Betty Pearl's Sissy Stories 20.1
Menu => Active Sissy Stories => Topic started by: Dancer4Fun on May 30, 2022, 09:35:12 PM
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I posted this to the PDQ website just before it was shut down.
It is a series of hand written letters between a boy and a fashion house.
93 Xxxxxxx xxx
Victoria 3000
Australia
27-Aug-2021
The Head of Advertising,
XXXXXXX Company
Dear Madam.
I hope you are well and free of any COVID 19 virus.
I am sorry for sending this as hand written but I don’t have a computer or email address.
I was shown your website by one of my girlfriends and fell head over heels in love with your beautiful dresses. The big puff sleeves of the sheer fabrics, the long flowing multi layered skirts are so feminine and remind me of some of my dance costumes of a few years ago when I was a little boy.
The girlfriend that introduced me to your website knew that I would be infatuated with your designs and suggested I write to you and ask if you ever need a model in Australia I would only be so rapt to be asked.
I love how some of your dresses have translucent bodices so you can just make out the big beautiful areolas on the big beautiful breasts of some of your models. Unfortunately I’m a little flat in that area, but I noticed that some of your models aren’t that well endowed either. Mummy has said that if I am good and keep taking my meds that I won’t be flat for much longer. I’m really looking forward to being able to wear pretty proper bras like all my girlfriends instead of the little bralettes I wear now.
As I am only 14 and only have a part time job babysitting and mummy doesn’t have a husband at the moment I am unable to afford any of your beautiful dresses, but I am saving madly.
So if you ever have need for a model for your beautiful feminine dresses, I would love to be considered.
Yours faithfully
Donna Mae Xxxxxxx
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Good start with lots of potential, looking forward to the next chapter. thank you
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A Few Weeks Later This Following Reply Arrived
XXXXXXX Company
XXXXXXXXXX
Los Angeles,
CA
USA
Sep-15-2021
Dear Donna Mae,
Thank you for your letter. We are so pleased that you love our dresses and that you think they are so feminine. Our company’s motto is “Femininity Is The Only Way To True Happiness”
We love that a young boy is so enamoured with femininity and loves being feminine herself. We hope you are good and continue to take your meds so your breasts development is enough for you to wear pretty bras like all your girlfriends.
Having spoken to our board of directors we have agreed that if we ever do a photo shoot in Australia you will be invited to audition to be one of the models, in the meantime keep saving.
If you would like to send your dress size, using our size chart we will keep your measurements on file for future use.
Jeanette XXXXX
Head of Promotion
XXXXXXX Company
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My Return Letter
XX Xxxxxxx Xxx
Victoria 3000
Australia
8-Oct-2021
Dear Jeanette XXXXX
Thank you for your reply to my letter. I was so surprised to receive it as I thought you must get so many such letters. My girlfriends at dance class couldn’t believe that you replied.
I have been taking my meds daily and am so happy to inform you that I can see and feel some swelling on my chest. All my girlfriends are so happy for me and all have said they want to be with me when I have my first fitting.
As to my dress size my waist is 25, bust 28, height 59 all measurements are in inches. I think I take a US child size 12. I don’t know how that works out with your sizes.
I am so looking forward to receiving an invitation to audition for a position as model for your fantastic dresses, although all my girlfriends think I am dreaming. I told them they didn’t think I would receive a reply to my other letter.
I keep telling them that you have to dream big to make your dreams come true. They would be so envious if I was picked to model for you.
Once again a big THANK YOU and I will continue to dream.
Yours truly
Donna Mae Xxxxxxx
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Dear Donna Mae,
I know it has been some months since your last letter, but I felt I must write in the hope you may still interested be in our range of clothes. By pure chance, Dolores, our chief executive, has arranged a show in Sunbury, right outside Melbourne, which can’t be far from where you live - well, not far in Australian terms, anyway – for the first week in May. And I have persuaded her that so far, in our marketing and our target groups, we have been unfairly neglecting the sissy element.
True young sissies like yourself need pretty clothes – crisp satin dresses, ruffles, long silk stockings, and, of course, sweet little frilly panties. I’m enclosing a few photos of some of our latest creations - all, unfortunately, modelled by young ladies. But if you were willing….
Let me make you a straight offer. Pending receipt of some photographs, and updated statistics – I do hope your little breasts are budding nicely since you last wrote! - and dependent upon the agreement of our show team, I would like to offer you the opportunity to appear in our Melbourne fashion show. You would be able to have some input into the outfits you’d most like to wear, though our team leader, Sam, would be the final arbiter. Just now the “little girl” look is coming in, and I can just imagine you in little lacey white socks, with ribbons in your hair, and a pretty little smock that barely hides your candy-pink satin panties! As you skip up and down the catwalk, I can see all the ladies’ faces upturned in delight and surprise at the realisation that the little 'girl' is in fact a little boy!
I do hope you will be able to make your – and our – dreams come true! I look forward to hearing from you, and seeing some pictures – maybe in whatever pretty costumes you are already accustomed to dress in.
Kisses,
Jeanette XXXX
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I apologise for continuing your story, Dancer - I've been hoping you would carry on. So many possibilities!
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Hi Billykins,
Thank you for your continuation of my story. I do have the story finished and ready for posting but unfortunately have been in hospital for surgery which developed complications resulting in another surgery.
After returning home to recuperate I developed an infection at the surgery site requiring another 3 weeks stay in hospital.
I have been home a few days but am on strong antibiotics which are playing havoc with my general wellbeing.
I like were you are taking the story which is not that far off where I was heading. Fell free to continue as it may be some time before I'm able to continue.
Donna May
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Donna May -
I'm sorry to hear you have had such a difficult time. I hope you make a quick and full recovery.
It's very kind of you to offer to allow me to continue your story - thank you. I'll post the next chapter shortly, and I hope I can do justice to your great idea.
Billykins xx
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Get well soon Donna. Sending hope & prayers.
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5.
Victoria, 7 February 2022
Dear Jeanette,
I’m sorry I haven’t replied sooner. I’ve been thinking over your very kind offer. It came as quite a surprise, as you probably expected – I really had no idea you would actually – well, offer to audition me. I hadn’t really thought it all through, I suppose. In fact, I only plucked up courage to tell my current girlfriend a couple of days ago. She screamed and hugged me and said I have to go and at least try out. Then, despite my asking her not to, she told my mother, and now both of them are on my back making plans for me.
You see, I’ve realised that dressing up at home and parading in front of an audience – that’s lots and lots of people – are two different things. I really don’t think I’m, well, pretty enough, or confident enough, to go through with such a thing. It was my dream a few months ago, but now I feel it must remain a dream, a fantasy. The girls’ clothes I had then were not very glamorous, and perhaps I was simply seduced by the beautiful things my girlfriend showed me on your website. And I write this even though my breasts have really grown in the last few months - though they’ve not so much filled out as grown longer, like fat little bananas, and the nipples are so sensitive, I have to wear a training bra now are they would drive me crazy rubbing against my shirt. It’s not so bad when they’re squashed up. But my boy parts are just the same, and as uncontrollable as ever. It makes life very difficult, especially as my friends at school are always teasing me about my bra and wanting me to show them what’s inside. Even the kids I babysit are fascinated by my little titties – one in particular, Jaqueline – she’s only eight – keeps asking me about them – like, why do I have them, do they feel nice, can she feel them, why am I blushing, etcetera.
Mummy has bought me a new dress. Before that all I got to wear were some cast of clothes that belonged to my cousin. She’s eighteen now. It’s a classic Alice dress. Yes, old-fashioned, I suppose, but I love it. My first real dress. It’s actually vintage, too, and made of a heavy blue satin. She even bought me an apron to wear with it, and strappy little shoes, like Alice wears in pictures. My panties and stockings I bought all by myself, though. Of course, none of my clothes are as beautiful as your designs. I would have sent you a photo – mummy’s taken enough of them, goodness knows – but I’m afraid you might be disappointed when you saw me. I love those beautiful long evening dresses some of your models wear. That’s what I would really like. To be honest, I was a bit shocked by your mention of the “little girl” look. I could never, never, wear such things, you know. My girlfriend said that next I’d be in baby girl clothes! Can you imagine? That made me very angry, and I shouted at her not to be silly. I’m a big boy of fourteen, did I say? Then mummy chimes up, “Ooh, darling, but you’d make a lovely baby girl”. I hate her sometimes.
So, Jeanette – I don’t know what to say. It all seemed so amazing in my imagination. But I think I’d be a big disappointment to you. I'm sorry.
Donna Mae. Xxx
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6.
By email. 08.02.2022
Hi Jeanette –
I’m Donna Mae’s mother, Melinda. My son has just written a letter to you in reply to your amazing offer of an audition. I managed to read it while he was looking for an envelope. You probably won’t get it for a week, but I can tell you he says he can’t do it, basically because he doesn’t think he’s good enough or pretty enough.
Now I can tell you this is all nonsense. I’m attaching a photograph I took of him in his Alice dress only a couple of days ago. You can see he’s quite lovely, with girlish features and lovely curly chestnut hair. So why did he turn you down?
This is the truth. He’s broken up at the thought of missing this opportunity. But there is a very simple reason that, after all his earlier enthusiasm, he’s chickening out. He’s SHY!! Impossibly shy. The other day, after he put on his new dress, his girlfriend told him he looked really pretty. Do you know what he did? He turned bright red and ran out of the room! True! So the idea of an audience…
But eventually he will have to overcome this, and I believe your offer is a real opportunity for him to take the first steps. If he could get the approval of a group of fashion aficionados, I think it could boost his self-esteem and potentially transform his life. And I think the only way he can be persuaded to accept your offer is if you were able to speak to him directly and persuade him.
Now, he didn’t mention it, but I recently bought him a mobile phone. The number is attached hereto. I wonder…would you consider calling him one day soon, and engaging him in conversation? The tone of your kind letter to him convinces me you have the gentleness and affection to bring him round.
Please let me know what you think.
Yours very truly,
Melina Graham.
PS. I have to confess I’ve been surreptitiously giving him slightly stronger meds recently, in response to his desire for larger breasts. I don’t know why they have become so sensitive. I probably shouldn’t tell you this, but his girlfriend tells me that she can make him orgasm just by playing with them! That Phoebe tells me everything!
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7.
By email. 07.02.22
Dear Melinda –
It was kind of you to write, to help me understand what’s behind the very disappointing letter you tell me he’s written. I confess I checked the attachment before I read your email, and I was entranced by your son’s delightful soft features and open face. He is beautiful, a wonderful combination of the best of both genders. I have no doubt we would want him to model for us. In fact, I think he would be a sensation. He would be something quite new and fresh, nothing like any of our present adult or child models. So I’ve decided to adopt your suggestion, and when I receive his letter I will ring him. Please don’t warn him. I want to catch him unawares. I think it would be better that he doesn’t have the time to think up excuses. I have to admit to being intrigued by your postscript, as was our personnel team leader, Sam. And having mentioned her, I will tell you, but not your son, that, whatever a model’s preferences may be, it is she that decides what is worn, and how it is presented, and never the model! So you should be warned that, if he does model for us, Donna Mae may not may not get his own way! But once he is in, I can’t see Sam letting him go in a hurry!
Thank you again for giving me a heads-up. Please let me know of any developments. I would suggest not raising the matter again until I have a chance to call him. In my experience, parental pressure often breeds childish rebelliousness. But I hope I can count on your practical assistance in getting him to Sunbury if I manage to talk him round.
Very truly,
Jeanette
Head of Publicity & Advertising
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Billykins,
Simply wonderful. Please continue.
Donna Mae
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8.
By email 08.02.22
Dear Jeanette –
I hope you will. I’m sure you’re right about me keeping quiet. He’s already a little rebel, and while that sits very well with his desire to rebel against his gender, he also rebels against me. But you he clearly respects. If anyone can persuade him, it is you.
Melinda xx
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9.
By email 08.02.22
Thank you, Melinda. I hope you’re right. I’ll keep a recording of our conversation and get my secretary to make a transcript and send it to you, so you’re fully in the picture
Jeanette xx
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10.
By email 15.2.22
Hi Melinda! This is Holly, Jeanette’s secretary. I’m attaching a transcript of a conversation between her and your son. Jeanette says hi and asks if you could ring her when you get this.
Attachment:
DM H-hi…? Who is this?
J Donna Mae! Great to hear your voice! This is Jeanette from Delicia Designs. How are you?
DM J-Jeanette…? Really? H-how did you get my…
J Oh, I’m sorry to surprise you. I’m afraid I pestered your mother till she gave me it, and then made her swear not to tell. You see, I was so disappointed to read your letter. I mean, it was a lovely letter, but I had been so looking forward to meeting you that it made me feel a little sad…
DM I didn’t mean to…
J It’s all right. I quite understand it may all have seemed too much too soon. We accept your decision, and hope you may reconsider our offer in a year or two.
DM Oh… Thank you. I’m really sorry, but…
J. No, no. Don’t apologise, please. You are very young after all. We just thought…as we already have models as young as six or seven...that you might… But never mind. You can always change your mind when you’re a bit more grown up. I don’t mean you’re not grown up…I mean, you know, maybe when you’re an adult…?
DM Jeanette…? I’m sad too. But I don’t think I’d be very good…
J No, say no more. But listen. Dolores was wondering…well, would you like to come just for a visit? You could try on some of our latest creations. Meet the other staff…and the models. No strings attached. What do you think?
DM Really, Jeanette? Would you really let me do that?
J It would be our pleasure. We could even arrange a private photo session, so you could see what it felt like to pose in a lovely slinky dress. You could keep all the photos to show your girlfriend. In fact, you could bring her with you if you wanted.
DM Gosh, that would be amazing! Are you sure?
J Of course. We’d love to have you, if you can get here.
DM I’m sure I could. I could get the train, or my aunt might offer to drive me. It’s only a couple of hundred miles… Wow! It would be so exciting…! But when would we…?
J How about next month? Let me look at my diary… Hmm, the show’s on the twenty-ninth… If you could come about a week before, you could see all the preparations…
DM But… But won’t you be terribly busy?
J [laughing] We’re always busy. The team will be focusing on the show. I’ll have time to give you the tour, Holly will help, and you’ll meet Dolores and Sam…
DM I’ll have to ask mummy. I do hope she agrees…
J Is she there? Why don’t you ask her now?
DM Should I? All right, I will. Hang on a moment….
………..
DM Jeanette? She says I can! Thank you thank you thank you!
J Thank her as well, won’t you? That’s agreed then. I have to go. Always busy! See you about the twenty-second, then…yes, perfect.
DM Jeanette…you’ve made me so happy. I can’t wait to meet you.
J And I can’t wait to meet you, darling. Bye for now.
DM Bye, Jeanette…
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11.
MG Jeanette?
J Hi, Melinda.
MG You did it then. I knew you would. So what’s the plan?
J The plan, Melinda, is to seduce him with pretty dresses, till he’s hopelessly in love with satin and taffeta and lace and silk and ribbons and bows…
MG [laughing] He’s half way there already…
J …until he hardly knows what he’s doing, what with all the pretty ladies and the flattery and the scent and the caresses, and when he’s too weak to resist, then Sam will take over. He’ll be like putty in her hands! She’ll have him in something sweet and out on that catwalk before he knows what’s happening! And once he’s been there, there’ll be no turning back… You’ll see.
MG I almost feel sorry for him…
J Don’t. He’s going to have fun. Now, how’s he going to get there?
MG I’ve spoken to my sister. She wants to drive him, provided she gets to see what happens. Her daughter, too.
J Listen, you’re family. You can all stay to see how things develop. And his girlfriend. But he’ll be allocated a room all to himself, with a wardrobe full of nice things.
MG You’re all so kind, Jeanette.
J Not at all, Melinda. In fact, we’re acting out of pure self-interest. You have no idea how many sissies there are out there desperate for good feminine clothes. He could be an amazing asset for us. So, we’ll talk about dates and times in the middle of March, right? Keep him sweet till then, won’t you?
MG Sweet as pie, Jeanette…
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Billykins,
I'm sorry I did not thank you and Betty for your well wishes as to my health. I'm currently undergoing a 10 week course of oral antibiotic after having just finished a three week course of intravenous antibiotics.
Billykins you are taking the story away from how I had it written.
However I love the road you have Donna Mae travelling down and I am looking forward to her reactions when she sees how beautiful the gowns and sissy clothes are and when she is actually dressed in the sissiest of little girl designs and falls in love with being a model of such fashions.
Please Billykins, please continue, I love your story of Donna Mae's fall to sissydom.
Donna Mae
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12.
Entry from Jeanette’s diary, 22 March 2022
They arrived at the hotel this morning! Donna Mae! What a little sweetie. He was wearing his Alice dress, torn between pride and coyness, blushing to the roots of his hair, but his big hazel eyes dancing with excitement. He’s every bit as pretty as his picture. The sight of him gave me a strange physical feeling in my heart. I know what it was. The feeling you get when confronted with total innocence, which reminds you of what you lost so many years ago. But there. Maybe that’s just me. Sam and Dolores were both regarding him in a sort of calculated way, and afterwards Sam said to me there was no way that she was going to allow him to leave without the “full treatment”, whatever that means. Holly hit it off with him straight away, and off they went hand-in-hand to see his room.
I showed the others to their quarters. We’ve put Melinda and her sister Tammie in one room, and the cousin Chelsie and the girlfriend Babs in the other. Melinda seems a little possessive of him. I can understand why he might be inclined to rebel. I think that accounts for his shyness and naivety. You can see it in action. As soon as they arrived she was telling him to say hello, and show his curtsey, and be polite – all quite unnecessary and restrictive of his personal freedom to be what he wants. I’ve seen it so many times. But I’m going to make sure Melinda is merely a spectator while she’s here. I’ll keep contact between them to the minimum. I want to see the real Donna Mae.
Tammie seems nice, though she has a naughty glint in her eye. Her daughter Chelsie is lovely, open and quite at ease socially. Babs! Well, she looks about twelve, though I’m told she’s fourteen, like Donna. She dresses rather Goth, black clothes, big boots, red eye shadow and black lipstick! The last thing I imagined. Donna clearly worships her, and she seems to revel in her dominance. However, that’s enough character studies.
After I had despatched the others to their rooms, I made my way back to Donna’s. He and Holly were going through the wardrobe. We had relied on the statistics he sent us, rounded up, and added a couple of inches to the bust. Just as well! Without his bra, he has the cutest little breasts. As he said, elongated, and with quite long, very pink nipples. He wasn’t joking about their sensitivity. A couple of times when he was holding up dresses to himself in front of the mirror they got brushed, and both times he shivered and gasped, and I swear the bulge in his panties twitched. I don’t know what we’re going to do about that. We don’t want any extraneous things waving about in the breeze.
His hips seem to have swelled a little too. That would be natural if he’s on hormones. So he has quite a girlish figure, and the clothes Sam had laid out fitted him to perfection. He was cavorting in front of the mirror for the best part of an hour. In his excitement about his wardrobe, all his inhibitions seemed to evaporate. Just what I’d hoped. He ended up in a yellow fifties-style party dress – belted waist and very flared skirt – like something out of Saturday Night Fever – with real silk stockings, mid-heel shoes, and loads of bangles. Holly did a bit of makeup, but his hair went fine with it. It’s naturally crisp and curly. We took him to see Dolores. She was momentarily speechless – and she’s never lost for something to say. Afterwards she took me aside.
“Jeanette? We need that boy. I want him on the team. Do what is necessary. I don’t care how you do it, but keep him. Understand? If you have to pay the mother off, do it.”
That’s Dolores. Single-minded. I was about to say, ruthless. But perhaps that’s a little unfair. Anyway, we left him to his own devices for the rest of the day – he and Babs. They trotted round the hotel, visiting all the models, drinking orange juices in the bar and ordering room-service. They were having such a time. Donna Mae seems to have blossomed in his new environment. It’s a good sign, but there’s a long way to go. Tomorrow we’ve organised a photo shoot. I’m going to lets Babs get involved, too. She seems to me the key to his happiness.
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13.
Entry from Jeanette’s diary, 23 March 2022
The first words I got from Dolores in the morning were, “we need to break him in slowly”! Really! As though he’s a little colt or something. Apparently Sam’s already on the case. The room has already been hired, and the catwalk erected. The models will need to practise, but that won’t happen for a couple of days, so Donna Mae can have some time to get used to the feel of the place. Of course, he thinks he’s just here to see how the whole show works. But I think Dolores has other plans for him.
He appeared backstage with Babs just before ten. Sam was waiting for him.
“Donna Mae, it’s lovely to have you here. And you, Babs. You are a very handsome couple, I must say. I’m Sam. I head up the team which looks after the models, advises them, gets their outfits ready, does their makeup, and helps them understand how to show the clothes – and themselves, of course – to the best advantage. It’s a lot, yes, but we all work together very well. Babs, maybe you could assist us in preparing Donna Mae, so that he could better understand the workings of a real fashion show.”
“I’d love to Sam. It’s not my bag, of course, but he’s obsessed. Aren’t you, darling?”
“No, Babs, not obsessed – but you must admit… I mean, the beautiful dresses…the glamour…the excitement…my heart beats faster just thinking about it. And Sam – you have some amazing creations on the website. And your models… I know most of them have proper breasts, but mine are growing more now, I think…”
“So I see, darling. But large breasts aren’t everything, you know. Later on you’ll meet Amira and Terri, and you’ll see what I mean.”
“I don’t know why he’s so into big tits,” laughed Babs. “Mine are smaller than his now.”
“No, darling, you know it’s not that I fancy girls with big boobs, it’s just that…”
“I know. You want them for yourself just so you can wear sexy dresses and get ogled by all the boys…”
“No! That’s not fair.”
“Well, never mind,” said Sam, “tell me what you think of this. Pat?”
Pat was one of Sam’s team. She had been waiting a little way away holding something electric blue draped in polythene. Now she approached.
“Hello, Donna Mae…Babs. Donna Mae…you haven’t been properly measured yet, but I think this will fit you.”
“She can tell your statistics just from looking at you,” confided Sam.
“Would you like to come with me to the changing room?”
“Okay… Babs?”
“No, let Babs stay here. Give her a surprise.”
Pat led Donna away. Sam and Babs and me stood around chatting.
“This is exciting,” Babs said to me. “I love it when he dresses up in his girly stuff. He gets so sexy… I can make him do anything I like!” She giggled.
“That must be nice,” I said. “Wish I could get my bloke to dress up…but no chance…much too macho.”
“Make him,” said Babs, shortly. “Be dominant, or…I dunno, blackmail him or something…”
“Well, I….ooh, here he comes!”
We were all quite stunned, and for a few moments nobody spoke. The dress was a little sleeveless number with a plain round neck, made of shimmering blue lycra. It fitted him like a second skin. Sam had given him black fishnet stockings to go with it. I knew they were stockings because the tops kept peeping out beneath the short, tight skirt as he walked. He wore blue block-heeled court shoes and a chic little pill-box hat with a single blue feather. She had somehow had time to apply some blue eye-shadow, mascara, and even blue lipstick! And she had given him a blue ribbon choker and a blue woven bangle.
Pat led him over, and I noticed he was hanging back at looking anywhere but at us. Babs was the first to recover.
“Cool! Sweet! I didn’t expect anything like that!”
She went straight up to him, threw her arms around him, and started smooching.
“Now, Babs darling…you can spoil his makeup later, all right? For now we need him looking his best for the video,” said Sam.
Donna Mae, blushing, looked up at Sam. “V-video?”
“Of course, young man. Nice job, Pat. Love the hat.”
“He can carry it off.”
“He certainly can. Donna Mae? You look like a pretty sixteen-year-old girl off to a party, or Ascot, or something.”
“I love the stockings…” murmured Babs.
“You would, dear,” laughed Sam. “Now, Donna Mae, let me see you go down the catwalk, do a turn, and come back. Pat, do you want to film him from the front row down there? Give us an idea of what sort of impression he’d make…”
Donna Mae was very shy at first, looking down at his feet, tripping over them nevertheless, and walking with all the grace of a boy on his way to school. But with encouragement and instruction from Sam and Pat, he slowly gained confidence.
Sam descended from the stage and stood next to Pat.
“Donna Mae! You’re a beautiful woman! Remember that. Poise. Confidence. Sophistication. Come on, you can do it. You have the figure, you have the looks, and you have the clothes.” In an undertone to Pat, “Did you give him a bra?”
“Had to in the end. Otherwise he would have squirmed his way right out of that dress!”
“Panties?”
“Sports panties. Smooth him out a bit. That may be a problem with the next one.”
“What’s that?”
“Mini. Flared. Dolores’s orders.”
“With?”
“Blouse. Silk. And no bra, she said.”
“Oh dear. But he looks incredibly cute in this…”
“Yes. I’m going to let him keep it. Babs loves him in it. You can see how he’s getting more confident and self-possessed every minute. Look at that cute little butt swaying to and fro.”
“I can see it. I think he’s beginning to show off a bit, don’t you?”
“Yes. And we’ve only just started. I think it may be a good sign…”
Donna Mae paused at the turntable, placed one hand on his hip, and the other behind his neck, and, grinning broadly, swung his hips back and forth, making his dress shimmer. Babs whistled and applauded wildly from the stage. So then he placed his hands on his breasts, and slid them slowly and sexily down his body. Whatever inhibitions he may have had seemed to have evaporated under the sensual embrace of the little blue dress, the absence of his mother, and the obvious approval of his girlfriend. Sam and Pat exchanged surprised glances.
“Quite the little hottie!”
“What happened to that shy little boy?”
“He got a proper dress at last, that’s all…”
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14.
Jeanette’s diary, 23 March 2022 continued.
It was seduction by couture. Sam had started him off with something soft and stretchy and easy to wear. Something smooth and comfortable, and a little sexy, to give him confidence. So far so good. I think I would have steered him towards the glamorous, maybe an expensive evening gown, something crisp and sophisticated. I would have played it cool, in other words. But Sam was in charge of this aspect of the operation, and ultimately we were aiming for something more juvenile and daring, something to surprise our audience.
Sam beckoned him off the catwalk.
“That was very good, Donna Mae. You have natural talent. Let’s try something else now, shall we? The girl-next-door look, so that I can get an idea of your range. Pat? Could you take care of our little star, please?”
They were back in ten minutes. A long-sleeved white blouse with no bra. As soon as I saw that I started to feel apprehensive. A little mini-kilt with a big silver safety-pin, barely covering scarlet satin panties. White over-knee socks, black school shoes. Red lipstick and a tartan Alice band. Sam propelled him onto the catwalk with a little pat on the bum. She wasn’t going to mollycoddle him. She wanted him to stand up for himself. Which he did, but not quite in the way she might have hoped.
I don’t think she fully comprehended the sensitivity of his nipples. Uncontained, they slipped back and forth against the silk of the blouse at every step. Not only did the nipples become engorged, but his breasts seemed to get firmer, thrusting them harder against the material. It was a vicious spiral into sexual arousal. After only a few turns on the runway, his panties were stretched over an erection which lifted the hem of his kilt, and bounced slightly at every step. Donna Mae was blushing crimson, trying vainly to pull his hem down over it. He was very sweet. Sam saw what was happening, but pretended she didn’t, instead shouting encouragement and applauding. By the time she finally called him in, everybody in the place had stopped what they were doing and were staring. But then, this was exactly what Dolores was aiming at, I’m sure. I saw her standing in the shadows in one wing of the stage. She saw that I had seen her, and advanced towards us.
“Hi girls. How goes it? How’s our little model boy? That’s a cute little outfit. Sam, you don’t think you’re moving too fast?”
“I want to push him while he’s hot and ready, before he gets any thoughts of backing out, that’s all.”
“Well, you know your job. Jeanette? What do you think?”
“My feeling was we should take it more gently, but I defer to Sam’s expertise. I’m pretty sure he’s hooked. I think he’d wear anything we gave him. But you can see for yourself what happens if he doesn’t wear a bra. Those baby nipples of his are as delicate as little flowers.”
“That’s right. They are. That’s exactly what I hoped. You know what I’d like to do?” She lowered her voice. “I’d like put little clamps on them, and put him in an lovely fluffy angora top, and tiny little spandex hot pants! Can you imagine how our clients would appreciate that as a finale!”
Even Sam was quite shocked. “You’re joking, Dolores. Aren’t you?”
“Maybe,” she said airily. “Maybe. I’ve got all sorts of plans for him. Of course, he may start rebelling when we get into the fifties children’s fashion, the little socks and bloomers and all that sort of stuff. But Terri and Amira will keep him in line. He’s basically a softy. I saw that straight away. That Babs has him right under her thumb. He won’t be able to resist our two sweetest girls, will he? In any case, Jeanette’s right. He is hooked. Hooked and netted, and there’s no way he’s escaping now. But just to make sure, I want that little pen-is under our personal control. For the time being, at least. Sam? Can you get Pat see to it without delay? She knows where the devices are, doesn’t she?”
“She does. I’ll get it done right away. What we’ve just witnessed gives me the perfect excuse.”
-
15.
Jeanette’s diary, 24 March 2022
After yesterday’s rehearsals were over, Donna Mae was placed in the dubious custody of Pat. He had been given a simple outfit to wear; a yellow gingham dress, short white socks and black patent Mary Janes. She accompanied him to supper, plied him with wine and water, and adopted the guise of the attentive and concerned guardian to the best of her considerable ability. I sat at table with them.
“Donna Mae, darling. You were so amazing today! I really think you’re a natural. I love how you change your personality depending what outfit you’re wearing. Not many models are capable of that, even the professionals.”
“Really, Pat? I wasn’t trying to do anything special, you know. I was just being myself. And to tell you the truth…” (he lowered his voice) “…to tell you the truth, I was quite nervous…especially in that mini-skirt. I really need a bra, you see. It’s my nipples…”
“Oh, Donna Mae! Your nipples are perfect.”
“Yes, but…”
“No buts, Donna. They’re beautiful. They should be seen. But perhaps you’re talking about…a certain effect…”
“Yes, Pat. That’s it. I can’t help it. And then I get shy, and I feel awkward, and I start losing concentration, and…”
“Donna Mae. Do you trust me?”
“Oh, yes, Pat. Completely. Of course.”
“Jeanette knows I occasionally like to take a model under my wing… The special ones… The talented ones.” She looked at me for confirmation.
“Oh, it’s true,” I said, with a valiant attempt at sincerity. “She’s got a special talent herself, Donna Mae. A talent for spotting talent. If Pat gives you advice, follow it. If she tells you to do something…anything…obey her.”
“Oh, I shall! Pat, I’m in your hands entirely!”
“Good boy. Well, I have a little secret. Shall I show you?”
“Ooh, yes please…”
She rummaged in her handbag, and pulled out a little male chastity device. A small one. Even I was slightly surprised, given what I had seen of Donna Mae’s…assets. It was made of pink plastic, with a built-in lock, and the cage was curled like a cute little shell. Donna Mae stared at it, not understanding.
“Can you guess what this is?”
“N-no…”
“It’s the solution to your problem.”
She smiled. Donna Mae flushed.
“M-my problem…? You mean…?”
“Exactly. You won’t have to worry about, you know, your problem, at all. This little device will leave you free to concentrate on your performance. What do you think?”
“I-I’m not sure…”
“Just try it. See what you think. Yes? Come on, we’ll go to the bathroom and I’ll help you with it.”
“W-what, now?”
“No time like the present. We need to see if it fits, in any case.” She took a pair of surgical gloves out of her bag. “Come on. Won’t take a minute. I’ve got some special cream which will help.”
She held out her hand. Donna Mae took it, reluctantly. With a wink to me, she led him away, ignoring his tendency to hang back.
They were away for a good fifteen minutes. When they reappeared, Pat was striding along with a triumphant smirk on her face, with Donna Mae trailing behind, walking with little steps.
“All done,” smiled Pat. “That wasn’t too bad, was it, darling?” She sat down.
Donna Mae stayed standing, biting his lip.
“It feels funny,” he said with a slight whimper. “Sort of…numb…”
“Oh, that’s just the special cream I used. Stop it getting big while I was handling it. That’ll wear off in a few minutes. Show auntie Jeanette. Come on, lift up your dress.”
Donna Mae being reluctant to comply, Pat got up again, stood behind him, and lifted his skirt. He was wearing little yellow stretch satin panties. The only sign of his boyhood was a small but prominent protuberance. Pat flicked it a couple of times with her finger, producing a brittle clicking sound, and making him flinch.
“There, sweetie. Now it can’t get any bigger, can it? Whatever happens to those little titties.”
Here she gave one of them a gentle squeeze. Donna Mae gasped and doubled up.
“Ooh… Pat! Ow…!”
The little hard bud seemed to quiver and rear slightly under the taut satin. He clutched at it, his eyes widening in distress. Pat dropped his skirt and resumed her seat. Donna Mae was breathing hard.
“Please, Pat, take it off. I don’t think this is going to work…”
“You just need to get used to it, darling.”
“Get used to it?”
“Well you can’t model for us without it, can you? Unless Dolores has other ideas. Let’s give it a day or two…”
“A day or two?”
“At least. I’ll try not to lose the key,” she smiled. “What would you do then?”
“But…”
“Tomorrow I’ll introduce you to Amira and Terri. You wouldn’t want to lose your self-control in front of them, now would you?”
“Why…?”
“You’ll see…”
-
Billykins,
I love where your taking this. It's a long way from where my original track was heading.
I've been unable to comment for a while as I've been in and out of hospital a few times lately and had no access to the internet.
Please continue.
DonnaMae
-
Thanks, Donna Mae. New episode coming up shortly. I do hope your condition is improving, though, and you're soon home permanently.
-
16.
Jeanette’s diary, 25 March 2022
Just four days until the Delicia Designs Fashion Show! We’re all getting nervous, not least the models, though, as usual, Dolores and her assistants have everything under control. I looked in on Donna Mae a couple of times during the night. He seemed restless, tossing and turning. And in the morning he confirmed he had slept badly.
“Good morning, Donna Mae! How are you today? Ready for some new outfits?”
“I-I didn’t sleep very well, Jeanette. The sheets are very silky. They feel funny against my breasts. And then that…thing gets all tight, and…”
“Oh, poor boy! But Donna Mae, you know it has to be, for the time being at least. I know how your body reacts to all these lovely fabrics. We can’t just let it behave as it wants, now can we? Can you imagine how it would look on the catwalk if you had a great big…”
“Yes, yes, I know, Jeanette. But does it have to be so small…?”
“Tell you what, I’ll talk to Dolores. I’m sure there’s a way.”
“Thank you, Jeanette.”
I did talk to Dolores later that morning. When I told her what Donna Mae had said, a mischievous smile spread over her face.
“Don’t worry, Jeanette. Pat and I have it all worked out. For the show itself, he’s definitely going to feel a lot more comfortable.”
“Oh, he is appearing in the show, then?”
“Darling! Would I waste a talent like that? Yes, it’s all decided. His costume is in process of production already.”
“So what…?”
“Wait and see, Jeanette. All I can say is, I think – I hope – he will be a memorable addition to the schedule. And I hope he will play a pivotal” - (here she sniggered) – “yes, that the word all right. He should play a pivotal role in the climax. Yes indeed!”
“Sounds as though you have a plan.”
“A plan? Yes. An evil plan. That’s right. But until then, we need to coax and coddle him and make him feel special. The girls will help. They’re fully briefed.”
“The girls” were Terri and Amira, the nine-year-old daughters of Pat and Sam respectively. You can probably imagine what a fun time they had at these events. They also got to dress up and appear on the catwalk. They were great favourites with the audiences. I couldn’t imagine how they were going to react to Donna Mae. But I needn’t have worried.
I headed backstage. There was Donna Mae, clamped between Babs and Chelsie, looking a lot happier. Sam was holding up a shimmering electric blue dress, sleeveless with a plain round collar, a very flared skirt and a belted waist.
“You’re going to look fab in that, Donna,” enthused Babs, planting a violent kiss on his cheeks. “Go get changed then. I can’t wait to see you.”
Sam led him away, and in five minutes they were back, Donna Mae, walking gingerly in a pair of equally shiny blue heels. Sam had even had time to add a perfunctory touch of makeup. Chelsie squealed loudly. Babs stared. I got the impression her attraction to her boyfriend doubled or trebled when he was dressed up in girls’ clothes.
“You look…amazing! Have you got…? Yes!”
She had lifted up the front of Donna Mae’s dress to reveal a crinoline underskirt, making the skirt bounce lightly as he walked. She lifted it a bit higher.
“Oh my god, Chelsie, look! The whole shebang!”
Indeed, under the skirt Donna Mae was wearing shiny sheer stockings, and blue panties and suspender belt. He blushed and smoothed the dress down, like a shy little girl.
“It’s quite fifties…or sixties…isn’t it?” offered Chelsie.
“Yes,” said Sam. “That’s sort of the theme of this show. You certainly look beautiful, Donna Mae. Almost good enough to be in the show yourself!”
Pat had arrived. “Almost? I think he is. But I know you don’t fancy the idea, do you Donna Mae?”
Donna Mae had been looked from Sam to Pat and back again. Now he was blushing to the roots of his hair.
“No, he’s nervous, aren’t you, darling?” said Sam. “Pity though. It would add a bit of depth to proceedings. I mean, there’s no-one between the nineteen and twenty-year-olds and the girls, is there? But we can’t force you, can we?”
I could see Donna Mae was in a state of internal turmoil. It wasn’t until that moment I understood the full extent of his shyness. But now it was under siege from the prospect of turning his greatest fantasy into reality.
“Well…I…maybe…”
It was at this critical moment that Terri and Amira arrived on the scene, dressed identically in sparkling fairy dresses, with silver shoes, little coronets, and fairy wands. They came galloping over and stopped dead in front of Donna Mae. Terri stood there open-mouthed. Amira stared admiringly.
“Are you…the new boy model mummy told me about? You’re…beautiful…”
Donna Mae turned an even deeper shade of scarlet, and started stammering.
“I-I-I’m n-not r-really a…model. I-I…”
“You should be,” said Chelsie, shortly, finding her voice. “You should be in the pageant. You’re prettier than some of them we’ve already got…”
“Yeah,” added Amira, turning to her friend, “what about that tall one with the big lips. I swear she’s thirty…”
“Shush, girls! Do not comment on the models, please. Especially in front of our friends.”
“Sorry, Pat. But…is…”
“Donna Mae.”
“Is Donna Mae going to be in the show?”
“Well he can be if he wants. That’s right, isn’t it, Jeanette?”
“I’m sure.”
“What? Doesn’t he want?”
All eyes turned towards Donna Mae. His face showed a brief struggle. But then…
“If you really wanted me to…”
“Of course we want you to, silly!”
“Yay” shouted the girls in unison. And jumped on him, nearly knocking him off his heels.
“So that’s settled then,” said Pat, with a meaningful glance towards me and Sam.
-
17.
Entries from Jeanette’s diary, 26 – 27 March 2022
26 March
With the confirmation that Donna Mae will appear at the show, there have been little secret meetings between Dolores, Pat and Sam. I know they’re planning something, but when I ask I get fobbed off with “wait and see, darling…” or “nothing…nothing at all, really…” I don’t know why they won’t tell me what’s going on. Perhaps they think I’m too close to Donna Mae. I must admit since I met him I’ve grown very fond of him. Such a sweet, kind boy. Nevertheless, I don’t mind if they pay a trick or two on him. He’s so cute when he gets embarrassed.
The girls seem to love him. They go with him – I should say, lead him - everywhere. And he’s becoming quite attached to them. I even think Babs may be getting a bit jealous of them. This morning he was with her at breakfast and they both arrived, all excited, and literally dragged him away to try on some new creation. Babs objected, of course, but Amira simply stuck her nose in the air.
“Dolores wants him now. She’s in charge here, you know, not you!”
Babs was speechless. Then angry. She went after them but I gather she was stopped by security at the entrance to the changing-rooms. I saw him half an hour later in a little pink velvet hot pants outfit, with one girl on each knee! Luckily she didn’t. They seem to have him wound round their little fingers. They’re definitely not as innocent as they appear. But at least they seem to be doing wonders for his confidence. I decided to have a word with him.
“Donna Mae. Good morning. I hope you’re looking after him, girls.”
“Oh, yes, Jeanette,” said Amira, with a little wink, “we’re looking after him all right. Aren’t we, Donna?”
“Yes, Amira. They are, Jeanette. They have wonderful taste. They’ve been suggesting all these outfits I could wear.”
“Including that one?”
“Yes. Do you like it? It’s not really my sort of thing, but Terri thinks I look really great in it.”
“You look fabulous, Donna,” said Terri. “I wish we had the same outfits. We could all be dressed the same then. I think I’m going to ask my mum…”
Well, I was slightly taken aback, remembering how wary he had been of wearing juvenile stuff. I mean, really! Little tiny pink hot pants with a bib front, big buttons, and white lace trimming around the legs, white blouse, long white socks, and pink Mary Janes!
“I agree,” I lied. “You look super,” and added, ironically, “you just need a big pink bow in your hair and…”
“Yes!” cried Amira. “That’s a great idea! Such a shame you don’t have curly blonde hair. It would be perfect…”
“I’ll ask my mum. She may be able to fix it…. Mum? Can you come here a minute?”
Pat came over. “Yes, darling?”
“We were just thinking…what if Donna Mae had lovely gold ringlets? Imagine how he’d look, in this outfit, fr’instance…”
“Oh…yes…I see what you mean. Actually, Dolores did suggest a hair makeover. I’ll see what our stylist has to say, shall I?”
“Yes please!”
I knew for a fact the stylist would do exactly what she was told to do, no more and no less. The idea Pat would consult her was laughable. I began to suspect this was all part of the plan, along with the girls’ flattery and the increasingly juvenile clothing.
27 March
By five yesterday evening it was done. His head was a mass of tumbling yellow ringlets. On top of that, his eyebrows had been plucked, his lashes lengthened with mascara, and his lips painted a glossy pink. Apparently my sarcastic remark about a bow had been taken at face value, as Pat told me she had ordered a nice large one on a clip for the show!
“Doesn’t he look so sweet!” she cooed, with a sort of girlish wriggle, most unlike her normal business-like demeanour. “I could eat him all up!”
I looked at her. “I hope not, dear…”
“Oh, you know what I mean…”
“What’s come over you. Pat? And tell me, what exactly are you planning?”
“Oh, it’s just that, after all these years to tarting up young women, I think I’ve got a bit jaded. Dealing with a boy like Donna Mae is so much more exciting. I mean, it’s like there was a little girl inside all the time struggling to get out. And now here she is! It makes me all sort of stupid and melty inside.”
“But that’s not going to stop you…doing what, exactly?”
She resumed her usual efficient tone. “Oh, no. Of course not. That’s the fun of it. We’re going to send him out onto that catwalk to finish the show, and believe me, the audience is going to be gobsmacked. All the big buyers will be there. I know for a fact they get as bored as we do sometimes. So we’re going to use Donna Mae to spice things up a bit. Give them something to remember. It’s all Dolores’s idea. She’s so devious. And then…”
“Then you’re going to discard him…”
“What? Discard him? You’re joking. No, he’s staying, sweetie. Like it or not,. By hook or by crook – probably both. He’s going to be the star of many shows, if Dolores has her way. And she normally does.”
“I see. And what is it that is going to “gobsmack” our clients, exactly?”
“Wait and see, darling. I can’t tell you exactly. Plans aren’t fully finalised yet. But it’ll be worth seeing. I’ll give you a clue. Do you see what our team are doing at the end of the catwalk?”
“I had noticed they were working on something. Something in the middle of the turning circle.”
“Yes. It’s a turntable, dear. A nice slow turntable. And in the middle there’ll be a little hollow with a bar across it. Like on a manhole cover. Get the idea?”
“You’re going to…tether him there?”
“That’s right. Like a sacrificial lamb. And he’ll go slowly round and round, and round and round, as long as people want to stare at him…”
“That’s…really bad. And what’s he going to be wearing? Not those little girly hot pants, surely?”
“On no, Jeanette. Not those. Though they’re pretty cute, aren’t they? No, those he can wear when he’s out and about. Dolores has something special in mind for the big day. I can’t say what. I’m afraid you’ll have to wait and see…”
-
18.
Jeanette’s diary, 28 March; the day before the show.
A busy day. Me, finalising arrangements for the clients, making sure all the media stuff was in place, sorting out tickets, checking décor. Pat and Sam dashing about all day, directing, ordering, shouting and adjusting. Their assistants, seamstresses, makeup girls, hair stylists, working flat out. Dolores, on the phone nearly all day, or doing the rounds, looking grim and slightly worried. The girls, infected with the general chaos, running around screaming, being told off, and playing hide and seek with Donna Mae, still in his little hot pants outfit.
It was not until after six that Dolores felt things were sufficiently under control to turn her attention to her new recruit. She came backstage.
“Where’s my boy? Are, there you are.” She stared at him, smiled, and shook her head. “If you don’t turn a few heads, I don’t know what will.”
“Am I going to wear this, Dolores?” he asked, meekly.
“Oh, no, Donna Mae. Not that. Although you’d be a big enough hit if you did. No. Come along with Pat and I – oh, all right, girls, you can come too – and let’s have a quick dress rehearsal.”
Sam and I followed on, eager to know what Dolores had up her sleeve.
“Is it something special?” asked Terri.
“Not special. Quite simple, actually. Donna Mae is too pretty to spoil her looks with a lot of complicated fashion. I just want her to look sweet.”
She led us to her personal changing room, which was huge, with nearly every yard of wall space either wardrobes or mirrors. She went to one wardrobe, opened the door, and took out a hanger. I was slightly surprised. Nothing sexy, as I had suspected. A pink smock, with a high ruffled collar, long ruffled sleeves and a very crisp, tent-like knee-length skirt which started at chest level and opened up like a flower. There was a line of darker pink smocking across the breast, in the form of tiny flowers.
“Now, I hope you like this, Donna Mae. As you can see, it’s very plain really, apart from the ruffles at the neck, wrists and hem. It’s lined with crinoline to make it bouncy – like you. This is the hairbow – yes, it’s big and floppy – unlike you – and it’s on a nice long clip which will slide into your hair. All you’ll need are some short lacy socks and your pink shoes. You’ll look a treat.
I could see Donna Mae was slightly disappointed. I think he’d been hoping for something sophisticated – even sexy. True, it was really nothing more than a larger version of what a two-year-old may have worn in about 1950! Yes, that was it. With his big pink bow, his ringlets, and his little-girl footwear, he would look like an old-fashioned baby girl who’d been playing with her mummy’s makeup box! Delightful, if not gob-smacking. Anyway, the girls liked it, and helped him try it on. It fitted perfectly, tight enough across the chest so that the bell-like skirt rose up and showed his panties if he bent forward.
“What panties will he be wearing?” asked Amira, with commendable foresight.
“Oh, we’ll sort that out tomorrow, dear,” said Dolores. “And the other things. For now I just wanted to check that it fitted. So Donna Mae – what do you think?”
“Yeah…it’s fine. Nice. Er…” his voice dropped to a whisper. “Jeanette said I might be able to…you know…get a larger…”
“Ah, yes. Of course. Don’t worry. It’s all arranged.”
“A larger what?” said Terri.
“Nothing, dear,” said Pat, with a wink to Dolores. Right. Let’s go. I’ve still got work to do. Dolores, what time do you need him dressed?”
“Could you bring him here at nine, Pat? Then you can attend to the girls afterwards.”
“No problem. I bet you’re looking forward to getting into your new outfits, girls.”
“What are they like?” asked Donna Mae.
Amira laughed. “Wait and see, little girl,” she said, cheekily. “You’re in for a surprise!”
-
19.
Jeanette’s diary, 29 March; the Delicia Designs Fashion Show
How silly of me to imagine that’s all there was to it! I should have known Dolores’s wicked side couldn’t resist such an opportunity. I ran into Pat backstage just after breakfast.
“Is he up?”
“Oh yes. He’s with the nurse.”
“With the nurse? Is he ill? Has he hurt himself?”
“No, no.” She laughed. “Dolores’s orders. Early morning enema. Make sure he’s nice and clean…”
“Enema? Why?”
“You’ll see. Meet me back here in half an hour.”
When I returned Pat and Donna Mae were waiting. Pat was holding Donna Mae’s hand. He was very red in the face, and didn’t want to meet my gaze.
“Good morning, Donna Mae. Are you ready to get dressed up for your big day?”
He grunted something and wriggled uncomfortably. I pretended I didn’t notice his discomfiture.
“Let’s go then, shall we?”
We made our way to the big changing room. The door was open. Dolores was waiting.
“Good morning, ladies. Good morning, Donna Mae. You must be excited. I bet you can’t wait to get into your new outfit. You’re going to be such a hit, you wait and see.”
No reply.
“So, Donna Mae. Today you’re going to be a good boy, aren’t you? Aren’t you?”
He frowned. “Yeah, s’pose.”
“And you’re going to do exactly what you’re told, aren’t you?”
No reply.
“Donna Mae? Look at me.” He reluctantly raised his eyes. “Now you’re going to cooperate with me, young man. I’ve got a lot riding on you.”
He gave a snort.
At once her tone became hard and threatening. “Let me be quite clear. You’ll do what you’re told when you’re told. Or instead of being out on the catwalk in a pretty dress, you’ll be over Pat’s knee with your panties round your ankles.”
His eyes widened. He stared at her. She looked at him steadily, unsmiling. All at once he seemed to comprehend his true position.
“No, I…I’ll do what I’m told…of course…Dolores.”
“Good. That’s better.” The smile returned. “Pat? Would you like to help him get undressed? Everything, please.”
She seated herself and watched as he was divested of every shred of clothing, till he stood before her quite naked – except, of course, for the little plastic device.
“Okay. You can take that off as well, Pat. You brought the key, right?”
Pat obliged.
“That’s better. Now, Donna Mae. Do you know the meaning of the word “deportment”?” She didn’t wait for a reply. “It means the way you stand, the way you move. And I’m sorry to say you still act more like a fourteen-year-old boy than a cute little girl. You have a tendency to slouch. What we need is a straight back and a bouncy walk. So we’re going to have to take steps to adjust that. And as we don’t have much time, we’re going to have to take a short-cut.”
She turned round and picked up something from the counter – a pink leather harness.
“Now this is very soft, and once it’s on it’ll feel quite comfortable. Turn around, please. It buckles at the back.”
The harness had a broad belt and narrower straps for the nether parts. At the front, two straps converged into a plastic ring, pierced with two screw holes, just like the base ring of his chastity device. From this ran a single strap which would pass between the legs and buttocks. This ended in a steel flange which would slide and lock into the back buckle. I noticed it was pierced with a single hole, and I guessed its function at once. Ignoring his whining, Dolores buckled it up at the back.
“Pat? Could you do the honours, please?”
Deftly, Pat pushed his private parts through the ring.
“Thank you. Now please bend over a little, Donna Mae. Hands on the counter. That’s right. Now I think this one should be about the right size.”
She selected a pink rubber dil-do from a box, no more than four inches long, slightly thicker at the end. It had a smooth stalk, then transverse rings, and a pointed tip. The base had a little silver button with a screwhole, which I imagined would fit into the hole in the strap. Smearing it with some sort of lube from a tube, she began to work it gently into Donna Mae, twirling it as she pushed. Donna Mae began to squirm, and make a little sound, a soft “oooooo…oooooo” sound, as it slowly but surely buried itself deeper inside. Then suddenly it slipped right in, up to the hilt.
“Excellent,” said Dolores. She fitted the strap over the button, produced a sort of flat screw from the box, and screwed it home with her fingers, finishing it with a miniature screwdriver.
“There. Nice and secure. Is that comfortable, Donna Mae? It will put a spring in your step and improve your poise no end.”
She clipped the end into the back buckle, then adjusted the length so the strap disappeared between his buttocks, holding the dil-do firmly in place.
“Good. Now, the panties. Turn round. Step in please.”
The presence of the dil-do seemed to have quite disarmed him. He stepped into the panties without a murmur. They were puffy, babyish panties - rubber satin, I believe - with ruffles back and front and around the legs, and sprinkled with little red hearts. But they had one unusual feature: at the crotch there was a thin rubber disc with two holes which aligned with those on the harness ring. Dolores stretched it open and delicately fed his little willy and balls through.
“Don’t worry. We’re not going to leave you like this. See?” She held up a new device. It was made of transparent soft red plastic – like the stuff jelly shoes are made of. It had a base ring with two silver screws sticking out, a little compartment for his balls, a rather narrow shaft, and a bulbous tip with a little hole at the end, and two tiny loops, one above the hole and one below. It was smaller than the dil-do in his bottom, and definitely not large enough to permit a proper erection; and if he did get aroused I imagined his pen-is would be squeezed like a sausage into the bulge at the tip. I have to admit to a little flutter of excitement at the thought of what that might feel like for him. But Dolores was already screwing the three discs firmly together. She tightened the screws and sat back in her chair to view her handiwork.
“There. That feels okay, doesn’t it? You’ve got much more room, and it’ll stay nice and straight. You won’t be all curled up like before.” She smiled and patted his cheek. “If you can’t hide it, flaunt it! Eh? Shall we test it out, Pat?”
“Put the bell on first. And the ring, maybe.”
“Of course! Silly me.” She delved in the box again, and picked out a tiny spherical silver bell on a spring ring, which she attached to the lower loop. Then a plain ring, which she attached to the upper one. “You’ll see what that’s for later. Okay, the test.”
She picked up her phone, touched a couple of keys, and immediately we heard a muffled buzzing, and Donna Mae let out a little cry and started wriggling like a worm, clutching his bottom! It really was very amusing, especially because, at the slightest movement, his pen-is bounced up and down, making his bell ring prettily in rhythm! And when Dolores turned up the power, it vibrated until the bell vibrated with it, in a constant soft tinkle!
“Stand still, Donna Mae! Control yourself. This is an important test. Behave, please.”
He did his best, rising up on tiptoes and biting his lip.
“I just want to check… Ah, yes, there we go…”
I could see what she was looking at. After a few seconds of continuous operation, the vibrating dil-do had begun to cause an erection, the head of his pen-is swelling inside its tube.
“Perfect.” She turned it off. “Pat and I both have the app, so beware, young man. Behave, and we’ll use it sparingly. Misbehave, and…” She gave him a meaningful stare. “Now, sit down and lets get your socks and shoes on. Pretty white socks, your best pink Mary Janes, and…”
“What are those?”
“Nothing really. Think of them as ankle bracelets.”
Dolores had buckled two narrow pink straps over his socks, and locked the buckles with two tiny padlocks.
“Now, before we put your dress on, you’re going to need these.” She picked up to very odd-looking grey plastic items. Imagine you took a length of plastic drainpipe and cut it in half longitudinally. Then you cut it into two pieces, and attached them together at an angle of about one hundred degrees, to make a sort of concave elbow. They had clearly been made for a purpose, but what that could be I couldn’t guess. Even Pat didn’t know what this was about – I could tell by the puzzlement on her face. Dolores was clearly enjoying herself, keeping us all – and especially Donna Mae - in suspense.
But I’ve come to the bottom of a page, so you’ll have to wait for the explanation!
-
20.
Jeanette’s diary, 29 March 2022 continued…
So those weird devices…what could they be for? Even Dolores’s next move didn’t shed any more light. She made Donna Mae bend each arm in turn. She got Pat to hold the device underneath his arm, with his elbow in the crook, then took out a reel of surgical tape, and taped upper and forearm to it, so he could no longer straighten it. Then, with a little difficulty, she got him into his dress, threading each of his bent arms through the sleeve.
Any warmer? No, neither was I. And then things only got weirder than ever. First she produced from her box, a pair of short white nylon gloves with frilled, elasticated cuffs, which she pushed over his fingers and hand until she was satisfied they fitted snugly. Next came two narrow pink straps, like those around his ankles, with buckles and D-rings. These she fed through four little loops on the cuff of each glove, and buckled them up firmly. Next, she produced a length of black cloth, and proceeded to blindfold him.
“Just stay still, Donna Mae, there’s a good boy.”
She went to the door, opened it, and I saw her beckon to someone outside.
In came a middle-aged lady with greying hair tied up in a bun. A fattish woman with small eyes and spectacles, carrying a lidded basket. She seemed to know exactly what was required of her. Drawing up a chair, she placed her basket on the ground, opened it, and took out a needle already threaded with white thread. She started on Donna Mae’s left hand. She pinched the tips of first finger and thumb to loosen the material, and then setting to work sewing them together!
Pat and I must have been frowning with puzzlement, because I saw Dolores dart an amused glance at us. Anyway, the seamstress carried on her work with unsmiling professionalism, and soon both hands had received the same treatment. It was her next move that finally offered the first clue. She selected a point on the hem of Donna Mae’s skirt and began to sew the hem to the stitches between his left finger and thumb! Then she did the same to the right. Then she looked at Dolores for approval.
“Thank you, Vicky. That’s perfect. It can’t come loose, can it?”
“No ma’am. That there’s nylon thread, that is. Can’t break that.”
“Excellent! You may go, then.”
After the door had closed behind the taciturn Vicky, Dolores retreated across the room until she was leaning with her rear against the counter.
“Donna Mae? Stand up please.”
He hesitated.
“Stand up! Now, please.”
He rose gingerly, and as he did so the front of his skirt inevitably lifted, revealing his puffy, shiny panties and the little quivering shaft with its silver bell. He was trembling slightly, making it tinkle prettily. It looked exactly as though he was deliberately lifting his skirt to show off everything underneath!
“Genius…” murmured Pat.
“Miss…?”
“Shh. Not a word, please. We’re not finished yet.” Despite his blindfold, he seemed to understand what was being done to him. I expect he could feel the hem lifting, for he bent forward in a vain attempt to conceal himself. But Dolores was having none of that. She touched her phone and he sprang back upright.
“Behave yourself, Donna Mae. Remember I’ll be watching you, and any naughtiness…” She touched the phone again, making him flinch.
“No, miss…please. I’ll be good. I promise!”
“I know you will, darling.” She stroked his cheek. “Now…”
Out of the magic box came a short lightweight spreader bar, about a foot long, pink plastic with steel ends and clips, which she attached to the D-rings on his cuff straps.
“That’ll keep your hands in the right place. Now your ribbons…”
There was a big pink bow for his hair, secured firmly in his ringlets with a silver hairclip, tilted just to one side in a rather roguish, jaunty fashion. But there was also one more: Dolores pulled out a length of broad ribbon, made of stiff pink satin, either heavy or starched, I couldn’t work out which. Kneeling down, she wound it around the very base of the device, behind his balls, and knotted it. Then she tied it in an exquisitely crisp, large bow.
“Walk up and down, please, Donna Mae. Here, you can take that off now.”
She removed his blindfold. He stood there blinking and blushing.
“Walk, please. Now then. Quick little steps.”
He trotted around the room, the stiff ribbon bouncing and quivering in time with the proud little plastic sheath, all to the accompaniment of his little tinkling bell.
“What do you think, ladies?”
“Dolores…” murmured Pat, “really…it’s quite…unbelievably... I mean, the cutest thing I think I’ve ever seen. But surely you’re not planning to…”
“To send him out on the catwalk? You bet. We’re going to make this a show to remember for all those bored lady fashionistas. Of course, they’ll pretend to be shocked, but they’ll be booking their tickets for our next one before this one’s even over.”
“So what about the girls? They’ve been our gimmick up to now. Everyone loves their little intros. That Maisie Fawcett of Fawcett Fabrics told me they’re the highlight of the whole show for her.”
“The girls? You really think I’d let them be left out? No, they’re an integral part of my plan. Wait and see.”
Pat looked at Donna Mae, standing there wide-eyed, shaking his head slowly, and with an abject, pleading expression. “But will he cooperate?”
Dolores simply raised her phone. “He’ll cooperate. Besides, I probably won’t even need this.”
“Really?”
“Sure. Hold on a second.”
She went to the door. “Girls? Are you there?”
“Coming, miss!”
In tumbled Amira and Terri. They had their show costumes on. Each wore a ring-mistress’s outfit, with knee boots, red tail-coat, white gloves, and top hat. Amira wore cream riding breeches and a frilly shirt, Terri a black round-necked body and fishnets. When they saw Donna Mae they gasped, stared, then collapsed with laughter.
“Now girls, pay attention. You’re going to be in charge of Donna Mae. The three of you are going to precede each new model, and announce the ensemble. I will tell you what I want, and you will do what is necessary. To make sure he doesn’t try to escape, I am going to use this simple device.”
Out of the box came a long piece of narrow red ribbon. Dolores took one end, rolled it between finger and thumb, and, kneeling down, threaded it through the upper loop on the tip of the sheath, and knotted it tightly. The other end she tied into a loop.
“Now, who wants it first?”
“Me!”
“Me!”
“Terri, I think you were first. Here. Now take him with you and keep him backstage till we need him. And Donna Mae? No tricks, or…”
-
21.
Jeanette’s diary, 29 March 2022, continued…
My own work being over now the show was under way, I was going to make sure I had a ringside seat for the upcoming event.
“I’ll go keep an eye on them, Dolores,” said Pat.
“Me too,” I added.
Dolores watched with a wry smile as we hurried off in pursuit of the kids. We soon caught up with them, the girls skipping along in front, Donna Mae trotting along behind, intent on keeping his lead slack. As they passed by, heads turned, people stopped and stared, there were gasps and giggles. Arriving backstage, with only half an hour before the show, the girls decided to freshen up their makeup. While they were in the bathroom, they simply tethered Donna Mae to a radiator pipe outside, knowing he was incapable of freeing himself. He attracted quite a little crowd of admirers, including most of the models preparing to go onstage. Of course they started asking him questions. Where did he get that lovely outfit? Was he going down the catwalk? (With giggles), what the bell was for? In the end, he found it less embarrassing to reply than to stand there red-faced and dumb.
“I-I’m going to be miss’s special announcer. I’m going to introduce the models. I-it’s a very important job…”
“But darling, why are you holding up your skirt like that?” sniggered one girl.
“N-no, i-it’s all part of the costume, you see… I…”
“You must be very proud of your panties,” said another, straight-faced. “They are very pretty, I must say. I wish I had panties like that…”
“I bet you wish you had a little bell-post like that too, Michaela,” laughed her friend. She gave it a gentle flick, making the bell tinkle. “I bet that gets up to some mischief, eh, little boy? When it’s free, at least. At the moment, though…”
“At the moment, all it can do is to look cute point the way,” said another. “You’re obviously very proud of it, despite its smallness, showing it off to everyone like that…”
At this point the girls emerged and, ignoring Donna Mae’s admirers, untethered him and led him away to the side of the stage. At the same time Dolores arrived holding some sheets of paper, a and a small bunch of record cards.
“Girls, come here. You too, Pat. And Sam, yes. Right. This is the order of appearance. On these cards are the descriptions. Girls, when you get the cue from Sam or Pat, you bring Donna Mae out onto the stage - there, stage right. Introduce him to the audience, and tell them that today he will be introducing the models. Now, Donna Mae. This is what you have to do. It's very simple. You'll be standing on that right-hand wing of the stage, where you can be seen but you’re well clear of the catwalk itself. Amira, you will be in charge of him, holding his lead. Before each model, give it a little tug so his bell rings. That will get everyone’s attention. Then Terri? You come on and hold up the appropriate record card so he can see it, and then, young man, you need to read out the name of the model and the description of her outfit in a loud, clear voice. Understand?”
“Yes, miss,” said Terri, excitedly.
“Yes, miss. I understand,” added Amira.
“Donna Mae?” Dolores looked at him sternly. He looked as though he was about to cry. She took out her phone. “Donna Mae? Do you understand?”
The response was immediate. “Y-yes, miss. A-absolutely, miss.”
“Good. Now put on a good show. All the big buyers are here. Including, by the way” – here she looked straight at Donna Mae – “including Sherri Anderson from Bashful Boys. I invited her specially just because I thought she might find you interesting. You’re more in her line than ours. You never know – she may make you an offer.”
With this cryptic remark, Dolores retired from the stage to take up her special place in the front row of the audience. It was her philosophy that success or failure could only be judged from the point of view of the client.
The lights were dimmed, and Sam opened the show. She stood on the left hand side of the stage. A spotlight sprang up, surrounding her with a bright circle of light.
“Ladies and gentlemen! Welcome to the eighteenth Delicia Designs fashion show. Most of you have been here many times before, so I won’t bore you with the format, except to say that our two little mistresses of ceremony, Amira and Terri, will today be assisted by the latest addition to our staff. Please welcome them.”
From behind the half-drawn curtain on the other side emerged Terri. The first spotlight waned, and a new shaft of light fell upon her, twinkling on her jewelled eyelashes and illuminating her rouged cheeks. She had an excited look on her face. She smiled, and bowed three times to the three sections of the audience. Then, throwing out her left hand in a dramatic gesture, and simultaneously drawing back the curtain with her right, she cried, “Say hi to my co-MC Amira, and meet our new assistant, sissy-boy Donna Mae!”
Amira strode forth into the light, holding the end of the lead. Whatever was on the other end seemed a little reluctant to follow, but a sharp tug changed its mind. Donna Mae came stumbling forth. He looked around, blinking. He could see nothing. But his audience could see everything. He stood there, blushing, skirt lifted high, apparently at his own volition, everything on full display.
There was a moment’s absolute silence as the audience took in the scene – the terrified teenage boy, bare girlish legs exposed from the lacy tops of his sweet little socks right up to the ruffly legs of the shimmering rubber satin panties, a pink bow in his golden ringlets and another at the root of his little tightly-sheathed trembling coc-k, with its slightly bulging tip glistening with moisture. Amira took advantage of the sudden hush to give the lead a gentle shake, the musical sound audible all around the crowded room.
Then pandemonium broke out. Gasps and screams and whistles of delight. Several women, Dolores noted, were making good use of their opera glasses. A hand touched her shoulder, and a voice from behind her whispered in her ear.
“Dolores, you scheming bitch. Where did you find him? He’s absolutely darling!”
“I didn’t, darling. He came to us. It was too good a chance to let go. Do you like him then, Sherri Anderson?”
“I like him. I want him. He would be ideal for our shows. A sissy introducing sissies. What could be better?”
“Well he’s not for sale. If this doesn’t make them sit up and take notice, I don’t know what will.”
“Hmph.” Sherri looked up and down the rows. “The ladies love him all right. And those disapproving ones are the worst. Look at that sourpuss Patience Carshalton over there – her eyes are nearly falling out. Well, anyway, we’ll talk about it later. I’ll see you after the show, yes?”
“Okay, darling.”
“Later, darling.”
The show proceeded. The first model was set to come out onto the catwalk. Amira gave a tug at the bell-pull, and Terri thrust a card in front of Donna Mae.
“Read it!” she hissed. “Nice and loud and clear.”
Donna Mae stared at the typewritten card. The letters swam before his eyes. Amira gave another tug on his lead.
“Get on with it!”
“L-ladies and g-gentlemen…I…I’m proud to p-present out f-first m-model. Er…Cheri is wearing a…er…one of our latest creations, a l-liquid g-gold…er…l-lame…p-pleated halter…er…dress. Cheri’s hair by Ralph Ferguson of M-Melbourne, jewellery by Denise of Sydney…”
“Good. Keep it up!” whispered Amira.
And so it went on until lunch, which was served as a buffet at the far side of the room. There was a buzz of conversation, little of it devoted to the ensembles which had been paraded in the morning.
To Donna Mae’s great credit, he had become more confident with each model, despite the fact he seemed to be receiving at least as much attention as they were. Dolores was pleased. After the last model had left the catwalk, she gave him a couple of little short buzzes, not as punishment, but as a sort of “well done”. He sighed with relief at the prospect of a break, but after a brief visit to the toilet, Terri, who was having her turn with the lead, took him back towards the stage, where Dolores was waiting.
“Well done, Donna Mae! You were sensational – just as I knew you would be. Now, I think it’s time you met your public. Girls? Will you take Donna Mae to the buffet, please? Have whatever you want to eat and drink, all of you. Here, let’s take your lead off for the time being, shall we Donna? Pat will go with you to keep an eye on you.” And she bent down and untied the ribbon from his sheath.
“No… Miss, I’d rather just stay here, if you don't mind. It’s going to be awkward…my arms… I won’t be able to shake hands or anything… I’m sure no-one will want me down there… Anyway, I'm not hungry at all...”
“Nonsense! You’ll me mobbed. And Babs is there, and your mum and her sister and Chelsie… They’re dying to see you. I saw Babs and Chelsie jumping up and down screaming for you at the end of the first session! And my clients are wild about you. No, you go and have fun.” She hesitated and raised a warning finger. “But look out for that Sherri Anderson. I guarantee she’ll be all over you. Be very careful what you say to her. She’d like nothing better than to steal you away from us for her boys…”
“Her boys?”
“Oh, yes, well, never mind about that now. Just go and mingle.”
“Please, miss…”
“No arguments. Pat, would you look after him? He must be starving, and he’ll need help eating and drinking.”
"Happily, Dolores. Come on Donna Mae." She hooked a finger round his spreader bar. "Let's go meet everyone."
Dolores smiled. "Girls? Behave yourselves, won’t you. And don’t drink too much pop. Remember there’s the whole afternoon session to go yet…”
-
22.
Jeanette’s diary, 29 March 2022, continued…
The girls ran down the stage steps, along the front row of seating, and disappeared into the throng of people eating, drinking, talking and laughing at the buffet. Pat, Donna Mae and I followed at a steadier pace, Donna Mae hanging back and Pat towing him along.
“Pat… I don’t want to go there…”
“Don’t be silly. Look. There’s Babs and the others. They’ve seen you. You’ll have to at least say hello.”
But Babs and Chelsie were already running over to see him. Babs grabbed him by one arm.
“Oh my god, Donna! I can’t believe you did that! In front of all those people! You did great!” She was investigating the supports under his elbows, and the stitching at his fingertips. “How does this work? Shit – I get it now! You’re, like, totally helpless, aren’t you? You couldn’t drop your skirt if you wanted. That’s awesome! Totally evil!”
Chelsie was unashamedly checking out his panties and sheath.
“Babs, look at this shaft thing. It’s, like, jelly plastic. It’s too narrow for his little coc-k – you can see it all squashed up inside - that’s why it has a bulge at the end. It’s being, like, squeezed really hard. See?”
Chelsie was ultra-goth today – hair black as a black widow, red eye shadow interspersed with black spikes, shiny black lips, a little strapless vinyl dress, calf boots with three wide straps with big silver buckles, and fingerless leather gloves. She had absolutely no inhibitions, and was holding the compressed shaft between finger and thumb for Babs to see. Babs didn’t seem to mind, though. She would have been quite happy to share her boyfriend with Chelsie for a bit of fun. Chelsie gave a short laugh, and shook it, making the bell ring. Donna Mae tried to back away.
“Oh, don’t be shy, Donna. And I always thought you were a bit effeminate! But I see now it’s quite the opposite!”
Donna Mae had always, secretly, had a bit of a thing for his cousin. And now the mere sight of her, let alone her brazen handling of his chastity sheath, was having a subtle but undeniable effect. He could feel the pressure on the shaft of his pen-is increasing, forcing the head to swell inside the unyielding plastic bulb. She was just about to relinquish her hold on it when a little bead of clear juice oozed forth from the very tip. The two girls looked at each other with delight.
“You bad, bad boy!” giggled Babs. “Is that how you react to my cousin? Wait till I get you home!”
Chelsie produced a tissue and wiped it off with all the coolness of a mother wiping a baby.
“There. We can’t do things like that in company, now can we?”
Donna Mae was betraying signs of distress, squirming and biting his lip. Had it not been for the special chastity device, a potentially embarrassing erection could have resulted. But the soft jelly plastic was quite without elasticity. The only indication of tumescence was a slight, taut quivering of the shaft.
Pat was highly amused to see how Donna Mae could be completely dominated by two females. It fitted in perfectly with what she had already seen of him, and convinced her they would be able to get him to do almost anything they wanted. She even toyed with the idea that Babs and Chelsie – especially Chelsie – may be persuaded to help. But now here came his mother and Tammie, all smiles. I did the introductions.
“Hello Mrs Graham. Hello Tammie. This is Pat, Dolores’s right-hand lady. Pat, meet Donna Mae’s mother and her sister.”
“Hello. Nice to meet you. Babs I know…”
“Chelsie is my daughter, Pat. You’re a naughty girl, Chelsie! I saw what you were up to.”
“But mum – you can’t ignore it, can you? Specially when it’s pointing straight at you!”
“Love the little bell, sweetie,” said Melinda.
“You should keep it on him, sis. You’d always know when he was coming.”
“c-umming?” said Chelsie, innocently. “Yes, you certainly would!”
“Chelsie! You’ve got such a dirty mind!”
“Wonder where I got that from, mum…”
They all laughed. But already several other women were approaching, amongst them Sherri Anderson.
The kisses and cuddles Donna Mae was receiving from everyone can’t have helped his arousal. But Sherri stood patiently aside, looking at him like a cat contemplating its next meal. Eventually she approached.
“Donna Mae. So lovely to meet you. I’d already heard about you, and now today I’ve seen for myself. I appreciate Dolores’s skill with costumes, but if you’ll permit me to say, you have something special which transcends mere superficial attractions.”
“Thank you, but…”
“That performance was nothing short of breathtaking. You realise all eyes were on you, even when those beautiful models were moving down the catwalk?”
“I don’t think…”
“Don’t be so modest. Dolores must be paying you an awful lot of money for your services.”
“Money? No… I’m just visiting… She’s been very kind… allowed me to take part…though not quite how I’d hoped…”
“I’m sorry. Do I understand…you’re not being paid?”
“Well…no…I…”
“Nothing?” She took a step back, and looked him up and down. “How can she do that? Is it even legal?”
“What are you saying, er…Miss...?”
“Sherri Anderson. I own Bashful Boys. You may have heard of it.”
“No, but…”
“We specialise in dresses for boys. We’re unique. We have regular shows, but our MCs get paid – and paid well.”
This clearly appealed to Melinda Graham’s streak of materialism.
“How much? Er, I mean, what sort of remuneration…?”
“For a day, at least two hundred and fifty dollars. In a costume like that, more.”
“Really? Donna Mae? Has Dolores offered to pay you? Anything at all?”
“Er…I think she may have said we’d talk about it… Really mum, I don’t want anything…”
Tammie interrupted. “Mel? There she is, look. Why don’t you ask her?”
“I shall.”
Now what I didn’t know at the time, but I discovered afterwards, was that this was a put-up job, dreamt up between Dolores and Sherri, to get Donna Mae contractually bound to Dolores, in return for which she hire him out to Sherri! I know! Machiavelli would have looked an innocent compared to these two! But Melinda took the bait.
“Dolores? A word, if I may. I believe it is normal practice” – a glance towards Sherri – “normal commercial practice, that if someone works for you – say as an MC – he or she gets paid for it.”
“Absolutely, Mrs Graham.”
“So…Donna Mae?”
“I have a contract in my office, all prepared. He would have to commit to a certain number of hours a week – I was thinking in terms of ten or twelve. His salary would start at twelve hundred dollars a month, with one-off payments of three hundred dollars a day for special work like today’s. He will of course be paid for today irrespective of whether he signs a contract or not.”
Melinda, startled, looked at Sherri, who made a face which said, “well, that sounds like a really good deal”.
“Really? Well, that sounds very reasonable…” She was thinking that sort of cash would come in very useful to her.
“Of course, you’d have to agree, and it would be signed by Donna Mae and counter-signed by you. I realise it would be quite a commitment for both of you. Though of course, Delicia would also pay all his travelling expenses. Why don’t you think about it and let me know?”
But Melinda Graham knew a good deal when she saw it, and she was not about to let this one get away. “No, I think it’s fair. Very fair. Let’s go to your office now and tie things up. Donna?”
“No, it’s all right. Donna Mae can sign any time. Your signature will be enough for now. You are the parent. It’ll be quite binding.”
They left him to attentions of his many female admirers, and by the time Pat dragged him away to the buffet he was in severe discomfort, his little bell tinkling almost non-stop. Meanwhile Melinda had signed the contract. So eager was she to realise the deal, she ignored Dolores’s advice to check the small print, and she failed to register the notice clause, which demanded six months’ notice either way with a penalty of ten thousand dollars. In other words, Donna Mae was now virtually a prisoner of Delicia. But then, avarice reaps its own rewards, though in this case it looked at first sight as though the rewards were shackles not for the avaricious, but for the innocent.
-
23.
Jeanette’s diary, 29 March 2022, continued…
The confidence Donna Mae had acquired during the morning session should have supported him through the afternoon. But what equanimity he felt was now being undermined by the constant pressure on his constricted boyhood.
“Pat? Could you ask Dolores if I could have my arms released? I think I’m getting cramp.”
“Sorry, Donna Mae. Dolores would never agree. Think how disappointed your audience would be if you came out for the afternoon session with your dress down.”
“But…” - he lowered his voice – “but, I’m feeling…you know…”
“What?”
“I think – I mean I can’t see it, but I think…my thing…is getting bigger…”
“Let me look… Nonsense. It’s just as it was – little and cute. I mean, obviously the sheath is quite nice and…er, perky, but the device will keep what’s inside firmly under control It doesn’t matter how aroused you get, be assured it will stay just the same size. So relax. I’m sorry if it’s a bit uncomfortable, but I’m afraid that’s the price you have to pay for the honour of being an MC.”
“But…”
“Now settle down. You’re on in ten minutes. Here, let me see what you look like. Just straighten your ribbon…so…” She winked. “Better check the other one, eh? There…” She frowned. “Hmm. Yes, I can see you are getting a little bit…you know…juicy. I’ll just give that a wipe.” She took out a tissue and gently wiped the tip. But as soon as she took it away, another clear drop appeared.
“Everything okay, Pat?” Dolores was making a final check.
“Yes… Just a little…oozing…”
“Let me see… Goodness! We can’t let him go on like that. And we can’t be wiping him every five minutes. What can we do?”
“Maybe we should take it off and let him drop his hem…”
“What? Can you imagine the reaction? I’d be a laughing-stock!”
“I don’t know what to suggest…”
Dolores turned to me. “Jeanette? Any ideas?”
I blurted the only solution I could think of. “Maybe a condom?”
“Condom? Are you serious? Can you imagine… No. But wait. I have an idea. Stay here. Don’t move. Don’t start the show till I get back.”
She was away no more than two minutes. Donna Mae stood there with an expression of injured dignity. She returned with Amira and Terri following in her wake.
“Girls. Stay where you are. I just have to…er, to make an small adjustment to Donna Mae’s costume.”
“What adjustment, miss? Mum? What are you doing?”
“Nothing darling. Just stay well back, all right?”
“But…”
“Shh. Dolores is busy.”
“But what’s she doing?”
Dolores was holding her phone in one hand and a little red party balloon in the other.
“I’m hoping this will do the trick. Left over from the last show.”
“Miss?”
Dolores turned Donna Mae with his back to the girls, and dropped to her knees in front of him. “Here, girls. Take this into the back room. Play some games and leave us be for a couple of minutes.” She slid her phone across the floor to where they were standing. Amira picked it up. They were still curious but they did what they were told.
Dolores carefully removed the bell from its loop. The she pulled open the balloon neck as wide as she could and attempted to push it onto Donna Mae’s device. Pat held the shaft still. It was a bit of a struggle getting the neck over the bulge, but Donna Mae’s juices helped lubricate the process, and with a final effort it slipped on.
“Yes! Perfect.”
She and Pat together rolled the neck back to the base of the shaft. The bulge at the end fitted nicely into the body of the balloon.
“It was made for the job!” grinned Pat. “That was a stroke of genius, Dolores.”
“Necessity is the mother of invention. How does that feel, Donna Mae?”
“O-okay…,” he said, slowly. “I s’pose…”
“Right. Pat, you can get things under way. I’m going to wash my hands.”
The afternoon session commenced. The girls were curious to see what “adjustment” had been made to Donna Mae’s accoutrements, and were surprised to see the shaft now sheathed in red rubber.
“What’s she done, Terri?”
“It’s a balloon! See? A party balloon!”
They giggled delightedly. The modification would have been lost on all but the front row of the audience, however. As Donna Mae appeared from behind the curtain, he was greeted by a burst of applause interspersed with wolf whistles. He was clearly the star of the show.
“Well done, Dolores,” whispered Pat. “you saved the day.”
“Now he can ooze to his heart’s content,” laughed Dolores.
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24.
Jeanette’s diary, 29 March 2022, continued…
Unfortunately for Donna Mae, the afternoon session included several rather sexy outfits – revealing tops, skin-tight leggings, latex ensembles, thigh boots with mini-skirts, and so on, none of which were calculated to soothe his overwrought state. Nevertheless he worked his way though the announcements with only occasional stammering and blushing until the last model had left the catwalk. The balloon was doing its job. Only those in the first row noticed the bulge at the tip had swelled slightly since the beginning of the session. Then came the closing valedictions. I knew that the girls had been well-briefed on their part in the ceremonies. And I have to say that, up to a point, everything went absolutely to plan.
After the models had, one by one, taken a bow, Dolores appeared on stage with all her staff – including me – for a final curtain call. Then all of us, except Dolores, left the stage. Everyone was beginning to collect their things together, preparatory to leaving their seats, when Dolores spoke again.
“Ladies and gentlemen, I think you will join with me in expressing particular gratitude to out three young MCs…” - (wild applause) – “and especially to our new recruit Donna Mae, who played such a striking and upstanding part” – (laughter) – “in the proceedings. Girls…Donna Mae…please…”
The girls appeared on stage, holding Donna Mae between them by his arms. Again the audience had a chance to admire those loose shimmering pink panties sprinkled with little red hearts, and the proud little beribboned sheath, quivering with excitement, jutting from them. I saw a woman pointing. I think she was wondering what had happened to his bell. Having all the attention focussed solely on him, Donna Mae began to feel self-conscious again. The girls marched him down the catwalk, just as if he were one of the models. I wouldn't be surprised if he was experiencing a little involuntary thrill of excitement, realising for the first time the sensation he had dreamt of for so long. They led him to the centre of the turntable. He was dazed by the adulation, the bright lights, the whole heady experience - so much so, he didn’t notice the girls stoop and, with a short chain fitted with carabiners, clip his ankle straps to the turntable bar! Their mission accomplished, they quickly retired to the stage, and then slipped down into the audience.
At Dolores’s signal the turntable started to revolve. Donna Mae woke up to his predicament too late. To his dismay, he found himself quite unable to move. His feet were held firmly side-by-side, in the middle of the turntable. It turned slowly, allowing every section of the audience a perfect view under his uplifted skirt. People rose to their feet and pushed forward to take photos and videos. Dolores and her friends congratulated themselves on the success of their little subterfuge. Dolores thought she would ring Sherri and see if she approved. She reached for her phone. Now, where did she put it? Oh, of course. The girls. Now where were they…?
I was sent to look for them. I found them in the front row of the audience. Terri was watching Donna Mae's helpless embarrassment with great amusement. But I could see Amira, at this moment, was more interested in Dolores’s phone. I decided not to interrupt them.
“Terri? What’s this app?” A red shape like a candle on a holder inside a red circle. Definitely not something she recognised. She touched the icon. Hmm. A bar graduated from zero to ten, with a movable control. It was on zero. She moved it up a couple of notches. As she did so, Donna Mae gave a little cry, and began squirming. A coincidence, surely. She moved it back to zero. Immediately he relaxed. She tried again. The same effect! She moved it up to five. He began to struggle and make a strange noise, a sort of “ooo…ooo…nooo…”
“Terri! Terri, quick! Look at this! Watch!” She gave her friend a demonstration.
“Is it that making him….?”
“Yes! Here, you try!”
Terri slid the control back and forth a few times. Donna Mae reacted proportionately.
“How does it work?”
“No idea. Maybe little electric shocks or something.”
“Have you tried it on ten?”
“No…”
“Shall we?”
“Go on, then…”
The result was so remarkable that the girls were quite shocked by their own power. Donna Mae, revolving at a rate of about a circuit every fifty seconds, began to emit “ahs” and “oohs”, interspersed with pleading sounds, and to perform a sort of dance; thighs pressed tightly together, bottom pushed out, body bobbing up and down, sheath bouncing in time with his movements. The audience went wild. Amira and Terri looked at each other.
“Turn it down.”
“Yeah…”
“Okay, Terri, tell you what. Let’s not be cruel. Let’s put it on four and leave it, yeah?”
“Yeah. There we go. That’s better. He doesn’t seem to mind that too much. He may even be enjoying it. He looks sort of, like…sexy.”
It was true. Donna Mae’s movements had become slow and sensual, as if he was being made love to by some invisible entity. The audience loved it. They thought he was putting it on for their benefit.
“I think that’s just about the sexiest thing I’ve ever seen,” said a woman behind me.
“I know!” said her friend. “He’s so naughty! I hope Dolores gives him a good spanking after this.”
I could see Dolores peering into the audience from one side of the stage. She must have guessed what was going on. But she couldn’t see the girls from where she was, and I wasn’t about to help her. I looked back at Donna Mae, slowly revolving and slowly gyrating. His cries had been replaced with barely-audible moans. His little constricted coc-k was quivering of its own volition now, and the end of the balloon was noticeably distended with his juices. The buzz of conversation and the ripples of laughter slowly subsided as the audience watched in fascination. There was sense of expectation in the air. All that could be heard was the occasional murmured comment, and his increasingly frequent gasps and moans. It was soon obvious to everyone that he was in a highly aroused state. His cheeks were very red, his eyes closed. The balloon rubber was taut, and wobbled slightly as he moved. I, like many of the others, was on tenterhooks. I decided I couldn’t wait any longer. I took the phone from Amira, and opened the app. I waited until he was facing away from the audience, then turned it up to ten. I reckoned the climax would peak after about a hundred an eighty degrees. I congratulate myself I calculated it about right.
There was a moments pause, then he let out a shout of ecstasy, immediately followed, as he revolved to face the left hand sector of the audience, by a series of desperate cries, accompanying the spasms of his orgasm - cries which only subsided into sobs and whimpers after he had described a full three hundred and sixty degrees. Considering the compression of his pen-is, his orgasm must have been almost as painful as it was pleasurable. It made me shiver to imagine the force with which his semen was spurting into the balloon-condom. I discovered later that the effect of the chastity device was to restrict the volume of each individual ejaculation, thus increasing the duration of the orgasm! As he came, the pumping sperm gradually inflated the body of the balloon, and by the time he was facing the right hand side of the auditorium, it was as big as a hen’s egg, weighing down the end of his twitching shaft!
I don’t think the audience could quite believe what they had witnessed. When eventually his climax receded, and his body was convulsed only by occasional aftershocks, Dolores gave the order for the turntable to be stopped. Donna Mae sank onto his knees and fists, gasping for breath. The audience, as if woken from their trance, erupted into wild applause. I led the girls back up onto the stage, and gave Dolores her phone. She glared at them with mock severity.
“It was an accident…” began Amira.
“Of course, darling.” She sent them to release his ankles and help him to his feet. With their support he stumbled back up to the stage, and slipped behind the curtain. The audience was still applauding and calling for him.
“You know you’re going to have to do a curtain call,” said Dolores, smiling.
“No…”
“Yes. Your public wants you. You can’t disappoint them.”
“But…this thing…” He nodded to the bulging balloon hanging from the end of his pen-is.
“Pat? Could you…?”
“Sure.”
Pat took him aside and manged to remove the balloon without accident. She held it up for him to see.
“Impressive, Donna Mae!”
“Very,” said Dolores. “Shame to waste it.”
She stretched the neck, threaded it around the stitches that connected Donna Mae’s fingers to his hem, and tied it off, so that it hung down as if he were holding it up for all to see. Then she dragged him back on stage, made him take a bow, and led him up and down the catwalk a couple of times, with his little balloonful of semen swinging before him. Ladies were calling to him a trying to reach him from below as if he were some sort of pop star!
What a finale! I don’t think anyone present at that show will forget that afternoon. I do know that Sherri Anderson and Dolores were ensconced together for a hour afterwards, and as a result Donna Mae is going to be seconded to Bashful Boys for their shows. I’ve never seen one, but I gather the boys model a whole range of girls’ clothes, anything from elegant dresses for adults through teens and right down to toddlers and babies. I’ve asked if it would be possible for me to accompany him on these occasions. I’m really fond of Donna Mae, and I would like to make sure, since I know nothing at all about Sherri Anderson, that he’s well looked after, and not abused in any way. As for Donna Mae himself, he seems no worse for the experience. He signed the contract, and when he was made aware of the terms he didn’t seem too upset. Babs and Chelsie have said they will support him in all his ambitions. Amira and Terri are excited that he's here to stay. I think he’s resigned himself to a life of sartorial slavery. I have a suspicion that the lure and romance of the fashion industry trumps any misgivings he may feel, and that he is somewhat in awe of the Dolores’s reputation and professionalism. The way he hangs on her every word, responds to her every command, and submits to her every whim, indicates to me it is a relationship agreeable to both of them.
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Hi Billykins.
I loved the ending.
I assume it is the end.
Your story was a long way from the way I had written the original.
Please let us know as soon as possible if it is finished as I would like to post my original but don't want to until you have finished.
DonnaMae
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Hi DonnaMae -
Yes, that was the end. I'm looking forward to reading your story, and I hope this is a sign your health is improving. Thank you again for letting me steal - perhaps borrow - your idea. It's always easier to build on someone else's foundations that to dig your own!
Very best,
billykins
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I just wanted to say I just adored that story so much. The whole outfit was so wonderfully creative. I particularly love stories where it looks like the individual is humiliating themselves, but they are being forced somehow. The finale on the 'lazy Susan' device was also very creative!
Thank you so much for sharing this with us.