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Author Topic: The Settlement  (Read 88903 times)

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Sissy Little Girl

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Re: The Settlement
« Reply #126 on: November 14, 2020, 11:12:02 PM »
Sandra B, Those girls are really devious.  And they are sex-addicts, in my opinion.  It seems that Philip is in a big mess.


Sandra B

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Re: The Settlement
« Reply #127 on: November 15, 2020, 01:04:07 PM »
Chapter 72.  An Old Friend. 

Nikki was technically next on the list, but she politely offered to go last, and so Jennifer was next in line.  Philip was not yet fully recovered, but with the help of Nikki and Freida paying some attention to his breasts, he was soon erect again, and she was able to have her turn.  The spaces between milking became longer as the evening wore on, and when eventually Nikki took him in hand, the condom was disappointingly light.  But they had achieved their purpose, and for the time being at least, even Desdemona’s provocation couldn’t produce any sort of response.  Nikki regarded the exhausted boy with satisfaction.
“Time for phase two.  Pass me the device, Jenny.”
Jennifer took a little box from the chest and, opening the lid, held it out for Nikki.  Nikki extracted the chastity device – a little curved plastic tube attached to a plastic ring.  Philip was even too worn out to resist, not that he could have.  She fitted the ring around the base of his member, behind his balls, worked the tube into place, though it was a tight fit, and locked it on with a little silver key.
“There all done.  We can release you now.”
Freida cut the ties.  Philip crawled off the board, staggered to his bed, and sat down.  He looked down at his new appendage, and tugged at it gingerly. 
“No
” he groaned, “it’s not fair.  How long have I got  wear this thing?”
“As long as we think fit,” replied Nikki.  I have the only key, and it will be hidden.  If you escape, you will never get it off, so it’s no longer necessary to chain you up or lock the door.  If you want to go, you may.  Be our guest.  But if you want eventual release, then I suggest you stay and cooperate in your training.”
“What training?”
“We’re going to teach you to be a good little girl.  If you learn your lessons, show respect and obedience, at the end of your course you will be a much nicer and happier child.”
“Why
why are you doing this?”
“It’s for your own good, Philip.  If you want to be a nicely-behaved little girl, you need to get your mind off sex for a while.  Each day you will study in the mornings and for an hour or two after lunch, then training begins.  Your clothes will be laid out for you every morning.  At night you will wear a pull up and plastic pants.  The device will serve to remind you of your new status as a female.  From now on you will be addressed as Philippa, and you will respond submissively.  Now, here’s your pull-up, and your pants.”  She tossed them onto the bed.  “Freida will take off your collar and leotard and the rest and help you put them on.”
Philip was about to protest, but he could see from their faces they meant business, so he thought better of it.  He would go to bed and review his options.  That was a much cleverer idea.  So he did as he was bid.  Desdemona stripped off his fairy clothes.  He no longer had any reason to be embarrassed.  He obediently stepped into his pull-up and pink plastic pants.
“There’s a pacifier attached to your pillow, Philippa.  It will help you go to sleep,” said Desdemona.  What with the device and the thick pull-up he just felt numb between his legs.  It really was as though he had been deprived of his manhood.  He was exhausted too. 
“You look tired.”
“I am.  I’m going to go to bed and sleep.”
“Fine.  But before you do, you have a visitor.”
“A visitor?”  Rebecca, he thought.
Nikki opened the door, and in walked
.Sally Buttons!
“Watcha, Philip
oops, Philippa, I mean.  ‘Ow is yer?”
“Sally!  What are you doing here?”
“I bin called in, ain’t I?  ‘Mergency job.  You’re lookin’ well.  Those little boobies
.quite the young lady, ain’t we?”
Philip looked alarmed.
“Don’t panic,” said Nikki.  “I asked Sally to do your hair, that’s all.  That little pageboy, cute as it is, is inappropriate for your new persona.”
“Yeah.  I got you a nice new ‘airpiece, Phil.  Just the job for a baby girl.”
“What?”
“Look at this.  Whad’yer fink?  Touch of the Shirley Temples, innit?”
Sally produced from her bag a wig covered with golden ringlets.  She held it up on the fingers of one hand.
“Bootifil, innit?  Now I ain’t got all night, so where we going to do this?”
“Let’s go inside,” said Jennifer.  She took Philip’s hand and led him into the house.  Her mother was in the kitchen cutting up vegetables.
“Philip!  How nice to see you.”  She took in his plastic pants.  “Oh, that’s
a new look
”  She looked bemused, and glanced at Jennifer for enlightenment.
“He’s branching out, mum.  Trying the baby look.”  This was said in a tone that could have been joking, but also could have been serious.  “My friend Sally’s come over to do his hair.  Can we use the bathroom?”
Philip turned red.  “Hi Sam.  It’s not like that
just for a play we’re doing at school
”
“Oh, I see.  That explains it
”  But she didn’t look convinced.  “Yes, help yourselves.  You’re so versatile, Philip.  You should be on the stage.”
Jennifer laughed.  “Yes, Philippa, you should be!  We’ll work on that.”

They crowded into the bathroom.  Sally sat Philip on the bathroom chair, and got to work, spraying his head with some liquid and easing off the wig he had been wearing for weeks.  His real hair had grown quite a lot, and she had to shave his head again.  Once she had dried him thoroughly, she applied the glue – “This is new, Philippa.  Much stronger than the stuff what I used before.  ‘Ope you won’t be wantin’ to change your look again in the near future!”
Philip’s heart sank.  He stared in the mirror as the new hairpiece was pressed onto his head.  The mass of ringlets fell about his ears, toppled over his eyes, and tickled the back of his neck.  Once she was satisfied, Sally packed away her equipment and prepared to leave.
“Must rush, girls.  You got my number, Nikki, if you want anyfing else.  Bye Philip” – she planted a wet kiss on his cheek – “an’ cheer up, darlin’!  Them curls go lovely wiv yer big brown eyes!”

They trooped back downstairs.  Jennifer let Sally out of the front door.  The others made their way back through the kitchen.  Samantha gaped at Philip’s new look.  “Goodness!  Goodness me!”  was all she managed to get out.  Then they were back in the lair.  Philip was so tired he couldn’t even feel anxious.  He climbed straight into his little bed, put his head on the pillow, and, he didn’t know quite why, put the pacifier in his mouth.  The girls cooed with delight, and then crept out, leaving their new baby to her sweet baby dreams.


Paddybaby

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Re: The Settlement
« Reply #128 on: November 15, 2020, 05:32:45 PM »
Love this chapter soon Philp will be a distant memory,  Philippa will be all everyone knows and sees

Sissy Little Girl

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Re: The Settlement
« Reply #129 on: November 15, 2020, 08:59:46 PM »
Sandra B,  I guess Philippa is going to endure his baby stage now.  With his new chastity device, he won't get any release until the girls decide he can have it.  Sure hope he has fun.

Sandra B

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Re: The Settlement
« Reply #130 on: November 16, 2020, 05:22:13 AM »
Chapter 73.  Born Again.

He awoke early, feeling distinctly uncomfortable.  In his dreams, one of the girls – not one in particular, but a sort of composite – had been leading him along the street by his willy, which she held in an iron grasp.  It took him a few moments to remember his situation, but the first thing to appear in focus was the pink pacifier, lying on a damp patch on the sheet, and then it all came flooding back.  His hand slid down to his pull-up, and explored the epicentre of his discomfort.  Through the thick wadding he could just feel the hard shape of the little curved plastic cylinder which contained his most prized possession, straining to get out.  He jumped out of bed, grabbed the bottle of water from the floor, and went out to the bathroom, where he pulled down his pants and his pull-up and poured the cool liquid onto himself in an attempt to relieve the pressure.  It helped a little, and as his dreams slowly faded his abortive erection also diminished.  His ardour was also cooled somewhat by the sight of himself in the mirror, his girlish curls tumbling over his ears.  He washed, and brushed his teeth, and returned to the garage.  A pile of clothes had been placed on one of the chairs.  A glance told him all he needed to know.  But he had to get dressed, and begin work.  That aspect of his confinement he was actually looking forward to.
They had supplied him with a clean nappy and clean plastic pants – or rather, bloomers.  They were yellow, the legs trimmed with pink plastic frills.  There was a sleeveless yellow frock with a white spotty hem, and a pink waistband.  Short yellow socks with pink lace trims, and pink Mary Janes.  And some pink plastic hairclips to keep his ringlets out of his eyes.  He sighed.  He picked up the frock.  Of course, a “Daring Designs” label.  He might have guessed.  Courtesy of Tina or Aunt Estella, no doubt.  At least it felt nice, satiny and smooth.  He climbed into it.  It fitted perfectly, of course.  That shop had his precise measurements.  He attempted to zip it up, but couldn’t get the zip further than half way.  Never mind.  He changed his nether garments.  The bloomers came down half way to his knees, fully visible under the hem of the frock.  He sat on the bed and put on his socks and shoes, then stood up and walked around.  There was a mirror on the front of the wardrobe.  He walked down to the end of the garage to look at himself.  Actually, he thought, this is not a bad little outfit, at least for indoors.  It looks quite cute.  These bloomers are very comfortable, at least.  And the material
so silky!  He was standing there admiring himself, turning from one side to the other, when a voice behind him made him jump.
“Philip?  Er, Philippa?  I’ve brought you breakfast.”
It was Samantha.  The blood rushed to his face.  He turned and walked quickly back towards her.  She must have seen him preening
  How embarrassing.  Why had Jennifer sent her mother?
“Oh, thank you, Samantha
  I could have come in
very kind of you
”
“I’m sorry, I keep forgetting to call you Philippa now
  That’s a beautiful dress
  Turn round a minute.  So pretty!  Shall I zip you up?”
“Oh
yes
thanks.”
She hesitated.  “Your hair
  Would you like me
?”  She indicated the hairclips lying on the table where he had left them.
“Oh, yes
  Would you?”
As she expertly clipped up his curls, she chattered away enthusiastically.  She seems as excited by my new clothes as I am, thought Philip.  And then realised that, yes, it was exciting, though part of him was loathe to admit it.  He really needed something new to wear
something colourful and vibrant.  School uniform was okay of course, and he had several other outfits, but they were all a bit conservative, conventional.  Why shouldn’t he like pretty things?  Why shouldn’t he experiment?  As long as none of his old friends saw, at least
  If it were not for the plastic bloomers, he could almost have gone out dressed like this

“
and indoors, somewhere, I’ve got some bangles which would go perfectly with this.  They’re only plastic, old things, but the sort of thing you can't find any more.  I’ll look them out, if you like.”
“Oh, yes please, Sam.  That would be great.”
“And I have a little pink heart necklace on a gold chain.  I haven’t worn it since I was a teenager.  I’ll never wear it again.  But it would look good on you.”  She checked her excitement.  “Of course, you probably wouldn’t want something like that.  Don’t be polite about it.  It was only a suggestion
”
“No, please.  It sounds perfect.  If you’re sure
”
“Of course!  I’ll drop in later.  Mustn’t keep you.  I know you have a lot of work to do.”

Philip ate breakfast in a much happier mood.  He felt peaceful and secure in his new outfit.  Somehow the clothes seemed to have had a regressive effect.  He even felt like a little kid.  Normally, at this time of the morning, he would have been thinking about sex, but now it seemed somehow secondary.  His discomfort had quite evaporated.   When he got out his books and started reading, he realised that he was able to concentrate in a way that would have been impossible before.  For the time being at least, he seemed to have been released from the constant itch of lust, whether by the girls’ labours yesterday or by his detachment from Rebecca, he wasn’t sure.  Possibly his removal from Aunt Estella’s and the machinations of his cousin had something to do with it, too – but he wasn’t to know that.
The time passed quickly, and soon Samantha returned with his lunch.  She had found her necklace and the bangles.  Philip’s eyes sparkled.  He was like a little girl with her first jewellery.  The necklace was perfect with his new frock – a pink plastic heart on a fine gold chain.  Samantha clipped in on, and then he slipped on the bangles – two pink and one yellow.
“Thank you so much, Sam.  They go perfectly!”
“You’re welcome, Philippa.”
“I can’t wait to show Jennifer and the others
”  Maybe he sounded stupid, but he didn’t care.
“Jennifer said she’ll be back at three, and I think the others will be over too.  You look so pretty, I’m sure they’re going to love you.”
“Thank you again, Sam.  And thanks for lunch.  But I’d better get back to work.  I’ve just got a few more chapters to read, and then I’m done for the day.”
When Samantha closed the door, Philip ran to the mirror.  “I hope they do...love me,” he whispered to himself.

Paddybaby

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Re: The Settlement
« Reply #131 on: November 16, 2020, 04:41:39 PM »
Acceptance by Philippa for her situation seems to be complete

babycakes

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Re: The Settlement
« Reply #132 on: November 16, 2020, 07:03:46 PM »
Love your writing Sandra B but honestly trying to understand Philip's character, motives, rationale, and rai·son d'ĂȘ·tre.  One moment he seems strong and resilient and the next, as in the preceding two parts, Philip accepts his predicament, even enjoying many aspects of his "imprisonment".  One could certainly expect him to rebel against his current situation but he primarily seems to revel in it and actually appreciates his ability to amplify his focus on his studies. Certainly, the girls aren't altruistic in their pursuits but Philip seems to be benefiting nonetheless.  Seriously interested in how the current scenario develops, especially since successfully completing his tests means he's free of Auntee Estella and Tina.  Unless this reviewer is laboring under a misconception.

 

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