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Author Topic: His Aunt Nicole  (Read 141336 times)

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Simonssister

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Re: His Aunt Nicole
« Reply #343 on: January 21, 2026, 08:15:13 AM »
Chapter 318.

ESDS divided their trainees into two streams, junior and senior.  The juniors – the likes of Darren and Philip – were selected on the basis of cuteness and willingness.  They received a narrow training.  Their function would be, principally, to skip around looking pretty, flicking furniture with their little feather dusters, opening doors, taking coats at parties, running simple errands, and so on.  They were little decorations, like tinsel on a Christmas tree, intended to do little more than provide a talking point for their mistresses and their friends – talk which often didn’t progress much past “ooh, isn’t he sweet
” or “where did you get him?  I want one of those
”  They had the gentlest of trainings, were rented out only to the kindest of mistresses, and in general revelled in the pretty outfits and the attention.  Some of them enjoyed themselves so much, that as they grew older they wanted to be taught all the appropriate skills, and to progress into the senior stream – which of course they were encouraged to do.  The seniors had a much more rigorous training, as Tim was discovering, and there was a significant drop-out rate.  The tough ones – Teri was a perfect example – took it in their stride, and became valued and sought-after maids.  Teri was professional, but was up for pretty much anything, which made him popular with single women and women who craved male company.  In between postings he received “extra training” from Nicola, the nature of which no-one cared to enquire into.  The seniors often tended to be fairly streetwise, and knew how to make the most of the perks that came with the job. 

So Tim was an exception.  A senior based on age, but naĂŻve, ruled by an innocent vanity, a desire to be liked, to elicit attention and praise.  From his first entry into The Pitt’s Wood ambit, his mentors  had made a point of complimenting him on his appearance, his good looks and his smart uniforms, and fostering his personal pride and exploiting his credulity, making him take people’s attraction, surprise, their smiles and laughter, as compliments, and as a cue to show off all the more.  Such flattery also served to tighten their grip on him, so that now it would never even occur to him to  question their authority, whether Miss Poole’s or the personnel of ESDS.

So perhaps the transfer to Shirley Foster had been the plan all along.  For her, he was ideal material.  Her methods could not have been more different from those at headquarters.  She didn’t issue orders, but taught him by working with him.  She’d do a load of washing, checking the garments with him to see if they needed a separate wash or a particular temperature.  She showed him how to iron, letting him take over more and more.  They cleaned together and chose cleaning materials, they cooked together, took it in turns to wait on each other or on Clara and Maggie, discussed etiquette, practised curtsies.  When Tim did something well, he got a cuddle.  Once Shirley would took him on her lap and stroked his hair as if her were a little kid.  Another time he got hugs from the girls.  She taught him trust, and from trust came confidence.  After only a few days, he had lost most of his nervousness, he was relaxed, and he was doing his chores with calm efficiency.  On Thursday morning, after he had served breakfast and was clearing the table, and Clara had left for school, he turned to Shirley.
“Miss?  Do you think I’m ready to have my maid’s uniform back yet?”
Shirley patted his cheek.
“I’ve already sent in an interim report, Mitzy.  Miss Sasha says, providing you complete the week satisfactorily and without incident, she’ll let you have it back at the weekend, and you’ll be allowed to stay till Sunday morning.
“Yippee!  Er, I mean, Thank you so much, Miss Shirley
”
“Tim – we should call you Tim until you’re officially a maid again - I’m really enjoying having you here.  You’re a pleasure to work with.  But this afternoon, I have to go to a meeting, so I’m handing you over to Clara and Maggie for obedience training.  You know what that is.  You follow their instructions willingly and promptly.  You mustn’t question or demur, or you will fail this vital element of the course, which means I’ll have to report it, and you’ll be sent straight back to ESDS as you are.  Do you understand what I’m saying?”
“Absolutely, madam,” said Tim, confidently. 
“Good.  They’ll be back for lunch around twelve, so prepare some sandwiches – you know what they like – and wait on them in the kitchen.  When you’ve done the washing up and wiped the table, I’d like you to give their shoes a quick polish.  I noticed Clara’s were a bit scruffy when she left this morning.  Let me see, anything else
  I don’t think so.  Okay.  I’m going to get ready.  You should change as well – put on the outfit Sasha brought.  And let me see what you look like with your new shoulder bag and your outside boots.  Go on.  I’ll be down to check in ten minutes.”
“Yes, miss
   Of course
”

When she returned, Shirley threw up her hands in delight.
“My goodness, how smart you look!  You’d turn a few heads in the village, and no mistake.”
Tim blushed, and touched his cheeks, which had been burning ever since he’d changed.  He wanted to believe she meant that in the best possible way, but he suspected that this outfit, enhanced with accessories Sasha had brought, might possibly attract the wrong sort of attention

“Surely you’re not shy!  From what I’ve heard from Sasha, you love showing off.  Aren’t you going to be principal pageboy at a big wedding in a few days?”
“Yes, madam
  I’ll have a really cool outfit, too
  I’m sorry, I can’t tell you about it
”
“Well, you look pretty cool now, I can tell you.”
“Do I, madam
?”  He looked at her doubtfully.
“Yes, you do.  Now I have to leave.  Have a good day.  The girls will have a surprise.  They’re going to love your new top.  I’ll see you this evening.”


Simonssister

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Re: His Aunt Nicole
« Reply #344 on: January 21, 2026, 08:22:00 AM »
Chapter 319. 

He got on with his chores.  It was a good feeling, doing his maid duties all by himself, as Shirley had taught him.  He felt responsible and trusted.  He forgot all about his new outfit until he heard the front door being unlocked.  The girls were home for lunch!  Maybe they’d laugh at him


But to his surprise they had the opposite reaction.  They trooped through to the kitchen chattering away, but stopped dead when they caught sight of him.  He was already colouring up again, when Maggie gasped.
“Tim!  You look amazing!  I love the new top!  And the bag
”
“Wow!  Cool!” cried Clara.  “Look at this bag, Maggie.  I bet that cost a bit
  And the matching gloves and boots!  I want them!  Tim, lend them to me sometime, would you?  Maybe Saturday night?  We going clubbing down the village.  They would be perfect!”
Tim was taken aback, but gratified. 
“W-well, of course, Clara.  I’m glad you like them.  They are quite swish, ain’t – I mean aren’t – they?”
“Very!”
In his innocence he had no suspicion that the girls might have been forewarned.  Nor that they had an ulterior motive for their approbation.
“Oh, and you’ve made our lunch!  Look Clara, sandwiches – tuna mayo and egg mayo – a salad – looks as good as your mum’s!  Drinks and fruit and chocolate bars.  Thanks, Tim!”
“Yeah.  Come on, Maggie, let’s eat.  Tim, come join us.  Come on, sit down.  You’re not a maid yet.”
“But maybe when you are
” began Maggie.
“Yes.  We were talking.  When you’re fully qualified and everything, I want mum to employ you.  We could have such fun.  What do you think?”
“Yeah, great!  Would you really do that?”
“Course.  And you wouldn’t have to be working all the time.  We could be good friends, eh, Maggie?”
“Sure.  It’d be great to have a guy around.  We spend all our days with a bunch of girls.  Imagine
 How would you like it if you saw nothing but females all day long
?”
Tim didn’t reply, but looked wistful.  Clara suddenly put down her sandwich and sat bolt upright.
“I’ve had a great idea!  We have Miss Taylor first two periods, don’t we Maggie?  And we’re the only ones who haven’t done show and share this weekend.  Why don’t we
?”
“Tim?  fuc-k, yeah!  He’d be perfect!”
“What?  What’s that?” asked Tim, frowning.
“Right, I’ll explain,” said Clara.  There are twenty girls in our class, and we’re all paired up – so there’s me and Maggie, fr’instance.  Every term each pair gets to do a show and share – you know, they bring in something to show and tell the class about.  It’s so boring!  The last pair brought in an odd-shaped stone!  Can you believe it?  But Miss Taylor likes us and as its free periods today she’d definitely let us do it.  Would you be our show and share?  Please say you would
”
“Yes
  Please, Tim
”
Tim was slightly taken aback.  It was definitely scary.  But the girls were looking at him pleadingly, and the last thing he wanted was to disappoint them, especially as they wanted to be friends, and in any case Shirley had told him to go along with anything they asked.  And maybe, just maybe, he’d be as big a hit with the rest of the class
   All these thoughts crossed his mind in a couple of seconds.  He had to answer quickly, or he’d look churlish

“Sure,” he blurted.  And was immediately pounced on by the delighted girls.  Clara even gave him a kiss on the cheek, which reassured him he’d made the right decision



Simonssister

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Re: His Aunt Nicole
« Reply #345 on: January 21, 2026, 08:26:13 AM »
Chapter 320.

It was just as well he had agreed, because they had already decided he was going whether he wanted to or not, and the arrangements had already been made.  Clara had called Sasha to get the low down on his history, plus a few piccies, and the girls had spoken to Miss Taylor that morning.  She had snorted with laughter when she saw a picture of the boy they wanted to show and share. 
“Miss
no.  You mustn’t laugh,” said Clara, with mock dismay.  “Tim’s quite vain, and you’ll hurt his feelings.”
“That’s right,” added Maggie, with a wink.  “He thinks he’s super cute, and we want to keep it that way.  Anyway, this costume’s just temporary.  He’s training to be a lady’s maid.”
“A what?” 
“Yes, miss,” said Clara, “a proper maid.  He has a special pink latex uniform and he’s desperate to wear it again and get to work.  Isn’t it sweet?  My mum’s helping train him.  He’s only staying with us till Sunday, then he goes back to training school.”
And she gave Miss Taylor a brief resumĂ© of Tim’s training and what she had understood about the reason he’d been allocated his current outfit.
“Well, well.  I must say this is more like it.  This will make the class sit up and take notice.  I’ll have to warn them not to start screaming with laughter.”
“Yes, please do that,” said Clara.  “We’ll aim to arrive about fifteen minutes after the start of afternoon school, so you’ll have time to explain.”
“Perfect!  Well, girls.  It looks like being a fun afternoon!”

Miss Taylor was as good as her word.  Once the class had settled after lunch, she called for quiet.
“Now girls, listen carefully.  I have something to tell you.  I hope you’ve all had a good chatter and a laugh at lunchtime, because you’re going to have to curb your natural exuberance for a while.  Let me explain.  Clara and Maggie have booked their show and share for this double lesson.”
“What are they going to show, miss?” asked a dark-haired girl in the front row.  (She was in the front row for a reason, and not by choice.)
“If you’ll allow me, Madeline, I’ll tell you.  They’re bringing a friend of theirs, a boy called Tim.  Now Tim is training to be a maid
”
“A what, miss?”
“Madeline!  Silence!  Just be quiet and listen.  As I said, Tim’s training to be a maid.  Yes, boys can be maids too
  And yes, I can see you’re all wondering
  Yes, eventually, when he qualifies, he’ll wear a proper maid’s uniform, with a little maid’s cap, ands a maid’s dress, and an apron
  Everything.  Now
  Shush, please.  Now
  Tim’s still in training, and until he passes the basic proficiency tests, he has to wear one of the special, er, trainee outfits
as you will see.  Now, listen all of you!  Madeline!  Behave please.”  She sighed.  “Now, this is important, so pay attention.  Madeline, how old are you?”
“Seventeen, miss.”
“Then stop behaving like a twelve-year-old, would you?  As I was saying, please treat Tim with the utmost respect.  I understand he’s a sensitive boy – stop smirking, Natalie! - and any negativity could be hurtful.  He actually needs a confidence boost, because what he’s trying to do requires a lot of courage.  It’s easy nowadays for girls to do jobs that used to be considered as boys’ only.  It’s a lot harder for a boy to do what has traditionally been a girl’s job.  Good – I’m glad you understand.  So I’m relying on you to make him feel relaxed and accepted.  Yes?  Good girls.  I trust you to be welcoming and warm, because I know you’re all mature adults.  Then you’ll be able to ask him any questions you want about his training.”
Steps were heard in the corridor.
“Ah, I think this is them now
”

Simonssister

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Re: His Aunt Nicole
« Reply #346 on: January 21, 2026, 08:35:33 AM »
Chapter 321.

The top half of Clara, Maggie, and a ginger-haired boy were seen through the window.  The whole class turned to stare.  Madeline stood up to get a better view.
“Madeline!  Sit down!”
The classroom door opened slowly.  The girls grinning faces appeared.  They advanced backwards into the room, each of them tugging at a hand belonging to the apparently reluctant trainee maid – whose hands were sheathed in a pair of glossy red latex gloves!  The students gaped.  Miss Taylor, who had a better view from her position at the teacher’s desk, smiled despite herself and covered her mouth with her hand.  With a final concerted heave, they tumbled Tim into the room.  Clara quickly let go of his hand, gave him a push, and slammed the door behind him.  He stood there, like a rabbit in the headlights, regarding the rows of astonished faces with wide-eyed alarm.  The was a brief pause, then the whole class gasped as one.  Whatever they were expecting, the reality was beyond their wildest speculation.  Clara stepped forward.
“Please welcome Tim.  Tim is training to be a lady’s maid.  He is multi-talented.  He is also a professional boot boy at Pitt’s Wood Equestrian Centre.”
Maggie had taken a little stool from the corner and placed it in front of the blackboard.   
“Tim?  Come and stand up here, please, so that the class can see you.”
Tim was helpless with fright.  Clara led him over and helped him up, amidst whispers, titters, and the occasional snort of suppressed laughter.
“Face the class, please, Tim
” 
Miss Taylor walked over and took his hand, determined to make him feel at ease.
“Thank you so much for coming, Tim.  It’s wonderful to have you for our show and share.  We’re especially grateful since it sounds as though you have a very busy life at the moment.  Girls, I think Tim deserves a round of applause.”
The girls responded loudly, not only clapping but cheering and whistling.  Tim still looked nervous, but gratified as well.
“Well I’ll hand you over to Clara and Maggie, as you’re their personal project.”
“Thank you, Miss Taylor,” smiled Clara.  She turned to face the class. 
“Tim left school in the summer, having passed all his exams, and having earned a place at uni.  That’s right, Tim?”
He nodded modestly.
“So he could have gone straight up and continued his studies.  But instead he decided that he wanted to do some useful work.  So together with his friend Bobby he volunteered to work at Pitt’s Wood, keeping all the stable girls’ boots nice and clean and shiny, and servicing customers from the neighbouring area to earn extra income to help run the Centre and feed all the horses.  In return the Centre looked after him and Bobby and had lovely uniforms made for them.”  She turned to Tim.  “Tim?  Could you give me that envelope I asked you to put in your bag?”
“Oh
y-yes
  Here, Miss Clara
”
She slipped out three photographs of Tim and Bobby in their boot boy outfits, two of them showing them at work, on their knees, and gave them to Madeline.
“Here, Madeline, could you pass them round, please?”
As they circulated there were giggles of delight.  Madeline looked straight at Tim.
“Can I and my friends come and get our boots polished by you and your friend?”
“Y-yes, miss
of course
”
“And you’ll have to kneel down like this and do it?”
“Y-yes
”
“Cool!”
“But he enjoyed working for all those girls and ladies so much,” continued Clara, “that
”
Here she stood aside, and let Maggie take up the story.
“
that he thought he would like to dedicate himself to waiting on all a woman’s needs – by becoming a maid!  So he went into training.  Washing, cleaning, waiting, cooking, serving in every conceivable way, keeping his mistress happy and contented.  In a couple of weeks he should have been trained to a satisfactory standard, and then he will be put into full-time domestic service.  Clara?  Could we have the photos of Tim in his maid’s outfit?”
“I’ll pass them round
.”
“Oh my god,” exclaimed Madeline.  “All his outfits are latex, right?  Wow, that’s super sexy!”
“Madeline!” snapped Miss Taylor.
“No, miss, I didn’t mean anything bad.  He looks great.  He’s really good looking, he's got great legs, and the uniform's so cute...”
“Thank you, Madeline.  We all value your opinions, but that’s enough for now
” said Miss Taylor.  But glancing at Tim, she could see he was quite pleased.  He did a sort of little static swagger on the stool.  She made a mental note to ask Clara if she could keep the photos to put up on the notice-board.  And maybe a couple for herself


Simonssister

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Re: His Aunt Nicole
« Reply #347 on: March 26, 2026, 02:38:55 PM »
Chapter 322.

The girls, accompanied by half the class, walked Tim home from Margaret Sanger that afternoon.  That evening, when Shirley got home, she was treated to a blow-by-blow account of the show-and-share, which had Tim blushing again.
“Well you’re a good boy for being such a sport.  I’m not surprised everyone was impressed.”
“’Specially Miss Taylor,” quipped Clara.
“Oh, I can imagine
  Anyway, I have some news too.  Tim, I’m sorry to say that you’ll be going back to ESDS in the morning.” 
“No
.” cried the girls, in chorus, throwing their arms around him.
“Already?  Why so soon?” asked Maggie.
“Because he’s mastered the basics now, and my role is finished.  Besides, he has a wedding to attend on Saturday, and he needs to be prepared.”
“Prepared?”
“Yes, dear.  He needs to be pampered for a few days, have proper skin care, get his hair cut, all that stuff, so he looks nice.  He is the sole pageboy, after all.  He’s a very important person. Oh, and Nicola said you have a parcel from
Fantastex, is it
?”
Tim punched the air.  “Yess
  My special pageboy pants!”
“P-pageboy pants
?”  Clara queried, looking at him askance.
“Oh, er, yeah
  See, like, when you’re a pageboy, you, er, have to have a special outfit, and
”
“Just so long as we gets some piccies, Tim
” smiled Maggie.
“Oh, yeah
sure
course
  Wow, I can’t wait
”

Nicola collected him the following day.  He said his goodbyes, promised to visit – even, under pressure from Maggie, to undertake a return visit to Margaret Sanger – and departed.  They were back at ESDS by ten.  He was eager to see his pageboy outfit, and kept pestering Nicole until she fetched it for him to open.  She watched as he knelt down and opened the box and took his outfit out piece by piece.  First, his little pageboy cap, red vinyl.
“Cool!”
Then his crisp white short, snow-white socks, and red bow-tie.  He looked up at her.
“Miss Nicola?  I need to put these in my drawer as soon as possible.  They mustn’t get creased before Saturday.”
“Of course, Mitzy
”
He looked up.  “I won’t be Mitzy when I’m a pageboy.  I’ll be Tim.  Pageboy Tim.”  He gasped.  He had found his pageboy shorts.  He carefully unwrapped the tissue, unfolded them, and held them up reverentially by the waistband, eyes sparkling.  “Look at these, miss!”
She was looking.  Looking and trying to keep a straight face.  Purple latex pants with ink leg frills!  She bit her lip, and choked back her laughter.
“Oh, how smart you’re going to look!”
“And they have a matching belt
  See?  These are next year’s colours, you know, miss.  But I’ve got them now!  And look, here are my shoes
  Red, see, so they match my cap and my tie.  Brilliant!"
“And what’s that little package?”  She reached in and picked it up.  “Oh!  A little pair of red latex gloves.  How sweet.  Amazing!  Now I have something to attend to.  Why don’t you repack everything into the box, then we’ll go to your room and put it all away neatly, and I’ll come and discuss the programme for the next few days.  Yes?”
“Sure, miss.  I’m so happy now
”

She had to get out of there.  She closed the door and vented her amusement with a snort she hoped he didn’t hear.  In the corridor she ran into Cassandra.
“What’s the big joke?”
“Oh my god, Cassie.  That Tim.  You should see his outfit for the wedding.  He’s so excited.  I nearly burst out laughing.  I mean, little tiny pink and purple latex shorts!  And a bowtie!  What does he think he’s doing?  He’ll be a laughing-stock!”
Cassandra nodded slowly.  “First of all, Nicola, he won’t be a laughing-stock.  Everyone’s been thoroughly briefed.  He’ll be flattered and praised from all sides.”
“Really?  How so?”
“Miss Poole has put the word around.  This isn’t going to be his last wedding – or his last event.  She has big plans for her little pageboy – weddings, hen parties, dinners
  A cute little diversion for any occasion, our own little amusing wunderkind.”
“But how does he not realise
?”
“It’s sweet, isn’t it?  The thing about Tim is he’s really desperate to let everyone – but particularly the girls – know he’s a boy.”
“Well they won’t have any doubt about that when they see him in those little tiny latex pants!”
“What I mean is, he wants to show off and be admired.  It’s innocent vanity.  I think it’s his antidote to his maid training.  He does his best for one reason – to get our approval, and ultimately the approval and attention of his mistresses.  But at the same time it confuses him, being dressed as a girl.  It doesn’t feel natural for him.  But he desires female approval and proximity above all else, and it gets him that.”
“Is that all he wants?  Doesn’t he want a girlfriend?”
“The girls found out a lot during his interviews.  He has no duplicity.  He blurts out what he feels, what he likes.  He does have a sort of girlfriend at Pitt’s Wood.  But it seems she comes second to his friend Bobby, and second to his work.  However he might complain sometimes, in general he loves being a boot boy.  First of all he loves the feeling of latex pants.  It makes him horny, and when he got his little latex gloves on as well he sometimes finds it difficult to keep his hands off himself.  Second, he loves it because the uniform gets him loads of female attention.  It’s the same with the pageboy outfit.  But he’s essentially a very shy boy, so he rarely really gets further than flirting, or being flirted with.  When we pressed him he admitted he actually prefers to wear his pants and gloves and masturbate.”
“Gosh, really?”  She laughed.  “Well, well, how sweet.  I don’t know what to say – except that ESDS seems the perfect place for a boy with his exhibitionistic and fetishistic tendencies.  Don’t you think?”
“Absolutely, Nicola.  And I want him to be able to show off to his heart’s content.  So until the wedding we won’t worry about his maid training.  I want Carly to make him look as good as she can – facemasks, get his skin perfect, do his eyebrows, no makeup, mind, except for the tiniest touch of mascara.  Oh, and no device for the time being.  Saturday is his boy time – his last boy time for a week or two at least, I imagine.  Lucille wanted to see him in his finery before he goes, so on Friday we’ll have a dress rehearsal and she can interview him to make sure he’s presentable and he’s happy with everything.  Serena’s been invited to the wedding so she’ll drive him to the church Saturday morning, and bring him back in the evening. The following week he can go back into training and we’ll focus on his makeup, so he makes a good impression when we send him to Connie Brookshaw’s.”
“How many uniforms is he going to take to Connie's?”
“A couple, plus she’s ordered a special – sort of pink vinyl and crinoline creation – which should be in Wednesday or Thursday.”
“Isn’t she the one who likes
you know
?”
“Harnesses and masks?  Yes, that’s right.  But she knows he’s a novice.  She won’t be unkind.”
“In at the deep end
”
“Nonsense, dear.  He has to learn his trade.  And I predict he’s going to be one of our most popular maids.”

Simonssister

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Re: His Aunt Nicole
« Reply #348 on: March 26, 2026, 02:46:22 PM »
Chapter 323.

After a few days of pampering, saunas and massages and facemasks and healthy food, interspersed by gym sessions and five-a-side football games with the other trainees, Tim was tingling with fitness and excitement.  On Friday morning Carly took him to one of the spare bedrooms, helped him on with uniform, brushed his hair, rubbed his cheeks gently to make them look fresh and rosy, and stood him in front of his bedroom mirror.
“Well, what do you think?”
“What do you think, Miss Carly?”
“I think you look amazing.  You’d better be careful you don’t steal Deborah’s thunder!  No, seriously, that’s a great outfit.  Love those cute shorts.  They look like they fit perfectly?”
“Yeah, they feel great!  Ain’t they smart?  I can’t wait to show everyone.  I bet most of ‘em won’t ever have seen a real pageboy before!”
“Aren’t you going to put on your nice red gloves?”
“Oh
not right now
”
“Okay.  You look cool enough as you are, I guess.  Right, let’s go see Lucille.  She’s dying to see your outfit.”

Lucille was in her office.  Carly knocked, opened the door, and ushered him in. 
“Your delivery is here, Lucille.  Full dress rehearsal.  He has gloves as well, but he didn’t want to put them on right now.  Call me when you’ve finished with him.”
“Thanks Carly!  Come in Tim – I can call you Tim now.  Stand there
  Let me look at you
”
She regarded him with obvious approval.
“Well, well
  You look absolutely gorgeous!  That’s such a smart ensemble.  Simple but so eye-catching.  You’ll be the beau of the wedding.  And you’re positively glowing!”
Tim blushed a little.  “Everyone’s been so helpful
  And Cynthia did such a great job.  I can’t wait till tomorrow.”
“She really did.  Aren’t you even a teeny bit nervous?”
“Maybe a little bit.  But I’m more excited.  Do you think Deborah will like me?”
“Are you joking?  I’m sure she will.  She’ll be ecstatic.  There aren’t many brides these days lucky enough to have a real pageboy.  In fact, I wouldn’t be surprised if this isn’t the last wedding you’ll be attending.”
“Really?”
“It’s a big do.  It would be remarkable if no-one else spotted your talent.”
“Oh
  I hadn’t even thought of that
”
“Come and stand over here so I can get a piccy.  That’s right, there.  Smile
  Great.  Now come here and let me have a closer look at you.”  She felt his shirt and ruffled the frills on his shorts.  “You should have put on your gloves too.  Well, make sure you wear them tomorrow.”
“Oh
  Well, I’ll probably take them...just in case
”
“You should wear them.  They complete the outfit.”
He blushed slightly. 
“Oh well, no problem, I suppose.  I’ll tell Serena to bring them anyway, in case you change your mind.  Whether you wear them or not, I’m certain you’re going to turn heads tomorrow.  It definitely won’t be your last pageboy assignment.  Actually I’ve asked Cynthia to send a couple more outfits like this, but with slight style and colour variations.  I’d like to put you in the brochure alongside your maid persona.  So I’ll need you to do some modelling next week after we get our Fantastex delivery – probably Thursday.  I’ll pencil it in.”
“Oh
”
“We’re just getting the Christmas issue ready.  I’m considering whether to give you two pages, one for your maid role and one for the pageboy.  You could wear two different outfits for each.  We display the boys alphabetically, so you’d be near the middle.  It would be nice if you could be the centrefold – then we could have two piccies on one page and another two opposite, and you’d need to turn the brochure through ninety degrees – just like those centrefolds in girlie magazines, - which I’m sure you’re familiar with - which you can use as posters.”
There was a knock at the door.
“Come in!”
It was Cassandra.
“I had to come to have a peek at out pageboy.  Well!  Tim, you look fabulous!”
“I’ve been telling him
”
“Did you tell him about the brochure?”
“I just did.”
“What do you think of that, Tim?  A nice big spread all to yourself.”
“Thank you, Miss Cassandra.  Would I be the only one to have a pageboy outfit?”
“The only one.  The only trainee to have an alternative identity.  You are multi-talented, after all.  What do you think?”
“Wow, it would be really great.  Actually I think I like my pageboy outfit the best
”
“Yes, I sort of thought you did.  And you like showing it off, right?  It’s fine, don’t blush.  I’m happy you’re so proud of yourself.  You have every right to be.  So just enjoy the photo shoot.  We’ll do it next week.  You can show off to your heart’s content.  We’ll make an album for you, then choose the best snaps for the brochure, okay?”
Tim nodded enthusiastically.
“Good boy.  Now off you go and get changed.  And get a good night’s sleep tonight, won’t you?  Carly will help you dress, and Serena will collect you at nine.”
“I will, miss.  Thank you miss!”

After he had left, Cassandra and Louise had a good giggle.
“He’s going to be a sensation, Cassie.  Should spice up the wedding nicely.”
“He’s so damn cute he’s irresistible.  I hope he never loses that delightful innocence.  He’s a changed boy since he came here.  I heard from Violet he could be quite surly at times when he started at Pitt’s Wood.  Now he’s the sweetest boy you could hope to meet.  I’ve scheduled the photoshoot for Thursday.  We should have the variant outfits from Cynthia by then, and we’ll aim for two pageboy and two maid piccies.”
“Super.  Oh, by the way, for some reason he’s reluctant to wear his gloves tomorrow.  Is that a problem?”
Cassandra laughed.  “Oh, yes – he has a little thing about latex gloves.  I was just telling Nicola.  He likes to pleasure himself in his latex shorts and he likes to do it wearing his latex gloves.  So wearing both at the same time can be rather dangerous - if you see what I mean.”
Lucille raised her eyebrows.  “Really?”
“Probably better he doesn’t wear them tomorrow.”  She grinned.  “He understands that.  Serena can take them if she wants.  He can put them on when they leave.”

Simonssister

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Re: His Aunt Nicole
« Reply #349 on: March 26, 2026, 03:04:25 PM »
Chapter 324.

Serena was impressed.  When she opened his bedroom door at a quarter to eight Tim was up, dressed, and raring to go.
“Wow, boy, lookin’ good!  Cool duds!” she cried, with an ill-concealed smirk. 
But Tim didn’t notice.  “Yeah, I know, Miss Serena.  Fantastex are amazing, aren’t they?  They always keep their promises.”  He pointed at his shorts.  “See?  Pink and purple, next year’s trending colours.”
Serena approached and gave his new shorts the once-over.
“Cute hotpants, darling.  You’re gonna wow them at the wedding.  Pity they’re not a little shorter
”
“Oh, do you think so?”
“They’re fine, Tim.  I think everyone will be quite sufficiently impressed just as they are.”
“Oh, okay.  Cos I can ask Cynthia to alter the measurements a bit if you think
”
Serena suppressed a smile.  Let him dig his own grave.  “Well, maybe an inch or two
  Great quality, though.”
“Yes, she only uses the best latex
”
“Where’s your gloves?”
“Oh
  I don’t need them
”
“I’m bringing them anyway.  Just in case.  Where are they?”
“In the drawer.  But
”
“Okay, got them.”  Serena was in a mischievous mood.  But when wasn’t she?  “Here, put them on now.  No, no objections please.  I want to see how they look.”
He pulled them on reluctantly.
“Very smart!  Come on then, let’s go.”
“I can take them off
”
“Yes, as soon as we get to the church.  Don’t fuss.”

She drove with Tim in the passenger seat of her orange Porsche.  It was amusing to see him exercising self-discipline, gripping his knees hard with his red-gloved hands.
“Is my driving that bad?”
“Pardon, miss?”
“You’re gripping your legs for dear life.  Relax, Tim.”
“Oh
oh, yeah
”
He clasped his hands together.  He was definitely getting a little erection.  Serena revved the engine in the hope the vibration would exacerbate his condition.

She parked.  There were already quite a lot of cars in the street so they were a couple of hundred yards from the church.  Tim pulled off his gloves and tucked them into the glove compartment.  He ceased to be tense, and became animated.
“We’re early, aren’t we, miss?”
“We’re in plenty of time.  Let’s go and see what the routine is.”
They walked the few hundred yards to the church, Tim striding ahead, and turned in through the gate.  There were a few people standing by the church door.  Tim hesitated for a second, and waited for Serena to join him.  She caught up.
“Come on, Tim.  Let’s find the vicar.”
They were about to enter the church when a woman in a yellow dress accompanied by a little boy approached them.  Tim had noticed the standing on the grass staring at them as they came up the path.
“Excuse me
  Sorry to trouble you
”  She smiled at Tim.  “Are you the pageboy Debbie told me about?  I’m Imogen, her sister-in-law.”
Tim nodded.
“Only my son seems to be quite taken by your outfit.  Right, Joshua?”
Joshua nodded shyly.
Serena smiled at him.  “Do you like it, Joshua?  Would you like a pageboy uniform like that too?”
“Yes
”
“He wants one just the same, don’t you darling?”
“Yes, mummy
but with blue shorts
”
“Blue?  Oh, of course.”  She turned to Serena and shrugged.  “His favourite colour.  Everything always has to be blue at the moment.  We call him Little Boy Blue.”
“Blue
with a yellow belt
” Joshua added, thoughtfully.
“Well, no problem, young man,” laughed Serena.  She turned back to Imogen.  “Looks as though Tim might have started a trend!  Why don’t we meet up at the reception and I’ll tell you everything you need to know?”

 

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