Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on Today at 10:42:00 AM »
For Tim, the next three days were dedicated to one element of his training â discipline. This was where his teachers thought he was most vulnerable to error. 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 couldnât abide disobedience â or indeed mere reluctance â as a response to an order. She expected total and unconditional compliance. She didnât even like a maid asking for clarification! âThey should be trained know what I want,â was her uncompromising view. In the past one maid had been sent back â though not before he had received some painful chastisement, and experienced some other less orthodox humiliations â and two others had returned severely distressed.
It was Wednesday afternoon. Serena was delivering a final caution.
âJust do exactly what she tells you,â said Serena, âand do it without question. Do you understand? Itâs not only for your own good. The reputation of ESDS is on the line. Yes, you did a great job at Debbieâs wedding. But that was a cakewalk compared with Mrs Brookshaw.â
âOkay. I understand. I promise Iâll be ever so good and submissive. From what Iâve heard sheâs not someone I want to get on the wrong side ofâŠâ
âAbsolutely right. Youâll do anything, wonât you, Tim? Just keep her happy.â
âWill do, miss.â He paused. âEr⊠Have any of my outfits arrived? I saw some boxesâŠâ
âYou donât miss much, do you? Yes, they have. But theyâre for tomorrow.â
âI couldnât just try oneâŠ?â he pleaded.
Serena looked at him and shook her head. âYouâre incorrigible!â
âIs that good?â
âNo. All right, Iâll just have a look. Stay there. Donât move. And donât tell anyone, or Iâll get into trouble.â
âYes, miss. Thank you, miss.â
She was away for a while. She returned with a cardboard box.
âThere are some nice things there. But for the time being⊠Well, first of all thereâs 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 Pittâs Wood tomorrow. Itâs very smart, perfect for most pageboy gigs youâll have to do. Then thereâs 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.â
Tim was changed in five minutes, and was soon posing happily in the living-room while Serena snapped away on her phone.
âWeâll simply add these piccies to the shoot, so they wonât be wasted. Okay, try the other one on. Here.â
She pulled out a short green dress. Timâs face fell.
âOh! Thatâs not a boyâs outfitâŠâ
âOh, well spotted, darling,â quipped Serena, sarcastically. Sorry, did you forget youâre training as a maid? All that pageboy stuff has gone to your head, hasnât it?â
âNoâŠâ
âIt has. Itâs 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 thereâs plenty of girly things. So youâd better adjust to your feminine side asap. Now, change into this, please, and letâs have a few photos out in the sunshine.â
âDo I have to?â
âIf you ever say that to Mrs Brookshaw, youâre dead.â
âOkayâŠâ
In the event Tim looked very sweet in his green dress, despite the fact he couldnât raise much of a smile.
âSuch pretty stockings!â laughed Serena. âWhat a cutie! Come on Tim, show your face! Youâre not blushing, are you?â
And she added, under her breath, âwait till you see your new maidâs outfit! You will be then!â
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on Today at 06:18:48 AM »
Miss Poole welcomed Tim with open arms â literally, giving him such a hug that took the breath out of him!
âTim! Wonderful to see you!â
She stood back to take in the total effect.
âMy goodness, what an amazing outfit! And what a fine boy youâve become. Surely youâve grown even in the last few weeks! No wonder weâve been receiving so many encomiums about you!â
âEncoâŠ? Er, really, missâŠ?â
âAbsolutely! Me personally, of course, but ESDS has been flooded as well! Youâve become quite the celebrity, you know.â
Tim couldnât restrain a little swagger of pride.
âIâm happyâŠto be of service, Miss PooleâŠâ he stammered; and added modestly, âbut of course, the Fantastex outfit⊠I mean, everyone admired it⊠It really is a masterpiece.â
âYes, youâre right. But itâs the outfit, and you, Tim. However, this episode will affect the direction ESDS takes. The board have had a meeting, and itâs 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. Weâll make an early start of Thursday, so get a good nightâs sleep. Iâve set aside a stable for your changing room. Weâll take lots of photographs, and go through them over the succeeding days.â
âWow, great!â 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, âthatâs to say, thank you, Miss Poole. Itâs a great honour to be able to help. Iâll do my very best, of courseâŠâ
âI know you will, darling. Now before you go, hereâs a little bonusâŠâ She handed over a sealed brown envelope.
âOh! Thank youâŠâ
âYouâve 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 dayâŠâ
As they made their way out, Tim handed the envelope to Serena.
âCould you look after that for me, please?â
âOf course. Oh, look. Thereâs Mellie. Hi Mellie!â
âCome and watch Bobby! If we go down the hill a little way weâll get a good view. Itâs so funny!â
They made their way down the path.
âHe really hates Sunday afternoons now. Some of these girls have no idea about the aids â all they do is sit there and thrash away with their little whips! Itâs hilarious.â She stopped. âLook. Here goes another one. Just look at his face!â
âOh my god, he looks so angry!â gasped Tim. âHis cheeks are almost as red as his ball-gag! Go, Bobby! Oh! Theyâre down!â
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. Sheâd 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 theyâd be home by six-thirty.
They watched a couple more sessions, then made their way back to the car park. Tim and Mélisande said goodbye, and soon he and Serena were in the Porsche and on their way back.
âLooking forward to Thursday, Tim?â
âVery much. Whereabouts is the shoot actually going to take place?â
âOh, as I understand it, anywhere in the Centre â probably not in any one place.â
âWill it be closed off?â
âNot at all. The Centre will be functioning as usual. I imagine youâll attract lots of curious onlookers.â
âReally?â He smiled. âGreat!â he thought.
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on Today at 06:05:04 AM »
Tim was allowed to have a quiet morning, and the expedition to Pittâs Wood didnât take place till after lunch, by which time not only Mrs Egerton but also Miss Poole had received several phone calls from friends and acquaintances who had attended the wedding congratulating them on their student â and enquiring about his availability for various upcoming events, amongst which Christmas parties figured prominently. But they made no promises, being in a position to pick and choose their customers. Cassandra rang her at one to let her know Tim was on his way.
âReally, Violet, you picked a winner when you took on our little boot boy. Turns out heâs probably one of the most versatile of this yearâs intake. The possibilities are endlessâŠâ
âSo it seems, Cassandra. And it looks like Connie Brookshawâs going to exploit some of them to the full, given the range of outfits sheâs ordered.â
âYes, I know. Iâve confirmed weâll be paying half. Thereâs a couple she wants to retain for later visits, but we can share the rest. I must say sheâs quite an imaginative womanâŠâ
They shared a quiet chuckle.
Tim arrived with Serena about one-thirty. As they walked up the path from the car park there was quite a crowd milling about at the top of the field, with much laughing and chattering. He frowned, puzzled. Then a gap momentarily opened up, and he caught a glimpse of a little shiny pony in its midst. At the same moment he realised what was going on, and gave a snort of laughter.
âOh! Silly me. Iâd forgotten what Bobby gets up to on Sunday afternoons.â
Serena smiled. âOf course! Pony rides. Looks likes theyâre a great success, anyway⊠Poor BobbyâŠâ
A girl in riding outfit was standing on the stable path. As they made their way towards the offices, she advanced and called out.
âHi Tim!â
He turned. âMĂ©lisande! How are you? You look great!â
âIâm good, Tim. How are you? Wow, is that your pageboy uniform? Fantastic! I heard you were a big hit at the wedding. I think Bobby was quite jealous.â
âReally? I thought he preferred dresses.â
âHe does! I saw some pictures of the wedding. From his reaction I think he would have liked to be a bridesmaid.â
âOh, I see. Maybe next timeâŠâ
âYes, you should work together. I donât think youâll be able to talk to him today. Heâs working till five, poor thing. And I took him for a long hack this morning. And you know how cranky he gets when heâs tired.â
âOh, dear. I hope he wonât curse at any of his ridersâŠâ
âNo, he wonât,â she laughed. âCos I put on his ball gag, so he canât complain no matter what they do to him!â
âYou did?â
âOh, yes. Now Iâm totally in charge of him. I train him, tack him up, everything. My friends help sometimes.â
âAmazing! How does he react?â
âHeâs totally obedient now â âspecially since we decided that so many people knew who he was, that we might as well dispense with the masks. Now heâs afraid of what we might do next if he doesnât behave! So everyone knows Bobby the Pony is Bobby Tucker, and thereâs nothing he can do about it. Heâs like a docile little colt. When I put on his shiny red ball-gag all I have to say is âgood boy, open wideâ and he opens his mouth at once.â
âGosh,â gasped Serena, âIâm impressed, Mellie. When youâre a bit older Iâm going to recruit you to ESDS.â
âESDSâŠ?â
âMy boy-training company. You can help train Tim, too.â
âOoh, yes pleaseâŠâ
âNo,â said Tim, emphatically. âDefinitely not.â
Serena gave her a secret wink.
âWeâre popping in to see Miss Poole. She wants to congratulate Tim on his success. But weâll be back on Thursday if youâre around. Timâs photo-shoot.â
âYeah, come along if you can, Mellie,â said Tim. âIâm getting some great new outfits, I hopeâŠâ
âIâll ask my mum. But after youâve seen Miss Poole, come down to the stables and watch Bobby doing his pony rides. Itâs such fun!â
âOkay! See you in a bit, thenâŠâ
Active Sissy Stories / Re: The birthday party
« Last post by Baby Samantha on Today at 03:08:43 AM »
Active Sissy Stories / Re: Doll Factory
« Last post by antonia on Today at 02:49:46 AM »
Active Sissy Stories / The birthday party
« Last post by Jamespir on Today at 12:39:55 AM »
i you want more
âMommy I need a wee weeâ the voice came from the corner of the room
Chrissy the adults are talking just enjoy the party like a good little girl âpwease mummy im desperwate the voice replied â now now chrissy mummy took you to the toilet when we arrived at the party you didn't want to go .yeth I didnt I do now Chrissy she shouted that's enough you are here to enjoy the birthday party mummy needs to talk with the adults any more whinging and mummy will take down your panties and smack your bottom in front of all the part guests .is that what you want no mummy .. also remember what mummy told you want would happen if you wet your knickers its back to baby nappies
chrissy returned to the rest of the party guests it was a four year olds birthday party and they were watching my little pony .chrissy returned to his seated position to watch it with them .. despite being dressed In a similar pink dress to all the the little girls chrissy wasn't 4 years of age he was actually 34 and this had become his life ever since he be caught having sex with his secretary she was so looking forward to wearing that.. come by the office he said pick it up .if your desperate
his sister rang his wife Jane and said Chris is running late again can you grab the dress from the office
Jane was quite annoyed he was late again can he not leave work for one minute
she drove to his office and walked in the place was empty apart from the security guard is Chris in
yeah he said third floor Jane came out of the lift as she turned the corner she could see two figure in the board room through the tinted glass it looked like they were straddling each other she opened the door and there in front of her eyes was Chris having sex with the young secretary
Chris she screamed what the hell are you doing ?
The two figures hurriedly tried to cover them selves Chris said Jane its not what it looks like
she replied its exactly what it looks like
how long has it been going on not longe her replied back the young girl got dressed and apologised profoundly Jane seemed sympathetic towards her and said not your fault my husband is a cheat
get dressed see shouted to him we going to my sisters we will discuss this later
he constantly tried to make excuses I don't want to talk about it now its abigails party we should go support my sister you did get the dress yes its in the stock room
as Jane picked it up she noticed there was a massive tear I one of the arms Chris she said you had one job to keep it safe
what will we do well he said we can go and see if you can repair it before the party its too late abigails waiting your gonna have to tell Claire the truth . she told him to get In the car and she drive to her sisters
Claire came out and said have you got the dress clarinet Pushed her husband forward he froze not sure what to say where the dress Chris Claire asked its here but threes been an issue I had an emergency and I left it on the cutting room desk in the office and it seems its been snagged
he showed the dress snagged she replied its ruined what will it tell abigail
she been looking forward to wearing her pink princess dress its not every day you get to be for
he just shrugged she could see Jane was livid she asked what wrong Jane just said Ill talk about it tomorrow
they went inside and abigail was well excited her mummy had to explain she couldn't wear her pink princess dress
abigail was distraught and close to tears Claire had to dress in a Disney t shirt and legging but it was obvious abigail was upset
her friends arrived and abigail ignored everyone she sat in the corner
she didn't feel like taking part the day was ruined
This made Jane even more angry she hadn't said a word to Chris since they arrived Chris hated this and kept saying to can we talk can we talk Claire noticed the tension an was like what is wrong with you two Jane replied im angry Chris ruined the dress due to his emergency
Chris tried to protest his innocent Claire was like can you stop Ive enough to deal with abigail can you see she well upset the day is ruined
your fault Jane finally said something to chrissy he shouted back I don't know why anyone's upset its just a poxy dress and a silly kids birthday party
both Jane and Claire was livid by this and abigail started to cry I think its best you go Claire said
im sorry said mark too late you've ruined the day Jane you'd better go too I will phone you tomorrow
ane told mark to genin the car she didn't say a word all the way home
they arrived home and Jane got out the car and walked in the house mark tried to get out and realised the child locks had been put on the door where he was sitting he was stuck in the car
it seemed like ages and he still couldn't get out after what seemed like a decade Jane came and opened the door out she said into the house
he followed he noticed two suitcases are we going away he asked no she replied they are yours . you want your secretary you can get out
no im really sorry its you I wasn't he replied ill do anything its not that easy Jane shouted not only have you humiliated me shagging that Trollope youve also embarrassed me in front of my sister
and ruined abigails birthday
we can hold another for he her replied well get a brand new dress for her and pretend the first never happened
it did though so you can leave
please Jane ill do anything please forgive me
ill do all the arranging for a new party for abigail make it really special once she wont forget
he replied ..
Jane thought about this and said vie got to ring Claire if shell speak to me after today out burst
but don't think tthat gonna get you back in the marital bed you can use the guest room
that set up for when abigail stays its very girly so what you can think about how your ruined her birthday cant you go there now and I will speak to you before bedtime
he walked in the room and there was a small bed and it had a bluey duvet on pink curtains
he sat on the bed looked at the Minnie clock and it was only half four here he was stuck in this childish room
Jane phoned her sister and apoligised profoundly about the dress and chrises out burst
Claire was annoyed you both ruined abigails party you were in a foul mood and I don't think It was the dress that set it off what he done she asked
Jane broke down in tears and she relayed how she had caught him with the secretary ill kill him Claire replied I hope you kicked him out
well no I didn't cause of the prenup .. its worth shit now he cheated ..Jane replied well id rather not take the risk
so you gonna let him work he way back in .. no Jane said Ive sent him to the guest bedroom'
he has promised to organize a party for abigail
she might not want that she was well upset he said he organize everything
what does he know about what 4 year old like or little girls
well Jane said he in the spare bedroom tonight and it still set up for when abigail comes so I guess he might find out
im not sure I want him back in the house the guys a massive baby having an out burst like that sometimes you'd swear he and abigail were the same age
Jane said omg that's it the way he gonna know how to organize the perfect birthday for a four year old girl is to become one himself
well contact the dress maker and have one made for abigail and one for mark 'mark will organise the birthday and attend the party himself an if he wants to stay in this house hold I will be the one in charge
Claire giggled chrisys gonna have fun not
Janes walked into the guest bedroom and saw Chris sat on the toddler bed looking bored
right chrissy she said have you decided do you want a separation he started crying no no please i do anything Im sorry
well Claire wants you to organize abigails next party but on one condition thaws that he asked you attend yeah I will I didn't mean to call it poxy plus well be in the kitchen chatting .i will be she replied
but what do you mean im over seeing .. no chrissy your attending the birthday party as a guest
im confused he replied
me and Claire have decided you will attend the party like one of the girls you will organize the whole thing to abigails request and take part in all the activities etc OK sure he replied If that lets me stay
I can do that .. an we feel you need to understand and feel what a four year old goes through so starting tonight and till the day after the party you will be dressed and treated like a four year old girl
you cant be serious he said well how else do you expect to organise the perfect party I you don't know what that is
so it time to begin Ive run bath and mummy will get you undressed she started to take his top and trousers off
she took down his pants and began spanking hos bottom harder and harder he was on the verge of tears he was bawling like a baby when she finished she got something out of a bag and Chris felt the metallic coldness being slipped over his balls and coc-k this is a chastity device I hope your sex with your secretary was enjoyable cause you'll never feel that again
she locked it in place ad led him to the bathroom she popped him in and began washing him and his hair
he had longish hair anyway so was easy to style into pigtails befitting of his age for the forseable
she got him out of the bath and rubbed some strange smeling liquid over his legs and private area
right this will get you nice and smooth
when she wiped it away his hair was all gone leaving smooth legs she led him by the hand back to the guest bedroom it's bed time she announced mummy needs to get Chrissy ready for beddybyes
she chided just like she may have ben talking to a toddler now Abigail still wears Nappies for bed so just like her you will she lifted his legs and slid underneath 2 very thick terry toweling nappies and pinned them in place
next she produced a pair of pink plastic pants and pulled them up his leg
then she dressed him in a little pink nightie it had the care bears motive on she tucked him into bed as she explained more of the rules . âabbie goes to bed at 7pm so From now on you will
he pleaded with her to let him stay up .. Chrissy she shouted no You can always leave hw stopped his protests and just lay there mummy let the room and returned with a baby bottle full of milk
she placed it in his mouth it was sickly sweet but he knew to drink the lot
when he finished Jane kissed his forehead good night tucked a teddy bear in his arms and a pacifier in his mouth . Abbie doesn't really use her paci any more but we've decided you will
she turned the light of and left him to go to sleep he just lay in the dark wondering what the next few day would bring eventually drifting of to sleep
he awoke in the morning and he could hear Jane pottering around he felt his nappy it was soaking
he wasnt sure whether to leave the bed or not so he waited for jane , she eventually came in th room in what seemed like ages
morning sleepy head she said did chrissy have a dry bed or not
she felt his nappy oh my your soaked she laughed
she knew he would be after she put diuretic in his bottle
lets get you dressed for the day he really hoped he wouldn't be wearing nappies in the day
and was pleased when mummy said AS abigail is progressing well in potty training she get to wear panties so you will too
she took of the clammy wet nappies cleaned him up and pulled up a pair of panties with bows
next she dressed him in a little plaid skirt and a short top he generally looked like a overgrown toddler
breakfast time she said she held his hand all the way down stairs
sat him at the table and fed him some brown mush it tasted vile . Well Chrissy mummy said Abigail gets cereal for breakfast but we've decided you will eat baby food mushed up
for breakfast lunch will be sandwiches and dinner will be cut up into tiny pieces for you
when you've had breakfast mummy will sit you on the potty for an hour
she bought in a pink potty with pepper pig on chrissy thought he had seen somethungs similar at Claire house
she took down his panties and pushed him on to the potty stay there dont move mummy needs to go shopping
then when we get back you can start planning abigails party
Active Sissy Stories / Re: Doll Factory
« Last post by DaraJaney on Yesterday at 10:38:51 AM »
https://www.deviantart.com/lilly4077/art/Iron-Helpers-Chapter-45-Cynthia-is-VID-III-1307826112
Active Sissy Stories / Re: Doll Factory
« Last post by DaraJaney on Yesterday at 02:31:57 AM »
The first song was Three Blind Mice and was sung in a chorus of very childish voices. Joe was so relieved when it was over. The next song was âTwinkle Twinkle Little Starâ and was delivered in a similar manner. The piano accompaniment was annoyingly simplistic. How was he supposed to sleep with that racket going on?
He climbed to his feet and leaned over the side bars of his cot to see if he could turn it off. He was just about able to reach it but couldnât turn the volume knob or press the Stop button with his hands blunted by the mittens. He slumped back in his cot and tried to use the padded mittens to cover his ears. It helped but he couldnât do that for the couple of hours that the tape lasted.
The following night when his mother reached for the play button, he whimpered desperately through his soother but she ignored it and left the room with the nursery rhymes playing again.
A few days later, his mum and Mrs Lawson had to go to an evening meeting. They asked Marsie to babysit him. âOh youâre wearing your pretty pink dress, my favourite!â she declared on arrival. Joe blushed but was kind of happy that she was pleased.
He had her undivided attention away from the creche and she kept him playing with his rattles and dolls until he started to yawn repeatedly. He liked her even more now, feeling there was a certain chemistry there â even if it was a babysitter-baby chemistry.
She tucked him into his cot and reached for the tape recorder. He whimpered. âNo nursery rhymes?â she asked, as if surprised. He shook his head determinedly. âOk then but you have to promise to go to sleep right away.â He nodded and immediately lay back and closed his eyes and pretended to have dropped off. She giggled which pleased him.
Later he half woke and heard his mum and Marsie whispering in the room. âHave there been any more wetting incidents?â Marsie asked her. âWell his nappy is usually wet when he wakes from his afternoon naps so I think he has got used to wetting in his sleep.â âYes Iâve noticed that too.â Joe suc-ked hard on his soother. He had hoped that they hadnât noticed. It wasnât fair though. He was given a big baby bottle at lunch time and it was inevitable that he would need to go around the time of his nap.
âOften when I ask him how his nappy is, he seems unsure and has to think about itâ, Marsie added. âI think he sometimes wets without noticing it. You may need to toilet train him again.â âHmm. Well, Iâve taken him out of school for the year so thereâs no rush, is there?â They werenât sure if they heard a muffled whimper from the cot. âEverythingâs fine at the moment, isnât it? So no need to rush anything, maybe until next summer.â Marsie didnât disagree.
Everythingâs fine? He was appalled to hear that. He was being treated completely like a one-year-old baby girl, had to wear humiliating baby dresses and bonnets to a creche and now needed his nappies with no prospect of an end for months!
Active Sissy Stories / Re: Doll Factory
« Last post by Feckoffcup on May 17, 2026, 11:25:37 AM »
Active Sissy Stories / Re: Doll Factory
« Last post by BabyJay on May 17, 2026, 06:42:37 AM »
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