Active Sissy Stories / Re: Tiffany's Date
« Last post by BabyJay on January 03, 2026, 11:17:20 AM »
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on January 02, 2026, 11:37:34 AM »
Thomasina had pretty much decided what she was going to wear to Emily Laidlawâs party. It was a toss-up between a pretty cute little figure-hugging green dress she had chosen for her last birthday, and which she had never even worn, and her favourite jeans with ankle boots and either a shirt or jumper. She wasnât sure what sort of a party it was going to be, but better to be under rather than over-dressed, so she was leaning towards the casual look. At school on Thursday Caroline was excited about the party.
âItâll be nice to party with adults for a change. Iâm pretty fed up with teenagers.â
âDespite the fact we are teenagersâŠâ
âYeah, Thommie. Cos so many of our friends are so stupid, and behave like kids when theyâve had a few drinks. Weâre not like that, are we?â
âNo. I guess weâre a bit more mature than the average. But adults can be pretty silly after a few. I went to a wedding last year. Some of the parents⊠Their kids were mortifiedâŠâ
âIâm gonna wear my new skirt. Itâs so cool. No-one I knowâs got any latex stuff. Oh, âcept you, of course. Er, are you gonnaâŠ?â
âNo, Iâm not. Iâve got my jeans, and a cool jumper. Tight-fitting. Pretty sexy, actuallyâŠâ
âNot as sexy as you-know-what. I got the impression your friend really wanted you to wear it on Saturday. Didnât you?â
âMaybe. I was briefly tempted. But no, I donât want to be stared at all evening by a bunch of middle-aged professional types.â
âIs that what you think theyâll be? I wouldnât mindâŠâ
âDunno. But Miss Laidlaw seems pretty straight, so thatâs my guess.â
âMaybe⊠I thought she was pretty cool, thoughâŠâ
When she got home she found a box waiting for her on the hall table.
âThat came today, dear. By courier.â
âThanks, mum. Have Aunt Mary and Uncle Stephen arrived?â
âNot yet. Their flight was delayed. Theyâll be here later.â
Lady Middifordâs sister and her husband were staying over the weekend, before driving up to Scotland for a holiday.
Thomasina took the parcel up to her bedroom. When she saw the sender was Fantastex her heart missed a beat. She hurriedly ripped it open. On top was a typed letter signed by Cynthia. Inside were three small sealed grey plastic bags. She read the letter.
âDear Thomasina,
I hope you liked the new catsuit. We have a couple of other items ready for you now, if youâd care to pop in. Any time, Iâm nearly always here except on Sundays. I forgot to give you a few things, so Iâm sending them in case you need them for the weekend. I heard Emily talking about a party?
Lovely to see you again. Letâs meet soon.
Cynthiaâ
She opened the first packet. Something soft. A little belt-purse on a narrow leather thong. Cute! She unzipped it. Inside was a pair of short black glossy latex gloves! She tried one on. Of course, a perfect fit. The second packet. A tube of lube! She blushed. âWhatever can that be for,â she smiled. The third packet. Chunky. It contained two items. A sort of charger, with a plug, and transformer, and a silver jack-plug with a very fine sleeve; and a miniature remote control. She frowned. What was this for? She unfolded the instruction sheet, and read it through, still puzzled. Suddenly she gave a cry, and jumped up. She pulled open the bottom drawer in the chest and lifted out her new catsuit. She turned it upside down, and looked between the legs. That tiny steel ring set into the latex, which she had assumed was just an anchor for the dil-do, was in fact a charging port! The dil-do incorporated a vibrator!
She gasped, shivered and then suffered her first hot flush! She took a deep breath, plugged in the charger, and pushed home the jack-plug. She placed the suit carefully on the carpet, and read the instructions again. Four hours till it was fully charged. She examined the remote. Graduated from zero to six, with a four-position switch: black was off, then it was green for on, red for random, and amber for pulse! âOh my godâŠâ she breathed. âItâs bad enough just as it is. What must it feel likeâŠ?â She gulped. She was actually trembling. âWhatâs wrong with me? Why does the thought of this make me so fuc-king horny? I must relax⊠I can try it later⊠Letâs see, four hours⊠After nine, thenâŠâ
Lady Middifordâs sister rang at eight to say theyâd be arriving in about half an hour, so the delayed dinner was kept hot. In the event it was nearer an hour, dinner wasnât over till after ten, and then Thomasina was obliged to stay and chat till nearly midnight. It was too late for any experiments that day, so the catsuit was stowed away back in its drawer. After school, Thomasina was dismayed to discover Aunt Mary had treated them all to theatre tickets, so that was Friday evening written off as well. On the way to the theatre she had a call from Emily.
âThomasina, hi. How are you? You are coming to the party?â
âOh, yes, of course, Emily. Looking forward to it.â
âIâm picking up Caroline, then Iâll come and get you. About six-thirty? Is that okay? Donât eat â thereâll be loads of food.â
âGreat!â
âHave you decided what youâll wear?â
âWellâŠâ
âCarolineâs going to wear her new skirt. You should wear your new outfit.â
âOh⊠I wasnât sure if it would be appropriate⊠Iâll seeâŠâ
âDonât be shy. My friends are all pretty coolâŠâ
âRight⊠Well Iâll see you tomorrowâŠâ
Caroline had been right. It really did seem like she wanted her to turn up in that catsuit. It seemed a bit odd. She felt uneasy about it. âI think Iâll have to disappoint her,â she thought.
She had arranged to ride with Caroline on Saturday morning. They had just returned, and unsaddled the horses, when who should turn up at Pittâs Wood but her mother, Mary and Stephen!
âDarling, Mary and Stephen have decided to drive up tonight. Itâs such a long journey and they have to do it in two stages, so they're going to stop in Carlisle. So they were hoping we could all spend the afternoon together.â
She couldnât very well refuse. They went to a nature reserve, and at five they were still sitting in the cafĂ© drinking tea.
âLook, Iâve got this party tonight. Iâll have to go.â
âOh, weâll come back tooâŠâ began Mary.
âNo. I can hop on a bus. Iâll be home in twenty minutes. Iâll say goodbye here. Hope you have a lovely time in the mountainsâŠâ
She was home before five-thirty. She only had an hour. She had timeâŠ
She pulled out the catsuit and tested the remote. At the touch of a button the little dil-do jumped into life. She held it, trying the various settings. Her hands were shaking. âOmg⊠what is that going to feel likeâŠâ
She had to know. Sheâd waited too long already. She lubed the dil-do, and slipped on the suit, using a loop of string to zip up the back, then pressing the zip flat to lock it. She decided to go the whole hog. She tied her hair with a black ribbon, put on her black ankle boots, her belt, her belt purse, her leather jacket, and her new latex gloves. She stood in front of the mirror. She did look hot, all right. And she was already aroused, having been thinking of little else for two days. Taking a breath, she set the vibes to one and pressed on.
âOhâŠmyâŠgod!â
She almost fainted with pleasure. She quickly turned it off. Then tried again â setting two this time. She gave an involuntary cry. No. No way. It was too much. Just once more. This was unbelievable! Especially watching her own reactions as she did it. She stood there for a while, experimenting.
âI have to get ready. Whatâs the time? Twenty past! Shit.â
There was a ring at the bell.
âOh god, thatâs not mum, is it?â
She peered out of the window. There was a car on the drive, and there was Caroline looking up at her window.
âCome on!â She beckoned to her. âLetâs go!â
Sheâd have to tell them to wait while she changed. She stuffed the remote into her purse, ran downstairs and threw open the door.
âCaroline, listenâŠâ
âYay! Youâre wearing it! And Iâm wearing my skirt!â She turned to the car. âLook Emily! Sheâs wearing it!â
Thomasina ran out and over to the car.
âEmily, Sorry. I was just trying it on. I need to change. Five minutes, okay?â
She turned. Caroline was closing the door.
âCaroline! No! I donât haveâŠâ But it was too late. The door slammed. ââŠthe keysâŠâ she added, lamely.
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on January 02, 2026, 08:36:33 AM »
The following Saturday Tim was back at ESDS headquarters. The day was split into three sessions: deportment till twelve, elocution from twelve thirty to three, and, what became his favourite discipline, food and drink, from three to five-thirty, with Margaret. Margaret was pretty laid back. That first day she had no intention of teaching him anything but the basic joy of eating and drinking. She whipped up a couple of easy pasta dishes, made a cheese soufflĂ©, and rounded the meal off with an intense chocolate pudding topped with a blob of real custard. She also introduced him to a few white wines, from the dryest Chablis to the sweetest Sauternes. He had to be driven home by Serena, but he was hooked. The training then started picking up. On the SundayâŠ
But before that, there was something else happening on the Saturday that perhaps justifies interrupting the Tim-Mitzy narrative. Emily Laidlawâs party. When Thomasina arrived home Wednesday evening, clad in her new Fantastex outfit, she opened the front door as quietly as she could. There was a car she didnât recognise in the driveway. She was considering whether she should slip straight upstairs and change. Her mother had been cool about the pink catsuit, but this one? This was definitely far more provocative, even if no-one but the wearer could possibly know its secret⊠What was it about cream latex? The pink one had seemed to say, quite openly, âLook at me in bright pink latex. Iâve got a great body so Iâm going to show it off and I donât care what anyone thinksâ. The cream one had a totally different aura. It professed to proclaim, in the way it encased the body, sealing it off from physical contact, and in its virginal colour, a firm and innocent chastity. But the true message wasnât difficult to discern. âSee my nipples? Iâm so horny right now I could c-um on the spot. It shows, doesnât it? Yes, take a good look, loser â thatâs all youâre ever gonna getâŠâ
She could hear the murmur of voices from the living room. She crept along the corridor and peeped in. Her mumâŠand Miss Poole! Her reticence evaporated. She was about to burst in, when she heard her name mentioned.
âThomasinaâs such a pretty girl, too. You must be so proud of her.â
âOh, I am, VioletâŠâ
âI wonder what Cynthia found for her. Something outrageous, I hope! Sheâs already put the cat amongst the pigeons this morning. When I left they were all gossiping about her.â
âReally?â
âOh yes. The lads are sharing photos, the lasses too, but now of course they want catsuits too. Except the disapproving ones, of course. Pure jealousy.â
âOh, dear. I hope she hasnât upset anyoneâŠâ
âOnly those who deserve it, Edith. It was my idea, anyway. The idea was originally just to bring her out of herself. But now⊠You know what Iâd really like?â
âWhat?â
âIâd really it if she could help out at ESDS occasionally. I think the boys would train harder just to please her. I have a feeling sheâd enjoy it, too. Sheâd be idolised by them. Somehow I donât think sheâd mind that at all.â
âNo, youâre probably right. She seems to love all the attentionâŠâ
This was too much. Thomasina pushed open the door and strode in.
âMum! What exactly are you saying? That Iâm some sort of attention-seeker?â
âDarling⊠Were you listening? Goodness! What a, erâŠunusual outfitâŠâ
Miss Pooleâs face lit up. âThomasina! You look fabulous! I knew Cynthia would find something special. Sheâs surpassed herselfâŠâ
Under the gazes of the two women Thomasina hesitated, and blushed.
âYou were saying?â continued Miss Poole. âAbout attention-seeking? Thatâs not what we were saying, you know. We never accused you of seeking attention. But the mere fact you came back today and wore your catsuit around the Centre and even went out for a hack⊠Donât tell me you didnât enjoy all the interest even a teeny bitâŠ?â
âWell, IâŠâ
âWhy shouldnât you? You looked amazing this morning. And tonightâŠbreathtakingâŠâ
âYou really do look quiteâŠarresting, darling,â added Lady Middiford. You must admit. In pink you looked proud and confident. In that cream outfitâŠ.wellâŠa littleâŠseductive?â
Thomasina turned crimson. She had become used to the feeling of the firm little dil-do inside her, keeping her at a very pleasurable level of arousal. It suddenly came home to her that she was now also face to face with her mother in the domestic living-room.
âIâll go and change, mummyâŠâ
Miss Poole stopped her.
âNo wait just a moment. Come closer, dear, and let me see it. My, it really suits you⊠Donât you think so, Edith?â
âI must admit, Violet, she can really carry it off⊠Is that the sort of thing girls wear for clubbing these days?â
âMum, if you saw what girls wear at clubs youâd have a heart attack. Some of them might as well be naked. I would never wear that sort of stuff. This is the polar opposite. Now I must go and change.â And she left the room.
Lady Middiford looked at Miss Poole.
âItâs not as simple as that, is it Violet? Sheâs showing nothing, but also showing everything.â
âAbsolutely, Edith. She can have a lot of fun like that, while thinking what a good girl she is, nâest-ce pas?â
And they both dissolved in giggles.
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on January 02, 2026, 04:31:48 AM »
The last time Tim had seen Nicola was that day he'd met Teri. On that occasion sheâd seemed very casual and friendly. He remembered she was wearing a cute little black dress. This time she seemed rather different. She was sitting in a chair waiting for him.
âHeâs all yours,â said Lucille, shortly, and left without another word, heading back towards the kitchen. Nicola stood up. The little dress had been replaced with faux leather leggings and a leather jacket. A short bamboo cane lay on a desk near at hand.
âG-good afternoon, Miss N-NicolaâŠâ
Nicola ignored the greeting.
âStand up straight, please. Youâve just had deportment instruction, and you dare to come here slouching?â
He jerked himself upright.
âTell me what youâve learned so far.â
âL-learned?â
Nicola gave a short, impatient snort. âLearned! Yes. Do you not understand the word?â
âOh, yes⊠Er, I learned âow to walk properâŠâ
Nicola glared and held up her hand. âEnough! âYou learned âow to walk properâ? You seriously dare to come in here â to an elocution class â and speak to me like that? Well?â
âIâm sorry, missâŠâ
âOh, you will be, I can tell you nowâŠâ
She picked up the cane, and took a step towards him. She raised a finger and used it to emphasize each sentence.
âStand still! Donât you dare flinch. Now listen to me, Tim, Mitzy, whoever you are - actually I donât care who you are. Iâm here for only one reason. To teach you a simple lesson. To speak reasonable English, so you donât disgrace yourself and your employers. That means polite, well-modulated words, no roughness, no hesitation, no crass grammatical mistakes, and no dropped aitches! Do you understand?â
âYes miss.â
âAnd youâll learn these lessons either with quiet attention and progress⊠Or by having them thrashed into you!â
Tim trembled. He bit his lip. Tears formed in his eyes.
âNow. I was listening to you when you were talking with Teri. You must know what your most obvious faults are. In case you donât, Iâll tell you. One, you drop your aitches. Two, you substitute âfâ for âthâ. Now Iâm going to make a statement, and you repeat it. Simple. Okay?â
âYes miss.â
âHave you thought how to handle a hedgehog without hurting your hands?â
âS-sorry, missâŠ?â
âJust repeat it, silly! Have you thought how to handle a hedgehog without hurting your hands!â
âOh⊠âAveâŠnoâŠHave you fâŠI mean, thought, âowâŠ.â
âStop. Again. And every time you make a mistake Iâm going to give you a little tap with this, until you can say it properly.â
The âlittle tapsâ started gently, but grew in strength with Nicolaâs impatience. After a while, she moved on to Shakespeare, hoping the poetry would inspire him.
âNo, Mitzy, not âO, âow shall summerâs âoney bref âold outâŠâ I want to hear â to hear (she emphasized the aitch) â all those lovely aitches⊠But poor Tim got so confused he said âhoutâ instead of âoutâ, and got a smart smack on his thigh as a reward, making him whimper and shed tears. But at the next try he was word perfect. Nicola took this achievement as an endorsement of her methods, and employed them with greater frequency and vigour until, though the simple application of pain, not unsatisfactory results were, between sobs, eventually obtained.
Timâs first proper training day was at an end. He remembered his promise to Ellie, and returned to Pittâs Wood in his dress and without erasing his makeup. She was so impressed that, after taking multiple photos, she gave him a big hug and several kisses. Which almost made up for all the distress.
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on January 01, 2026, 06:23:25 PM »
âFollow me.â
She led Tim â or Mitzy - through the kitchen. The house was large, and at the back a long two-storey extension jutted into the garden, the door to which was reached by a covered walkway running along the back of the house. She opened the door and showed him in. The lower storey housed a modern office with big picture windows. Opposite the door, a staircase led up to the second storey. He followed her up the stairs and found himself in at the end of a corridor with a polished wooden floor. At the far end of the corridor was a door with brass locks. On the left wall was another door, and on the right big windows overlooked the garden.
âI want to see how you walk. Walk down to the end and back again, please.â
âYes, miss.â
When he reached the end of the corridor and saw the door with the double locks close up, he wondered what lay behind it. But he turned without hesitating, and walked back with what he thought was a dignified and graceful manner. Lucille, however, wasnât impressed.
âGoodness! What sort of animal are you impersonating, Tim? A hippopotamus? Youâre a young maid, a fairy girl, a sylph! Please try to remember that and act like one. Small, dainty steps â not great clumpy strides, Again, please.â
The next attempt was little better. After that he completely lost his confidence, and Lucille lost her patience.
âNo, this wonât do. It really wonât.â She threw open the door on the side wall. âGo in there and wait.â
He found himself in a sort of ballroom, with a big window at the far end, a polished floor, pictures on the walls, and a row of tables along the far side and across the ends, some round, some square, like in a restaurant. The pictures were mainly of horses, lady horse riders, and maids. The maids looked like girls at first glance, but looking closer he realised there were all boys dressed as maids. Yes, there was Teri! These must all be ESDS maids. And this place⊠Maybe to entertain prospective clients?
Lucille returned. She looked irritable.
âSit down there. Yes, there!â
She was holding something. A silver chain hung from one hand, and she held a short riding whip in the other. She knelt. It was two leather straps on each end of a short length of steel chain. She buckled the straps to his ankles.
âThis is called a hobble. Wearing this you will learn to take small steps, until it becomes second nature. Unfortunately itâs the only way for boys like you, Mitzy. Now stand up and letâs get on. Weâve got till three. Then Miss Nicola takes over.â
He had an hour of training in the hobble, tripping along (sometimes actually tripping!) withy Lucille behind him encouraging him with little stinging slaps of her whip on his calves. Once he actually shed tears. Shockingly, she seemed pleased.
âAh, I think youâre learningâŠâ
The hobble stayed on whilst he was instructed in the correct way to stand â straight as a reed, chin up, eyes down â the niceties of curtseying, how to welcome guests, how to take their coats, how to introduce and announce them, when to bow, how to kneel when something was dropped or a shoe or boot needed attention, how to serve at table (without showing off oneâs panties), and so on. By the time three oâclock came round, he was quite exhausted, but at least his hobble was removed, and Lucille sent him straight downstairs to the office for his next lesson - Elocution with Miss Nicola.
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on January 01, 2026, 06:16:49 PM »
âIdeally, weâd like to have you ready by the weekend before youâre booked to go to Mrs Brookshawâs. That gives us a total of seven days, including today. Failing that we could still use the Sunday after the wedding and even the Wednesday. Whether we need to do that depends entirely on the progress you make. Youâll have the best professional help available. I think youâve met all our staff. Each one has a speciality. I will be in charge of your deportment, and today will be devoted to instruction about how you should move and comport yourself generally. Elocution â very important. You will need to make a special effort there, Timothy, as Iâm sure you know. That is Nicolaâs province. Nicola looks very sweet, but I have to tell you she is quite a severe disciplinarian, as you will no doubt discover. As to discipline itself â that is to say, not only applying it, but teaching you what it means for a domestic, what total obedience involves â thatâs for Priscilla. Sasha will train you in the basics of household duties, cleaning, washing, preparing your mistresses clothes, and so on. Then thereâs food and drink. How to prepare basic dishes, how to make coc-ktails, the names of drinks, and so on. Itâs a huge subject. Margaret will be your mentor. Starting from scratch, we canât expect to instil any more than a basic familiarity in the short time available, so your training in this area will continue indefinitely. What else? You know Carly is our makeup specialist. Youâll have to learn to do your own makeup eventually. Ah, yes. Clothing and accessories. Thatâs Doreen. Basically, her task is to teach you taste. Taste is something you have or you donât. From what Iâve seen of you, your appreciation for your uniform, your concern for neatness and your appearance, I think you have taste, even if it may need refinement. Weâll find out, anyway. Sheâll also be in charge of your chastity device, so if I were you I would try to stay in her good books!â
Serena had sidled into the room. âAll this training will help you put on a good show at the wedding, too, Tim. Did you think of that?â
âOh⊠I hadnât, Miss Serena⊠But I can seeâŠâ
âAh, the wedding,â smiled Lucille. âIâve heard about this. Youâre going to be a pageboy, is that right?â
âYes, miss. Iâll be the only pageboy.â
âAnd you have a uniform?â
âOh, he does, Lucille. Fantastex are making him some special new shorts, but itâs all top secret. He wonât even tell me the colour!â
âHow exciting! Timothy, I want to see you in it before the day. Will you show me?â
âYes, miss. If you want. I fink itâs gonna be really coolâŠâ
âWhereâs this wedding?â
âSouth Kennett,â said Serena. St. Michaelâs church, then the reception at the Gate Hotel.â
âOh⊠You seem to know all about itâŠâ
âIâve been invited. I know some friends of the bride. And I wouldnât miss Tim the pageboy for anything.â
âTake some photos to show usâŠâ
âDonât worry, LucilleâŠâ
âSo, Tim⊠Any questions?â
Tim shook he head slowly, âNo, missâŠâ
âRight. Follow me then. Weâll get started. But just before we do, I should explain that once youâre in training you will need a new name, something appropriate to a young maid.â
âA n-new nameâŠ?â
âYes. Just like Teri with an âiâ. We discussed it at length, and weâre agreed.â She smiled. âMitzy. Like it?â
âM-MitzyâŠ?â
âWe think itâll suit you perfectly. Sort of cute and zippy. And it begins m, i, t â Tim backwards. Youâll go in the brochure under Mitzy. So get used to it. Okay?â
âY-yes, missâŠâ
Active Sissy Stories / Re: Tiffany's Date
« Last post by babyian on December 31, 2025, 07:36:08 PM »
Active Sissy Stories / Re: Tiffany's Date
« Last post by sidbaby on December 31, 2025, 08:50:11 AM »
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on December 30, 2025, 09:28:05 AM »
Serena opened the door and motioned Tim inside. Carly appeared at the end of the corridor.
âHi. Lucilleâs here. I need to get him changed and give him a quick makeover, then she wants to see him.â
âGo ahead. Iâm going to get coffee.â
âThis way, darlingâŠâ
Carly led him into the bedroom where he had slept at the weekend.
âYour outfitâs on the bed. Get changed as quickly as you can. You remember Lucille? She wants to speak to you before she goes.â
Tim changed into the maid uniform. This one was slightly different from before, with long sleeves. Carly helped him zip up, then sat him in front of the dressing table and began to attend to his makeup.
âYouâll soon realise that being well made-up is essential. In fact, you mustnât appear in public in your uniform until youâve done your makeup, or someoneâs done it for you. Iâm going to do it for the time being, but Iâm also going to train you to do your own. It neednât take long â clean your face, a little powder if you like, but you donât need it. Blusher? Maybe, if you want to look super cute. But eye shadow, mascara and lipstick are indispensable. For you, pink eye shadow. You can choose whatever lipstick you want, provided itâs appropriate â pink goes with your outfit. And later Iâm going to tint your hair. Itâs lovely, but I want to bring out that gingery-bronze colour. Little is more. It makes such a difference, especially for special occasions. And being a maid is always a special occasion.â
âIn a couple of weeks Iâm goinâ to a weddinâ,â said Tim; and added, proudly, âIâm gonna be a pageboy â I mean, the pageboy. The bride wants me to lead the procession in the church.â
Carly held back with the lipstick.
âSeriously? How did you swing that? Are you family?â
âNo. I was recommended and she asked me.â
âLucky you.â She continued her work. âWhat are you going to wear?â
âIâve got a special pageboy outfit,â Tim said, excitedly. âCool shorts in next yearâs colours.â
âNext yearâs colours? Which are?â
âOh, I ainât allowed to say. It ainât generally known.â
âOh, I see⊠The fashion industryâs so secretive, isnât it? Anyway, your done. Look in the mirror.â
âI look so different wiv makeup anâ stuffâŠâ
âYou look really striking. And much more smiley. It seems to being out your natural sparkly personality. You look nothing like that grumpy boy we dragged to the nail parlour.â
âI didnât understand, then. I was finkinâ, Miss CarlyâŠâ
âYes, Tim?â
âWould you⊠I mean, could you give me a makeover for the weddinâ? I know you must be busy anâ allâŠâ
âOf course! For something that important, of course I would.â
âWow! FranksâŠâ
âWe can discuss it later. Now you must hurry to see Miss Lucille. Sheâs in the living room. Put on your gloves, darling. Always be properly dressed. Okay? Off you go, thenâŠâ
And she sent him on his way with a friendly pat on the bottom.
âWhat a sweetie,â she murmured.
Tim made his way nervously along the corridor to the living room. Peeping in, he found Serena and her mother chatting to Lucille.
âHello, Tim,â said Cassandra. âCome in. You know Lucille, donât you?â
âHello Miss CassandraâŠMiss LucilleâŠâ He made an effort to pronounce the aitch.
âI hope we didnât interrupt your routine too much⊠But we really need you to be ready by the end of the month. Lucille will fill you in. Would you like a drink? Iâm sure you would. Lemonade okay? Great. Weâll leave you two to talk, thenâŠâ
She took Serena's arm, and they went into the kitchen, leaving Tim alone with Lucille. She smiled.
âI just need a word, Tim, to set the scene as it were. Don't be nervous - relax and listen. I'll explain the plans for the next couple of weeks. After that it'll be up to the staff and to your own initiative. You're a bright boy. I have full confidence in you. I know you're going to make a success of the project, and be suitably rewarded. So this is what's going to happen...â
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on December 30, 2025, 08:50:17 AM »
He slipped on an old parka over his dress, and ran to the car park as fast as he could, leaving puzzled faces in his wake.
âWasnât that Tim? Whereâs he off to? And what was he wearing?â
âHeâs acting a bit odd these daysâŠâ
Serena was waiting. He jumped into the car, out of breath. She climbed in beside him.
âAre you okay?â
âI [gasp] didnât wanna be [gasp] lateâŠâ
âGlad to see youâre so eager.â
âWhyâŠtodayâŠ?â
âWell, youâre lucky. One of our clients â Connie Brookshaw â happened to catch sight of one of the pictures we took of you during the photoshoot. She took an instant shine to you. She wants you for a party sheâs giving at the beginning of December. So we need to speed up your training. From now on itâll be weekends and Wednesdays.â
âWhat? But the weddinââŠâ
âDonât worry about the wedding. Miss Poole spoke to Deborah to confirm a few days ago. Deborahâs really looking forward to meeting you. Unfortunately Bobby may have to miss it.â
âWhy?â
âBecause with your maid training the boot parlour bookings are getting backed up. Miss Poole canât afford to lose both of you that Saturday. So sheâs going to ask Bobby to stay and work at the Centre. Is that a problem?â
âNoâŠâ
Not at all, thought Tim. All the more attention for me.
âYes, so itâs all arranged. Deborah says sheâs thinking of letting you lead the procession in the church, with the bridesmaids behind. Would you be able to do that? I understand itâs asking a lot. Itâs quite a responsibility, and youâll have everyone staring at you. Don't feel you have to if itâs too, you know, difficultâŠâ
âCourse not! I ainât scared. Iâll be, like, right at the front, yeah?â
This is great, he thought. Just me, no Bobby gettingâ in the way, anâ Iâll be like, the main oneâŠ
âOh, youâre such a brave boy, Tim. Sheâll be so happy. She was hoping you might agree. Iâll let Cynthia know.â
âCynthia?â
âYou know, Cynthia at Fantastex. Sheâs promised to make you are special pair of shorts. A bit flashier than your usual red ones.â
âYeah?â
âYes. Specially for the wedding. She says the iconic colours for next year are purple and pink. She knows all these people in the trade, and sheâs been told this is going to be the hip combination. Youâll have new shorts in purple and pink. Youâll be way ahead of the trend. What do you think of that?â
âFantastic! Purple and pink, yeah? CoolâŠâ
âVery cool. But donât tell anyone, will you? Cynthia is buying up lots of purple and pink latex before the secret gets out.â
âI wonât Serena. I swear. I was gettingâ worried I might miss the wedding. But itâs only Bobby whoâll miss out⊠And Iâll get a cool new outfit. Oh⊠But will I still be able to wear my baseball cap? The red vinyl one?â
âOf course! The idea is for you to wear a nice crisp white shirt, a red bow-tie, red shoes, and your red cap. Youâll look amazingâŠâ
âGreat! I canât waitâŠâ
âBut this is all conditional on your completing your maid training by the end of the month. If youâre up to a sufficient standard by the time of the wedding, then you can have the Sunday off to do whatever you want. Thatâs the thirtieth. Then youâll work for Connie the following weekend. Can I rely on you to study and practise hard for the next couple of weeks?â
âI promise! Iâll be the best maid youâve ever seen!â
âGood boy. Now, weâre nearly at home. Then the ladies will take over. Carly will get you dressed and made up. My mum is here with Lucille, her business partner. One of them will have a chat with you to explain the schedule for the next couple of weeks. Listen carefully and remember what they tell you, yeah? Youâve already had an introduction, but itâll become more intensive from now on. Just do what youâre told, focus, and practise. It wonât be easy, but I believe in you, Timothy. I would like to think youâll be able to go to the wedding knowing youâre a fully-fledged maid as well as the smartest pageboy ever.â
They drew up outside Serenaâs house. Tim was looking thoughtful.
âEverything okay, Tim? Any questions before I hand you over to the ladies?â
âThis lady Iâm gonna work forâŠâ
âMrs Brookshaw?â
âYeah⊠Whatâs she like?â
âOh, sheâs nice. Strict but fair. Teriâs worked there a couple of times. He didnât complain â not that he would. Sheâs in her forties. She has a big house just outside Bayleigh village. Sheâs single now, but sociable. Throws regular parties. Chairs the Bayleigh Womenâs Institute. Rides. Runs a horse and donkey sanctuary. Nice lady. And a regular client.
âI seeâŠâ
âSheâll expect willingness, politeness, and efficiency. Strict obedience, of course â that goes without saying. So we need to get you up to speed as quickly as possible.â
âNo problem,â said Tim, carelessly. He was confident he could make a great maid. As long as he got his new outfit for the wedding, that was all he cared about. âPink and purple,â he mused. âCool. And no Bobby gettingâ in my wayâŠâ
The more you give, the more I can give back.
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