The Settlement

[Sandra B]

Chapter 58.  Hope....

However, it appeared that he was going to find out sooner than he had expected.  As he went down to breakfast the next morning, his aunt greeted him with unwelcome news.
“Philip!  Good morning!  I just been talking to a friend of yours.”
“Really?”
“Yes.  Jennifer Jamison from L.2?  I gather you served her at the dinner last night.  She says you got on so well, and you asked if you could meet up with her and her friends again.”
“Well, it wasn’t quite…”
“So we’ve agreed you can go round to her house tomorrow evening.  Take your school stuff and you can stay over.”
“Aunt…I’d rather not.  I’ve got homework, and…”
“Well you can do your homework during the day.  Don’t be anti-social.  You should mix more with the other girls.”
“Other girls?”
“Well you know what I mean.  Anyway, it’s already arranged.  So go and enjoy yourself.”
Philip ate his breakfast slowly and with apprehensiveness.  He had hoped to see Rebecca Sunday night.  Now that was out.  He wondered what he was going to tell her.  Well, it would have to be the truth.  He wasn’t going to start lying to her.  He knew better than that.  But he hoped she would understand.
He went off to Valentina’s straight after an early lunch.  The place was already busy.  Susanne took him out the back and gave him his new uniform.  It was neat and modest, and he gladly changed out of his skirt and jumper, fixed his nametag on, and presented himself at the counter.  Cat and Giselle were already working, and were pleased to see him.
“We’re gonna need you today, Philippa,” said Cat, checking his nametag with obvious satisfaction.  It’s already busy.”
“Giselle look after you, darlin’,” added Giselle, suggestively, slipping an arm around his waist. 
“Thanks, I don’t need looking after,” said Philip, squirming free.  “I’m well used to waitressing, if you didn’t know, and in any case I like to look after myself.”
“Ooh, prickly boy!” returned Giselle, with raised eyebrows.  “I like him like that…”
Philip got straight to work.  It was mainly light lunches and ice creams.  As the afternoon wore on, the place became busier and busier.  There was barely a minute when there wasn’t someone waiting for a table.  Philip didn’t mind – it made the time go quicker.  It was clear his fame had spread; he was aware of attracting interested looks from the customers, and being treated with great appreciation and friendliness, especially by the women.  Some of the men seemed awkward or embarrassed by being served by him, but he didn’t care.  He felt comfortable in himself, and his aunt’s training had taught him how to wait on people with just the correct degree of deference and attention.  He was also picking up some generous tips.  These all went into a communal pot for the three of them, which made him even more popular with the others.
About three o’clock, who should walk in but Freida!  She sat at a table by herself, looking serious.  Philip took a deep breath, and went to take her order.
“What do you want?  Come to gloat?”
“No, course not.  Philip, I need a quick word with you.  No, really.  It’s important.  It’s about your mum.”
“What?  Tell me!  What about my mum?”
“Nothing bad.  I ran into her, that’s all.  This morning.  At Daring Designs, you know, that shop in…?”
“Yes, yes, I know.”
“I didn’t realise it was her till she started talking to the assistant.  I didn’t know if I should say anything, but I approached her and told her I knew you.”
“Yes.  And?”  Philip was all attention now.
“I mean, I’ve heard about the situation….”
“But what did she say?”
“Well, we sort of chatted for a while…  I told her you were working here.  I wasn’t sure of your hours…  She asked me if you could let her know when would be a good time…you know, to sort of ‘accidentally’ drop in.”
“Are you going to see her again?”
“She said she’d be there again next Saturday…I could let her know if you like…”
“Yes, of course.  Could you tell her….”
“Maybe it’d be better if you wrote a note.  It’s not really my business, if you see what I mean…”
“Yes.  Course.  Thanks, Freida.  Look, I’ll get you a coffee.  My break’s in five minutes.  If you could wait, I’ll jot a note and give it to you.  Okay?”
“Course…anything to help.”
“Thanks Freida.  You’re a mate.”
Philip took a couple more orders, brought Freida a coffee, and took his break.  He hurriedly wrote his mum a note.  “Dear Mum, I’m working at Valentina’s, as you know.  At the moment, my shift is Saturday afternoon.  I finish at five or six, depending how busy we are.  Hope you are well.  Give my love to Delia and Sammy.  Love you, Mum, and can’t wait to see you again.  Philip.”  That was all he needed to say.  She’d understand the need for discretion.
He took it to Freida at once.  She’d finished her coffee, and she left straight away.  “Thanks again, Freida.”  So for all her teasing and pranks, it turned out she wasn’t so bad after all, he thought.
It was approaching the end of his shift, and the customers were beginning to thin out.  He was just thinking how he should explain matters to Rebecca, when in she walked.  She gave him a smile, and went and sat at one of Giselle’s tables.  Philip saw her being given a pink peach surprise in a triangular glass.  She sat there, taking little spoonfuls, messing with her phone.  At five he was finished, and he went and sat with her, much to Giselle’s chagrin.
“Hi.  How are you?”  He gave her a quick kiss.
“Fine.  ‘Ow are you?  Bin busy?”
“Very, this afternoon.”
“Look, I’m sorry about walkin’ out on Friday.  I just knew I couldn’t stand to be next to that bitch the whole evenin’.  I wished I’d stayed almost as soon as I got outside, but I couldn’t very well go back.”
“Don’t worry.  It’s fine.  Nikki can be incredibly annoying.  Supercilious.”
“Yeah.  But it wasn’t that, Phil.  She was tryin’ to bet me she could ‘ave sex wiv you.”
“Cheeky cow!”
“Yeah.  Anyway, I ‘eard after, they gave you an ‘ard time.”
“It was nothing.  I don’t care.  But….”
“Yeah?”
“I’m sorry.  They got some…compromising snaps.  And my aunt says….”
“Yeah?  What?”
“She says I have to go round to Jennifer’s tomorrow evening…”
“What?”
“Yes.  And stay overnight.”
“Are you going to?”
“You know how it is…  I told you about the contract…  I really don’t have any choice.”
Rebecca was aghast.  She said nothing for a minute.
“Well, if you must, you must.  Just don’t let ‘em take advantage.”  She looked at him suspiciously.  “So what were these “snaps” you mentioned?”
Philip coloured up.  He looked around, then whispered in her ear.  Rebecca listened with a serious face, but as the explanation progressed her frown faded into a smile, and finally she broke down in giggles.
“Seriously?  What a little scheming bitch!  But where’s mine?  It belongs to me, after all!  I’m gonna demand copies!”
Philip was slightly shocked by her reaction.
“But if they circulated them….”
“If they circulated ‘em, you’d probably be mobbed by ‘alf the school.  Especially the lower ‘alf.  So yeah, don’t provoke ‘em.  Keep ‘em ‘appy…within reason.”
“I thought you’d be angry…”
“Well, it wasn’t exactly your fault, darlin’, was it?  You seem to ‘ave a way of gettin’ yourself into trouble with women, don’t you?”
“I suppose….”
“Come on.  Go get changed and let’s go out somewhere.  Make the most of this evenin’ as I’m not gonna see yer tomorrer!”
So Philip went and changed, picked up his pay, and they left Valentina’s hand in hand.  He decided not to mention Freida’s visit.  She’d probably heard enough about that lot.  In any case, she’d probably impute some underhand motive to her.  As they walked along, he looked at Rebecca out of the corner of his eye.  She was still had a faint smile of amusement on her face at the recollection of his recent admission.  He had been overwhelmed with relief that she wasn’t angry with him.  But he harboured the faintest tinge of resentment that she had also found his compromised situation so amusing.  He was just thinking how unpredictable was the female psyche, when the sight of his little breasts under the thin wool of his jumper reminded him of his own ambiguous status.  He squeezed Rebecca’s hand, and they exchanged another little kiss.

[Sandra B]

Chapter 59.  And Despair.

Rebecca stayed over Saturday night, and after breakfast Philip walked her half way back to her house.  After they parted, he made his way into town and visited a clothes store on the High Street.  He knew exactly what he was looking for.  If he had to stay over at Jennifer’s, there was no way he was wearing one of his stupid nighties.  He found what he was looking for - women’s pyjamas.  Most of them were disgustingly floral, but he managed to find a couple of plain pairs in that nice soft cotton.  He paid, and headed home feeling a little more confident. 
Jennifer’s house was easily accessible; one short bus ride.  He had packed his pyjamas, toiletries, and uniform into his largest backpack, and he left home at four.  He had dressed comfortably, in trainers with short blue socks, white pedal-pushers, and a blue denim jacket over a white T-shirt.  His aunt had offered him a lift – Tina was busy with some papers – but he decided that, despite his misgivings about the evening, he’d sooner end up at Jennifer’s than in hospital, so he politely declined.  He was there by four-thirty, in any case.  An ordinary semi-detached with one car parked out front.  He hesitated at the gate, then pulled himself together and walked boldly up the path.  As he went to ring the bell, the front door opened, revealing Jennifer and Desdemona, both grinning like Cheshire Cats.
“Philip!  You’re right on time!  Come in.”  He stepped over the threshold with fatalistic determination.
“Come and meet my mum.” 
Her mum!  Great.  So he wasn’t going to be left alone with them.  Thank goodness!
“She’s going out after supper, but she’s dying to meet you.”
Damn!  Foiled again.
Jennifer led the way into the lounge.  Her mother was a slightly scatty-looking blonde, with a surprising aura of youthfulness, mainly due, he later decided, to her apparent total fecklessness.
“Mum.  This is Philip.”
“Hello, Mrs ….”
“Philip!  How lovely to meet you.  I’ve heard such a lot….”  Her voice trailed off.  “Please, call me Samantha….Sam, I mean…”  She was looking him up and down with a slightly startled gaze.  “You’re really one of the girls, aren’t you…,” she said, and then checked herself.  “I’m sorry, I didn’t mean to be…”
“That’s fine…Sam.  I’m quite used to it now.  I started dressing as a girl just so I’d fit in at school.  But there’s so much more choice…”
“Oh, yes, that’s so true.  You should see my wardrobe!  I buy a new outfit almost every week!  I wear it once, and then….  Well, you know how it is…”  She stared distractedly into space, as if suddenly aware of the pointlessness of her existence.
“Well, mum, I’m going to take Philip upstairs now.  See you in a bit.”
“Oh…yes…of course.  Bye for now, Philip…”
“Mum’s a bit out of it sometimes,” said Jennifer, slightly embarrassed.  “She’s got a lot on her mind.”
“Yes, I’m sure.”
She and Desdemona led the way to her bedroom, pointing out the loo on the way.  The house was decorated in yellows and greens, with a definite floral bent.  It somehow personified Jennifer’s mother.  But when Jennifer opened the door to her room, Philip felt he was entering a whole new universe.
It was a large room, with two double beds, and one long window.  But that was an inconsequential observation.  The walls were painted black, with occasional white graffiti and a poster or two.  The window boasted black venetian blinds, half open.  The lights were not turned on yet, but Philip noted a large red naked lightbulb hanging from the centre of the ceiling.  Some of the furniture had also been painted red, and the bed-coverings were red and orange.  A desk and computer was positioned to the right of the door, and Sadie and Freida lounged side-by-side on the bed nearest the window, smirking. 
“Hello, Philip,” said Freida.  “Nice outfit.”
“Hi.”  He looked around.  “Wow.  And this is a nice little oasis of darkness.”
“Yeah,” grinned Jennifer.  “An oasis of despair in the middle of a desert of conventionality.”
“Well I wasn’t thinking of it quite in that way.”
“You will,” said Desdemona, with an evil grin.
“So what do you want?”
“What don’t we want,” said Sadie.
“Here, Philip.  Have a seat.”
Jennifer moved a little armchair from one end of the room and placed it at the end of and in between the two beds.  He sat down.  She and Desdemona then made themselves comfy on the other bed.  The four girls regarded him for a moment, like four lionesses contemplating a tethered goat.  Philip fidgeted nervously.
“So…?”
“You know what turns me on, Philip?” asked Jennifer.  He shook his head.  “I’ll tell you.  You do.  No, not in the way you’re thinking.  You’re attractive, all right, but the truth is, I’m a bit of a pervert.  What I find most exciting is the thought of having this cute boy, not in my bed, but at my feet.  At my feet, pleading for mercy.  Begging to serve me.  His eyes all big and frightened, not knowing what’s coming next.  Don’t look so surprised, idiot.  For me that’s much more fun than mere sex.”
“That’s weird.”
“We’re all weird then, the four of us.  We all feel the same.”  The others nodded enthusiastically.
“Well it’s not going to happen.  Whatever you threaten.  Publish your stupid photo.  You’ll only make yourselves look bad.”
“The photo?  Oh, I’d forgotten about that.”
“Well you don’t have anything else.  Everyone else knows all there is to know about me.”
“That’s true.  But there is one thing.”
“Yeah?  Like what?”
“Tell him, Freida.”
Freida rearranged the pillow behind her head. 
“Philip?  Remember the note you wrote your mummy?”
“Yes…..”
“I lied.  I did go to Daring Designs.  That was true.  But I didn't see your mum.  But you wrote such a lovely message…”
“Yes,” said Desdemona.  And Freida knows all about your ‘situation’.  If your aunt got her hands on that note…”
“If she did,” said Jennifer, “do you know what would happen?  I can see by your face you do.  The contract would have been broken.  Your mum wouldn’t get any more money.  But much worse, she’d have to pay back all the money she’d had so far.  All of it.  She’d be out on the street.  With the kids.  And it’d be all your fault.”  She smiled spitefully, watching his reaction.
Paul was shaking with anger.  He could hardly speak.  “You…you…”
“Be careful what you say, boy,” she added, with a note of warning in her voice.  “And you’d better get used to being careful.  So, you see, we do have something else.  A little thing, it’s true.  Just a piece of paper.  But a potent piece of paper.  So you’ll have to decide.  Become a little more compliant.  Start being nice to us.  Start treating us with respect.  Or….but you know the alternative.”
“Would you like a coffee while you decide?” asked Sadie.  “We were just going to have one.”
“Cat got your tongue?” said Jennifer.  “Well, you can go make ours and bring them up.  Three black and one white.  Not to weak.  No sugar.  You are the waitress, after all.”
Philip sat there, breathing heavily.
“Well?  Off you go, Philippa!  Quickly.  Don’t keep your customers waiting, girl!”

[Sandra B]

Chapter 60.  Dancewear.

Philip made the coffee with his head in a whirl.  Jennifer’s mother was attempting, in her peculiar way, to hold a conversation with him, but the two of them, the one with a tenuous grasp on reality, and the other aghast at reality, only managed to talk at complete cross purposes.  Philip knew this was serious.  If Aunt Estella ever saw that letter, it would be a disaster for all of them.  He was already formulating a plan.  He would have to go along with their demands, but at the same time he was determined to find a way to retrieve his note.  But what if they had copied it?  His eyes filled with tears at the realisation of the mess he had got himself into.  How could he have been so naĂŻve as to trust Freida?  The truth was that he had been so desperate to believe her, he had quite ignored the possibility she was lying.  Indeed, he was not equipped to deal with such cunning people – else he would have been quite a different, and a much less attractive, person.
He could hear the murmur of voices, and the occasional burst of laughter, as he approached Jennifer’s bedroom.  As he pushed open the door, silence fell.  Awkwardly, he made his way between the beds and put the tray on the bedside cabinet.
“In future,” said Jennifer, severely, “you will knock before you enter.  Now go and kneel at the foot of my bed, where I can see you.”
The girls resumed their chatter, sipping their coffee and quite ignoring Philip.  He was feeling angry but cowed, and knelt there with his eyes on the carpet.  Finally, Jennifer addressed him.
I had a call from your girlfriend this morning.”  She laughed.  “She wanted to see your pretty photo – so I sent it to her.  And I promised her some more.  Des?”
Desdemona took up the conversation.  “I’ve been busy on your behalf, Philip.  My friend Dawn is in the dance group.  They’ve just received their next set of costumes, the ones they’ll wear for their performances in May, June and July.  They’re very cool.  I don’t know if you noticed, but at Valentina’s there were six of them, when there should be seven.  They’re short of one dancer at the moment – Jasmin’s pulled a muscle and she’s going to be out for several weeks.  There should be a leader plus a symmetrical formation, you see.  So they had one set left over – I said I’d ask whether you were interested in making up the numbers.”
Philip glared at her, but said nothing.
“Well, if you are or not, we first need to see if it’s going to fit you, and what you’ll look like in it, don’t we?  So I brought it over.  If you’d just undress, you can try it on.”
Philip didn’t move.
“She told you to undress,”  said Jennifer.  “So undress!”
Philip looked around for cover.
“Oh, he’s shy,” grinned Sadie.  She slipped off the bed.  “Here, you can change behind the screen.”
She went over to the wardrobe, and pulled a folding screen out from behind it.  She erected it in the corner of the room, and beckoned him over.  She ushered him behind it.
“Everything, please.  And throw them out here.”
Philip made his way reluctantly behind the screen, and slowly undressed.  He was desperately trying to think of a way out of all this, but he realised there was none.
“Ready?” said Desdemona.  “Right.  Now before you put on your outfit, Freida’s got a little surprise for you.  Two little surprises, actually.  Freida?”
Freida jumped off the bed, took a little box out of the cabinet drawer, and extracted two tiny plastic rings.
“You’ll like these, Philip,” she said.  “Hold on – I just need to get a screwdriver.” 
She went over and peeped round the screen.  Philip was shielding himself with his hands like some modest classical goddess.
“It’s your little breasts I need to attend to,” she said.  “Put your hand down.  Thank you.  Ooh, they’re so cute!  Perfect!  Now, see these?  These are nipple clamps.  But not those big heavy ones you normally see.  These are very small and discreet.  Let me show you how they work.  Don’t be shy, now, silly.”
The clamps were little plastic rings lined with steel, designed to fit neatly over the nipples.  They could then be tightened with a tiny screw built into the side, which depressed a semi-circular plate on the inside of each ring until it held the nipple firmly or, indeed, squeezed it as much as desired.  Freida fitted them on, and tightened each until Philip winced with discomfort.  She looked at his face.
“I think that will do for now.  But behave yourself, or I’ll tighten them some more.”  She glanced down.  “Oh dear, I wondered if that might happen.  Jenny?  You know what we were talking about…?”
“I thought so.  We need to restrain it a little.  Here, I’ll attend to it.” 
She left the room for a minute, and returned with a first-aid box.  She put it on the bed, opened it and took out a reel of fabric strapping, about an inch wide, and a pair of scissors.
“This should do it.”
She went over to the screen and looked at him appraisingly. 
“No, we can’t have that.  We need to get it under control.  Let’s see what we can do.  Now stand up straight.  Put your hands by your side.  Now!  Now stay like that, and don’t move.”
While Freida looked on, Jennifer unwound about ten inches of the sticky tape and cut it off.  Philip was in a semi-tumescent state.  The nipple clamps had aroused him, but at the same time his embarrassment was having the opposite effect.  Jennifer applied the surgical tape to a point about half way along his member, winding it round several times and pressing it firmly into place so that it would restrict further expansion. 
“There, that should do it. Do you reckon, Freida?”
Freida was smirking.  She whispered something in Jennifer’s ear.
“You’re bad, Freida!  All right then.  Why not?  But we’ll need a condom - we can’t have him leaking in his nice new outfit, can we?”
Freida fetched a condom out of her bag.  Unceremoniously, ignoring Philip’s protests, she tore open the packet, and began to unroll it onto the shaft.  She went behind Philip and pulled it right back to his body, over his balls.  Them Jennifer cut another length of tape and wound it around the bottom of the condom, fixing it in place and, of course, gripping the base of his poor sausage.
“Now stop fidgeting, for goodness’ sake!  And keep your hands away, please!”
Philip whimpered, but complied.
“It’s just Freida’s little joke, Philip.  You’ll have to indulge her.  So this one round the middle here will remind you to be on your best behaviour, while this one…”  She looked into his eyes with an expression of assumed innocence.  “Well, I suppose this one will make sure it stays nice and firm at the same time.”  She looked thoughtfully at his swollen, trussed-up organ, twitching slightly as it fought to reconcile the opposing forces.  “Yes, I suppose it is a dilemma for you.  But it will be a good exercise in self-discipline, I’m sure you’ll agree.  Anyway, let’s get on.  Des?  Have you got his costume?”
“Right here, Jen.” 
Desdemona had been unpacking a little paper parcel on the bed, and now she came over holding something pink.
“I hope you’re going to like this, Philip.  Would you like to step in?”
She held up a pink spandex ballet leotard, with a round neck and long sleeves, very smooth and shiny, with little sparkles in the material.  Looking as miserable as a boy could look, Philip obediently slipped his feet though the legs.  He was so desperate to get something on, he hardly cared what it was.  Desdemona pulled it up to his waist, turning him around and adjusting it so it was symmetrical.  She nodded in satisfaction.  It fitted perfectly, the cheeks of his bottom just peeping out under the high-cut legs.  She pulled it up, making him slide his arms into the armholes, and pinched and tugged it till she was happy.  She stood back, and the girls gathered round, observing him critically.  The figure-hugging material moulded his prominent little breasts and engorged nipples, whilst his neatly-packed sausage stood up straight and proud against his belly.  Jennifer nodded with satisfaction.
“Don’t worry, Philip.  There’s more to it yet.  Des, got the shorts?”
“Right here.  They’re so sweet.”
The shorts were stretch satin, in a pretty mauve, with a centre seam and pink lace trim around the legs.  Philip stepped in without demur.  Desdemona pulled them up, and with s little struggle, zipped them up at the back and connected the Velcro at the waist.  On went a red plastic belt with a pink buckle, to hold them firm. 
“It’s such a cute outfit, isn’t it?” remarked Sadie.  “Philip, you’re really should join the dance troupe.  You’d be just perfect.”
“No way, Sadie.  I look totally gay in this get up,” he scowled.  “I mean, really gay!”
“It would be nice if you did, though,” said Desdemona.  “Just to make up the numbers.  I know Dawn would be so grateful…”
“Forget it.”
“Oh, you may change your mind,” said Jennifer.  “But in any case, we’re not finished here yet.”
She produced the accessories.  Thigh-length pink socks, a red faux leather choker, a string of big red plastic beads, and a couple of red bangles.  On went the socks – they came up to within a few inches of the lace-trimmed shorts – and then the accessories.  Finally, Desdemona pulled a pair of red patent leather tap shoes from under one of the beds.
“Now I hope these are going to fit.  The Dance Club’s ones were all too small.  I got them in Daring Designs.  When I told them they were for you, they let me take them on approval, though they knew your shoe size.”
She knelt and slipped them on his feet.  Of course they fitted perfectly.  She laced them up.
“There!  All done!  We’re all ready.”
“Ready for what?”  Philip groaned.  His nipples were swollen and tingling, and looked like a pair of round ripe berries under the stretchy spandex.  Inside his taut little satin shorts his engorged, tightly-sheathed sausage throbbed and strained desperately against its bonds, with not the slightest hope of relief.  Jennifer observed his discomfort with satisfaction.
“He’s in such a state, poor thing,” Desdemona whispered in her ear.  “Look, it’s almost touching his belt buckle!  And his little balls – splayed out either side of the seam, like that!”
“I know, Des.  He’s quite a sight.  We’d better get on with the photos.  I’d hate to disappoint Rebecca!”

[Sissy Little Girl]

Sandra B, those were two great chapters.  I can't wait to see what happens next to Philip.

[Sandra B]

Chapter 61.  Let’s Dance!

Jennifer went to the top of the stairs.
“Mum’s gone.  Come on.”
“Where are we going,” asked Philip, alarmed.
“Don’t worry, pussy.  We’re taking you to our lair, that’s all.  Also known as the garage.  There’s a bit more room there.”
They led him downstairs and out of the side door.  The garage was set well back from the road.  The main doors looked as though they hadn’t been opened for years, but there was a back door, with the words “PRIVATE – NO ENTRY” painted on it, through which they entered.  Jennifer switched on the lights.
“Mum never uses it.  Too much hassle.  She likes to park on the drive or in the street.  So we’ve taken it over.  What do you think?”
The garage was spacious.  The walls were painted, respectively, blue, red, black and green.  The ceiling was white.  The sole window, which was small and of frosted glass, was on the rear wall, by the door.  Up against the defunct front doors, there was a wardrobe, a chest, a fridge, and a couple of mattresses.  Old armchairs and a sofa of differing shapes, sizes and colours were pushed up against the walls, and there was a square table with four chairs in one corner.  The concrete floor was covered with various mats and pieces of carpet.  On one of the chests Philip noticed a cd player and a pile of discs, and in the far corners of the ceiling were two speakers on brackets.  There was also a number of spotlights positioned around the room, though the present illumination came from a pair of strip lights.  Apart from some papers and boxes on the table, and some unidentifiable brackets attached to the walls, that was it.  He didn’t want to appear impressed, but it really was a great hangout, and he actually felt a bit envious.
“I like it.”
“Good.  We love it.  It’s pretty much soundproof, so we can play music as loud as we like, and mum knows better than to set foot in here.  We’ve had a few wild parties here, haven’t we, girls?”  The others nodded and laughed.  Philip could see by their expressions Jennifer was not exaggerating when she used the word “wild”.  For a moment he had forgotten his predicament.
“You can join us, Philip, if you like.  Be one of the gang.  Would you like that?”
“Yeah.  It’s a really cool place.  You’re so lucky.”
“Okay.  There may be an initiation ceremony, but I’m sure you’ll pass.”
“It couldn’t be worse than what I’ve already been through today.”
Jennifer didn’t reply.
“I’ll give Dawn a ring, then,” said Desdemona.  “Smile, Philip.  Thank you.  I’ll need to send her a piccy.”
She dialled a number.
“Dawn.  It’s Dessy.  Hi.  Well it fits him.  I’ve just sent you a picture.  Got it?  Yeah, amazing, innit?  We’re in the garage.  Will you?  Okay see you shortly.  Bye!”  She turned to the others.  “She’s coming straight over.  Wants to see you for herself, Philip.  If you behave yourself, she might let you join the Dance Club.”
“I don’t wanna join the Dance Club!”
“She may make you an offer you can’t refuse,” said Sadie.
“You don’t dare to refuse,” added Freida.
“When she arrives, we’ll put on some music, and you can show her how well – or how badly – you dance,” said Desdemona.
“No way!  I don’t dance, anyway!”
“Well you’ll dance today.”
“I will not!”
“We’ll see.”

While they waited for Dawn, the girls lounged in the armchairs.  Freida fetched some beers from the fridge.  She offered one to Philip, but he declined.  He wasn’t sure how he was going to use the loo in his present state.  It didn’t take her long.  There was a soft knock at the door, and Jennifer admitted her.  A dark girl of medium height, athletic-looking.  Philip had seen her around the school.
“Hi girls!”  Philip was standing modestly apart, by the table.  Dawn’s eyes sought him out.
“Hi, Philip.  Of course I know you.  But the costumes a bit of a change from your uniform.  Do you like it?”
He grimaced.  “What do you think?  I didn’t choose to wear it.”
“Maybe not.  But it looks great on you.  Can you dance?”
“No.”
“Never mind.  That’s not necessarily a problem.”  She laughed.  “Let’s see what you can do.  Jen?  How about some K-pop?”
“I’m not dancing!”
“Oh, dear.  What a spoilsport.  Please, Philip.  Come on.  You’re all dressed up for it.  Just give us a little whirl.”
“No way.”
“Right,” said Jennifer.  “Girls?  Give me a hand.”
She went to the chest and pulled out a length of silver chain and a padlock.  She returned to the centre of the room and pulled aside one of the rugs.  Underneath there was a heavy circular manhole cover with a flush handle.  She threaded the chain through the handle.
“Bring him here.”
Philip was manhandled into position.  Jennifer wrapped one end of the chain round his ankle and slipped the hasp of the padlock through.  Then she slipped the last link of the other end over the hasp, and closed it.
“I’m not dancing!” repeated Philip.
“We’ll see,” said Jennifer.  “Freida?  Can you turn on the spots?  I’ll fix the music.”
Soon Philip was brightly illuminated, and Mamamoo was playing through the speakers.  He stood still, with a determined expression on his face, and his arms folded.  The girls stood around grinning.  Jennifer was the only one not smiling.  She went to the wardrobe, rummaged for a moment, and came back holding a long thin whip.
“This is my dressage whip, Philip.  Are you sure you wouldn’t like to dance?”
He looked at her nervously, but remained still.
“Right.”
Jennifer was well skilled in the use of the aids.  She flexed the whip.  The little cord at the tip made a dangerous whooshing sound as it travelled through the air.  She gave Philip a light experimental flick on the back of his bare thighs.  He couldn’t believe such a fine implement could sting so much!  He jumped with surprise and pain, and pulled back to the limit of his chain.  But Jennifer didn’t stop.  She began to whip him rhythmically, no longer holding back.  He began to squeal and plead – and dance!
“You need to learn to do what - you’re - told!” she spat, emphasizing each word with a firm stroke of the whip.
“I’m dancing!  I’m dancing!” wailed Philip, springing about like a mad thing.  “Please!  I am!”
Jennifer gave him one last crack.
“Good.  Now keep it up till we tell you to stop.”
The girls were in fits.  Philip pranced about like a demented frog.  Dawn regarded him with a mixture of amusement and disappointment.
“He really can’t dance, can he?  Never mind.  All is not lost.”
When he was finally told to rest, Dawn, who had been observing thoughtfully, turned to Desdemona.
“Last year we did a comic act where one of us would pretend to be completely uncoordinated.  It was quite well received.  You know, six of us would dance perfectly in formation, while the other would be trying to keep up, turning the wrong way, doing the wrong movement – that sort of thing.  It occurs to me…”
“He could be the one,” said Desdemona.  “He wouldn’t have to pretend.”
“Quite.  His appearance, too…  That alone would be worth a good few laughs.  I mean, he’s bigger than the rest of us, and, well, you know what I’m saying…”  She glanced at his bulging shorts and his pert little breasts.
“So, Philip.  Can I put your name down?”
Out of the corner of his eye, he saw Jennifer’s hand tighten on the handle of the whip.
“Yes!  Yes…  Of course… If you think I’d be okay…”
“Oh, you’ll be okay, darling.  You’ll see.”

[Sandra B]

Chapter 62.  Reconciliation.

The five girls then broke out some more beers, threw themselves down in the armchairs, and started chatting happily, leaving poor Philip chained to the floor.  He shifted uncomfortably from one foot to the other, wondering when they were going to release him.  His nipples were getting sore, and his boyhood felt as if was going to burst.  He could feel it pressing against his belly, like a hard, warm fruit.  He felt it gingerly.  The two unyielding bands of surgical tape were keeping it fully tumescent.  It throbbed and twitched in its rubber sheath, and he could feel his juices oozing from its distended tip.  He needed some form of relief.
“Jennifer…?”
She broke off from her conversation with Dawn.
“Yes, Philip?”
“I really need to go to the loo…”
“Okay.  If you have to, I suppose you better had.”  She stood up.  “Are you feeling a bit hard done by, sweetie?”
Philip hung his head.
“Yes, you are, aren’t you.  Listen.  If you give us absolute obedience, then we’re going to be a lot more inclined to be nice to you.  Do you understand?”
“Yes, Jennifer.”
“So if that’s a promise, then I’ll take off the tape, you can go to the toilet, and you’ll feel much more comfortable.  But if you lapse in any way, if you show the slightest hint of reluctance to do what you’re told, it’ll be back on tighter than before.  Agreed?”
“Yes.  I promise, Jennifer.  I’ll do anything you tell me.”
“All right then.  There’s an outside toilet right behind the garage.  Let me unlock you, and we’ll go and sort you out.”
“Thank you.”
Jennifer freed the repentant Philip and took him to the toilet.  He undressed, and she gently removed the packaging around his member.  It was just as well his skin was so smooth and hairless.  It was such a relief he almost cried with gratitude.
“Thank you Jennifer.  Thank you.”
“That’s okay.  But remember what I said.  Now after you’ve finished, put your dance clothes back on, and here’s a new condom.  You must keep one on so you don’t mess up your leotard.  This type has a built in ring which fits behind your balls, so it can’t slip off, and it’ll keep you nice and firm without feeling uncomfortable.
“Yes, Jennifer.  Thanks.”
“Then come back in and have a drink with us.  Dawn will want to talk to you about rehearsals.”
“Yes Jennifer.”
She gave him a little encouraging smile.  I think he really is learning, she thought.  He’s a lot more compliant than before.

Philip returned looking much happier.  Jennifer sent him to the fridge for more beers, and he sat with the girls drinking and chatting.  They really weren’t so bad after all, he thought.  That was Philip all over.  Full of affection and forgiveness and without a hint of resentment.  The world would be a better place with more like him.  But it was not without reciprocation.  There was no real malice in any of them.  It was just…it was just that there was something in Philip’s personality that made the prospect of humiliating him irresistible.  It was great fun, it was exciting, and his embarrassment was so delightfully amusing.  That, combined with his natural sweetness and his good looks, meant that he had no chance against the girls.  None whatever.  Even while he had been out of the room, Jennifer had been on the phone to Nikki.
“Don’t worry, Nikki, we’ll have him primed and ready for you tomorrow.  I hope it goes to plan.  I’d love to see the look on Rebecca’s face when you give her your little gift.”
She put down her phone.  “She’s got some nerve, that one!”
“I can’t believe she gonna do that…in class, too!” said Desdemona.
“I wish I could be there,” said Freida. 
“I can’t see how Miss Waters won’t know what’s going on,” said Sadie.  “If she finds out, I wouldn’t like to be in Nikki’s shoes.”
“Oh, I don’t think that’s a problem,” said Jennifer.  “Nikki seems to have some sort of dispensation from Miss Tancred.  She’s done some pretty wild things in her time, but never really got into serious trouble.  Anyway, as long as we do our bit, the rest is up to her.”

Having extracted a promise from Philip to sign up to Dance Club the next day, Dawn left the girls to their schemes.  First on the agenda was photos.
“Philip.  Your girlfriend needs more evidence of your interest in modern dance.  So get out there and put on a show.”
“Yes, Jennifer,” said Philip without hesitation, getting up from his chair.  He was still a bit sore from the binding, and was mindful of Jennifer’s warning.  The spotlights were turned on.  First he posed in a series of humiliating positions, as dictated by the whim of his audience.  Then he actually did a little dance when requested, as the girls recorded videos.
“Oh my god,” whispered Desdemona to Jennifer, as he jumped about, his little breasts bouncing and his now nicely erect organ sliding from side to side in his tight satin shorts, “Patrick would have a heart attack if he could see this!”
Patrick was a gay friend of theirs who they had known in secondary school.  They didn’t see much of him since his family moved to one of the outlying villages.  But they’d always liked him, not least for his gentle, quiet humour, and his eschewing of any overt sexuality.  Jennifer laughed.
“Maybe I’ll send him a photo.  See what the reaction is.  Not the video.  As you say, that might be too much for him!”
“You should invite him over sometime.  Maybe Philip and he would get on.”
“Philip’s not gay!”
“I wonder…”
“Come on, Des.  Don’t be silly.  If he were gay, he wouldn’t like you so much, for one thing.  Don’t look so innocent – you know he does.  And just suppose Patrick really did take a fancy to him.  It wouldn’t be much of a surprise if he did, would it?  It would be so unfair on him.”
“Okay, Jen.  I suppose you’re right…  But why is he growing breasts if he doesn’t want to be a girl?”
“First of all, as I understand it, it wasn’t his idea in the first place.  Second, even if it was, it doesn’t make him gay.”
“Are you sure?”
“I am.”  She turned back to the subject of their discourse.  “All right, Philip.  That’ll do.  That was very nice.  See how much better it is when you’re a good boy?  Come here and give me a hug.”
He had a hug, not only from Jennifer, but from each of them.  When Desdemona put her arms round him she also pressed herself against him, making him blush.  It was not lost on Jennifer.  She already knew he had a soft spot for her best friend, and she filed away the confirmation with a view to exploiting it sometime in the future.

Philip enjoyed the evening.  They spent most of it in the lair.  They ordered pizzas and drank more beer.  Jennifer even agreed to remove his nipple clamps.  Nevertheless, the special condom kept him pleasantly tumescent, whilst the alcohol deprived him of any self-consciousness, and he began secretly to enjoy noticing the girls’ continual glances in the direction of  his taut little shorts.  He was feeling in need of relief, but he was resigned not to getting any - not till the following night at the earliest.  When Jennifer’s mum got home they all went into the house.  Just before eleven Sadie’s mum came to collect her and Freida, and soon after it was time for bed.  Philip was allowed to take off the condom.  He changed into his new pyjamas behind the screen, and when the two girls were in bed he emerged and climbed into the sleeping bag Jennifer had provided.  He fell asleep almost at once, enjoying the exciting feeling of sleeping in the same room as his new friends - especially Desdemona!

[Sissy Little Girl]

Sandra B, it's hard to believe that the story is up to chapter 62.  This is a really good story.