His Aunt Nicole

[Simonssister]

Chapter 30

Bobby fell asleep where he was.  When the women retired he was sprawled on the carpet, mouth open, still sporting an impressive erection.  Lavinia looked scornfully at him.
“Just you wait till tomorrow, young man.  It’s agreed then, Niccy – we’ll drop in at yours on the way and get him sorted out.”
“Yes, Lavvy,  Don’t worry – I've got something nice for him to wear.”  She covered her nephew with a fleecy blanket.  “There.  He’ll be fine there till he decides to go to bed.”

Neither Lavinia nor Bobby slept well – the former was feeling frustrated and irritated, the latter aroused again and dreaming lurid dreams.  He woke up about two in the morning, coc-k throbbing, and decided he would go up to his nice comfy bed.  But before he went…  He grinned evilly.  Lavinia had folded up the latex sheeting, placed it in a corner, and put her soiled boots on it facing the wall.
“She isn’t really going to wear them like that…” mused Bobby.  “I don’t believe it.  Anyway, the backs are hardly touched…  I’ll finish them off!”  Whereat he got up, went over and knelt behind the boots.  Taking hold of his coc-k between finger and thumb, he began to masturbate slowly, taking evident pleasure from each retraction of the foreskin, and daubing his prec-um onto the rubber.  In less than two minutes his climax overtook him, and with a cute little “oh, gosh!” he directed spurt after spurt of thick c-um onto the upper part of Lavinia’s boots, whence in oozed and trickled slowly down to the heels.
His pleasure having subsided, he admired for a moment his latest masterpiece, gave a deep sigh of satisfaction, stood up, and made his way upstairs to bed.

He feel asleep again at once, and, it seemed, was awoken almost as quickly.  But it was seven o’clock, and Lavinia was standing over him already fully attired in her riding gear – black jacket and all, though as yet no boots, but…yes!  including her latex breeches.  He sat up quickly.
“Are you going?  Are you really wearing those?”
“I told you, didn’t I?  Now get up and get ready.”
“Ready…?”
“I told you.  You’re coming with us.”
“But…”
She was holding her whip.  She whacked it across his body under the duvet, and though he felt nothing, he got the message, and jumped out of bed.
“Wear what you like.  Breakfast is on the table.  We leave in half an hour.”  She was about to leave, but she hesitated.  “Is it my imagination, or in the night did you…  mess with my boots again?”
He froze.  His expression was enough answer.
“I see.  You really are a little spunk machine, aren’t you?  Well, you’re going to need all you’ve got, today.”
What could she mean?  Anyway, better get going.  Any apprehensiveness he was feeling was swept aside by curiosity.   He couldn’t believe she was going to go through with this.  What would the spectators make of it?  He laughed incredulously, dressed in jeans and a T-shirt, and hurried down to  breakfast.

They took Nicole’s car, Lavinia in front, her boots in a big plastic bag with her other stuff in the boot.  For the time being she wore brown jodhpur boots.  The show started at ten, with the dressage at eleven, and she was going to save her new boots for that.  They headed for Nicole’s first.
“Hey, auntie…  Pitt’s Wood’s that way…”
“I know, dear.  I need to pop in home first.  We have plenty of time.”
They pulled up outside the house and all the women got out.  Bobby remained in the back seat of the car.
“Come out, darling…”
“Why, auntie?  I’m tired.”
“Come on.  We need some advice on clothes.”
“Oh, can’t you decide for yourselves?” he moaned.
“No.  Your opinion is important.  Now come on.”
He sighed, but climbed out and followed them in.  Nicole led them upstairs.  On her bed was a big cardboard box, recently opened.  They gathered round.
“Now,” said Nicole, “this is an outfit I’d had in mind for some time.  It only arrived a couple of days ago, so tell me what you think.  What do you think, Bobby?”
She reached into the box and took out a packet wrapped in tissue.  Opening it, she produced a pair of bright pink baby pants with yellow frills.
They’re quite full, as you see, but the waist and legs are triple-layered, so they fit nice and tight.  Here are the gloves which go with them.”  She pulled out a pair of little pink gloves, also with yellow frills, and with yellow straps around the wrists.  “And there’s matching bootees too, see?  Same pink with yellow tops.  What do you think?”
“Great, Niccy,” said Sarah.  “So fuc-king cute!”
Lavinia just smiled, and looked at Bobby.  He took a step back.
“What…?  They’re not…”
“For you?  Yes, darling.  Now let’s see what they look like.”
He fought them, but he was outnumbered and out outmatched.  And there was one final surprise.  Nicole pulled out a grey pull-on fleece with an attached hood – well, in fact an attached balaclava.  They pulled it on over his head.  It was elasticated at the waist and the neck, and they had to force it over his head, but once in was on he was allowed to admire himself in the mirror. 
The only opening was an oval for his face, trimmed in pink.  And on top of his head stood up two long padded ears, also lined with pink.  He was a little rabbit!  The elasticated waist rode just above the waistband of his baby pants.  But worst of all was the bright pink script lettering – on the front, Baby Bobby, and on the back…  c-um Bunny!
He was so dumbfounded that he hardly resisted as Lavinia tightened the wrist straps, drew his hands behind his back, and linked the buckle rings together with a tiny padlock, and while Sarah drew a few whiskers and dots on his cheeks with eyeliner.  Lavinia had thoughtfully brought his pink collar and bell, and she buckled it around his neck and attached his lead.  As she led him downstairs he whimpered and pleaded pathetically, but to no avail. 
“One good thing,” whispered Sarah, “that seems to have solved his erection problem!”
“Hmm.  For the time being,” smiled Nicole.

[Simonssister]

Chapter 31

A couple of swishes of Lavinia’s whip were all that was needed to persuade Bobby to get into the car.  He pressed himself into the corner of the back seat, a sulky expression on his face, as Sarah fastened his seatbelt.  Soon they were off again.
“It’s ages since I’ve seen you compete, Lavvy,” said Nicole, checking her mirrors as she overtook a horsebox, probably going to the same destination.  “I’ve got my kit with me, so I’m going to have a little ride too, while we’re there.  I’ll get Daphne to saddle Cocoa and take him round the big field a couple of times.”.
“Yes, it is.  It’ll be nice to have some support today.  I think I’ll need it, wearing those boots!”  She gave a short laugh, and turned to the sulking Bobby, frowning like a six-year-old.  “But Bobby dear, this is also going to be a lesson for you.  A lesson in obedience.  Really, we can’t have you behaving like you did last night, now can we?  I mean, we love you dearly, cutie-pie, but you have to learn to obey your betters – or suffer the consequences.  Now, I’ve some good friends at the stables.  In particular I got to know three of the girl grooms – Jasmine. Phoebe and Ellie – soon after I moved here.  They still look after my tack and make sure it’s all clean and polished for when I compete or ride out.  I had a word with Jasmine last night and they’ll take care of you this morning before the dressage starts.  You’ll like them.  But make sure you do what they tell you to and don’t get in their way – understand?”
“Don’t worry, I’ll keep well out of their way.  I’ll keep well out of everyone’s way in this get-up.”
“This “get-up” Bobby?” said Nicole, sarcastically.  “How can you refer to your sweet little outfit like that?  I went to a lot of trouble…”
“Shut up auntie!  I know what you’re doing – you’re just trying to humiliate me cos I didn’t clean Aunt Lavinia’s stupid boots like I was s’posed to!  Look, I’m sorry, right?  It was the first time and I…I sort of got…you know, a bit embarrassed by…I dunno, the whole thing, and…so I just, like, had to collapse, and…”
“Embarrassed?  You weren’t embarrassed, you were just downright disobedient and rude!” cried Nicole.  “Don’t worry, we all know exactly what happened – you had your fun, you had your pleasure, wanking off over Lavvy’s amazing footwear, you probably had the best orgasm you’d ever had, and so then you thought, oh, sod them, that was great, why should I bother to do my bit of the bargain.  Right?  That was it, wasn’t it?”
“Look aunt!”  He paused.  He was pretending to be angry, but really he was scared stiff.  He needed to get out of the predicament he had landed himself in.  “Look…  I’m really sorry.  Today I’ll do everything you want.  Everything.  Anything.  I’ll be really good and well-behaved and polite an’ everything.  Okay?  I’m really really sorry.  I was stupid.  I admit it.  Aunt Lavinia?  I could clean your boots now if you like – polish them up till they shine.  I mean, you can’t really wear them as they are, can you?  Can you?  Auntie…?”
Lavinia turned her head and looked him in the eye.  She had a wry smile on her face.  She could see he was terrified.  Good.  That was just what she wanted.
“I’m afraid that won’t be possible, darling.”
“But Auntie…”
“Shush.  No.  You need to learn your lesson.  If we’re going to trust you in future you need to realise there are consequences for bad behaviour.  It’s too late for regrets or apologies.  You clearly didn’t understand your responsibilities.”  Boby opened his mouth to protest.  “No!  Enough.  If you say another word I’ll have Nicole stop the car and we’ll put you out right here in the middle of the village, and make you walk the rest.”
Bobby bit his tongue.  They’d be there in ten minutes at the most.  What if he refused to get out of the car?  No that wouldn’t work – there were three of them against one of him.  There’d be a scene, and it would only attract more attention.  Wait a minute – wasn’t his windcheater in the boot?  Yes, he was sure it was.  It would just about be long enough to hide  his – he shivered – his pink baby pants – not to mention his top with its embarrassing texts.  It even had a hood!  No, they wouldn’t let him hide his ears, he was sure. 
They were nearly there. 
“A-auntie…?”
“Yes Bobby?”
“Could I…  I mean, would it be all right if I wore my windcheater?  It’s in the boot, I think…”
“I’m afraid that’s not an option…” she began.
“Oh, let him,” cut in Lavinia.  “The girls will probably take him to the stables, anyway.  Let him hide his blushes.  Okay, Bobby?”
“Thanks, auntie Lavinia!” he cried, gratefully.  She could be very understanding as well as strict.  For a moment he could have kissed her.

They were early, so the car park was still fairly empty.  Bobby was first out.  He wanted to reassure himself his jacket was there.  He threw open the boot.  Yes!  Tucked in a corner.  He grabbed it, shook it out, and pulled it on.  It was dark red, with a front zip and elasticated waist, and a size too large, so that it came down to his upper thigh, hiding his pants.  He stuck his hands in his pockets, so only his pink and yellow bootees hinted at what was unseen.  Now things seemed a lot less scary.  Indeed, he had almost forgotten about his appointment with the three grooms.  But he was soon to be reminded.
Lavinia retrieved her boots and another bag from the boot, Nicole took her stuff, and then the little group started up the track which led to the equestrian centre buildings, beyond which lay the showground and open fields.  The main stable block was on their right, and they were half way up the track when three girls, chattering and laughing, came round the corner.  Lavinia waved.
“Girls!  Hi – we’re here!”
The girls waved back.  Bobby bit his lip.  They looked a year or two older than him.  They all wore breeches and long boots.  One had rosy cheeks and a shock of untidy ginger hair, blowing in the wind.  The tallest had black hair, cropped at the sides, and seemed to be looking straight at him with a slight sneer.  The third was blonde, with a ponytail.  As the two groups neared each other he could see she too was staring, her mouth opening in delight.  She sniggered and said something to her friends which made them laugh.  He switched his attention back to the tall one.  As she neared he realised he knew her.  Jasmine Lifford, one of the sixth-form prefects!  He prayed she wouldn’t recognise him – why should she? – but the expression on her face told him she already knew who he was.  Lavinia must have spoken to her about him!  But…what did she know?  His heart sank.
“Jasmine!  Phoebe, Ellie!  You came to meet us!”
“Of course, miss.  So this is Bobby.  Hello Bobby.  Nice bootees!  Did your aunt tell you we’ll be in charge of you today?”
“I-in charge…?”
“Of course!” piped up the ginger one, who was Phoebe.  “We’re going to show you everything!”
“Love your bunny ears!” cried Ellie (the blonde).  She looked him up and down.  “A bunny in shorts, then.”
“Oh…not quite shorts,” smiled Sarah.  “Hi girls.  I’m Sarah, and this is Nicole.  We’re Lavinia’s best friends.”
Lavinia held up her boots in their bag.  “That’s was he did to my lovely boots!” The girls goggled.
“You’re not…” began Jasmine.
“I am.  And I’ll tell anyone who asks who is responsible.  What a boy!  Well, you know a few things, Jasmine.  Feel free to tell the others.”  She reached into her pocket.  “You’ll need this to open the padlock if you need to.”  She handed Jasmine the little key.
“Thanks.  Yes, I’ve already filled them in.”
“Good.  And don’t hesitate…you know…what I sent you…”
As Bobby looked nervously from one to the other, they exchanged meaningful smiles.
“But we must get going, girls.  We’re dying for coffee.”  She checked her phone.  “The cafĂ© should be open now.  Let’s go ladies.  Bobby, go with the girls.  They’ll look after you till it’s time for the dressage.”
“But…”
But Jasmine had already grabbed his arm, and he found himself being hauled off down the track towards the stables…

[Simonssister]

Chapter 32

As he was being dragged away, Bobby cast a desperate glance over his shoulder, just in time to see the ladies disappearing through the front door of the main building.  He stumbled along the path surrounded by his three new acquaintances.  None spoke a word until they reached a stable with a green door, which Ellie opened while the other two pushed him through.  Ellie closed and locked it behind them.  There were two windows on the back wall, none next to the path they had used.  It seemed to have been recently cleaned; the stone floor was swept, and the only furniture were two bales of hay under the windows.  Bobby, released from Jasmine’s grip, involuntarily retreated into a corner, and stood there fearfully, gripping the back of his jacket to make sure it didn’t ride up.  Jasmine smiled, Ellie looked at him spitefully, and Phoebe giggled hysterically.  Jasmine folded her arms.
“So, Bobby Tucker…your auntie’s been telling me all about you.  Yes, I heard all about  last night.  Boot Boy?  Boot boys are a supposed to clean their mistress’s boots, not besmirch them.  Disgusting.  But no more than I’d expect from you.  Yes, I’ve seen you at school, leching after all the seniors.  Little pervert!  How dare you even look at one of us.  Just keep your eyes on the ground, and if you want sex, go and wank off in your bedroom like I’m sure you always do.”
Here Phoebe gave a little scream of disgust and delight.  “Yes!  I bet you have loads of pictures of girls in boots.  Am I right?”
Bobby shook his head unconvincingly, and turned red.
“So, it’s clear you need a lesson,” continued Jasmine.  “You need to learn some manners, and know your place.  So we’re going to make you our little bitch.  Bobby the Bitch, that’s you from now on as far as we’re concerned.  When you’re with us you’ll do exactly as you’re told – no, don’t you dare smile!
“I – I wasn’t…”
It was true.  It was pure fear that had made his lip quiver.
“As I was saying, you’ll do as you’re told, and any disobedience will be punished.  You’ll be surprised how much pain can be generated by one quick cut of a dressage whip on the backs of your thighs.  And on top of that, we have the ultimate deterrent.”
She touched her phone and held it up for him to see.  His eyes widened with horror.  She had the video of last night!
“And we have this too.”  She touched her phone again.  “Maid Bobbi.  This is the outfit you’ll wear to serve us, unless we’re teaching you how to be a proper boot boy.  The little pink maid’s outfit is Phoebe’s favourite, isn’t it Phoebe?  She nearly wet herself when I showed it to her!”
Bobby was trembling now.  “Please…”
“Please?  What, please don’t show anyone else?  I won’t hesitate if it becomes necessary.  It would be all round the school in a matter of hours.  So don’t even think of disobeying us.”
“I won’t, I swear…!”
“You’d better not.  You’re proper duties will begin next Friday.  Your aunt Nicole has kindly offered to let us have Maid Bobbi for the whole weekend.  Today is just a rehearsal.  So, bitch, first of all, let’s get that jacket off and let’s see what’s underneath.”
Bobby shrunk back against the wall, but the girls grabbed him.  Ellie and Phoebe held his arms while Jasmine unlocked his wrists.  They stripped off his jacket and Ellie tossed it into a corner.
“Wow!” exclaimed Phoebe.  A bunny in rubber baby pants!  Cute!”
“Baby Bobby!  Sw-eet…” added Ellie.
“Turn around, Bobby.  Go on – let’s see the back,” ordered Jasmine.   â€śWhat…  “c-um Bunny”!  Oh dear!  I don’t know how people are going to react to that!  Better keep your back to the fence when we out on the showground – if you can!”  She reattached his wrists and tucked the key away in her breeches pocket.
“No…  Please don’t take me out there…”
“Oh, but don’t you want to see Lavinia performing in her new boots?  You know, the ones you decorated with your c-um?  You’ll be able to boast to everyone about it.  “See that lady’s boots?  I did that!  Yes, all by myself!  Would you like me to do yours?”  You may get some new customers.  Imagine if lots of them say yes!  They’ll have to queue up, and you’ll be on your knees all the afternoon.  Isn’t that what you dream of?”
Bobby stared at her with pleading, tearful eyes.  All the bravado of the previous evening had evaporated.  He knew he was entirely in the power of these three ruthless, spiteful girls.  He decided he’d do anything – anything at all – to propitiate them.
“W-what do you want me to do…?”
“That what I like to hear.  Well first of all, it seems you need a little retraining on the correct duties of a boot boy – wouldn’t you agree?  Phoebe?  Take a seat.”
Phoebe, a mischievous smile on her face, obediently seated herself on one of the hay bales, and leant back against the wall.  Over her close-fitting beige breeches she sported a pair of the standard rubber riding boots most of the grooms wore for work.  Her legs were crossed at the ankles, the edge of one heel resting on the bare stone floor.  Though not new her boots were not at all dirty: it was a dry, sunny day, and she had only recently washed and wiped them, as she did every morning; so the black rubber gleamed with an unpretentious dull sheen.
Bobby looked startled, but before he could ask any questions Jasmine took him by the shoulder and pushed him down on his knees in front of her.
“What…?”
“Shush.  You don’t need to do anything – yet.”
It soon became clear it was a rehearsed scenario.  Without a word spoken, Jasmine knelt on Bobby’s left, and yanked down the front of his baby pants.  Ellie, pulling on a pair of short kid leather riding gloves, squatted on his right and, suppressing her sniggers, poked at his shy, flaccid little member with her finger.  It barely responded, though a little bead of juice formed at its tip.
“Come on, Bobby!  This won’t do…  Look at Phoebe’s lovely shiny boots.  Wouldn’t you love to…you know, what you do best…?  Wouldn’t you just love to mess them up, like you did your aunt’s?”
Bobby whimpered, but said nothing.  Ellie tried some gentle persuasion, holding his coc-k delicately between finger and thumb and sliding the lubricated foreskin gently back and forth.  Bobby bit his lip, but little by little it began to fill and grow.
“That’s it…  Good boy…  Here, smell the rubber…”
Jasmine put her unoccupied hand on the nape of his neck and pushed his face down until his nose was touching the top of Phobe’s right boot.  She held it there whilst Ellie worked steadily on his stiffening coc-k.  Within a couple of minutes they had brought him to full erection, and Jasmine let him up again, allowing the tip, now oozing with prec-um, to touch the smooth rubber.  Bobby groaned, and began to move his hips slightly, responding to Ellie’s hand.  By now she had all her fingers around the shaft.  She knew he had passed the point of no return, so all she had to do now was maintain a steady, relentless rhythm, which she did, seasoning it with soft words of encouragement and little kisses and nibbles at his ear.  Jasmine smiled to see this, and reciprocated on her side.  Under the influence of their gentle coaxings, any shreds of reluctance Bobby might have been feeling were soon overtaken by enthusiastic cooperation.  Clearly he would have loved to have his hands free, but he did his best to supply the deficiency by thrusting energetically into Ellie’s grasp and against the cleft between Phoebe’s crossed boots, squirming his hips about at the same time so as to smear his juices, now flowing freely, over as much of them as possible.  Phoebe was doing her best to sit still, looking down on what was unfolding before her with delighted disbelief, but shaking with suppressed mirth.  After a few minutes Bobby began to moan quietly, and emit a little "ooh" or "aah" every now and then.  The girls knew that it would not be long now.  Seeing indicated to Ellie that she should take over holding down Bobby’s baby pants, and thus released, and seeing her friend had everything well in hand, Jasmine retreated a metre or so, took out her phone, and began to record.  Lavinia would need a report.  Ellie’s gloves were now slick with Bobby’s secretions.  She tightened her grip and quickened her pace, pumping vigorously and whipping up his juices into a sticky froth.  He gasped, and with a cry of ecstasy exploded into a violent climax.  Phoebe screamed.  A spurt of thick sperm erupted from his jerking coc-k, followed by another and another, wads of whitish slime splattering the clean black rubber.  Ellie, intent on defiling as much of her friend’s boots as possible, aimed each successive ejaculation at a different point on her calves, until, as Bobby’s orgasm began to subside, they were smothered from the tops to the ankles, whilst little rivulets of creamy spunk trickled down lazily towards her feet.
Bobby knelt there looking dazed.  Ellie allowed his pants to snap back into place over his wilting erection, stripped of her slimy gloves and tossed them on the floor.  Jasmine kept filming.
“No time for rest, Bobby,” she said, curtly.  “You need to get on and clean all that mess off right away.  Show us you’re a proper boot boy.”
He turned his head.  “My hands,” he whined, insolently.  “Undo my hands then, and give me a cloth or something.”
Phoebe, who had uncrossed her legs and placed her feet flat on the ground, gave a short, hysterical laugh.  Ellie was sitting cross-legged, smiling spitefully.  Bobby frowned at them.
“What’s funny?” he whined.
“You won’t be needing a cloth, Bobby – or your hands.  Use your tongue.”
“What?”
“You’re going to lick Phoebe’s boots clean, lick them till they shine.  If you haven’t started in twenty seconds, I’m going to send one of your videos to…now, let me see, who’s that awful gossip in the fifth form…?  Ah yes, Maxine Barrington…luckily I have her number here…”
“No!”
“Ten seconds.  Nine, eight…”
Bobby made a decision, and before the countdown had reached four his head was already down, his tongue scooping up a little pool of c-um which had formed on the instep of Phoebe’s left boot.
“That’s better.  Good boy!  You have ten minutes to lick off every drop.  If they’re not perfectly clean and shiny by then, I’ll send it anyway.  I’m so tempted, to be honest.  Imagine when you go back to school…”  She sniggered.  “I’m evil, aren’t I?  But Lavinia was so upset by last night she’s given me carte blanche, so if I’m not quite satisfied…  Bobby!  Be careful.  You’re getting it on your ears!  Start at the top and work down.  Yes, like that.  That’s better…”

[Simonssister]

Chapter 33

Over the succeeding minutes he licked and lapped desperately at Phoebe’s slimy boots, swallowing his warm c-um like a thirsty cat eating cream.  Actually he didn’t mind the taste, but as it cooled it was becoming gooey and he was having to suc-k it off the smooth rubber, making loud slurping noises which the girls seemed to find highly amusing.  Ellie had done a great job - Phoebe’s boots were comprehensively slimed, and even as he laboured to scoop it from between her calves it was trickling back out of reach.  Phoebe could have made it difficult for him, but she took pity and obligingly lifted one leg, then the other, so he could get at those less accessible places.  He was terrified of missing the deadline, but somehow he made it – just.   He knelt there out of breath, his cheeks and the edges of the face opening in his bunny suit sticky with drying c-um.  Had he really made that much?  He felt full, as though he had just swallowed a whole carton of custard!  But the worst thing was, that being down on his knees licking Phoebe’s boots had started to get him aroused again.  How could that be, when he was actually gobbling up his own sperm?   Anyway, Phoebe’s boots were glossy and clean again, and Jasmine hadn’t done what she had threatened.  On the contrary, she was congratulating him on his achievement.
“Well done, Bobby!  You made it!  I’m proud of you.  And I’m sure your aunties will be too, when they see the video.  Perhaps this is the way to go…  What do you think?  You looked as though you were quite enjoying it…  I hope it tasted nice.  It’s very good for you, you know, and after all, it was yours, and now you’ve got it all back.”
“Now that’s what I call a boot boy!” cried Ellie.
“It’s what I call a real c-um bunny!” laughed Phoebe.  “Did you see the way he was gobbling it up?  I think he likes the taste, don’t you, Bobby?  I think you should forget about girls, and find yourself a nice boyfriend”  And she burst into peals of laughter.
Jasmine looked serious.  “Is that right, Bobby?  Would you prefer a boyfriend?  I mean, you only seem to like girls for their boots, so…”
Bobby wanted to say something, but he was speechless with anger.
“Ooh, I’ve had an idea,” cried Ellie.  “When he’s in his maid’s outfit next weekend we could arrange a blind date for him.  I know a couple of boys from my school that would just love to go out with a girl-boy, specially if they got a nice blow-job at the end of the evening.  What do you say, Bobby?”
“I-I…  How…” Bobby stammered.
“I bet my boyfriend would like you, Bobby,” went on Jasmine.  “I think he’s always had a thing about ladyboys and such.  I’m going to show him the video of you in your maid’s outfit, and see what his reaction is.”
“No!  Don’t you dare.  I’m not, you know, gay or anything…”
“It’s all right.  I won’t tell him who you are.  Can’t do any harm.  If he fancies you I’m gonna be a bit jealous, to be honest.”
“S’pose Felix does fancy him…” put in Ellie.  “What would you do?”
“What do you mean?”
“You should give him a surprise.  Let Maid Bobbi wait on you one evening.  Serve your meal, pour your wine.  Invite us, too!  I’d love to see his reaction.  He’d have no idea who Bobby is anyway.  Couldn’t do any harm.”
“No way!” cried Bobby, seriously alarmed now.  “No way!  I would never agree to something like that, so you can forget about it!”
“Ooh, Bobby…  Don’t be so defensive.  It makes me want to take up Ellie’s suggestion.  You seem to forget the position you’re in.  You’re our little bitch, remember.  A few minutes ago you were on your knees licking your own c-um off Phoebe’s boots!  We decide what you’re going to do now.  Disobeying is no longer an option…   Is it?  Well, is it?”
Bobby looked at Jasmine pleadingly.  “No, I guess…  But please…”
“We’ll see.  I’m warming to the idea.  You might be useful…  Spice up our sex life a little.  Yes, could be fun.  Don’t worry, girls, you’ll be right there, whatever I do…   But hey, it’s half ten.  We should get outside.  Bobby, ready?  Bobby?  My goodness, you’re not all hot and bothered again, are you?”  She stared at his pants, stretched taut over the head of his erect pen-is.  “You are!  Was it our conversation…?”
“Look!  He’s blushing!” cried Phoebe.
“Let’s go,” added Ellie. “Let’s go and show off our little baby bunny!” 
 

[billykins]

I they want him to do what he's told they should make him into Maid Bobbi permanently.

[sarahpenguin]

a diapered baby maid :)

[Simonssister]

Chapter 34

They led him out of the stable and up the path, Ellie swishing her riding whip behind him by way of encouragement.  One of his ears had bent halfway up, the top section flopping up and down as he walked.  However, the girls were amused to see that his coc-k remained as wilful and perky as ever, stretching the front of his pants taut, and bouncing proudly at every step.  Every stable lass they passed stopped to stare and giggle, and he heard the word “coltish” whispered several times.
“What does that mean?” he asked Phoebe.
She laughed.  “What you are!  It really does have a mind of its own, doesn’t it?”
To his relief they didn’t go through the main buildings, but made their way around it on a track that emerged just below the main showground.  On their right fields stretched away to the hills, most with horses quietly grazing.
“Who’s that on Cocoa?” asked Phoebe, shading her eyes.
“Must be my aunt Nicole,” replied Bobby, sulkily.
Up at the showground spectators were gathering.  There were marquees and a row of stalls, and a tier of seats, which Ellie explained were reserved for members of the Pitt’s Wood Equestrian Society.  There was also a small raised dais with three chairs and a long desk, apparently for the judges.  Over by the nearest field he could see horses being tacked up, and standing nearby were Lavinia and Sarah, and a couple of other women, who seemed to be admiring Lavinia’s boots.  Jasmine headed straight for them.  Suddenly he had an attack of butterflies, and stopped dead.
“What’s up?”
“I don’t want to see them right now.”
She laughed.  “Well they want to see you.  Let’s go.”
A gentle slap from Ellie’s whip decided him, and they approached the little group.  Lavinia looked round.  True to her word, her boots were in the same condition Bobby had left them the night before.
“Here he is now!  Bobby – come and meet Miss Poole.  Miss Poole the chair of our committee.  I’ve been telling her all about you!”
That “all” sent a chill through Bobby.  He wanted to run, but the girls shoved him forward.  With his hands still secured behind his back he had no chance of disguising his aroused state; indeed, his enforced posture made it all the more prominent.  Miss Poole was a slight woman in her early forties, he guessed, with streaks of grey in her neatly-trimmed black hair, very red lipstick, and amused blue eyes.  She was dressed in black breeches a white shirt and blue tie, and a smart blue jacket with a badge on the lapel, “Head Judge”.  She wore expensive-looking tall leather boots with a whip stuck down the side of the right one.  Bobby wondered vaguely why a judge needed to carry a whip.  She was accompanied by a pretty younger blonde woman in a petrol-blue close-fitting body suit, red rubber riding boots and a red bomber-jacket, with a “Judge” badge pinned to her left breast.  She gave Bobby a seductive smile which made his coc-k quiver, then put one foot slightly forward and dropped her eyes, as if to say, “wouldn’t you like to attend to my boots?” – which assuredly he would have done!  Miss Poole’s gaze travelled from his reddening cheeks straight down to his taut pink pants, and back again.  A wry smile flitted across her lips.
“I gather, Bobby, you’re the one responsible for the...how can I put it?  The rather dishevelled state of Lavinia’s boots.  I’m glad she decided to wear them just as they are, despite the fact doing so will almost certainly cost her her rightful position in the dressage.  It lets everyone see what a naughty boy you’ve been.  I hope today will help you learn your lesson.  I must say, had it been me, you would have received a severe correction and you would have finished your job to my satisfaction.
“Excuse me, miss,” said Jasmine.”
“Yes, Jasmine?”
“We’ve spent the morning retraining him, so I think he going to be much more dutiful from now on.  And we have our own methods of disciplining him - so Miss Lavinia,” she added, turning to her, “if you have any trouble with him in future, please just let us know.”
“Thank you, Jasmine.  I’ll do that.  I knew I could rely on you.  As to that, though” – she nodded towards Bobby’s erection – “as to that, I think it’s incorrigible.”
“Yes, miss.  We think so too.  Especially where there’s ladies around in nice boots.”
“Oh!  Yes, quite.”  She turned to her colleague.  “Then I imagine you must like Magda’s, my fellow judge’s boots, Bobby.  Magda’s only been with us a week, but she’s already shaking things up. Don’t often see red boots in Pitt’s Wood – rather too conservative, if you know what I mean.  But Magda’s a free spirit – and she knows her fashion too.  What do you think?”
Magda pointed a toe and gave him a wink.  Bobby caught his breath, and made an inarticulate attempt to speak.  However, his erection twitched visibly, eliciting a burst of laughter from the ladies.
“Oh, Bobby!  You’re such a sweetie,” cried Miss Poole.  She turned to Lavinia. “You must bring Bobby to the committee dinner  the week after next.  Maybe we could make him club mascot?  Dress him nicely, won’t you?  Now, we must get going.  Bobby?  Do behave yourself, darling.”  She patted his cheek affectionately, shot a last glance at his pants, and gave a smile and a shake of the head.  “We’ll see you soon, all right?  Bye girls!”
She turned and headed towards the show ring.  Magda made a sort of “oh god, I could eat you in one bite” face at Bobby, and followed her.  Bobby, cheeks burning, unconsciously fingered his erection, possibly hoping it wasn’t quite as obtrusive as he feared, of which hope he was quickly disabused.  Lavinia mounted her house, and trotted off to the collecting ring with Sarah in tow.  Jasmine took hold of Bobby’s arm again, and they headed off to the viewing area near the judges’ stage.
“Please,” whined Bobby, “wait a bit.  I can’t go over there like this…”
“Well I don’t think it’s going to going down,” said Phoebe.  “Come on.  You can sit on the ground and no-one will notice.”
“But they’ll all be looking at me in this bunny suit!”
Ellis gave a short laugh.  “The bunny suit?  I guess.  You’d better hope that’s all they’re looking at!”
Bobby could hardly fail to attract attention, and as they approached the first little knot of spectators awaiting the start of the first competition Bobby heard a few “oohs” and giggles and one excited  “Mummy! Look at that bunny!” drifting across on the breeze.  The stalls and temporary shops were arranged in a row along the edge of the field, and the girls were about to head to the tent housing the local equestrian retailer, when a voice called from the direction of the showground.
“Girls!  Hello!  We have a spare seat here.  Let him come and sit with us.”
Miss Poole was beckoning from the judges dais, where a row of three chairs faced the showground.  She occupied the middle on, with Magda on her left.  The one on her right was vacant.  The girls shepherded Bobby over.
“Come on, Bobby.  That’s right, come sit here.  Our colleague is sick and won’t be coming.”
Reluctantly, Bobby made his way through the groups of spectators, blushing under their impudent stares and hushed exclamations, and climbed the three steps up to the platform, where, feeling even more exposed, he quickly seated himself next to Miss Poole.
“There, that’s better,” she cooed, placing a cool hand on his bare thigh, “you’ll have the best view from here.”
“Yes,” added Magda, leaning forward with a wicked smile, “you’ll be able to see all the ladies riding boots much better from here.  Tell us which ones you like best.”
He didn’t really mean to say it, but Magda was so pretty and glamorous it almost came out of its own accord: “I like yours the best, miss…” he blurted, blushing to his ears.
“Ooh,” cried Magda, “you have confessed!  I’m flattered you like my taste.  Would you like to clean them for me sometime?  But please, don’t leave them like Lavinia’s, will you?”
Poor Bobby was thrown into total confusion by that last remark, but at the same time there was something in Magda’s tone that made him think the offer of cleaning her boots was at least in part serious.  His heart was beating fast, and he was almost choking with excitement, but somehow he plucked up the courage to reply.
“I’ve learned my lesson, miss.  Y-es, I would like to – and I promise I’d do it properly!”
Magda raised her eyebrows and gave him a doubtful yet slightly seductive look.
“So…  I hope you keep your promise…  We’ll see, won’t we…?”
This exchange left him very hot and very nervous.  Miss Poole seemed to find it very amusing.  Taking advantage of his pinioned arms, she slid her hand down the inside of his thigh, so that her knuckles brushed his erection, and whispered in his ear.
“You’re a lucky bunny, Bobby.  Magda doesn’t pay any attention to boys as a rule.”  She lowered her voice further.  “Be careful you don’t end up as her slave…”
At that moment he wouldn’t have minded. No, not at all.  But the first competitor had arrived in the ring.  The PA announced “Miss Adeline Boughton on Tomboy”.  Tomboy was a spirited chestnut gelding with white socks, who was reluctant to do what Miss Adeline Boughton, a thin-lipped blonde with expensive leather boots, wanted him to.  As she left the ring Miss Poole and Magda had a brief consultation, and Miss Poole wrote down a number opposite the first name on a clipboard. 
Lavinia was the fourth competitor, riding the seventeen hands bay mare Maria.  By the time it was her turn, Bobby had largely regained his cool, but when she trotted in proudly in her latex breeches and those boots all dappled and smeared with his secretions, and both Magda and Miss Poole turned their heads to look at him, he flushed again immediately, and wished he could run away and hide.  Lavinia herself, ignoring the shocked reaction of the spectators, shot him a meaningful look, and slowed to a walk preparatory to beginning her routine.  Bobby heard some friend at the front of the crowd say “Lavvy?  What’s with the boots?”  He didn’t hear the reply, but Lavinia pointed straight at him.  She probably said “ask that boy”.  He looked away quickly and prayed she wouldn’t.
Her performance was faultless, and would have undoubtedly won her another first prize – had it not been for the state of her boots: in dressage both horse and rider’s turn-out are taken into account.  But she didn’t care.  She wasn’t there that day for the winner’s rosette.  She was there to satisfy the sexual frustration generated by the previous evening’s aborted exercise, and her acc-umulated exhibitionist desires.  Her ribbed dil-do was firmly in place, and, in view of the relatively short time she would be in the ring, she had set it to maximum, and it was humming and squirming vigorously inside her.  During the final routine in her performance, an exhibition of neatly-executed half-passes, it brought her to the very brink of a precipitous orgasm; so instead of exiting the show-ground as the applauding spectators expected, she casually walked her mount over to the judges’ stand, saluted them, and then, right there in front of everyone, with all eyes on her, surrendered to the its relentless probings!  Grinding her crotch against the hard leather saddle, she gave a cry of ecstasy, and collapsed forward against the horse’s neck!  Miss Poole, having known Lavinia for years, knew exactly what was going on, though she had never before seen her completely lose control.  Her eyes closed, her feet slipped from the stirrups, the reins from her fingers, and her long whip fell to the ground.  She lay there, mouth open, cheek resting on Maria’s mane, in the grip of a shuddering climax, her body jolted by wave after wave of intense pleasure.
Magda gasped, covered her mouth, and looked at Miss Poole.
“She’s not…is she…?”
“She is, yes.  She must have needed it desperately.”
“But…in front of all these people…  I mean…”
“I’ll explain later, dear.  I think she’s almost finished.”
Cheeks flushed, hair down in her eyes, breathing hard, Lavinia seemed to be reviving.  Slowly she regained her seat, recovered her irons, and gathered up the reins.  Phoebe emerged from the nearest knot of spectators and returned her whip.  She sat still for a moment, then, looking dazed but content, she patted her mount, and with a “good girl”, walked her slowly towards the exit.  She was at peace again.  She reached into her coat pocket and turned the dil-do remote to zero.  When she got into that state of arousal it was as if the world didn’t exist.  And when she came out of it she never had any regrets.  She hoped her audience had enjoyed the show a tenth as much as she.  She smiled.  That was the best ever.  She was getting daring in her old age!
As for Bobby, he was open-mouthed and rigid with excitement.  It had suddenly dawned on him what a sexy lady his aunt Lavinia really was.  He felt ashamed of his behaviour towards her, and became filled admiration for her, and with a compulsion to make amends, to do whatever she might ask him, to be her faithful servant from then on.  Miss Poole was explaining something to Magda, who was listening intently, and seemed quite excited about her new colleagues, who had turned out much more interesting than she could have anticipated.  As indeed they were…