His Aunt Nicole

[Simonssister]

Chapter 346.

When he finally made it to the canteen he found Bobby waiting for him.
“Where’ve you been, Tim?  I’ve been here for nearly twenty minutes.  And what are you wearing?  Everyone’s staring…”
“I know.  Amazing isn’t it?  I’m sorry – I just went for a walk around the Centre, and I got stopped by so many people – girls, that is – that I quite lost track of time.  I’ve had girls following me about all the morning.  How are you, anyway?”
“I’m fine.  Worked off my feet, though.  They’re talking about an apprentice.  When are you coming back?”
“Not sure…  It’s all up to ESDS.  You’d need to ask Miss Poole…”
Bobby looked at him and frowned slightly.
“You’re different…  You look so confident, somehow.  And you speak properly.  Not that you didn’t, I mean, but…”
“I know.  It’s all the training.  It’s been really hard…”
“It must have been.  So you’re a maid now?  Then why…?”  He pointed at Tim’s outfit.
“I’m a pageboy most of the time – thank goodness.  My first real posting starts Saturday.  I was the pageboy at a wedding…”
“Oh, I’ve seen the pictures, don’t worry.  Didn’t you mind?  You looked so cheerful…”
“Course I was.  It was a very important job.  Everyone loved me.”
“Yeah, right.  They all smiled and laughed, right?”
“Yeah, all the time.  I’m telling you, Bobby, I was a big hit.”
“I could see why – in those little purple latex hotpants…”
“Actually they’re not hotpants, Bobby,” retorted Tim, slightly irritated.  “They’re proper pageboy shorts, and…”
“Whatever.  Look, I’ve got to get back.  I’m only allowed forty minutes for lunch these days.  See you round, pageboy.”
“Oh…  Yeah, see you…”
But Bobby was already gone.

“Tim?”
It was Serena.
“Hi.”
“Shall we make a start, then?”
“Sure.  What’s next?  I really like this outfit.  But maybe tomorrow I could have a white top?  And a jacket of some sort?”
“Sure.  We can arrange that.  Now, this afternoon.  We have some lovely outfits for you.  Some of them were designed by Mrs Brookshaw, too.  I just hope everything fits.”
“Well, everything fitted this morning…”
“Yes, but dresses are different.”
Tim stopped dead.
“Dresses?”
“Dresses.  Of course.  You surely didn’t imagine…  Silly boy.  You can’t be a pageboy all the time, you know.”
“But…”
“I know Robyn asked her aunt to take at least the yellow shorts.  Not sure what else.  But the dresses are cute!  Wait till you see them.”

Doreen sat him down and did his makeup.  The mascara tickled.  She even combed some tint into his hair. 
“There.  You look really pretty.  Hold still while I do your lip gloss.  Pout.  Again. Good,  Press together.  Soon you’ll be doing this for yourself…”
His first outfit was worse than he could have imagined.  A pink and white creation in vinyl and fabric with white stockings.  Not only that, but a lace choker underneath a locking pink leather collar, as if he were some sort of slave, and matching arm and wrist cuffs!  He stood helplessly in the stable while Doreen and Lucille dressed him and locked the collar.
“What’s all this about?” he wailed.  “Cuffs and a collar with a padlock?  Is this woman some sort of pervert or something?”
Lucille laughed.  “It’s just a look, that’s all.  Mind you, I wouldn’t cross any lines if I were you.  Mrs Brookshaw does have a reputation as a bit of a disciplinarian…”
As they ushered him out of the stable he saw two faces he recognised.  It was Josephine and Yvette from the wedding.
“No…  Don’t let them see me…”
But it was too late.  They were waving and calling his name.
“Shit…”

He put on a brave face.  They didn’t make fun of him.  They complimented him on his transformation.
“Tess and Frankie are on their way, Tim.  Don’t change till they get here, will you?”
Then came the photos.  There were even more of those pesky little girls hanging around now.  It was getting embarrassing, especially as he was continually being told to pose like a girl.  When he was a pageboy he welcomed all the attention.  But now…

Tess and Frankie loved him.  They couldn’t stop staring, and taking endless photos.
“When we heard about the shoot we just had to come and watch!  You look even more amazing that at the wedding.”
“Mitzy!  Next dress, please!” called Lucille.
“Mitzy?  Is that you?”
Tim sighed.  “Only when I’m a maid…”
“Mitzy!  That’s such a cute name!”
“Mitzy!  Come on!”

[Simonssister]

Chapter 347.

Tim’s day, which had been so fun in the morning, was turning into a nightmare.  As he entered the stable, he saw that underneath the box that was being unpacked were two more!
“How many dresses are there…?”
“Oh, not many,” said Doreen, calmly.  But we need to get through them all this afternoon, so let’s get a move on.  Turn round and let me unzip you…  The next one’s very plain and simple, so I'll need to clean off all that makeup.  It's not appropriate for a little girl.”
“Little girl?  What do you mean?”
“You'll see.  Sit down and pass me the wipes.  Thank you.”

Serena was outside on her phone talking to Connie Brookshaw in a low voice.
“We’re in the new stable complex.  You can’t miss us  - we’re being followed everywhere this afternoon.  Sorry?  Grumpy, I would say.  Yes, he’s not happy at all.  Dresses aren’t really his thing.  I know…hilarious.  I’d better go, anyway.  Half an hour?  Right.  I’ll have him in one of yours.  No, he has no idea.  Just mingle with the fans…”

Serena stayed outside enjoying the air till they reappeared.  Tim was frowning.  Well, not surprising.  He did look an idiot in that little red juvenile outfit.  Of course, once he was up on his dais he did his best to laugh it off.  As usual had an audience, and he didn’t want them to see her wasn't doing all this of his own free will.
“What sort of dress do you call that?” asked a blonde girl, cheekily.
“It’s just a work dress, that’s all…” improvised Tim.
“Looks more like a little girl’s activity outfit,” remarked her curly-haired friend, suppressing a laugh. 
“What’s with the hair-bow?” persisted the other.
“Leave me alone, would you?  I’m modelling all sorts of things today.  Did you see my black leather…”
“Yes, we did!” cried curly.  “So sexy!”
And they burst out laughing.
“Just go away!  Miss, tell them to go away…”
“Sorry, Mitzy.  They have more right than we do to be here.”
“Yes, Mitzy.  We have more right to be here than a silly boy in a little girl’s smock…” said blonde.
“Made of rubber, by the look of it,” added curly,  “and…”
“Hey, Paula!  Come round here!  You can see his panties!”
“Ooh…”

And so it went on.  Eventually they escaped those two particular little horrors by moving into the indoor school.  There were just three riders there, and they were a bit older, so potentially not as annoying.
“Miss, I hate this outfit.  If I have to wear a dress, can it at least be glamorous?  This is like a kid’s dress.  I feel totally stupid.”
“Okay, Tim.  I’ll tell you a secret, shall I?” said Lucille, whispering.
“What?” he replied, sulkily.  But his face said he was interested.
“I wasn’t supposed to tell you, actually.  Mrs Brookshaw ordered this one from the Fantastex catalogue herself.  For a grown boy, she said it was the most embarrassing one she could find.  She also said…”  She lowered her voice.  “She also said, if you were prepared to wear this without complaint, in fact to swagger about in it just as you do in your pageboy shorts, she’d let you wear your shorts for the whole weekend instead of the maid’s outfit she had planned.”
“Really?  Even for her party Saturday night?”
“Even for that.”
“Okay!  Listen, can I still do it, then?  I was being silly.  I apologise, I really do…”
“Well, I suppose…  But you mustn’t tell anyone I told you.”
“I promise!”
“Okay…  Well, let’s have some piccies by the side of the arena, shall we.  Nice poses, mind.  I don’t think those girls will bother you.  Then we’ll have a little parade around the Centre, let all the others get some pretty snaps.  Then we can move on to the more sophisticated styles…”
“Okay.  No probs, Miss Lucille…”
“Good boy!  Here.  I've found another Alice band that matches your dress better...”

Lucille turned to the others and winked.
“Did Mrs Brookshaw really say that?” Doreen asked Serena.
Serena laughed.  “No,” she whispered.  “She wants him in his shorts the whole weekend anyway.  Thinks her guests would prefer it.  And Robyn, of course.  Anyway she’ll be here any minute.  With luck she’ll get to see just what a sweet, obedient little boy Tim is!”