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Author Topic: Simon  (Read 40350 times)

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Simonssister

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Re: Simon
« Reply #70 on: November 23, 2019, 05:49:23 PM »
Chapter XXIX:  Committee Meeting

Billy and I were at Holly End by a quarter to ten.  We hadn’t got back from camp till ten the previous night, and we were in a state of pleasant lassitude.  Sue was at reception, talking to Mary, and when she saw us, she beckoned us over.
“Come into my office, boys.  I’d like a quick word before the Committee meeting starts.”
We followed her in and slumped into chairs.  She sat down behind her desk.
“Did you have a nice holiday?”
“Yeah, great, thanks.  It’s nice down there.  So many animals.”  I said.
“We had fun.” Said Billy.
“Okay.  Good.  Now, first, this video.”
“Please, Sue…”
“Let me speak, Simon.  The video.  Apart from Marcia, only I and Stella have seen it.  Stella did a bit of editing.  She cut out the references to me, for one thing.  It’s now about nine minutes long, but all the essential material is there.  It shows two very naughty boys having fun masturbating in their Scout uniforms, holding hands and providing an entertaining commentary on their techniques.  I think you’ll agree that it beats anything you’ve produced so far from the point of view of sheer inescapable humiliation.”
“I know!  But please…”
“Simon!  Be quiet a minute, or I shall have you spanked in front of the Committee!  Now, as I was saying when you interrupted me, you cannot afford for this to be seen by anyone, can you?”
“No, Miss.”
“I mean,” she smiled, “it’s a delight, but it has a unique power which I don’t want to waste.  So I am not going to show it to the Committee, you’ll be pleased to hear.”
“Thank you, Miss!” we chorused.
“I shall keep it locked away.  But in return, I want total obedience, from both of you.  Understood?”
“Yes, Miss.”
“Yes, Mrs Dawson.”
“So Simon, you will play the pony at the gymkhana, and you will do it with a good grace.  Yes?”
I nodded.
“And you will be nice to Geraldine?  And go to her party, and be sociable?”
I nodded again.
“In connection with which, there has been a slight problem with your costume.”
We both froze.
“Yes, it seems that I have somehow, er, mislaid it.  I thought I had locked it away safely in here, but now, I regret, I cannot find it.  No-one but I has access to this room, and the door is always locked when I am not here, so it must be my mistake somehow.  It really is most odd.  Anyway, I've tried to get a replacement, but your aunt tells me that it takes at least three weeks to have a special order made in latex, so I’m afraid Geraldine will have to choose an alternative.  Her mother will be bringing her in tomorrow to select something from your outfits, or from the fabric dresses in the new shop.  Those can always be made up in any size within a week.  Of course, I’ll let you know what your party costume is as soon as I can.”
As Sue had been speaking relief had flooded through both of us.  Billy’s plan had worked!  Just don’t let her find it before the third, I prayed.  But once Geraldine had chosen a new one I guessed the original would be forgotten.
“Thank you, Sue!”
“So, boys, where are my Scout shorts that you promised to “mess up”?  I thought you said you were going to return them to me…”
“Sorry, Miss,” said Billy, interrupting, “that was stupid of us.  Actually, we’d like to keep them.”
“Keep them?  Are you going to wear them again?”
“Yes.  To be honest, we talked about it, and we both quite like them.  But there is another reason.”
“Yes?”
“Our Scout leader has asked us if we’d be prepared to wear them to help raise money for the troop and for charity.  She was amazed how much attention they attracted.  We would hate to disappoint her.  She’s such a nice person.”
“Yes,” I added, “it’s going to be really embarrassing, but we can never say ‘no’ to her, and it would be against all our Scout principles to refuse to help if we could.  She works so hard for the troop.  She wants us to stay after Scouts next week and change into them so she can have a closer look at them and get some photos for possible promotional material.”
“Really?  She sounds interesting.  You must let me have her name and number, in case she needs me to modify them in any way.  Here, write it down now and I’ll get in touch.”
“Oh, no, I don’t think she’d need them modified, she seemed quite happy ,…”
“Just give me her name and number!  Thank you!”
With some misgivings I did as she asked.  It was bad enough that now Sandy wanted us to appear in those shorts, without Sue getting involved as well.  Anyway, I’m sure Sandy would hate Sue.  They were totally opposed characters.  Sue was such a bitch, while Sandy was an angel.
“Now, when we join the committee, remember what I said about “total obedience”.  Shall we go?  I can see them arriving.”

We trooped into the committee room.  Apart from us three, there was Miss Strickland, Tamsin, Sadie, Clarissa, Violet Willoughby, and Stella.  We all sat around a big oval table, and Mary brought in coffee and donuts.  Sue acted as chairman.
“Help yourselves, boys.  Ladies, thank you for coming.  I’ve invited our intrepid boot boys to this meeting, because, as you know, the gymkhana is in a couple of weeks, and we need to sort a few things out.  Simon, of course, will be one of the main attractions.  Rebecca, I believe you have that event under control?”
“Thank you, Sue.  Yes.  Simon, you will be based in the parade ring and the adjacent small field.  Geraldine will be in charge of you.  We haven’t finalised the schedule yet, but she will be either leading you or riding you for the duration of the gymkhana, that is, from about eleven until about five-thirty.  I hope it’s not raining on the day, but if it is the mud shouldn’t concern you in your nice rubber outfit.  In addition to your ears, you will have a nice plume of red feathers in your head harness.  We have also found you a slightly more sophisticated tail.  We were thinking of offering rides on you at a few pounds a go, but there is an issue with weight, and we were concerned about disputes over whether a particular child was over the weight limit.  So that idea has had to be shelved for the time being.  I’m sure that’s a relief to you,” she laughed.  “However, we envisage customers being able to pay for you to perform little tricks, such as walking through a tunnel, rolling over, or jumping a low pole – assisted by your little instructress, of course.  You will undergo at least two days training between now and the gymkhana so that we can perfect your technique.  We were also thinking how much children like to feed animals.  We should have a supply of Polos, small sugar lumps, and carrot sticks to hand.  Do you like carrots, Simon?   You’ll have a bowl of water too.  You’re going to get thirsty being there all day.”
“And you’ll need to pee occasionally,” remarked Sadie, with an innocent smile.
Here Billy emitted a spluttering laugh.  I glared at him
“Ah, yes, Billy,” continued Rebecca, “in the longer term we envisage you appearing as a grey pony.  A grey suit in your size is in the process of manufacture already.  Unfortunately it will not be ready for the gymkhana, but you will need training in any case.”
During this statement, Billy had suddenly stopped laughing, his jaw had dropped, and he sat there staring at Rebecca open-mouthed.
“What?  Me?”
“Yes, you,” said Tamsin, with a grim smile.  “Wouldn’t you like to trot around the fields with your friend?  I can just see the two of you together, having fun.” 
I had to smile at the sight of Billy’s face.  Sue touched his arm.
“Remember, Billy.  Total acceptance.”
“We have a few ideas for the future,” continued Rebecca.  “We envisage Elizabeth More-Burley becoming your groom.  Both she and Geraldine are light enough and small enough to ride you boys with minimum discomfort.  We may arrange some races.  I’m sure that would be very popular.  But what we are mainly considering is hiring you out to selected families as entertainment for their children.  Initially you would be based here, but if things work out as we plan you could be taken to the family home.  Don’t worry, there would be very strict controls.  You would be accompanied by your grooms to make sure you were not overburdened or ill-treated.”
“But -but – you can’t…” stammered Billy.
“As to remuneration, boys,” said Sue.  “This would clearly be a premium service, and we would envisage premium charges.  Your prospective customers can afford to pay.  It would be a unique service, and in view of your importance to the scheme we would be paying you anything up to forty percent of the revenue.  You could be earning up to three hundred pounds a week from ponification services alone.”
“How much?” asked Billy, taking a sudden interest.
“Up to three hundred, on top of your usual wages.”
“Really?  Do you have any idea what that would mean to my family?  My mum gets worried sick over a bill for a few measly pounds.  If you want me to sell myself, my dignity, my body, everything, to these rich people, I’ll do it.  Cos I’m fed up with watching my mum struggling to look after us.  So yeah, bring it on!”
There was a pregnant silence after this outburst.  Then Rebecca got up, walked round to Billy, and gave him a cuddle. 
“Listen, Billy, maybe you think we abuse you.  Maybe we’ve been hardened by whatever’s gone on in our lives, and we’re tough cookies, sure enough.  But even the worst of us have a little streak of humanity left.”  (Murmurs of agreement.  Mrs Willoughby said, "absolutely, darling.") 
“So if you ever need help, you just ring me, and I’ll help.  All right?”
“Yeah.  Thanks, Miss Strickland.  And thanks for introducing us to Miss Mortimer, too.”
“You’re welcome, dear.”  She resumed her seat.
I took Billy’s hand and squeezed it.  I hadn’t realised how bad things were for him, but now I felt reassured that he had some powerful – well, if not friends, exactly, but allies, behind him.  There was something about Miss Strickland that I liked.  I think her interest in us was essentially sexual, while some of the others got more of a kick out of the power they wielded over us.  Miss Strickland’s motives seemed a little less unhealthy.  But then, I had also to question my own inclinations, my willing unwilling submission to their demands.

The pony business being finished, Billy and I had to leave the meeting.  As we departed. Sue reminded me of something very important.
“Yes, I’m sorry about your party costume, Simon, but if Geraldine finds a suitable alternative tomorrow, I’ll let you know at once, to put your mind at rest.”
“Thanks, Sue.”
“Pity I lost the other one, though.  We’ll never be able to match that.”
Thank goodness, I thought.


krystalasbaby2017

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Re: Simon
« Reply #71 on: November 24, 2019, 01:13:06 AM »
I wonder if Sue actually knows it was the boys that took the outfit.  Be interesting to see what Geraldine picks for Simon to wear...giggles.  Having a grey pony in time for the gym.. thing would have been awesome.
Love this story!


Simonssister

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Re: Simon
« Reply #72 on: November 25, 2019, 06:56:38 AM »
Chapter XXX:  Reconciliation

Sunday 21 August.  I was feeling a bit nervous this morning when I made my way to work.  As I wrote before, I never know what may be round the next corner, and my life has so many corners at the moment that it’s surprising I’m not in a permanent state of agitation.  I met Billy at reception.  He had arrived early because he knew it was dress day, and was beaming all over his ugly face because Sue had given him a ridiculously frothy little pink number to wear.  He looked like Little Bo Peep.  “Where’s the sheep?” I asked, but he didn’t get it.  Janice had also done a quick job on his hair and face, and now his ears had recovered from the piercings he wanted earrings all the time.  His black hair, which had been allowed to grow, had been curled all over and collected into two little bunches at the sides, secured with tight pink ribbons.  (He said he was working towards pigtails, but that was a long way off.)   He had pink lip gloss, pink eye shadow, and little rings of pink rouge to make him look even more doll-like.  His earrings today were tiny pink ceramic flowers.  Working downwards, he had a simple pink satin ribbon choker, a pink satin dress with a round neck, short puff sleeves, and a bell-shaped skirt, the bodice braided with seams of white lace and all the edges trimmed to match.  He wore pale pink tights and pink Mary Janes.  I could see how that stuff might appeal to a little girl still into princesses and pumpkins and things, but it wasn’t my idea of attractive. 
“You look like my grandma’s tea-cosy,” I said without smiling.  He frowned.
“Just because you don’t understand this sort of fashion, Sim.”
Funny.  I seemed to remember ages ago saying virtually the same thing to him, in another context.  Okay, so maybe there was the slightest element of jealousy in my reaction.  But I wasn’t jealous of his outfit, but of his obvious delight in it.  I knew mine would not be so innocent and appealing.

I was right.  I think Sue was still smarting from having ‘mislaid’ the yellow latex number.  I was summoned into the costume room and presented with my outfit for the day. 
“As Mrs Westfeather had to bring Geraldine here today, we offered her a session free of charge.  Eleven till twelve.  That should give Geraldine plenty of time to choose your party costume.  It’ll be a good opportunity for you to put yourself back in her good books.” 
She opened my costume bag.
“You’re going to provide the foil to Billy’s sweet innocence,” she smiled.  “Here, put these on.”
It reminded me a bit of the costume I wore at Miss Strickland’s.  But wearing it in front of Geraldine’s mother would be bizarre in the extreme.  It comprised a little red latex dress, with a round neck and short sleeves, red latex panties, elbow length red latex gloves, and semi-transparent red latex hold-ups.  There were also red patent leather high-heeled shoes, and a red patent leather choker. 
“Get dressed, Simon.  I want to see what you look like.”
“Can’t I change down there.”
“No.  Get dressed, please.”
I went into the changing-room and did as I was told.  I left the dress until last.   I thought it might be a struggle to put on – it was certainly tight on me – but the inside was so smooth I slid into it without a problem.  Well, there was one problem.  I couldn’t keep the hem down over my panties, without actually holding onto it with both hands.  It rode up with every step I took.  The panties themselves were quite thin, but at least they had double thickness leg openings which gripped my thighs firmly, so nothing could slip out!  I emerged and presented myself to Sue. 
“Walk around a bit.  Go on.  Yes, perfect!  She’ll like that, I’m sure!”
“It’s a bit wanton for her, isn’t it?”
“It’ll be even more so in a moment.  Come here.”  She took a bottle of bright red lip gloss from her back and painted my lips, making sure I kept them apart while it dried.  She added a pair of dangly red heart earrings to my ensemble.
“There, that’ll do.  I have a feeling that’s what she wants.  I may be wrong, but I don’t think so.  Show her what a shameless whore you can be.”
“Oh, thanks.  I feel like I’m being sacrificed.”
“You are.  And used as bait.  And there’s one other thing.”
“Yes?”
“These.”  She went to a cupboard and took out a biggish box.  I had seen it at reception last week.  “These were very difficult to find.  I had to order them from Germany.” 
She took out something I’d never seen before.  A pair of little riding boots – made of yellow rubber!
“This is your present for Geraldine – as an apology.  And there’s also a matching yellow riding gloves and yellow rubber riding cloak for rainy days.  You know yellow’s her favourite colour.  And I don’t suppose there’s another set like this in the country.  It’ll be some compensation for the loss of your outfit.”
“I imagine she’ll be ecstatic,” I said, examining them, “they’re great quality, too.”
“I’ll keep her here till twelve.  You can give them to her when she comes to collect her mum.”
“Why don’t you give them to her?  Why me?”
“Because you’re the one who needs to apologise, of course.  In any case, the cost is coming out of your wages, so they will be from you and not from me.  Here, write the label.  Write, “To Geraldine, my favourite groom, with love from Simon”.  And two kisses.”
“No!”
“Do it!”
“And this label has hearts in the corners!  Do I have to?”
“Yes.  Now do it, before I think of something worse for you to say.”
I did it.  Sue put all the stuff in a gift bag, and attached the label to the handle.  She led me out into Reception. 
“Whoa!” exclaimed Billy, “nice one!”
I ignored him, trying to hold onto the bag and the hem of my dress at the same time. 
“Off you go, boys.  See you later.  Remember to look after the customers, Billy.”
“Course.  But not in the way Simon looks like he going to!”
“Don’t….” I said, threateningly.
“Sorry, darling!” he quipped, and ran off down the path with me pursuit – unfortunately, just at the moment Beth and Laura were coming up.  Damn it!  They were always there when you didn’t want them.  They stopped dead, and helped themselves to an eyeful of my costume.
“Simon – ‘ow much, darlin’?” I heard Laura shout, as I rushed by.  Followed by a gale of laughter.

We got into the salon, and locked the door.  We stared at each other.
“Look at us!  What are we doing?” I demanded
“Making a lot of money, for one thing!” grinned Billy.
“True…”
“And doing stuff none of our friends is.”
“We don’t have any friends any more.”
“Acquaintances, then.  Whatever.  Compared to us I reckon they lead quite boring lives.”
“Compared to us, yeah!  I suppose that counts for something…”
“And having sex.”
“And getting turned into ponies…”
“Speak for yourself!”
“Just you wait, little grey mare!”
“What’s that in the bag?  Let me see…  “To my favourite groom, with love…””
His face lit up.  “It’s for your little girlfriend!  I knew it!”
“It’s Sue’s idea, you idiot.  She made me write that!”
“Yeah, right.  What is it?”
“Nothing.  Just some riding boots and gloves and stuff.  She thinks I need to apologise.”
“It’s for the gymkhana, isn’t it?  Oh, I can’t wait!”  I glared at him.
“Sorry, Sim, but that is going to be something, you have to admit.”
“It’ll be your turn next, remember.”
“At some point, maybe.  But this will be in public.  In front of hundreds of people!  And anyway, you can’t deny you enjoy it.  You definitely have a soft spot for Geraldine – I can see it on your face.”
“Well, she’s okay.  She’s a nice kid.  It’s not her fault her mother’s a cow.”
Billy was about to reply when there was a knock at the door.  Our first customer.  A regular.  She was slightly taken aback by our contrasting outfits.
“Good lord!  A little angel and a little demon!  Where are your horns, young man?”
“I’ve only got one, and I’m not telling you where it is!” I retorted.
“No, you don’t need to.  I can almost see it!”  She took her seat in the chair.  Come on, then, shine my boots, you little show-off!”
“Coffee, Madam?” asked Billy, curtseying gracefully.  I looked at him, enquiringly.
“Janice,” he replied, simply.

I did my job, and Billy did his.  As the time approached eleven o’clock, I started to feel anxious.  Our first customer left about five to, and we made sure everything in the salon was clean and ready.  At eleven on the dot she strode in, resplendent in tight leather breeches, leather jacket, and riding boots.  She carried a big leather bag.  She looked at Billy first, but when her gaze fell on me she stopped dead.
“What’s this?  I said you were the rudest boy I’d ever met.  And now you’re wearing the rudest costume I’ve ever seen!”
Oh, no! I thought, now she’s going to go and complain about me again!
But instead she turned back to Billy.  “I won’t be needing you, young man.  Go up to and help my daughter choose a costume for your friend.  Bring her back at twelve.  I have business with this…this little slut!”
“Really?  Thank you, madam!” 
He gave me a wink as he slipped out of the door.  Mrs Westfeather locked it behind him.   
She sat herself down on the couch, her bag by her side.
“And what do you think you’re doing, may I ask, turning up dressed like that?”
“I-I’m sorry, madam, I was allocated this costume, and…”
“A likely story.  It’s quite in character, though.  I expect you like to hang about on street corners hoping to get picked up.”
“No!  I…”
“Quiet!”  What’s this package?  For Geraldine?  What is it?”
“It’s just some riding things.  I wanted to apologise to her…”
She looked inside.  “Hmph.  I suppose you think you can bribe her to go easy on you.  I’m afraid not, young man.  You’re going into training next week, and Mrs Dawson has told me she’s going to teach Geraldine the need for discipline as well as kindness.  I think you’ll find her a little more demanding from now on.”
“Madam, if you’d like to sit in the chair…” I suggested, weakly.
“Certainly not!  Come here at once.”
I went and stood in front of her.
“And let go of your hem!”
“Now then.  It’s perfectly clear to me that discipline is something you’ve been sorely lacking.  I’m going to correct that deficiency.  Get over my knee.”
“Sorry?”
“Do it!”  I complied, trembling slightly.  She pulled up my dress, which easily slid up around my waist.  She held me tightly with her left arm.  There was a short pause.  Then her heavy hand connected with my buttocks.  Those fine latex panties were no protection.  She proceeded to spank me relentlessly, grunting with the effort.  I managed to stay silent for the first dozen or so slaps, but then I involuntarily began to whimper a little.  I thought she was never going to stop.  I squirmed with pain under the onslaught, and it wasn’t long before, to my shame, she had me in tears.  She alternated between my bottom and the tops of my thighs.  When she eventually relented, my skin felt as though it was on fire!
I lay there, sobbing quietly.
“Well?  What have you got to say for yourself?”
“I-I’m sorry, Mrs Westfeather.  I didn’t m-mean to be rude.  I’ll be p-polite to you always in future.  I p-promise.”
“We’ll see.  You will if you don’t want a repeat of this.”
I went to get up.
“No.  Stay where you are.”  She rummaged in her bag.  I heard the sound of something being unscrewed.  Then cold cream was being smoothed onto my burning thighs.  She pulled down the back of my panties and did the same for my poor throbbing bottom.
“All right, now you can stand.”  I climbed off her lap and stood awkwardly in front of her.  She rose, walked over to the chair, and took a seat.”
Sh-shall I clean your boots now?”
“No.  Come and sit on my lap.”
I lowered myself gingerly onto her lap.  She wrapped her arm round me and laid her hand on my thigh.  My dress had ridden up again.  Her hand moved up to my panties.  I stiffened.  She touched me softly, making me gasp with surprise.
“Now, you silly boy, why don’t you show me just how much of a little slut you really are.”
She began to fondle me, gently pressing the very tip of my swelling member with the end of one finger.  I discovered I was already slippery.  While it was hurting me, the spanking must also have had an arousing effect.  In seconds I was fully erect, my boyhood pushing at the waistband of my panties. 
“You’re a horny little whore, aren’t you?” she whispered in my ear, as she fingered me.
“Yes, madam,” I moaned, “You’ve made me horny.  I’ll do anything you want, anything…”
“Today all I want is to see you come, missy.  Do you think you can manage that?” 
I nodded, biting my lip with ecstasy.  She massaged me for a minute or two longer, then pulled down the waistband just enough for my stiff member to peep out.  She rested her hand on my belly, placed her fore- and index fingers each side of its head, and expertly slid the foreskin back and forth in an accelerating tempo, whipping my juices into a froth.  I held on for a few seconds, but suddenly my body tensed involuntarily, and, with a little cry, I climaxed, spurting wad after wad of sperm all over both of us.  She continued to work her fingers until I was quite spent.  At last I lay helpless in her arms, my eyes half-closed, watching the little blobs of cloudy fluid sliding down the black leather of her jacket..
“There, Simon, I hope you've learned your lesson.  You’ve only yourself to blame.  That’s what happens to rude little sluts, I’m afraid.  Now, we'd better get cleaned up.  Geraldine will be here in ten minutes.”

We took it in turns to go to the bathroom and get sorted out.  I removed my lip gloss.  While we were waiting for the others to arrive, Mrs Westfeather said, “I’m going to buy that costume from Sue.  I’m going to arrange a little party for some friends, and I’d like you to attend wearing it.  I know they’re going to appreciate it as much as I do.”
“Okay.  But I’ve got to get through Geraldine’s party first.”
“Yes.  That may be more challenging.  But if you remember your place, I’ll look after you.  Cross me, and you’ll suffer for it.  Oh, here they are now, I think.”
She unlocked the door.  I pulled my hem down as much as I could.  Billy and Geraldine burst in hand in hand, Geraldine breathless with excitement.
“Mummy!  Mummy!  We found the perfect thing.  It’s …”
“Shh, darling!  Don’t tell Simon yet.  Let it be a surprise, shall we?”
“Ooh, must we?  Simon, you’ll really like it!  It’s yellow, my favourite colour!”
“Oh, good,” I smiled.  “I like yellow too!  I can’t wait to see it!”
“And Simon’s got something for you, as well, Gerry.  Look!”
Geraldine fell to her knees and began to pull open the bag.  She looked round at me, mouth open, eyes sparkling with delight.
“Oh, Simon!  How did you find these?  In my favourite colour!  I’ve never seen anything like this!”  She jumped up and hugged me.  Thankfully, she was on such a high that my costume didn’t even seem to register.
“Now you’re as fashionable as Elizabeth.”
“Yes!  I can’t wait to show her.  Can I try them on Mummy?”
“Of course, darling.”
Everything fitted perfectly.  Of course.  Sue was clever like that.  Geraldine strutted up and down proudly, admiring herself in the mirror from every conceivable angle.
“I hope it rains on the gymkhana. Mummy.  Then I can wear my cloak, too.”
“Simon doesn’t!” Billy laughed. “He’ll be covered in mud!”
“Ha, ha, how amusing!” I retorted sarcastically.

Mrs Westfeather and Geraldine had to go.  We said goodbye, and I had to endure more hugs from Geraldine, much to the delight of Billy.  When they had gone, we made our way back up to reception for lunch. 
“Wait till you see what she picked,” said Billy, gleefully.
“What is it?”
“Wait and see.  It’s a surprise.  By the way, what went on in there while I was away?  You seemed on much better terms when I came back than you were when I left.”
“Oh, we had a long discussion and resolved our differences.  She’s not so bad, after all.”
Billy looked at me suspiciously, but said no more.

Simonssister

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Re: Simon
« Reply #73 on: November 25, 2019, 09:52:18 AM »
Chapter XXXI:  Party Plans

Mary was on reception. 
“Hi, Simon.  Sue’s gone out to lunch, but she asked to see you in her office at one.  Your next appointment is at one thirty.”
“Okay.  I’ll be there.”
It was one of those days when we hadn’t brought packed lunches, so we had to eat in the riding school canteen.  It was a smallish room, about as big as a little teashop in a village, and almost as cramped.  Today it would be busy, wouldn’t it?  I struggled to keep my dress pulled down as I queued for my food, and tried to ignore the giggles and rude comments from the grooms.  All the side tables were occupied, so when we had collected our food, we were forced to take a middle table, giving all of them a grandstand view.  I tried to stretch the back of my dress under my bum as I sat down, but it soon rode up again.  I fidgeted self-consciously, making the rubber squeak on the leather chair seat.  I kept my legs pressed firmly together, but I felt that half my bum was showing.
“Looking forward to the gymkhana, Simon?  We are!” shouted Denise, from the corner.  That started them all off.
“I hear a rumour you’re getting a bigger tail.  Would you like me to plait it for you?”
“Actually, Jean, that’s a really great idea!” said another voice.  “Let’s ask Sue if you can!”
“Okay.  I bet she’ll say yes.  She knows what a good job I can do.”
“Yeah, and I want to see the other bit – you know, the bit that goes inside!”  Cue general mirth.
“It’s such a shame he won’t appear au naturel,” said Denise, “you know what I mean!”
“Unless someone forgets to zip him up after he’s done a wee!”
“I bet your little Geraldine is looking forward to it!” someone said.
Unforgivably, Billy piped up, “She is!  And Simon’s bought her new boots and everything!”
“Shut up, Billy!” I hissed.
There was a moment’s stunned silence.
“Is that true, Simon?”
“No, course not!”
“Oh yes, it is!” said a voice from the doorway.  Sue!  She was leaning against the door frame, grinning.  “Come on, Simon.  There’s nothing to be ashamed about.  They’ll hear about it soon enough, anyway.  He’s bought her the sweetest little yellow boots and gloves, and even a matching rain cloak in case the weather’s bad.  After all, he wants her to look her best when she’s riding him around the ring, don’t you Simon?”
There were gasps of disbelief at this intelligence.  I was so embarrassed I did the worst thing I could have done.  I stood up and headed out of the room without another word.  As I pushed past Sue she said,
“Go wait outside my office, please, Simon.”
Cheeks burning, I headed back to her office.  I heard a sudden burst of laughing and squealing, and the hubbub of heated conversation, as I walked away.  I hesitated, wondering whether I should go back and explain.  Yes, I would.  I returned to the canteen.  The noise stopped abruptly, and all eyes were turned towards me.
“I – I just want to explain, that it was Sue’s idea….”
“Sorry, Simon. My idea?  You paid for them, you presented her with them, you wrote the gift label.  Remember?  The one where you said “to my darling Geraldine” or something, the one with hearts all over it!”
“I didn’t write that!  You told me too.  She’s not my darling!”
“But I heard you telling Billy earlier how much you liked her, how “sweet” she is?  Or am I mistaken in that too?”  She smiled innocently at me.
“No, I did say that, but you’ve taken it out of context…”
It was too late.  The damage was done.  The entire canteen was wide-eyed and open-mouthed.  There was an outburst of delighted laughter.  I turned and hurried away….

After a few minutes Sue returned, unlocked her door and ushered me in to her office.  She closed and locked the door.
“How could you say those things?  It was a totally horrible thing to do to me!  Now they all think I’m in love with that little brat…”
“Oh, come on, Simon.  You don’t really think she’s a brat.  Maybe you are in love with her, amd just don't know it.  I’m pretty sure she’s in love with you, especially after today.”
“You did that deliberately, didn’t you?  Made me give her that present?  It’s all part of your plan to humiliate me!”
“Oh, I love you, Simon.  Look at yourself.  Dressed like a fetishistic whore, all full of indignance and denial, and longing to be ponified again.  Don’t deny it.  I saw how happy you were trotting around the field the other day.  If you like the lifestyle, you have to suffer the ridicule with it, I’m afraid.”
I grimaced.  It wasn’t true.  But what was the point?
“Let’s talk about nicer things.  Geraldine has chosen your outfit.  Let me show you.” 
She picked up a very small yellow cotton ensemble from the counter.  A little pair of flared shorts with an elasticated waist, and a little short matching top, yellow with bunches of flowers all over them.
“But they’re tiny!”
“Obviously, silly.  I’m having them made up in your size.  Don’t worry, they’ll be ready in plenty of time!”
I picked them up and looked at the label.  “Tippy Toddlers.  Girl, 1 – 2 years.”  Crap! 
“Did she really choose these?”
“Unaided.  You nearly had the yellow version of Billy’s dress.  But then she saw these.”
“Oh, shit.”
“You’ll have a matching pair of mittens – special ones.  I’ll show you those when they arrive.  And yellow Peppa Pig wellies – like those by the door.  Oh, and pull ups, and elasticated pants, in case you need to do a pee.  And a harness and reins, of course.  Just like a real toddler.”
“No, Sue, tell me you’re not serious!  Please, I’ve never had to wear anything like that!”
“No, you haven’t.  So it’ll be quite a novelty, won’t it?  Such a pity your other outfit disappeared so mysteriously, or this would never have been necessary.  But then, you wouldn't know anything about that, would you?  If you’re thinking of getting out of it, just remember your latest little cinematic triumph, and I’m sure you’ll know your duty.”
I put my hand to my head.
“Come on, cheer up!  You’ve got an exciting couple of weeks ahead of you!  And you’re firmly back in Mrs Westfeather’s good graces.  You did so well this morning.  She’s already been asking when you’re free for an evening booking.  But first things first, eh?”

krystalasbaby2017

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Re: Simon
« Reply #74 on: November 26, 2019, 03:52:32 AM »
Oh if i were Simon i be horrified with the outfit but because of the colour.  Other than that i think he will look cute in it.

Simonssister

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Re: Simon
« Reply #75 on: December 02, 2019, 07:31:08 AM »
Chapter XXXII:  An Assignment and an Argument

Sunday 21 August, continued. 
I stood there for a minute, mute, turning things over in my mind.  As usual, I knew there was no escape.  Sue’s wiles had very effectively rendered me impotent.  I could feel her looking at me, and as if she were reading my mind, she added,
“That’s right, my dear.  There’s nothing to be done, but smile, and carry on.”
“I’ve got to get back to work, unless there’s anything else,” I responded, heading for the door.
“Oh, yes, before you go…”  I stopped, but didn’t turn round.
“Yes?”
“Pony training Wednesday and Thursday.  Be here no later than nine.  Sadie and Clarissa were hoping to have their postponed party this week, but they’ve put if off again for the pleasure of coming to watch you.”
“Great!  Just what I need.”
“And Billy asked if he could come too.  Isn’t that sweet?”
“Did he?”
“Yes.  I’ve texted him your timetable.”
“Anything else?”
“All the posters are in place now.  The girls have done a great job.  Just thought I’d let you know in case you wonder why you’re already a bit of a celebrity in town.  We even got permission to put up a couple in Queen Alexandra.  As you know, term doesn’t start there till Friday, so the kids will only have one day to make their plans, but I thought that would be better than nothing.”  I screwed up my eyes in despair.
“One more thing.  I had an enquiry about you two from a friend of yours.  She’s booked herself in for the three o’clock session.”
“Who?”
“You’ll see.  It can be a little surprise.  I think she only wants a chat, but in any case I’ve explained your position here, so make sure you comply willingly with any requests she makes.  Okay?”
I grunted and left.  I made my way back to the salon.  I had to pass through Reception, where one of the gymkhana posters had been hung, reminding me of the coming weekend’s ignominy.  Three of the younger grooms were studying it with interest.  One of them noticed me.
“Look!  He’s here!”
The other two turned, and all three dissolved in poorly-suppressed laughter.
“Gosh, Simon,” said one of them, giggling, “it says here at the bottom that you’ve “willingly volunteered your services” to help the donkey sanctuary.  Is that true?”
I almost blurted out the truth, that I had no choice in the matter.  Fortunately, I realised just in time that would be the worst thing I could say.  Instead I decided that a pretence of virtue might serve me better.
“Well, Mrs Willoughby does a great job with those poor animals.  You should go visit her some time.  I thought it would be a nice gesture to help, if I could.  I like to honour the Scout code in deed as well as word.”
It didn’t work.  Why would it?  They knew the score.  All three snorted with mirth.
“You must really like wearing your pony suit to want to show off to the whole town like that!” said another.
 â€œOh, come on,” grinned the eldest, “everyone knows you have to do what you’re told around here.  You didn’t wear your little rubber panties to the show out of charity, did you?”
“But you do like being dressed in rubber, don’t you,” said the first one, curiously.  “Are you going to get all coltish in the parade, I wonder?”
“I have to go,” I said, irritated.  “I’m very busy today!”
“See you on Sunday, pony boy!” I heard as I made for the door.  “Oh – and your kickers are showing, by the way!”   In my chagrin I had almost forgotten what I was wearing.  Instinctively I reach behind and pulled down my hem, to all appearances just like a self-conscious girl!  Gales of laughter followed me as I hastened out of Reception.
It wasn’t only the general staff that were enjoying my discomfort.  When I got back to the salon, I found Billy waiting for me.  The first thing he said was,
“You saw your costume, then.  I wouldn’t like to be you, Sim, in the middle of all those little girls!  They’ll just love having a toddler to boss around!”
“I don’t care, Billy.  At least I’m not wearing that rubber number you so cleverly disposed of.  She suspects something, though.  I could tell.”
“She’ll find it eventually.  But don’t worry.  She’ll think it just fell down the back of its own accord.  We’re in the clear.”  He paused.  “But as I was saying, about the party, do you know how many of them there will be?  I heard something like twenty!  All clamouring to play with the baby!”
“Billy, leave it!  I’ll deal with it, all right?”
“And from what Sue said to Geraldine, you’ll have nappies and plastic pants underneath!  Or rubber!  She couldn’t decide which would be best.  And of course, your little rubber bootees!  I’d really like to see what you look like!  Do you know if there are going to be any photos?”
“Billy, shut the f*** up, all right?”
“Ooh, no need to be so grumpy.  I didn’t mean to ride you.  Not like your little…”
I grabbed him by his puffy sleeves and shoved him down onto the couch.
“Ow!  Careful of my dress!”  I thrust my face into his.
“Look, Billy, can you just shut up about all this stuff for a minute?  It’s all right for you, waltzing about in your pretty dresses getting admiring glances from all the girls.  Think what it must be like for me.  I’m just an object of ridicule at the moment, a butt for all their silly jokes.  And you’re not helping!  What was the idea of telling everyone about Geraldine’s presents?  And why did you ask to come to my pony training?”
“Hey, get off me!  Let go of my dress!”  I released him with a push.
“Well?”
“Well, you did buy her that stuff, didn’t you?  It is a bit strange, you must admit.”
“Sue bought it all, and then charged me for it, and made me give it to her like the whole idea had been mine.  Don’t you see, it was a calculated act to embarrass me.  Typical of her – simple, clever and subtle.  And it succeeded, ‘cos now everyone thinks I have a soft spot for Geraldine.”
“Don’t you?”
“She’s okay.  She a normal, nice kid.  I don’t even want to disappoint her by messing up her plans, even if I could, which I can’t, for all reasons you already know.  But that’s it.  I have to go along with this stuff now.  There’s no way out.  And you don’t seem to realise it yet, but you’re in the same boat.  You’ll find out soon enough.”
“Maybe.  Maybe not.  But you can’t blame me for looking after number one.  I’m keeping my head down.  It’s you who are appearing at the gymkhana, and you who have to be the party toddler.”
“Don’t you think you’d be at the gymkhana too, if they’d managed to get your pony suit in time?”
“I don’t know.  Maybe all that was just a story to make you feel better.  As to watching your training, I just wanted to see what they were going to make you do, that’s all.  I had to hear about it second hand last time.”
“Oh, Billy, don’t be so naĂŻve!  Didn’t you hear what they said at the meeting?  You’ll be allocated Elizabeth More-Burley as a groom.  That’s how they work.  Her mum’s rolling in it.  They get to the mothers through the daughters.  They give you to Elizabeth as a pony and then her mum will be paying through the nose for you.  If it’ll increase their profits they’ll let her ride you into the ground!  That’s quite apart from the pleasure they get from humiliating us.”
“I don’t even know this Elizabeth More-Whatsit.  Who is she?”
“She’s a friend of Geraldine’s.  She’s not as kind and affectionate as Geraldine.  She’s quite spoilt, I think, and I can imagine she’s capable of being a bit spiteful, so you’d better hope you’re right and I’m wrong about their plans.”

Our conversation was brought to a stop by the arrival of our next customer.  Miss Greenfield had been a few times before.  In her early visits I thought her very proper and demure, but with every subsequent visit her outfits became more and more provocative, so much so that when we knew she was booked in, we were always in a state of keen anticipation.  We had often speculated about her intentions, but I was pretty sure she got off on teasing us mercilessly!  She was a teacher of some sort, we weren’t sure where, and since we weren’t allowed to ask questions of the clients, we couldn’t find out much about her.  She certainly looked like a teacher, right down to her tightly-pinned brown hair and her black-rimmed glasses.  She was wearing her most daring outfit to date - riding boots as usual, though she clearly wasn’t planning to ride, because when she took off her long coat, she revealed a pleated dark blue leather mini-skirt, short enough to show off the tops of her fishnet stockings and her suspenders, and a tight blouse in black silk which she wore without a bra, so that her nipples were clearly visible.  She could have done anything she wanted with us, but her sole object seemed to be to drive us crazy.  She was delighted with my outfit, that was obvious.
“Simon, you look so nice today!  I love the dress!  And the gloves!  And you too, Billy.  Yes, I will have a coffee, how kind!” 
As I worked on her boots she made sure both of us could see up her skirt, which wasn’t difficult, especially when she slid forward in the chair and threw one leg over the side!  Then I realised why my outfit had pleased her so much – her own panties were also red latex, whether by coincidence or design I had no idea.  She saw us staring at them, and actually squirmed with pleasure!  She allowed one hand to slide down to her crotch, a movement that could have been interpreted either as modesty or lewdness.  Her other hand played with her nipples with studied unconsciousness.  She kept up this sort of performance for the entire session, so that by the time she left we were both feeling distinctly agitated.
“Phew!” said Billy, “she certainly knows how to wind us up, doesn’t she?”
“Did you see her panties?”
“I couldn’t very well avoid seeing them.  And her breasts!  I mean, her nipples were so stiff!”
“I wanted to ….”
But at that moment there was a knock at the door.  Our mystery client!  I couldn’t think who it might be. I turned the handle and opened the door slowly.  To my horror, standing in the doorway was…Sandy, our Scout leader!  Instinctively, I grabbed them hem of my dress.
“May I come in?”
“S-Sandy!  How nice to….  Yes, come in!”
“Hello Billy. What a pretty dress!  Oh, yours too, Simon, of course.”
“W-we weren’t expecting you,” stammered Billy, “it’s…it’s…great to see you, though.”
“Well, after camp I did a bit of asking around, and I discovered you guys work here weekends.  What a great idea!  Boot boys in cosplay!  I should have guessed you liked dressing up when I saw you wearing those little shorts so confidently
We stood there awkwardly, not knowing what to say.
“Do you mind if I sit down?”
“No, of course, I’m sorry.” I blurted, “Please, Sandy.”
“I’ll just sit on the couch for now.”
She sat down.  We stood awkwardly in front of her, like two naughty schoolboys.  Well, that’s what we were, I suppose.  She smiled sweetly, looking from one of us to the other.
“I’ll tell you why I’m here, boys.  We’re coming up to the find-raising season, autumn and Christmas.  I was wondering whether you would be willing to front some of our projects.  I think you could make a huge difference to our campaign.  Yes, I’m thinking of those cute little traditional shorts, but Mrs Dawson tells me you have many, many other costumes available, and she says she’d be only too happy to lend them to you, and even assist with publicity and organisation.  I really couldn’t express my gratitude to her in strong enough terms.  She’s such a kind, caring woman, and she clearly has a soft spot for you two.”
I smiled inwardly at that description, but my outward expression didn’t change.
“Of course, Sandy, anything you want….” I murmured.
“And I discovered yesterday that you’re appearing as ‘Simon the Pony’ at the gymkhana next weekend!  You’re so versatile!”
“Yeah, well, that’s just a one-off, I think…”
“No, not according to Mrs Dawson.  You and your little groom…what’s her name?”
“Geraldine!” said Billy, eagerly.
“Ah, yes, Geraldine.  That’s right.  Well, Mrs Dawson told me that you – Simon the Pony, that is – and Geraldine will be a permanent act, and she would be quite happy if we borrowed you two for our promotional slash charity events.  Isn’t that great?  Apparently, Geraldine is also a Scout.”
“Is she?” I gasped.
“Yes, Mrs Dawson is positive.  She saw her in her uniform in town with her mum.  I’m going to get in touch and see if she’d be willing to help, and find out which troop she’s in.  I’ll let you know how that goes.”
“No…please...”
“Simon?”
“No…nothing…I was just thinking it may be a bit much for Geraldine this autumn.  She just starting at Queen Alexandra, you know, and the first term can be quite demanding….”
“Oh, I see.  Of course, I’ll be consulting her and her mother before we even think making any plans, but I can’t imagine that would be a major problem.  Mrs Dawson tells me she’s very enthusiastic.”
“That’s true, Sandy,” interjected Billy.  “She just loves being Simon’s groom.  I’ll bet she’ll jump at the chance!”
I looked daggers at him.
“We’ll see anyway.  As long as you’re up for it, Simon.”
“Yeah.  And you know Billy’s hoping to get his own pony suit soon.  And his own groom, too.”
“Really?  Is that true, Billy?”
“Nah, not really.”  He glared at me.  “It’s only an idea.  Simon’s the one.  Go to the gymkhana and you’ll see what I mean.”
“I intend to.  I’m looking forward to it.  I never realised you two were so multi-talented.  It would be a shame for us to waste all that.”
I sighed.  Every time I thought I could see the end of all this on the horizon, the mirage evaporated before my eyes.
“But I have to go, I’m afraid.  I’m sorry I can’t spend a bit longer with you, and maybe even get a boot-shine!  But there’s a lot of admin to do for the Scouts besides family stuff.  Did you know I’ve been appointed to the District Executive Committee, so I’ve got even more responsibility now?”
“That sounds important.”
“Not really.  But I do have more input into fundraising and charity work.  So I’m even more grateful for your commitment.  Well, bye bye.  I’ll be in touch soon.”
And she hurried out.  I turned to Billy. 
“Look, Billy, whose side are you on?  It’s enough that they’re making all these plans for me, without you encouraging them.”
“Sorry, Simon.  Maybe I should learn to shut up a bit more.  But you have to admit, it’s quite exciting,” he smirked, “you and Geraldine, I mean…”
“Oh, go and get stuffed, Billy!”
Not knowing what I was doing, and forgetting I was dressed as a whore, I stormed out of the salon in a huff, slamming the door behind me.  I was immediately confronted by a group of girls arriving for their afternoon ride.  I froze, and did a quick about-turn.
“Billy!  Open the door!” I hissed.
“No!  Stay out there until you’ve cooled off!”
“Please!  I’m sorry.  There’s loads of people out here!”
“Good!  Serves you right!”
I looked round.  The girls had stopped, staring.  I tried to smile, and look normal, but I was blushing scarlet.
“That’s the boot boy,” I heard one of them say.  “He cleans my mum’s boots for her.  He’s an idiot!”
“He’s the pony on those posters!  Isn’t he?” remarked another.
“Yes!  That’s him!” said a third, recognition dawning.
They stood there, the lot of them, unashamedly taking me in, grinning with delight.  Then a woman with a little dog on a lead, who I vaguely recognised as a regular, came up from the car park and joined them.
“Come on girls, what’s the delay?”  Then she saw me.  “Oh, good lord!  It’s Simon, isn’t it?”  I nodded, sheepishly.  “What are you wearing?  I think you’d better go back inside.  You’re causing a traffic jam!”
“I’m sorry.  I’ve locked myself out.”
“Oh, I see.  Well come up to Reception with us, then.  Don’t stand about here.”
I couldn’t think of a better strategy, so I followed them up the path.  I say “followed”, but as soon as I joined them most of the girls fell back behind so that could get a better view.  At last we arrived at Reception, amidst a lot of chattering and giggling.
“Good afternoon, Mrs Cathwick, girls,” said Mary.  “Simon!  What are you doing here?”
“I got locked out.  By Billy.”
“Oh, dear.  Wait here, then.  I’ll call Sue in a moment.  Let me deal with the girls first.”
So I had to stand there like a prize exhibit while Mary painstakingly checked all their bookings, holding down the hem of my dress with both hands.  Eventually Sue came out of her own accord.
“Simon!  What are you doing here?”
I related the story.
“You know you’re not allowed to leave the salon during the day for any reason?”
“Yes, of course I know.  I didn’t mean to leave!  Don’t you understand what I said?”
I may have shouted a bit.  I was upset.
“I will not tolerate that tone of voice.  You know that.  Wait here.  Your last booking has cancelled in any case, so I’m going to find something else for you to do.”
She returned a few moments later, holding some white cable-ties and a pair of pliers.
“Follow me!”
She led me down to the gate at the foot of the path. 
“Face me.”  She put two of the ties around my wrists, over my gloves.  She clipped off the ends.  “Now put your hands on the top bar of the gate.”
“Why?  What are you doing?”
“Just do it!”
She threaded the second pair of ties through the first ones, and secured them to the bar, again clipping off the ends.
“There.  Now, since you like being out in public in your finery so much, you will stay there for the rest of the day and open and close the gate for everyone.  And please welcome everyone that comes in, and say goodbye to everyone who leaves.  If you put your fingers over the ties, people won’t realise you’re being punished.  You can appear to be a paragon of altruism!”  She laughed loudly.  “Billy can go home.  I’ll let him know.”
“Miss, that’s not fair!”
“No, Simon.  It’s not.  But it’s such fun!”
She didn’t release me until six.  It was a horrible experience.  Not only was I humiliated, but a few of the grooms, and I’m sorry to say a couple of the paying customers, also took advantage of my situation to pinch or grope me when no-one was looking.  I complained to Sue, but she only said,
“Well, now you know what it’s like, being a little slut!  But cheer up.  For the next few days you can concentrate on being a pretty little pony instead.  Don’t be late for training.  See you on Wednesday!”

I would have loved to see Simon in his red latex dress.  Next time, maybe.  Billy kindly gave me a description, though.  I guess it looked something like the one in the photo I’ve attached.  Stella.

krystalasbaby2017

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Re: Simon
« Reply #76 on: December 03, 2019, 02:13:10 AM »
Sue  really has it in for Simon with all the things she is putting him through.  The only way i think to shut Billy would be for his pony suit to show up early and he unexpectedly finds himself dressed as a pony boy as well...
Keep up the good story you always leaving me  wondering if the story may take a turn...Hugs

 

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