The Settlement

[Sandra B]

It's a mystery to me too, babycakes.  He's certainly not behaving as I might have hoped.  I guess we'll just have to wait and see what happens....

[Sandra B]

Chapter 74.  Coffee.


Philip found it difficult to concentrate that afternoon, and at around two he gave up.  He decided to go to the house and get himself a coffee.  He picked up his lunch tray and made his way to the kitchen.  He could hear Samantha in the hallway speaking on the phone.  Being a discreet boy, he made a point of not trying to listen to her conversation.  Instead he put the kettle on, and soon the noise of the boiling water blotted out all other sounds anyway.  But when it was boiled, and he was pouring water into the filter, he couldn’t help but hear the odd phrase.
“…such a sweetie….I know….I’m not sure…I’m going to talk to Jennifer this evening…yes, I agree…you would?...well, you could probably come round if you liked – I could introduce you.  But he’s very busy in the day, revising for his exams….very studious….that’s right…his aunt, I think…don’t know much about her but what I do know…”
It sounded like the conversation was winding up.  He decided to make his escape.  He put the filter in the bin and headed for the door.  He had his hand on the handle when Samantha returned to the kitchen.
“Oh, Philip…Philippa.  I didn’t realise…”
Philip had turned bright red.  He looked at her, and then dropped his eyes.
“Oh…did you hear me on the phone?  I’m sorry, I wasn’t….I wasn’t saying anything bad…I know I shouldn’t have…spoken about you, but… “
“It’s okay, Sam.  No reason why you shouldn’t…”
There was a silence.
“Would you like to come and sit in the lounge and drink your coffee?  I’ll join you, maybe.”
“Yes.  Yes, that would be nice.”
Samantha made herself an instant, and they went together into the lounge, and seated themselves opposite each other.   Samantha took a breath.
“Well…”  She made a face, indicative of apology and sympathy.  “Well, that was my best friend I was talking to.  Jill.  To be honest, I was feeling slightly concerned about you…shut out there all day.  I know you have to study, but I don’t quite understand why you’re here and not at home.”  A far away look came into her eyes.  “All very puzzling…” she murmured, as if to herself.  She sat there vacantly for a few moments, before suddenly recovering.  Philip smiled.  That was Samantha, all right.
“I was thinking…I might have a word with Jennifer…she’s not the most forthcoming…but I suspect she can be quite…devious?”
Philip liked Samantha.  He decided to confide in her.
“It’s true, Sam.  Jennifer and the others…they did force me to come here…with the collaboration of my girlfriend.  But I’m fine.  I don’t think I could get so much studying done anywhere else – certainly not at my aunt’s.  I have chores to do there.  Here I’m left alone, which is fine.”
Sam looked him up and down.  “But the clothes…your hair…”
“I know.  It wasn’t of my choosing.  But…don’t worry…I don’t know, I’m sort of enjoying it, somehow.  There was a time when I couldn’t have dreamt I’d like girls’ clothes, but then there was Caroline Norton, and my lovely school uniform, and all the girls, and I felt really happy…sort of free.   And now there’s…this.  I thought I was going to resent it, but actually…it’s quite nice.  I feel sort of released from all the discipline of school, all the expectations of success – you know everyone thinks I’m clever and stuff, though I’m not.  It’s like a holiday, and I think it’s helping me study in peace.”
“So they’re doing you a favour…?”
“They don’t think they are.  I can guess what their plan is.  They want me to regress, and they want me to become totally girlified.  I think they’d like to have me as their permanent plaything, to be honest.  I don’t know if Rebecca gets that.  She probably thinks their just teaching me to be less selfish, for her sake.  They reckon they’ve got me under their thumb, but they haven’t.  If things carry on like this over the next week it suits me fine.  I’ll get all my revision done, I’ll have a nice easy routine, and I’ll get to experiment with some really cute outfits.  Like this one.”  He indicated his pretty little frock and accessories.  “But for me it’s purely temporary.  Once the week is over, I’m back to being a grown-up girl.  So you don’t have to worry, Sam.”
“Well, I’m relieved, Philip.  I can call you that between the two of us, can’t I?  I was a bit worried, but I can see you’ve got things well in hand.”
A pause.
“Who was it you were talking to?  Jill, you said?”
“Oh, er, yes, my friend Jill.  She wanted to…she thought she’d like to…see you for herself.  Sorry.”
“Well that’s okay.  I don’t mind.  I’d be quite happy to meet her, if she wanted.”
The truth was, Philip was already enjoying himself, sitting there with Samantha.  He’d spent some time in front of the mirror, and had come to the conclusion that he was now about the cutest thing in skirts ever seen.  He could see she was quite fascinated with him, and he was having a little flirt, throwing in the occasional dip of the eyes or pout of the lips.  Perhaps it was unworthy of him to feed his ego in this way, but in view of his unwonted transformation it was perhaps also forgivable.  The thought of parading in front of  two women, and receiving what he imagined would be double the quantity of admiration and accolades, he found irresistible.
“Oh, I know she’d love to meet you!  She has a son of about your age,  He’s a bit of a rascal, to be honest.  She often says she wishes he’d been a daughter!  Maybe you could give her some tips!”
Philip laughed.  “Maybe I could.  Maybe Jennifer and her gang should take him in hand next!”
They collapsed in giggles.  At that moment, in walked Jennifer and Freida.
“Hello?  What’s going on here, then?”
“Oh, hello, dear.  Philip – Philippa – and I were just having a little chat.”
“Philippa?  Aren’t you supposed to be revising?”
Philip was basking in a new confidence.
“Nah.  I’m done for the day.  Just thought I’d have a coffee, then me and your mum sort of just started talking, an’….”
“That’s not the deal…”
“Oh, Jennifer, it’s my fault,” interrupted Samantha.  “Philippa was just on his – her – way back to the lair, and I stopped him.  Please don’t blame him.”
“Oh, I see.  So what were you talking about?”
“Well, Jill was just saying how much she'd like to meet Philippa…”
“Really?”  Jennifer’s brow clouded for a moment.  But cleared just as quickly.  “Really?  What a nice idea!  She should come over.  Any day really, as long as it’s after three.”  She turned to Freida.  “Jill’s mum’s best friend.  She’s really cool.  Though she has a horrible son.”
“Now, now, dear.  He’s not that bad.”
“Bad enough.  Anyway, ring her and invite her.  As I said, any day.  Just let me know.”

[babycakes]

It's a mystery to me too, babycakes.  He's certainly not behaving as I might have hoped.  I guess we'll just have to wait and see what happens....

Good explanation Sandra B.  Just don't let Philip/Philippa turn on you.  These characters can sometimes get the upper hand. -:)

Okay, great recovery by Philip in the last part.  Glad to know he's aware of the girls' plans and of his possible selfishness with Rebecca. Apparently his trust in Sam is well placed.  Wouldn't want to be Jill's son however.  Hope he manages to stumble into the lair, errr...story.

[Sandra B]

Chapter 75.  Playing Games.

Samantha rang her friend again that evening, after Philip was in bed, and gave her the good news.
“Brilliant, Sam.  I look forward to it.  He sounds like a real darling.”
“Oh, he is.  So polite and pleasant too.  Not like…oh, sorry, I didn’t mean…  Me and my big mouth.”
“Don’t apologise.  It’s true.  I don’t pretend otherwise.  Matthew is difficult.  I tell myself he’ll grow out of it.  He’s so cheeky, too.  I can’t do a thing with him.” 
“I’m so sorry, Jill.  I wish I could help in some way.  I would offer to take him off your hands occasionally, but I don’t suppose….”
“No, he wouldn’t.  No way.  I wish he could have been sent to Caroline Norton, like that Philip.  There’s nothing like a bunch of teenage girls for keeping boys in line, is there?”
“Absolutely.”  She glanced at her daughter.  “Jennifer and her friends certainly rule the roost here – or at least, they think they do.”
Jennifer made a face.
“You know he and Philip used to be at school together?  They were in different classes, so they never really knew each other.  But I vaguely remember Matthew laughing at the fact that one of the boys was being sent to an all-girls’ school.  They all thought he must be a total sissy.”
“Quite the opposite, from what I hear.  He may dress like a girl, and have grown little breasts…”
“What?”
“Oh, I didn’t tell you…”
“Are you serious?”
“Quite, dear.  Pretty little breasts, they are.  But, as I was saying, he seems to like the girls more than ever.”
“Oh my god, Sam, I cannot wait to meet him.  Which day is good for you?”
“How about Wednesday?  I’m free all day.”
“Wednesday it is.  I’ll be there at three on the dot.  I’m so grateful you invited me.”
“Well, it was Philip suggested it, as a matter of fact.  And Jen’s quite okay with it, too.  So, see you then.”
“You bet!”
They said their goodbyes.  Jennifer looked up from her magazine. 
“She’s coming then, mum.”
“Wednesday.”
“Okay.  What are you doing tomorrow and Tuesday?” 
“I’m working all day tomorrow.  Tuesday I’m at yoga till three, so I won’t be home till about four. ”
“I see.  She’ll have such a nice surprise.”
“Surprise?”
“You know, seeing how cute a boy can look, given a bit of female attention.”
“Oh, yes…yes, dear.  Quite.”

Philip had asked if he would be keeping the same costume on during Monday, and as he seemed so attached to it, the girls had agreed.  Samantha brought him breakfast at eight, and found him already dressed.
“Good morning, Philippa…I mean Philip…  Oh, goodness, I don’t know where I am!”
“Might as well make it Philippa.  It’ll be easier.”
“Yes, you’re right.  Well, good news.  Jill’s coming over to meet you Wednesday afternoon.”
“Great!”
“Jennifer’s gone to pick up another dress.  I’m coming home briefly at lunchtime, so I'll bring it in.”
“Okay, thanks.  Do you know what it is?”
“I think she said something about Alice?  I don’t know if it’s an Alice in Wonderland thing.  We’ll find out soon.”
She put the tray on the table and left.
Alice in Wonderland, thought Philip.  I love that look.  I hope it is…

He was not disappointed.  At lunchtime, Samantha swept in with the most gorgeous blue satin dress, with puff sleeves, trimmed in white.
“Do you like it?”
“It’s fantastic!”
“It is beautiful, isn’t it?  Jill is going to be dazzled.”
“Should I try it on, do you think?”
“No.  It’ll fit fine,” said Samantha.  “Keep it for Wednesday.”
“Okay…”
“I’m going to hang it in that old wardrobe where it’ll stay nice and fresh.”

Philip studied hard that afternoon.  He felt very contented.  All these lovely dresses were really quite appealing.  He thought how good he was going to look, with his blonde curls falling down next to the ice-blue satin.  When Jennifer and the girls appeared just after three, he was full of gratitude.
“Thank you so much for my new dress.  It’s great!”
“Our pleasure, Philippa.  Must have you looking your best for Jill, mustn’t we?” replied Jennifer.
“We want our little Philippa to make a good impression, don’t we girls?” added Freida.
“Absolutely!” said Sadie. 
“Your gonna look gorgeous,” laughed Desdemona, pinching his cheek.  But wait a mo – what’s she going to wear tomorrow?  I don’t think we have another costume ready, do we?”
“Well, she could try on her Alice dress…” suggested Freida.
“No.  No way.  That’s reserved for Wednesday,” said Jennifer, seriously.
“Maybe I could just keep this one on?” suggested Philip, hopefully.
“No,” said Freida, “you can’t wear it three days in a row.  Don’t worry, we’ll sort out something for you.”
“Well we don’t have anything else at the moment,” said Jennifer.  “Let her wear her frock in the morning.  Nikki’s coming over at lunchtime, and she said she might bring something for her.  She can change then.  All right, Philippa?”
“Yeah, fine thanks.  I do like this frock, though.”
Desdemona had to hide her smile.
There was a pause in the conversation, as if they were all thinking about his costume.  Then Jennifer said,
“Excuse me.  I have to go make a phone call.  Back in a minute.”
“I’ll come with you,” said Desdemona, jumping up.
Philip could have sworn the girls exchanged winks.  But maybe he was mistaken.  Outside, Desdemona grabbed Jennifer’s arm.
“I can’t believe it.  He’s totally into this stuff.  And we thought we were going to have to force him!”
“I know.  It’s insane.  He’s getting to be a regular princess!  He must be so full of female hormones…”
“Are you going to make the call now?”
“Yes.  Fingers crossed.”
They went into the house.  Jennifer picked up the house phone, and dialled a number.  There was a pause.
“Hello?  Jill?  It’s Jennifer.  Hi….  About the arrangements…..”
They were back in the lair in a few minutes.  When they entered. Philip noticed the others looked at them expectantly.  Jennifer gave them a thumbs-up.  What was that about?  Maybe…maybe they were arranging a surprise for him.  Another pretty outfit, perhaps?  Could be.  They were certainly being a lot nicer to him than that other time he’d been kept in the garage.  He didn’t mind them when they were friendly - though, as his libido returned, he was beginning to experience periodic bouts of discomfort from the chastity device.  Never mind, he thought.  Humour them for the time being.  I’ll be out of here in a few days.
Desdemona meanwhile had been exploring the far end of the garage.  She pulled a skipping-rope out of an old chest.
“Look what I’ve found!  Let’s go do some skipping.  Come on girls.  Come on Philippa!”
The girls seemed surprisingly enthusiastic.  He followed them outside, and round to the front garden.  He felt a little nervous about being exposed to the street, but it was highly unlikely anyone he knew would be passing, and in any case they probably wouldn’t recognise him.  It was fun.  Desdemona and Freida whirled the rope for him, and he did his best to jump it.  He made lots of mistakes, but they didn’t seem to mind at all.  It was only when they’d been playing for some time that he realised Jennifer wasn’t with them. 
“Where’s Jennifer?”
“Oh, I think she just went to the toilet…”
“I haven’t seen her for a while…”
“Never mind, Phillipa.  Can you skip by yourself?  Show us!  Please!”
“Okay.  Oh, here she is.  Where were you?”
“Oh, I just had to tidy some stuff up for mum.  You’re a good skipper, Philippa!”
“Nah…  I’m useless, really…”

[Sandra B]

Chapter 76.  Bouncing Baby.   

The Tuesday morning passed without incident.  Samantha brought him his lunch early.  She was in a rush to get off to her yoga class.
“We have a coffee together afterwards,” she confessed.  “Were not actually doing yoga for three hours.  It makes me feel so much better – but it’s also an excuse for a good old chat!”
Philip laughed.  “Have a good time.  I’ll see you later.” 
He closed his books and began to eat lunch – two massive sandwiches – “Sam’s Specials” Jennifer called them – a cake, and a coffee.  He stretched and looked around.  Something silver glinted from the ceiling.  Two silver rings, a metre or so apart, in one of the timber cross-pieces.  He hadn’t noticed them before.  Wonder what they’re for, he thought.  But he took no further notice.

By two o’clock he was feeling as though he’d done enough for the day.  He was ahead of schedule.  So he wasn’t sorry when the girls arrived, accompanied by Nikki, who was carrying a cardboard box.
“Hi, Philippa.  You look very pretty.”
He grinned.  “What’s that?  Something for me?”
“You should be so lucky!  Never you mind.”
“Is it, though?  Jennifer said you might bring me a new outfit, that’s all.”
“Do you want a new outfit?”
“Yes.”
“All right.  Well maybe we’ll let you try it on.  If you’re very, very good.”
“I promise.”
“Okay.  Let’s see what we have.” 
She opened the lid of the box and delved inside.
“Here.  A very pretty little dress.”
She held up a short-sleeved pink dress, such as a toddler might wear, made of stretchy cotton, with a wide elasticated waistband and below it a tiny skirt, no more than nine or ten inches long.  Across the chest, in sparkly script, were the words “Mummy’s Darling”.  Philip’s face fell.
“What’s that?  I’m not putting that on.”
“Wait a minute, darling.  We’re not finished yet.  Wait till you see the rest.”
The next thing out of the box was a pair of shiny red wellingtons.  Then a big red bow.  Then a piece of fluffy white towelling, folded up.
“What’s that?”
“That’s your nappy, sweetie.  You’ll have to have a nappy.  Cos you won’t be able to go to the toilet.”
“What do you mean?”  Philip was now seriously alarmed.  He looked towards the door, but it was being guarded by Freida.  No escape that way.
In answer, Nikki pulled out some contraption made of red webbing with silvery metal attachments.
“I’m not…..”
“Yes you are.  You can’t have all these pretty clothes that you like so much without some payback.  You’ve got everything you wanted.  Now it’s our turn.  Now take your dress off, please.”
“No…I won’t…”
“We don’t have all day,” said Jennifer.  “Take it off or we’ll do it for you.”
Nikki pushed the box aside, and she and Freida advanced towards him.  Philip decided discretion was the better part of valour.
“Okay, okay.  Give me a minute.”
“Let me help you with the zip,” smiled Nikki. 
Off came his lovely yellow frock.  On went the pink dress.  The skirt hung down not much lower than his hips.
“Now the nappy.  Let’s get that pull-up off.”
They pushed him back onto the bed.  He put up a feeble resistance, but he was outnumbered.  His bloomers and pull-up were quickly removed.  Nikki applied the nappy with experienced hands, folding the towelling into a big triangle, and securing it tightly with a large safety-pin.  Jennifer reached into the box and brought out something red and rustling.
“These are your new pants.  They need to be nice and big to contain that thick nappy.  Deluxe ones, lucky boy.  Nice red rubber ones, to match your bootees.”
Philip looked on in horror as they pulled up the semi-transparent elasticated pants.  They snapped into place.  Sadie helped him on with his wellingtons.
“Now stand up.  See if you can walk.”
He got gingerly to his feet.  The nappy was so bulky he had to walk with his legs slightly apart.  The rubber pants made a crinkling sound as he walked.  He caught sight of himself in the mirror.  He looked totally ridiculous.
“Now,” said Nikki, “you’re a very lucky little girl, because we’ve got you a bouncer as well.”
“A b-bouncer?”
“Yes.  Come here and put the harness on.”
Helplessly, he complied.  The harness consisted of two broad webbing bands, which were buckled around his chest and his waist, joined by two vertical pieces front and back.  All the buckles were lockable, using tiny padlocks.  Once he was strapped in, Sadie clipped the big red bow to one side of his head, and stood back to admire him.  The Freida produced an oversized pink pacifier on a length of red ribbon, and pinned it to the harness.
“There,” said Jennifer, sweetly, “ baby is nearly ready.”
There was one final thing to do.  At the tops of the four vertical lengths of webbing were four buckles.  The girls buckled lengths of heavy elasticated webbing to the front buckles.  Onto each length they slid a steel loop with an attached hook.  Jennifer fetched a step-ladder from the end of the garage, and, climbing up, attached the hooks to the rings on the ceiling cross-piece.  Then they made Philip stand on a chair, while they buckled the free ends to the back of the harness.  When they were happy everything was secure, and all the buckles locked, they pulled out the chair, and he hung there, bouncing slowly up and down, every now and then his feet almost touching the ground.
“Oh…my…god,” said Sadie.  They looked at each other, then collapsed in fits of laughter.  Philip, very red in the face, scowled down at them impotently.
“Well I’m glad you think it’s funny!” he shouted, plaintively.  Which only made the whole thing all the funnier, of course.  They soon discovered that by pulling his feet down and letting go, they could make him bounce quite high.  And they amused themselves with that pastime for a while, taking it in turns to do the pulling or to take videos.
Poor Philip!  But he really was a sight, going up and down like a yoyo.  Desdemona was crying with laughter.
“What you doing hanging about up there?”
“He looks like a little pink puppet!” said Freida.  “Jennifer, tickle him with your whip.  I want to see him dance!”
He discovered that the angrier he became, the more they liked it.  So he tried to suppress his protestations, and console himself with the thought of the Alice dress.  They’ll have to let me down soon, he reasoned.  They can’t keep me up here all day.
“How long are you going to leave me here?  Your mum will be home later, Jennifer.  She won’t like what you’ve done to me.  She won’t.”
Jennifer looked at her watch. 
“Girls!  It’s nearly three.  She’ll be here any minute!”
“No she won’t, idiot,” said Philip.  “She stays for coffee.  She won’t be home till four.”  As soon as the words were out of his mouth he realised what a stupid thing it was to say.
“Oh.  You want to stay up there a bit longer, do you?  Well?”
“No…”
“Anyway, silly, I didn’t mean mum.  I was talking about Jill.”
“Jill?  No, she’s not coming till tomorrow.”
“Oh, didn’t I tell you?  I rang her and asked if she could come today instead.  I said mum had changed her plans.  And I suggested she bring her son.  Wait a minute…  I think that may be her now…”
“What?” screamed Philip.  “No!  No, you wouldn’t!”
Desdemona nodded quietly.  “Oh yes, she would, Philippa.  Don’t go away, will you?”

[Paddybaby]

Excellent chapters and so many your spoiling us

[Sissy Little Girl]

Sandra B, Those were some great chapters.  Philippa has had a good time dressing as a girl.  He has been able to do his revision and now he has been captured in a bouncer and in his baby outfit.  He now knows he will be on display for Jill and her son.  What a mess he is in.