The Settlement

[Sandra B]

Chapter 77.  A Surprise.

Jennifer was gratified to see Jill, followed at a distance by a disgruntled-looking Matthew, approaching along the side of the house.  She had told Jill to come straight round to the back.  Jill’s face lit up when she saw her.
“Jenny!  How are you?”  She embraced her warmly and they kissed.  “I persuaded Matt to come with me, as you see.”
Jennifer nodded to Matthew and smiled.  In response he sighed with assumed boredom and looked away.
“I had to agree to take him to the paintball centre tomorrow, mind you.  I don’t think he would have come otherwise.”
“I’m glad he did.”
“Yes.  I thought Philip…”
“Philippa.”
“Sorry. Of course.  Philippa.  I hear Philippa is doing well, studying hard and everything, and I thought he, I mean she, might be able to encourage Matt to do likewise.  He says he’s working,” she added in a low voice, “but I haven’t see it.”
“Would you like a quick coffee, Jill?  It’s a fair drive from your house, isn’t it?”
“Wouldn’t say no.  Where’s your mum?”
“Oh, she’ll be back soon.”
“And Philippa…?  Can’t wait to see her.”
“She’s with my friends in the lair.  We can take our drinks in with us.”

In the lair, Philip was flailing his legs in anger and frustration.
“Let me down!  You tricked me!  You’re such….”
“Now, now,” said Desdemona, “it’s no good acting up.  We’re not going to let you down, not yet anyway.  In any case, Jennifer has the key.  At least, I think she does…”
“She must.  I certainly don’t have it,” said Nikki.
Desdemona looked around on the floor.
“Never mind.  We’ll have to sort that out later.  Now listen.  Listen, and stop kicking.  It won’t do you any good.  Jill will just think you’re being stupid.  You might as well pretend it’s all a game…”
“All a game?  What sort of f***ing game could it be when I’m here suspended from the ceiling in a baby costume?”
“Well if you carry on like that, you’re just going to make an exhibition of yourself.” 
But Philip persisted, squirming and cursing.  Desdemona finally got angry. 
“You know what?  I’m tempted to send this video I just made to Margaret Mitchison.  You know what that would mean, don’t you?  Not just the whole school, but half the town too!”
That threat struck home.  Philip desisted and hung there quietly, vainly attempting to pull his little skirt down over his pants.
“That’s better.  Now Jill is a very nice person.  She going to love you.  So don’t worry.  You’ll be fine.”
“What was that about her son?”  Philip was imagining a little kid of eight or nine.
“Oh, yes.  His name’s Matthew.  I have met him.  But I really don’t know much about him.”
“Well, when Sam gets back she’ll make sure you release me.  What’s the time?”
Desdemona looked at her watch.  “Five past.”
“Okay.”  Philip was a bit calmer now.  “She should be back in an hour, anyway.  Just wait till I get out of this.  I’m going to tell Jennifer just what I think of her.”
“They’re coming!” called Freida from the door, opening it.
“Freida!  Hello.  Lovely to see you.  And Sadie!” 
“And this is Nikki.  She’s in Philippa’s class at school.”
“Hi Nikki.  Nice to meet you.”   She stepped into the lair.  “Where’s the other reprobate?  Dessie!  There you.....Goodness me!”
Her mouth fell open.  For a few moments she just stood there, staring.  Then she started laughing.  She covered her mouth, embarrassed.
“I’m sorry…  I didn’t mean to…”
She collected herself.
“You must be Philip….er, Philippa…” she stammered, still unable to completely erase the smile from her lips.  “I’m sorry…it’s just that…it was so unexpected.”
“Say hello to Jill,” smirked Jennifer.  “She’s come a long way to see you.”
“Hello.”
“Hello, Philippa.  Oh, and let me introduce my son, Matt….Matt?  Come in here and meet Philippa!”
“Do I have to?” murmured Matt, from outside.
“Yes.  Yes, you really should…”
Matthew slouched in, looking around insolently.  It took a few seconds, but eventually his gaze alighted on Philip, suspended from the ceiling.  He blinked in disbelief.
“What…what’s she doing up there?”
“Just hanging around,” grinned Jennifer.  “We’ve been playing babies, and she generously offered to try out our special new bouncer.  Come and see.  Come on!”
She led Jill and Matthew over to where Philip was suspended.  Jill had recovered from the initial shock.  She knew the girls, and she could imagine that this poor boy wasn’t up there entirely of his own free will.  But she was more than happy to share the fun.  Her eyes were dancing with delight.
“Oh, Philippa, it’s lovely to meet you at last.  I’ve heard quite a lot about you.  You’re so pretty!  Your hair is beautiful.  And such a sweet little dress!  And are they…?”  She reached up and tugged at his pants.  “They are!  Real rubber baby pants!”
“Yes, and she’s got a real Terry nappy underneath, Jill,” smiled Desdemona.  “Here, let’s bring her down and you can have a closer look.”
She took hold of Philip’s ankles and pulled him down for Jill’s inspection.  She took full advantage, feeling the thickness of the nappy, and even adjusting Philip’s pants and checking the tightness of the elastic in the legs.  Philip’s cheeks burned with shame.
“Jennifer -  where did you get all these things in her size?”
“We have a special shop.  They can make or find anything.  They supply all Philippa’s clothes.  She’s slowly building up her wardrobe.”
Jill turned to her son.  “Matt?  It’s amazing, isn’t it?  I bet you’d like to have….  Matt?”
But Matthew was staring at Philip open-mouthed.
“It is!  It’s you!  Philip Timothy, isn’t it?  I remember you!  You were in the other class!  You were the one…the one that left to go to that girls’ school!”
Philip was staring back at him, horrified.  A face from his old life.  And not a very friendly face.
“I said at the time you were a total sissy.  And I was right, wasn’t I?”  A delighted grin spread over his face.  “Dessie, hold him still a minute.”
He pulled out his phone.  He took two snaps, then took a couple of paces back and began filming. 
“Let him go!  I wanna see him bounce back up again!”
Desdemona released his ankles, and he shot back up again and hung there, bouncing and swinging gently .  She shrugged.
“Well, I couldn’t hold him much longer, anyway.”
Matthew whooped with delight.
“Wait till I show my mates this next Monday.  They’re not gonna believe it.”
“Matthew,” said Jill, looking concerned, “I don’t think that’s a very good idea.  Girls…  Tell him, please.”
“Oh, go ahead, Matt,” said Jennifer.  “She won’t mind.  She loves showing off her new costumes.  She’ll probably want to pose for you when we eventually let her down.”
“Seriously?  Yes, please!”
“How long’s she been up there,” asked Jill, still staring at him with fascination.
“Oh, not long.  We’d only just put her harness on.  She’s fine.  She loves bouncing.  Don’t you, Phillippa?”
“That’s a big pacifier she's got.  It would be nice if she could…you know,” said Matthew.
“Philippa?  Did you hear that?” Nikki said, sternly.  “Put your pacifier in for Matthew, please.”
Philip’s mouth curved downwards, and his eyes filled with tears.  For a moment it looked as though he was going to cry.  But he was weighing up the possible consequences of refusing.  Nikki frowned and put her hands on her hips.  He thought he’d better obey.  Gingerly, he picked up his pacifier and placed it in his mouth.  He heard Matthew say, “Great!”  He felt completely ridiculous.  But the feeling of the big rubber teat between his teeth was not unpleasant, and somehow made him feel calmer and less upset.  Soon he was nursing on it avidly.
“Good girl.”
Matthew was ecstatic.  “Thanks for bringing me, mum.  I wouldn’t have missed this for anything.  And…I’m sorry I if was rude to you earlier…”
Jill looked genuinely surprised.  “That’s all right, dear.  I’m used to it.”
She took Jennifer aside.  “He’s never apologised to me before in his life!  Not unprompted, anyway.  Maybe some good will come of this.”
“I hope so, Jill.  How funny they used to be at school together!  Now they couldn’t be more different.”
“True.  I wish they weren’t, though…” 

[Sissy Little Girl]

Sandra B,I think that Matt is about to get his comeuppance.  I think his mom brought him so that he could be taught a lesson.  At least I hope so.

[Sandra B]

Chapter 78.  The Missing Key.

All Philip’s struggling seemed to have stretched the webbing somewhat.  He was now suspended about a metre off the ground, swaying slightly from side to side, but quite calm and apparently contented.  It was quiet in the lair.  Nikki was sitting down drinking a coffee.  The other girls stood around him watching him and smiling with satisfaction at the success of their plan – well, Jennifer’s plan, really – and occasionally one would whisper something to her neighbour, and they would both start giggling.  Matthew was moving from one place to another, still taking pictures.  Jill was standing in front of him, staring thoughtfully at him.  His pretty red baby pants were now on a level with her face.  The waistband of his dress had ridden up, so that there was a glimpse of tummy visible above them.  It was so cute!  A pang of motherly affection ran through her.  She was secretly wishing it was Matthew hanging there.  Then she would have him just where she wanted him, and she could start issuing ultimata.  But she couldn’t see how that could ever happen, unless she – or the girls – could somehow inveigle him into a trap.  She filed the thought away under ‘pending’.

The peace didn’t last long, however.  Philip began to fidget again.  He spat out his pacifier.
“Jennifer!  Jennifer!”
“What is it, darling?”
“Wanna go to the toilet.  I need to come down.”
“Oh.  I see.  Okay, let me unlock your harness.  Now, where’s that key?”
She was searching her pockets, and then went to the table and started turning over things.  She even checked the turn-ups of her jeans.
“Where is it?”
“What did you do with it?” asked Nikki, innocently.
“I put it in my pocket.  Then when I went out to meet Jill, I put it on the table, just in case it was wanted.”
“Doesn’t seem to be there now.  What’s it look like?”
“You know, it’s tiny.  Silver.”  She paused, looking around.  “Maybe I took it into the kitchen.  I’ll go check.”
“Hurry,” said Philip.
“Maybe it’s lost,” said Matthew, gleefully.
“Matthew, don’t be nasty,” reprimanded Jill.  “Poor Philippa.  It’s not funny.”
“Isn’t it?”
The girls started searching the lair, looking on the floor and down the backs of the armchairs.  Only Nikki seemed unconcerned.  She was casually flicking over the pages of a magazine.  Jennifer returned.
“Any luck, Jen?”
“No.  It’s definitely not in the house.  It has to be here somewhere.”
“How can you have lost it, you idiots?” wailed Philip.  “Look under my books.  Look underneath the table!”
“We’re looking everywhere, Philippa, can’t you see?” snapped Freida, impatiently.  “It doesn’t help, you shouting at us.”
“Oh, dear,” said Jill, “I hope you can find it.”  But she had the faintest smile on her lips, and she had taken out her phone and was playing with it absent-mindedly.
Philip was becoming more agitated.  He knew he could hold on for a while, but if this went on too long…. 
“You’ll have to cut the webbing,” he said.  “That’s it.  There’s no other way.”
“Do you have any idea what that bouncer cost?” said Jennifer.  “We only bought it cos we knew you’d like it.  There’s no way we’re going to wreck it now.”
“But…but…I have to get down!” he complained.  “And soon!”

They searched every inch, but the key was nowhere to be found.  Eventually Jennifer gave up.  She looked at the others.
“That’s it.  It’s not here.  I have no idea where it could be.”
Nikki put down her magazine and climbed out of her chair.
“Then we’d better prepare for operation change-the-baby,” she said, blandly.
“No!” cried Philip.  “Keep looking.  It must be here somewhere.”
“We’ve looked everywhere,” said Jennifer.  “I’m sorry, Philippa…”
They had gathered in front of Philip in a semi-circle.  He was struggling now, trying to squeeze his thighs together, but being thwarted by the thick towelling.
“No!  You can’t!  Why are you all just…standing there?  Go away!”
“It’s all right, Philippa,” soothed Jill.  “We’re here for you.  We’ll get you down eventually, don’t worry.  Lucky you have a nice thick nappy on…”  She took a pace back, folded her arms, and surreptitiously aimed her phone camera at the unhappy boy.
He squirmed and fought against it for a few minutes, but then,quite suddenly, relaxed.  He emitted a faint sob.  No-one spoke.
Then, “Is she…?” whispered Sadie.
“Shh.  Listen.”
They held their breath.  In the silence they could hear a faint hissing sound.  Philip’s chastity device had a little plastic grill on the end, which amplified the sound of him weeing enough for it to be heard through the layers of towelling.
“No…no…” he groaned.
They waited with suppressed excitement.  They had a perfect view.  They could see his nappy clearly under the semi-transparent rubber, and as they watched a damp patch appeared and then began to spread rapidly.  The inside of his pants started to mist up.
“Yes!” murmured Matthew, holding his phone higher.
“It’s a big one,” whispered Desdemona.
It was.  Soon the towelling was flooded, heavy with wee.  They could hear it trickling out into his pants, and soon they could see a little puddle of it collecting in the crotch.
“Just as well those pants have nice tight legs,” said Jill.

They waited until they were sure he was all done.
“I think she’s finished,” murmured Sadie, after a minute or so.
“Why did you all have to watch?” groaned Philip.
There was someone at the door.  Nikki went.
“It’s your mum, Jen.”  She opened it and let her in.  Then she stooped down.  “Oh, and look!  Here’s the key!  It was just outside the door.  Thank goodness!”
“Right,” said Jennifer, with a knowing smile.
“Hello,” said Samantha.  “Jill!  I wasn’t expecting you till tomorrow.  I would have come back earlier…”
Jennifer threw Jill an appealing look.  Jill understood perfectly.
“I should have told you, Sam.  Something came up tomorrow, so I thought we’d come over today and take pot luck.”
“Well, no harm done.  Hello, Matthew...  Philippa?  Why are you…”
“We were playing babies, mum.  Unfortunately Philippa’s had a little accident.  But we’re going to let her down, now.”
“Oh dear.”
Nikki came over and started unlocking the buckles, while Desdemona held his feet on the ground.  He stood there, red-faced and frowning, waiting to be released.
“Straight to the bath for you, young man,” said Samantha.  “Could you help him, girls?”
“Don’t worry, mum.  We’ll take care of everything,”  said Jennifer.  She put an arm round him.
“Come on, sweetie, let’s get you sorted out, shall we?”
Matthew was grinning, and everyone else had smiles on their faces.  Philip wanted to say something, but there was nothing he could say that wouldn’t simply provoke mirth.  So, as they led him out of the lair, he had to make do with glaring at each one in turn, and trying unsuccessfully to preserve his dignity.
 

[Sissy Little Girl]

Sandra B, That was mean, letting Philippa wet his nappy in front of all of the girls and Mathew.  Then, the girls found the key.  That bouncer sounded like fun.

[Sandra B]

Chapter 79.  A Turn of Events.

The girls had had their fun.  Even they were now inclined to give Philip a break.  In five minutes he found himself back in the bath, being attended to by Desdemona and Sadie. 
“Philippa?  Do you forgive us?  I know…we’re horrible, aren’t we.  But now I think it’s time you put on your Alice dress,”  said Desdemona, gently.  “What do you think?  Would that make you feel a bit better?”
Philip nodded slowly, leaving a shadow of the hurt, sulky expression on his face, like a little kid who had just been denied one treat but promised another.  The significance of his behaviour was not lost on Desdemona.  She left Sadie to sponge him and went out of the bathroom to talk to the others.  Jennifer was just coming upstairs with the blue dress.
“You know,” said Desdemona, “our little experiment worked, didn’t it?  We actually made him regress, temporarily.”
“Well yes,” said Jennifer, “but he’s still not acting his age, is he?   It’s good psychology.  He’s responding to the way he’s dressed, and the way he’s treated.  It’s sort of like forcing yourself to smile when you’re unhappy.  The physical reality modifies your emotions, and you start to feel better.  Matter over mind.”
“I guess that’s right.  Well, we’ve got the antidote.  You know what?  I’m going to try to comb out those curls a bit.  Make him more like an Alice.”
“Good idea, Des.  Let’s give him a treat.  See how pretty we can make him.  When he’s ready, I’ll give him a little bit of makeup – you know, very subtle, but I think he’d appreciate the attention.”
“Okay.  Leave the dress and the other things in the bedroom.”
She returned to the bathroom.  Philip was looking happier now.  She washed his curls and combed them as straight as she could.  When he was wrapped in his towel she led him across to the bedroom, sat him at the dressing-table, and dried his hair with the dryer.  Now it was long and wavy – good enough for their purpose.  She gave him a little makeover -  peach lip gloss and blusher - then helped him on with his underwear and white tights, and zipped him into his dress.  She slipped on his black Mary Janes, and finally tied a white ribbon in his hair, Alice-style.  Then she called Jennifer.
“What do you think?”
“You look lovely, Philip.  Do you like the dress?”
“Well it’s better than….  Yes, it’s nice.”  He did a turn in front of the mirror.
“You must be starving.  Let’s go down and have something to eat.  The others are waiting.”

Philip made quite an entrance.  Jill, Samantha, Matthew and the other girls were sitting at the table waiting for them.  There was a smell of pizza in the air.  A smile had returned to Philip’s face, and in response to the applause he gave them a little twirl.  Only one of the company wasn’t looking delighted.  Matthew sat there with a shocked expression on his face, staring at the vision which had just entered the room.
Nikki, sitting next to him, put a hand on his leg - (as was her habit.)  “Matt?  You okay?”
He recovered himself a little.  “Yeah, yeah, course.  Just a bit surprised…”
Nikki looked at him thoughtfully.  She’d expected laughter and ridicule.  What was going on inside his head?
Throughout the meal, though he tried to hide it, Matthew was either staring or sneaking glances at Philip.  And after the meal, while the girls were clearing away and washing up, and Jill and Samantha had retreated to the sofa with glasses of wine and were engaged in conversation, he sought Philip out.
“Hi, Phil.”
Philip regarded him suspiciously.  “Hi.”
“That’s a…great dress…”
“Yeah.”
“So…how’s things….generally?” 
Philip was puzzled.  Was he playing some sort of game with him?
“What’s it to you?  You’re about to screw me over with those photos.  Ask me then “how’s things”.”
“No…no.  Actually…  Well, I don’t really want to do that…”
“Pull the other one.”
“No, really.  Look, I was wondering….”
Philip waited for him to continue.
“You look amazing in that dress…  You look like a girl.  I wouldn’t have recognised you at all if you’d been all dressed up and made up like you are now.  I’d probably have been trying…to chat you up!”
“Seriously?”
“Seriously.  Look, I’m gonna be honest.  I don’t have a great time at school.  All my mates have girlfriends…and I don’t.  I was thinking….  If you’d just pretend to be my girlfriend, just for a few minutes, it’d shut them all up.  You’re much better looking than any of those they go out with…”
Philip was shocked.  His first reaction was to laugh.  “No way!”
“It’d only be for a moment.  You could meet me at the school gates or something, and we could walk away together.  That’s all I’m asking.  And then I’d delete all those pics.”
Philip was taken aback.  But clearly Matthew was serious.  He suddenly saw him in a different light.  He felt sorry for him.  He must have been having a really hard time to suggest such a thing.  Poor guy.  He even felt a little guilty, having himself so many friends…or at least, close acquaintances…and a great girlfriend.
“You’re on the level?”
“Yes.”
“I’ll do it, on one condition.”
“What?”
“Give me your phone now and let me delete all that stuff.”  Matthew hesitated.  “That’s the deal.  Up to you.”
“Promise you’ll…”
“Yes.  I promise.  I’ll do my bit.”
“Okay….here.”
He handed over the phone.  It took Philip a minute to expunge all the photos and videos.  He handed it back.
“Shake on it,” said Matthew.
They shook hands.  Then they both burst out laughing.
“You’re an idiot,” said Philip.  “S’pose someone recognises me?  You’ll be totally screwed.”
“They won’t, believe me,” replied Matthew, shaking his head, and looking Philip up and down in a way that made him feel almost flattered…

[Paddybaby]

Brilliant another great twist in Philippa’s journey into girlhood

[Sissy Little Girl]

Sandra B, That was a good chapter.  Philippa had a rough time in the bouncer and now he has been dressed in an Alice outfit and Matt has had a change of heart.  He wants to meet up with Philippa at the school gate just so he can make the other boys think he has a girlfriend.  Me thinks something is afoot with Matt.