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Author Topic: His Aunt Nicole  (Read 161330 times)

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Simonssister

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Re: His Aunt Nicole
« Reply #364 on: May 19, 2026, 06:18:48 AM »
Chapter 339.

Miss Poole welcomed Tim with open arms – literally, giving him such a hug that took the breath out of him!
“Tim!  Wonderful to see you!”
She stood back to take in the total effect.
“My goodness, what an amazing outfit!  And what a fine boy you’ve become.  Surely you’ve grown even in the last few weeks!  No wonder we’ve been receiving so many encomiums about you!”
“Enco…?  Er, really, miss…?”
“Absolutely!  Me personally, of course, but ESDS has been flooded as well!  You’ve become quite the celebrity, you know.”
Tim couldn’t restrain a little swagger of pride.
“I’m happy…to be of service, Miss Poole…” he stammered; and added modestly, “but of course, the Fantastex outfit…  I mean, everyone admired it…  It really is a masterpiece.”
“Yes, you’re right.  But it’s the outfit, and you, Tim.  However, this episode will affect the direction ESDS takes.  The board have had a meeting, and it’s decided that we will train up more pageboys from now on.  Some women want maids, but there are clearly many for whom a pageboy would be the preferred servant.  With that in mind, Cynthia is working on a variety of outfits for you to model this week.  We’ll make an early start of Thursday, so get a good night’s sleep.  I’ve set aside a stable for your changing room.  We’ll take lots of photographs, and go through them over the succeeding days.”
“Wow, great!” exclaimed Tim, unable to contain his delight at the prospect of a whole day of showing off in front of a camera.  But he quickly added, “that’s to say, thank you, Miss Poole.  It’s a great honour to be able to help.  I’ll do my very best, of course…”
“I know you will, darling.  Now before you go, here’s a little bonus…”  She handed over a sealed brown envelope.
“Oh!  Thank you…”
“You’ve earned it.  And thank you, Serena dear, for chaperoning him through the whole thing.  You both did a great job.  Now, run along and enjoy the rest of the day…”

As they made their way out, Tim handed the envelope to Serena.
“Could you look after that for me, please?”
“Of course.  Oh, look.  There’s Mellie.  Hi Mellie!”
“Come and watch Bobby!  If we go down the hill a little way we’ll get a good view.  It’s so funny!”
They made their way down the path.
“He really hates Sunday afternoons now.  Some of these girls have no idea about the aids – all they do is sit there and thrash away with their little whips!  It’s hilarious.”  She stopped.  “Look.  Here goes another one.  Just look at his face!”
“Oh my god, he looks so angry!” gasped Tim.  “His cheeks are almost as red as his ball-gag!  Go, Bobby!  Oh!  They’re down!”
Bobby had tripped and he and his rider were sprawling on the turf.  Tim screamed with laughter.  MĂ©lisande hesitated for a moment, concerned, then, seeing Bobby was none the worse, though rather chagrined, she relaxed.  She smiled.  He was such a trooper.  He protested sometimes, but never really complained.  He enjoyed his double life as boot boy and pony.  But he was going to be exhausted by five.  Okay.  She’d make sure he had a nice evening.  Her mother had agreed to cook him a meal and make him a special dessert.  After he finished  MĂ©lisande planned to lead him back to his apartment, get him out of his suit, let him have long warm shower, and get him into some clean, comfortable clothes  He could wear one of his dresses if he wanted.  Clarissa was coming to pick them up around six, and they’d be home by six-thirty.

They watched a couple more sessions, then made their way back to the car park.  Tim and MĂ©lisande said goodbye, and soon he and Serena were in the Porsche and on their way back.
“Looking forward to Thursday, Tim?”
“Very much.  Whereabouts is the shoot actually going to take place?”
“Oh, as I understand it, anywhere in the Centre – probably not in any one place.”
“Will it be closed off?”
“Not at all.  The Centre will be functioning as usual.  I imagine you’ll attract lots of curious onlookers.”
“Really?”  He smiled.  “Great!” he thought.



Simonssister

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Re: His Aunt Nicole
« Reply #365 on: May 19, 2026, 10:42:00 AM »
Chapter 340.

For Tim, the next three days were dedicated to one element of his training – discipline.  This was where Priscilla considered he was most vulnerable to error, and consequently she pushed him to his limits.  Every now and then he would question an instruction, or frown at a duty.  And the one thing certain about Connie Brookshaw was that, though she appeared kind and considerate, she couldn’t abide disobedience – or indeed mere reluctance – as a response to an order.  She expected total and unconditional compliance.  She didn’t even like a maid asking for clarification!  “They should be trained know what I want,” was her uncompromising view.  In the past one maid had been sent back – though not before he had received some painful chastisement, and experienced some other less orthodox humiliations – and two others had returned severely distressed.
It was Wednesday afternoon.  Serena was delivering a final caution.
“Just do exactly what she tells you,” said Serena, “and do it without question.  Do you understand?  It’s not only for your own good.  The reputation of ESDS is on the line.  Yes, you did a great job at Debbie’s wedding.  But that was a cakewalk compared with Mrs Brookshaw.”
“Okay.  I understand.  I promise I’ll be ever so good and submissive.  From what I’ve heard she’s not someone I want to get on the wrong side of…”
“Absolutely right.  You’ll do anything, won’t you, Tim?  Just keep her happy.”
“Will do, miss.”  He paused.  “Er…  Have any of my outfits arrived?  I saw some boxes…”
“You don’t miss much, do you?  Yes, they have.  But they’re for tomorrow.”
“I couldn’t just try one…?” he pleaded.
Serena looked at him and shook her head.  “You’re incorrigible!” 
“Is that good?”
“No.  All right, I’ll just have a look.  Stay there.  Don’t move.  And don’t tell anyone, or I’ll get into trouble.”
“Yes, miss.  Thank you, miss.”

She was away for a while.  She returned with a cardboard box.
“There are some nice things there.  But for the time being…  Well, first of all there’s your classic pageboy outfit like you wore to the wedding, but with super-shiny red shorts.  If this fits you can wear it to go to Pitt’s Wood tomorrow.  It’s very smart, perfect for most pageboy gigs you’ll have to do.  Then there’s a green outfit.  This must be one of those than Connie herself requested.  You can try that on afterwards.  Go and change into the red one first.”

Tim was changed in five minutes, and was soon posing happily in the living-room while Serena snapped away on her phone.
“We’ll simply add these piccies to the shoot, so they won’t be wasted.  Okay, try the other one on.  Here.”
She pulled out a short green dress.  Tim’s face fell.
“Oh!  That’s not a boy’s outfit…”
“Oh, well spotted, darling,” quipped Serena, sarcastically.  Sorry, did you forget you’re training as a maid?  All that pageboy stuff has gone to your head, hasn’t it?”
“No…”
“It has.  It’s obvious.  Welcome to the real world, Tim.  Mrs Brookshaw has ordered a maid.  She may not be averse to an occasional pageboy, but looking through the stuff out there there’s plenty of girly things.  So you’d better adjust to your feminine side asap.  Now, change into this, please, and let’s have a few photos out in the sunshine.”
“Do I have to?”
“If you ever say that to Mrs Brookshaw, you’re dead.”
“Okay…”

In the event Tim looked very sweet in his green dress, despite the fact he couldn’t raise much of a smile.
“Such pretty stockings!” laughed Serena.  “What a cutie!  Come on Tim, show your face!  You’re not blushing, are you?”
And she added, under her breath, “wait till you see your new maid’s outfit!  You will be then!”


Simonssister

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Re: His Aunt Nicole
« Reply #366 on: Today at 02:16:48 PM »
Chapter 341.

Despite his anxiety about what sort of person Mrs Brookshaw was, and what demands she would make of him, he slept well that night and was up early Thursday morning.  It was the beginning of December, but fortunately the weather was bright and sunny, and though there was a bite in the air, there was little wind.  He showered, put on his red hot pants pageboy outfit, and presented himself in the breakfast room.  Several of the staff were sitting at the big table.  Cassandra was relaxing in an armchair, sipping coffee.
“Good boy!” she smiled.  “All ready to go, I see.  What would you like for breakfast?”

He opted for cereal and pancakes.  Eating reminded him of lunch.
“Miss?  Will I be taking a packed lunch?”
“Oh, no…  Too much fuss.  We’ll go to the canteen.  You can have whatever you want.  With a bit of luck…”
“Will I see Bobby?”
“That’s what I was going to say.  If we can, we’ll organise it so you’ll be able to see your friend.”
“Great!”
“Oh, and this is for you.  Doreen got it for you.”  She handed him a little pink belt-purse.  “You can keep your money safe, or a tissue.  She put your gloves in there too.”
“Ooh, thanks…”
“Doreen and Lucille will be doing the photography.  Lucille?”
Lucille was sitting opposite him.
“We may ask you to pose, but otherwise you can just be natural.  Anyway, Serena will be in charge of the locations, so just do what she tells you.  There’ll be people you know there, and we’ll have plenty of time.  Also, I’m sure our little shoot will attract an audience.  Other people might be snapping away, but just ignore them, okay?”
“Sure.  Of course.”  He couldn’t suppress a smile of satisfaction.  “So will I have many new outfits?”
“Well, several, I think,” said Cassandra.  “Most of the pageboy things may be just variations of the original.  But don’t be disappointed.  We have to give our clients a choice of styles and colours, naturally.  Then some will want one outfit for when you’re working around the house, another for parties, another for going out, and so on.  Miss Brookshaw was primarily thinking of you as her maid, but when I showed her a photo of you as a pageboy she was so impressed, and amazed at your versatility.”
“I think I prefer being a pageboy…”
Cassandra laughed.  “I’d noticed.  You love those swanky shorts, don’t you?”
Tim grinned.  Yes, He rather be a pageboy any day than dressed as a girl.  The female attention was addictive.
“Well he does look so cool in them,” remarked Lucille, with a romantic sigh.  “Such a heartthrob!”
Tim liked that.  He bestowed on her what he imagined was a devastating smile.  He simply couldn’t help being such a babe magnet…
“Well thank goodness it’s a nice day,” smiled Cassandra, looking out of the window.  “Mild too, for the time of year.”  She looked at her watch.  “You guys should get going soon.  Let me know how things go, won’t you?”
“Yes, mum,” said Serena.  She exchanged glances with Cassandra.  What they weren’t telling him was that Connie Brookshaw was going to pay them a visit, probably sometime in the afternoon, when he would be modelling a couple of her creations.  He’d never met her, nor seen a picture, so she would pose as a horsey visitor.  But she wanted to see her new maid in the flesh.

To Tim’s disappointment, Serena wasn’t taking the Porsche.  Instead the four of them were going in Lucille’s estate, into which the various outfits and props had already been loaded. 
“Oh, sorry Tim,” said Serena, with mock sympathy, “I know you love my car…”
“Work hard and you might have one of your own one day,” remarked Doreen.
“No, I just like this one,” said Tim, sadly.
“Okay – pretend it is yours,” laughed Lucille.  “Go on – I’ll take a quick snap.”

It was a quick drive – there wasn’t much on the road that morning – and by eight they were in reception.  Miss Poole came out to greet them.
“You’re here nice and early.  It’s a lovely day for it.  Tim, you look so smart today.  Love the new red shorts.  Are you looking forward to it?”
Tim nodded enthusiastically.
“He’s in his element,” said Serena, with a wink.  “Aren’t you, Master Painter?”
Tim looked puzzled, and everyone laughed.
“Ah, yes,” quipped Miss Poole.  “The TFC’s going to be out in force today…”
“TFC…?” repeated Doreen.
“The Tim Fan Club, dear.  Really, you should make it official.  Would you like that, Tim?”
He looked startled.  “My own fan club?  Really…?”
Everyone laughed again.
“I think Miss Poole was joking, Tim,” said Lucille.
“Was I?  I’m not sure.  You realise, Tim, that since the wedding your image is all over social media?  Why doesn’t one of you ladies work with his Facebook profile, or get him on TikTok or something, so he can show off all his outfits more widely?  I’m surprised you hadn’t thought of it.  Would you like that, Tim?  Yes, of course you would.  I’ll talk to Cassandra.  We could link it to ESDS.  It would be good for Tim and good for us.”
“It’s an idea…” said Serena, thoughtfully.
“Anyway, you should get on.  Where are you going to start?”
“We thought around the new stables, said Serena.  We’ll head up there and take a couple of test photos to see what they look like.”

Ten minutes later Tim, watched closely by a couple of girls who had come to saddle their ponies, but had been distracted by his appearance, was posing in one of the upper paddocks, one foot on a mounting block, looking like some sort of pioneer.  To tell the truth, had he worn that one outfit all day he would have attracted all the attention he could have wished for.  But there were plenty of others in the back of Lucille’s car…   

Simonssister

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Re: His Aunt Nicole
« Reply #367 on: Today at 02:23:38 PM »
Chapter 342.

He was still in his first outfit, posing with one hand on his hip, when a familiar face appeared around the end of the stable block.  He first noticed her because she was an attractive girl in an eye-catching outfit of thigh boots and leather miniskirt.  She approached with a wry smile on her face, and it was only when she stopped behind Doreen, who was taking the photographs, that he recognised her as the blonde girl from the wedding.  What was her name?  Ah, yes, Robyn.  Mrs Brookshaw’s niece.  She had looked cute at the wedding.  But in this outfit…wow, she was pretty sexy too.
“Oh, hello…”  He took his hand off his hip and tried to look cool and mature.
Doreen, seeing they were acquainted, stopped and stood back.  “let’s take five, Tim.”
“Hi, Tim,” said Robyn, looking him up and down with evident satisfaction.  “I think I preferred the purple ones, but those are kinda cute too…”
“Oh…yeah,” he said, casually.  “Yeah…  I have new outfits see…  It’s my photo-shoot today…for the website and the brochure and everything…”
“Yes, I know.  My aunt told me.  She’s looking forward to the weekend.”
“Why are you here?  Are you riding?”
“No.  I came to see you, silly.  I had to come this way so I just popped in to say hi.  Glad I did.”
Tim was most gratified.  “Oh…  Cool…”
“I just love you pageboy uniform.  Mauve or red, you look great in both.  Any more colours coming up?”
“I’m not sure…”
“It’s the yellow ensemble next,” put in Doreen.  “Kitchen wear.  If you’d like to show your friend you can change now if you want.”
“Oh, could I, miss?  Do you have time, Robyn?  I’ll only be five minutes.”
“Course!  Yellow sounds interesting…”
“Come on, then,” said Lucille.  “Let’s go.”

Ten minutes later he was back, kitted out in yellow hotpants with pink frills and a pink belt.  As he strode proudly towards them, Robyn's eyes widened with amusement.
“Oh my god…”
She and Doreen exchanged delighted glances.
“Oh, they’re so smart,” exclaimed Doreen, “don’t you agree, Robyn?”
“Oh, yes…”  She was trying to contain her mirth, hiding her smile with her hand.
“Here, pop up on the crate so Robyn can get the full effect.  Feel free to take a snap or two, darling…”
“I shall…  You look gorgeous, Tim…  And the gloves…”
“This is the dedicated kitchen-boy outfit,” said Lucille, matter-of-factly.  “Nice pastel colours and longer gloves for washing-up.”
“Perfect…”
“What’s my next outfit, Miss Doreen?  Robyn, how much time do you have?”
“I’m sorry, Tim,” she replied, snapping away desperately with her phone.  Unfortunately I have to leave now…  An appointment…  But I’ll make sure to visit my aunt this weekend, and we can have a nice long chat, yeah?”
As she spoke she was circling him, taking pictures from every angle – enough to satisfy her most inquisitive friends.  He turned his head.
“Oh, would you?  That would be great!”  He jumped down.
“Robyn?  I can send you a few other pictures if you’d like…” offered Lucille.
“Oh, thank you.  That’s so kind.  Let’s exchange numbers.”
They did so, then Robyn gave Tim a hug.  “Enjoy your day.  Be a good boy.  But I must rush.  See you at the weekend.”
And with a little wave, she was gone, running towards the buildings.  She hoped he hadn’t heard her involuntary snort of laughter as she departed…

Simonssister

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Re: His Aunt Nicole
« Reply #368 on: Today at 02:30:03 PM »
Chapter 343. 

Robyn made her way to the canteen, where her mother was drinking coffee.
“Did you see him?”
“Oh my god, mum.  Make him wear those little yellow hotpants on Saturday, please…  Give him some kitchen duties.   Just for me, yeah?”
“Oh, yellow ones now?  Okay.  I’d like to see that myself.”
“They’re so pretty!  And he’s so proud of them!  I couldn’t help laughing.  Look at this.”
She handed her the phone.
“Well, well…  He’s a treasure, for sure…”
“Look, I have to go.  I’ll come back and pick you up at five, yeah?  Take as many snaps as you can, won’t you?”
“Don’t worry, dear…”

The rest of the morning was dedicated to boy stuff.  There was a fun traditional pageboy outfit with knee-breeches and silk stockings in pale blue, and a pink roller-boy costume.  By this time Pitt’s Wood was filling up, and there was no shortage of spectators.  It soon became impossible to keep them out of the photos, so the ladies simply accepted their presence and pressed on regardless.  As for Tim, he was happiest when playing to an audience, and welcomed all the extra attention.  The titters, giggles and whistles that accompanied the applause every time he appeared in a new outfit he interpreted as a symptom of suppressed admiration.  Lucille remarked to the others that they could really be even more daring in their choices.
“Well, we do have the “sissy pageboy outfit”,” grinned Serena.
“Would he accept that, though,” asked Doreen, doubtfully.
“Let’s try the other vinyl outfit first, then.  I have a feeling he’s up for anything today…”
“He’ll need to be this afternoon.  You’ve got the makeup case, Doreen?” asked Lucille.
Doreen smiled and nodded towards the pile of boxes marked “P.M.”

Simonssister

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Re: His Aunt Nicole
« Reply #369 on: Today at 02:39:32 PM »
Chapter 344.

The “other” vinyl outfit consisted of a top with the words “Pageboy Tim” on it, and some very smart bright pink vinyl shorts with a yellow belt.  He was delighted when he saw it.
“Cool!  These aren’t latex, though…”
“Vinyl, Tim.  Like them?”
“Yeah!  They’re really…”
“Sophisticated?”
“Yes.  That’s it.  Sophisticated.  And the shirt has my name on it.  Super.”

He was soon strutting around and posing for the camera.  And the girls who were looking on loved him.  A couple of them pushed their way to the front and started clapping and chanting “Tim!  Tim!  Tim!”  After a few minutes of this, Lucille approached them.
“Would you like to see his other pink pageboy gear, girls?  It’s designed to bring out his feminine side a little more…”
“Ooh, yes please.  Please, Tim, could we…?”
“Course.  No probs.”

Any concerns the ladies may have had were soon dispelled.  As Doreen helped to get him changed she was surprised how compliant he was.  He loved the pastel pink vinyl shorts, with the little hearts, didn't even comment about the pink bows on the stockings, and pulled on the white spandex top without even glancing at the words.  The pink leather studded slave collar he accepted as a symbol of toughness and rebelliousness.  “Male gothic” Doreen called it.  He probably would have worn anything that promised to get him more attention.  But he was distracted as well, because whilst unpacking it, the final pageboy costume came out of the box, the shorts – or more correct the hotpants – in black leather.  He stared at it.
“Is that for me too?”
“Yes.  All in good time, Tim.”
“Gosh…”
“I didn’t take you for the black leather type…”
“But they’re really smart…”
“Well it’s eleven now.  You can have half an hour or so in this costume, then you can try that one.  It’ll be the last before lunch.”
“Okay…”

They photographed him, surrounded by admirers, in the shade underneath the canopy of one of the empty stables.  There was some sniggering, but as usual Tim took all reactions as compliments, and only showed off the more.  They let him strut his stuff around the paddock for a while, but he was soon pestering them to let him try on the next outfit.

Simonssister

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Re: His Aunt Nicole
« Reply #370 on: Today at 02:48:03 PM »
Chapter 345.

The leather hotpants fitted him perfectly.  They also suited him perfectly.  It was definitely his favourite outfit of the day.  They did the shoot in one of the new stable blocks that had recently been built on the very western edge of the Centre, where there were fewer riders, and a background of open fields.  He was posing standing on a crate, when one of the stable girls approached.  She had just finished saddling horses for two members, and took a few minutes off her duties to complement him on his outfit.
“Hello.  Are you Tim?”
“Yes.”
“Hi.  I’m Jenny.  I work here.  You cleaned my boots a few weeks ago.  Actually twice.  Do you remember?”
“Oh…  I think I do, but I cleaned so many girls’ boots…”
“I know.  Then you were wearing really smart little red pants.”
“Oh…  Was I…?”
“Yes.  But I think I like these hotpants much better.  They look really good on you.”
“Do they?  They’re not hotpants, actually…”
“They surely are.  They have the braces and everything.  They’re proper hotpants.  You look great.”
“Er…  Thank you.”
“I’m Jenny.”
“Hi Jenny…”
“I have to get back to work now, but…”
“Yeah?”
“Can I ask you something?”
“Sure…”
“Would you go on a date with me?”
“What?”
“Would you go on a date?  My friend wants me to go with her and her boyfriend, but I don’t have a boyfriend.  Would you?  Please?  I think you’re so great.  I thought so the first time I met you.”
“Go on, Tim.  Go with Jenny.  She’s asked you so nicely,” interjected Lucille, delighted.
“But I…  I mean, I don’t know if I’ll be free…  I have work, see…”
“When is it, Jenny?” asked Serena.
“Tomorrow.  Tomorrow evening.”
“Perfect.  You’re free tomorrow evening, Tim.  You don’t go to Mrs Brookshaw’s till Saturday morning.  Yes, Jenny, he can go.  You’ll go with Jenny, won’t you, Tim?”
“I…I…”  Serena gave him a look.  “I guess…”
“Good.  That’s settled then.  Can he meet you at reception, Jenny?”
“Yes!  Great!  Thank you so much!”
“What time?”
“Five-thirty?”
“I’ll drop him off.”
“Tim?  Can you wear…”  She pointed at his hotpants.
“Tim?  You’ll wear your hotpants for Jenny, won’t you?”
“I…”
“My friends will be so jealous…  You’re so amazing…  They all worship you…”
“They do…?”
That did it for Tim.
“Course.  Glad to help.”
This was definitely the coolest outfit of the day so far.  He had, like, completely dazzled this girl, just by being himself.  Yeah, well it was true, all the girls in the Centre were really stuck on him.  He knew that.  Bobby?  Well, Bobby wore dresses!  They would hardly…  Anyway, yeah, he should circulate a bit more.  Like at the wedding.  When he did, he was so popular.  He’d been so busy training, but in future…
“See you tomorrow, Tim!” called Jenny, hurrying off and giving him a little wave.  Prob’ly gonna tell all her friends…
“Good for you, Tim,” said Doreen.  “I’m sure you’ll have a great time.”
“When we’re finished…  Can I wear this outfit through lunch, miss?”
“I can’t see why not…”
“Thanks!”
Great!  He wanted to stroll around the Centre and show it off a bit before he went to the canteen.  So few girls around up there in that remote stable block.

He did, too.  He found that the girls stared everywhere he went.  Many of them smiled and waved.  A few called his name.  Occasionally one would just stare, open-mouthed.  Struck dumb.  Rendered speechless by pure cool.  The hippest guy in town…   

 

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