderson addressed simon in a rather no nonsense tone “Now little girl, I want no nonsense from you, Mr Rubber here wants to go inside your bot bot and you are going to welcome him in or he will get his friend Mrs Hairbrush to come and join him, I am I understood?” And with that she gave simon’s little rosebud a little push with her gloved index finger.
Simon, who was so shocked and stunned by the position he found himself in was at first unable to say anything. However the increased force of Mrs Henderson’s rubber gloved digit and the tone of her “Am I understood, girl” made him realise a response was called for and almost involuntarily simon gasped “yes”.
“That’s better. Now I want you to take a deep breath and hold it until I tell you. “and whilst saying this Mrs Henderson continued to probe simon’s anus with her finger. Poor simon, alas did not realise that the invading object was but the ample but still relatively thin index finger of Mrs Henderson’s gloved hand. Had he realised the relative girth of the phallus to the finger. He was however to quickly realise his mistake as Mrs Henderson swiftly removed her finger, and commanded “deep breath now and hold” and as she forced the head of the phallus into him sharply called “and breathe away”.
Helen noticed the range of emotions displayed on simon’s face – first anticipation, then fear, then pain before an almost mystical look of shock as the phallus – or Mr Rubber as Mrs Henderson had called it, much to Helen’s amusement – took up full occupation.
Mrs Henderson then opened the valves on the tubing and allowed the content of the bag to flow first into the phallus and then into simon.
Mrs Henderson walked to the other end of the changing mat and stood beside Helen. Addressing simon she said,
“Right little girl, I want you to lower yourself onto your elbows but keep yourself on your knees” turning to Helen she explained “it keeps the bottom up nicely and aids the flow, she’ll feel some cramping soon but that will help drive home the lesson”
Simon did experience cramping as the fluid filled him up. This was nothing, however, to the burning pain he felt from Mr Rubber’s continued unwanted occupation. He began to wriggle a bit in an attempt to obtain some relief. This however only attracted the irritation of Mrs Henderson who barked “keep still girl and stop wriggling or Ill give you something to wriggle about!” The warning was enough for simon.
After some 15 minutes or so Mr Rubber was swiftly removed and replaced by what Mrs Henderson referred to as Mr Bung, Mr Rubber’s slimmer and less tall but still well built friend. Helen found all these references incredibly amusing and laughed aloud at Mrs Henderson’s comments. She made a mental note to repeat them to Jayne later when she returned home.
Simon was then allowed to lower himself on his tummy and told to remain there until he was told to get up. It was perhaps another 10 minutes or so before that command was given and simon felt that he was about to burst. He managed to get himself off the changing table before he was led, once again by the ear, back to the potty.
Mrs Henderson positioned simon in front of the potty before giving him the command “Bend forward hands on knees” when he did so, once again clearly exposing his reddened bottom Mrs Henderson swiftly extracted Mr Bung and immediately gave the command “sit and release”. As soon as simon was settled on the potty he quickly and noisily evacuated the contents of his bowels much to him embarrassment.
“Well I see our little girl has finally managed it!” laughed Helen.
“With a little encouragement” added Mrs Henderson “I don’t think she’ll want to waste time on her potty again”
“Oh I don’t know” laughed Helen “I think this little girl likes all the attention she can get – when I was watching her I think she rather liked meeting Mr Rubber and Mr Bung and wouldn’t be surprised if she wanted to host them again!”
Mrs Henderson found that very amusing and chuckled “You may very well be right. Right young lady I think we’d better get you into a nappy and you can have a little nap whilst I clean up all this disgusting dirty mess you’ve made in the potty. And you’d better make sure that you’ve got everything out because if you make a mess in your nappy you will be one sorry sorry little lady”.
And with that simon was put into a large bulky cloth nappy before a pair of plastic panties adorned with princesses was pulled up over his hips and finally a very frilly pair of rhumba panties completed the ensemble. Then he was led back to the oversized cot before the dummy was once again placed into his mouth.
Helen crouched down so she was close to simon’s head. “I think you should have a little nap frillibabi – have a little think about what has happened this morning and try and imagine all the wonderful things Jayne and I and Mrs Henderson will get up to you now you’re here in your very own nursery!”
And thus ended simon’s first morning in the nursery.
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Please have the sadistic nurse use hypnosis on him.
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Lovely story dear. I so enjoyed reading it. Thank you so much.
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Please have the sadistic nurse use hypnosis on him.
I don't like hypnosis personally, it ultimately limits creativity.
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No it a way to be so inventive.
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I think the sadistic nurse doesn't need to do anything but continue to inflict pain and humiliation on the sissy baby. He will soon see what his life is to be totally like.
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oh i do hope that his mummy finds a real man, she must feel quite frustrated being married to such a pathetic sissybaby for so long.
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oh i do hope that his mummy finds a real man, she must feel quite frustrated being married to
such a pathetic sissybaby for so long.
well babybunting you maybe correct but maybe mommy might like women.
Oh also love the name. My Mistress gave me that name as an sign of affection. Do you have a Mistress or "mummy"?
yes indeed i do krystalasbaby
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frillibabi, I know there has to be more to this story. Come on, frillibabi, give us more of this story. 8) 8) 8) 8) 8) 8) 8) 8) 8) 8) 8) 8)