Betty Pearl's Sissy Stories 20.1
Sissy Story Archives (older stories) => 2011-2018 Sissy Stories => Topic started by: Little_Susie on April 20, 2011, 05:56:42 AM
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Re-post due to spam attack.
It was the first day of the summer holidays and I was looking forward to lazing around for six weeks. Mum had suggested I get a holiday job but so far I had not had any success, there were very few jobs in our town and no one seemed to need any help. Had I known how my summer was to change I would have made more of an effort at finding one.
Both mum and dad worked and as I knew neither would be back before five o’clock I was sitting on the sofa playing with myself. Normally this would be a very secretive thing done only in my bedroom. Mum had caught me once and for a week berated me for the ‘disgusting abuse of my body’ that I was doing; when she decided that a thing was wrong she certainly let you know it. From that time on I took extra care to not let her find out. I even heard her telling our neighbour Cindy Wells, they seemed to share everything including their homes.
I sat there playing with myself, I was using a pair of pretty pink panties given to me by my girlfriend, she had said that I could use them to remind me of her when she wasn’t around. I was already missing her as her parents had taken her with them on a five week trip across Europe.
“So this is what you get up to when your parents are out, David?” I jumped up in surprise covering myself up as Cindy stood there.
“What...?”
“What am I doing here? Well little one your mum asked me to keep an eye on you, with good reason obviously and before you ask she gave me a key so despite the fact that you locked the door I can come and go as I please. Just wait till I tell your mother, she will be so disappointed in you.”
“Please don’t tell her, I’ll do what ever you want.”
“Whatever I want? Are you sure David?” Knowing my mothers likely reaction I did not think that anything Cindy would come up with could be worse.
“Yes.”
She smiled.
“What are you holding?” I looked shocked. “No silly, the other thing.” I sheepishly handed over the panties. “Well these are pretty are they yours, is this what you like to wear?”
“Of course I don’t wear them, my girlfriend gave them to me to remind me of her whilst she is away.”
“If she gave them to you then they must be yours?” Cindy asked.
“Sort of… I suppose.”
“No suppose about it. I wonder what your mummy would say if she knew you had pretty pink panties like these. So pretty and girly.”
“Please don’t tell her.”
“Well join me next door and lock the door after you. If you don’t want mummy to find out what her little one has been up to I shall find something to keep those hands busy.” With that she left and went home, taking the panties with her. I wondered what she had in mind but the alternative of mum finding out had to be worse, didn’t it? I tidied myself away and went next door, entering the kitchen.
“Right, firstly take those trainers off; I don’t want dirt dragged into my house.” When I had done so she continued “right you can dust and vacuum the lounge and dining room for a start.” I must have looked surprised. “You didn’t think I was just going to let you lounge about the place did you?” After a pause she continued “You obviously did. Well there’s housework to be done and if you don’t want to do it you can go home and I’ll speak to your mum when she gets back.”
“I’ll stay.” Reluctant as I was, I was just glad that her daughter, Amy, was away at college. Whilst it was the holidays she was doing a special sport centre management course to help her specialisation in the sports degree she was doing. Amy did not really like me and would get a great kick out of seeing me do the housework.
“Good, you’ll find the vacuum cleaner and dusters in the cupboard in the corner. Get them out and I’ll be back in a minute.” With that she went upstairs and I could hear draws being opened and closed. I found the vacuum cleaner and dusters and got them out as she came down the stairs.
“Here, pop this on to protect your clothes.” I looked in disbelief at the full frilly pinny in pale pink and covered in small red rosebuds.
“Surely you don’t expect me to wear that?”
“How many times do I have to tell you? If I tell you to do something I expect you to do it or leave, I don’t care which but you know the consequences. So which is it to be?” I really didn’t have a choice, so held out my hand. “No dear, I expect co-operation immediately, so as a punishment I want to you to ask to be allowed to wear this pretty frilly and very feminine pinny unless you want a spell across my lap with a hairbrush.” She certainly wanted to embarrass me but I had no illusions about her not being able to carry out her threat to spank me or the pain she would be able to inflict.
“Please Cindy can I wear your pretty pinny?”
“That’s not what you were told to say, try again.”
“Please Cindy can I wear your pretty frilly and very feminine pinny?”
“Of course, little one” she said putting the halter top over my head then turning me round to tie a perfect bow. “There, pretty as a picture.”
“Cindy?”
“Yes dear?”
“Why do you keep calling me little one?”
“Just my little joke, you remember what you were playing with when I caught you?” I started to blush then got indignant when I realised what she was implying.
“It’s not that small!”
“Well as long as it keeps you and your girlfriend happy it’s big enough I suppose. Now you’ve got work to do, off you go and start dusting the lounge.” I left and went to the lounge where Cindy directed me towards a unit with shelves displaying her ornaments and told me to start there, before returning to the kitchen. Whilst not used to such work I still got on with it despite being worried with some of the more intricate items of Cindy’s. After about five minutes Cindy returned with a cup of coffee and she settled down and watched me dusting. When I had finished the shelves Cindy inspected the work and had me re-do a couple of items and I thought she was satisfied. Then she checked the top of the unit which being above eye level I had not done and from the amount of dust that came down neither had she for some time. Before I could stop her she started brushing some dust, that had come down, out of my hair then said “wait here a minute” and disappeared of upstairs. She returned moments later carrying a piece of material. “Here this will stop your hair getting dirty.” To my horror I saw the material was actually a headscarf in pink with roses as a border all round.
“I can’t wear that.”
“Why not?”
“Well it’s so feminine, haven’t you got a plainer one?”
She laughed “you stand there in a frilly pink pinny covered in flowers and complain that this scarf’s too feminine.” Ignoring my protests she folded it in half, placed it on my head and tied it at the back of my neck. “Very sweet, and it goes so well with the pinny that you’ve got on.”
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Chapter 2
The rest of the morning I spent hoovering the lounge and dining room. When I had finished Cindy said I was time for lunch, making it very clear that I was eating with her. Together we got and ate lunch but I was left to sort it out afterwards and do all the washing and wiping up.
By three o’clock I finished both rooms and was hoping to sit down for a bit but Cindy had other ideas. “A woman’s work is never done, I really need the kitchen tidied up and all the worktops cleaned, so off you go.” She followed me in to the kitchen and showed me where the cleaning items were stored and then supervised as I cleaned all the work surfaces and then mopped the floor. Finally she seemed satisfied and as it was getting towards half past four Cindy finally decided I could go home.
“Well your mum will be home in less than half an hour so you better get off, you probably need a shower.”
“Yes Cindy.” I went to remove the scarf when Cindy stopped me.
“What are you doing.”
“Removing your scarf and pinny.”
“Do it when you get home, then you’ll have them ready to wear tomorrow.”
“Tomorrow?”
“Of course. You didn’t think it was just for today did you? I see from the look on your face you did. Well I know boys like you, if you’re not back here you’ll just end up playing with yourself the minute your parents have gone to work. I expect you back here at 9 o’clock tomorrow morning, wearing your pinny and headscarf, understood?”
“Yes, Cindy.”
“Well you had better get going, your mum could be home any minute now. Of course you could wait and let her see you in your pretty things.” She laughed when she saw the look on my face. I rushed out and got in just a couple of minutes before mum and hid the pinny and headscarf in my bedroom. She asked about my day, I didn’t have the courage to tell her really happened and managed to answer with vague comments. Mum didn’t seem to notice, it seems she had had a hard day herself.
The next morning I got up, dressed and went down for breakfast. My parents were obviously surprised at my being up before they left but fortunately did not ask any awkward questions. No sooner had my parents left than the phone rang. I answered it to find Cindy on the other end.
“Morning little one” she said “I will expect you here in the next five minutes. Make sure your wearing your pretty pinny and scarf before you leave and use the front door. I shall be watching so make sure you walk, don’t run, it’s not ladylike.” Before I could reply she had put the phone down. I was somewhat concerned as both our drives were quite long and easily visible from the road, the thought of being seen was bad but the consequences of what Cindy could do were worse. Reluctantly I donned the pinny and scarf and ventured out. The short trip was nerve wracking but only one car went passed and they did not seem to notice. I knocked on the door. After what seemed like ages but was probably less than a minute, Cindy finally opened the door. However she did not let me in straight away.
”Be a dear and go and get the post for me” she smiled. She obviously wanted me to be seen by someone as her mail box was at the other end of the drive. As I got to it I heard a giggle. Turning round I saw two girls of about nine year’s old coming along the road towards me.
“Nice outfit” laughed one.
“For a sissy” said the other sending them both off in fits of laughter. I knew Cindy was watching so did not dare to say or do anything except walk back to house, despite my body screaming at me to run. When I got back Cindy let me in with a smile but indicating that I should remove my trainers first.
“They seemed like nice girls” she commented “perhaps I should invite them in. Would you like that? I bet they would.”
“No please don’t” I pleaded.
“Alright don’t panic, they’ve gone now anyway. Still as you’re here you might as well get started with your housework. Today is laundry day; I’ve sorted it all out so let’s get the first load on.” We went to her laundry room and as she had said there were a number of discreet piles. Before I could put the first load in Cindy insisted on explaining the reasons for the different piles and then had me repeat it back to her to make sure I had been listening.
“Why do I need to know all this?” I finally got to ask.
“Because it wouldn’t hurt you once in a while to help your mother out. She goes out to work while you laze around and expect her to run around after you when she gets home. It hardly fair is it?”
“Well..”
“Well nothing, of course it isn’t.” There didn’t seem to be much I could say so I loaded the first lot of clothes in to the washing machine. As I switched it on the front doorbell rang. I stood there frozen.
“Well go and answer it then” said Cindy.
“Dressed like this?”
“Of course, now hurry up” she smiled. The bell rang again. Nervously I went and answered it. To my shock there was Amy, Cindy’s daughter.
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Chapter 3
She took one look at me and began to laugh saying
“My David don’t you look sweet.” Before she could continue Cindy arrived in the hall.
“Hello dear, I didn’t think you were coming home this week.”
“I wasn’t going to but the washing machine at our digs has broken down and I need some washing done. I’m glad I did, I wouldn’t have missed seeing David in such an girly outfit for anything.” She laughed again when she saw me blushing.
“Well you have chosen the right time, David’s just started the washing, just leave it in the kitchen and he’ll sort it out.” This started Amy giggling again.
“He certainly is dressed for the part - really cute.”
“Then put the kettle on David, I’m sure Amy would like a drink.”
“Yes please” said Amy.
As I left for the kitchen I heard Amy go upstairs and then return to the kitchen with a carrier bag, taking two more from her rucksack, filled with her dirty washing. She took a look at her mums’ underwear on the draining board.
“Are you washing the undies by hand?”
“Yes” I answered, “your mum insisted.”
“Of course, she would, they are so much nicer when washed by hand. Here’s all my washing.” Amy dumped all three bags on floor. “Bring the coffee through when you’ve made it.” With that she left and joined her mother in the lounge.
I took their drinks into them on a tray with some biscuits Cindy had got out. No sooner had I put the tray down when Cindy said
“Thank you, now I suggest you sort out Amy’s washing and then start hand-washing the undies.” It seemed I was not going to get to sit down for a drink. I left, returned to the kitchen as Amy and Cindy started to chat, from the laughter I assumed some of it was about me. I sorted Amy’s washing out, it seemed to consist of a large part as underwear, and started the hand-washing. I was about halfway through when Amy and Cindy returned carrying a tray.
“I’m glad you’re here Amy as I need a few things from the local shops. You can keep David company.” Although the way she said it, it was a more like Amy would be there to keep an eye on me.
“Perhaps David would like to help you with the shopping, I’m sure the neighbours would like to see what he’s wearing these days” laughed Amy. “Would you like to go David?”
“No thank you.”
“Just as well” said Cindy “he has still got a lot of washing to get through.” She got her shopping bags and left. I hoped Amy would leave, but it was not to be.
“So David which pair of frilly undies is yours then?”
“They belong to my girlfriend, she only lent them to me.”
“I bet she knows you like to wear them.”
“I don’t” I snapped.
“Don’t take that tone with me” replied Amy spinning me round and pinning me up against the cupboard. I bet you are still the sissy I used to beat at everything.” She laughed as I struggled to push her off. “Just as I thought, now show me which pair of undies are your panties.” I picked up the pair Jane had given me.
“Aren’t they pretty, pink lacy panties just right for a sissy like you?” She cut me off as I started to protest. “You are a sissy otherwise you wouldn’t be wearing a pinny and a headscarf like you are.” She smiled “in fact David is much too masculine and name for pinny wearing sissy, I think I’ll call you ‘Pinnykins’ that’s much more suitable.”
“No way” I argued. Before I knew what was happening she had bent me over the table with both arms twisted up my back painfully. “You seem to forget that I could always beat you up and after two years studying physical education at university you don’t stand a chance. So are you going to accept your new name Pinnykins?” I said nothing and trying to ignore the pain and to stifle back the tears. “So sissy’s trying to be tough eh? See if you like this.” With a further twist I thought my arms would break and let out a yelp. “What’s your name sissy?” she asked
“Pinnykins” I said with the tears running down my cheeks.
“That’s better.” She released me and turned me back to face her. “Ah, poor Pinnykins is crying, don’t move.” With that she dashed upstairs as I stood there massaging my sore arms. “Here you are Pinnykins dry your tears.” I looked in surprise at the box she held out, in it were three small dainty hankies each with embroidered rose in one corner and edged all round with an inch of white lace.
“But they are…”
“Yours” interrupted Amy “they are far too dainty and frilly for me and really suit a sissy like you. So who’s are they?”
“Mine” I said knowing the painful alternative.
“Almost, first you have to plead with me to be allowed such girly hankies and say how suitable they are for a sissy like you. Well go on then.”
“Please Amy don’t make me do this.”
“Come along unless you want me to spank you.” I knew she could and if I refused she would.
“Please can I have those pretty lace trimmed hankies with the pretty flowers on them, pretty please? I know they’re very girly but they would suit a sissy like me.” I couldn’t help but start crying again with humiliation at what she had made me say.
“All right then, seeing as you begged so nicely just as a sissy should.” Amy then took all three from the box, handed one to me placing the other two in each of the pockets of the pinny. She laughed as I used it to dry my tears. “Well Pinnykins what do you say?”
“What do you mean?”
“Good little sissies say thank you when they get presents.”
“Thank you for the hankies, Amy.”
“I’m sure you can do better than that, I want to hear you say again how pretty and appropriate there are for sissy like you.” Although she was smiling it was obvious that she was daring me to refuse.
“Thank you for my pretty feminine hankies with their lace and roses, they’re just right for a sissy like me.” At that Amy burst out laughing.
“You really are pathetic, a right sissy cry baby. Still you had better get on with the washing.” As the first load had finished I took it out and hung it up and returned to the kitchen to continue the hand-washing. Amy had gone back to the lounge.
A short while later I heard a key in the lock and Cindy returned and came into the kitchen dumping down her shopping bags.
“Put the stuff away David and bring me a cup of tea.”
“Me to” called Amy from a lounge. I put the kettle on and prepared two cups on a tray, I knew there would not be time for me to stop. I had just finished the hand-washing when the kettle boiled, so I made the tea took it in to them.
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Chapter 4
“Thank you David, How’s the washing going?” asked Cindy. Before I could answer Amy said
“It’s not David any more, we decided Pinnykins was a more suitable name.”
“Pinnykins? Is that right?” Cindy asked me.
“Yes Cindy” I answered.
“Amy is right it is appropriate. And where did she get those pretty hankies from?”
“Amy gave them to me.”
“Only after he asked if he could have them and said how pretty they were and suitable for a sissy like her. Didn’t you Pinnykins?” laughed Amy.
“Yes Amy.”
“I hope you thanked her for such pretty hankies.”
”Yes.”
“But where did you get them from Amy?”
“I’ve had them ages, there were a present for aunty Joy, but they’re too lacy and dainty for me. Really only suitable for girly girls like Pinnykins.” Before I could object Cindy said
“Anyway, what about the washing?”
“I’ve just finished washing the underwear and a second machine load has just about done, then there’s just one more load to go on.”
“Fine, off you go then and hang it all up.” By the time it was all on the line and the last load was washing Cindy decided it was lunch time. Despite Amy’s comments about the maid not eating with them, Cindy allowed me to. Once lunch was completed I set to cleaning up and then hanging up the last load of washing. When it was on the line I checked what I had already hung up. It was a hot and breezy day and all the underwear was already dry so I brought it in and told Cindy it was ready.
“Not quite Pinnykins it will need ironing.”
“You don’t iron underwear” I said.
“You’re right, I don’t, but you do” she smiled. Realising it was pointless to argue I took it upstairs to where the ironing board was and began. Fortunately it went fairly quickly but it was still nearly 4 o’clock when I finished. I went downstairs
“Your underwear is all ironed but I need you to sort out whose is whose.”
“Okay” said Cindy and she and Amy followed me back upstairs. Amy picked up a pink pair
These are yours Pinnykins” handing them to me, they were indeed those from my girlfriend, and knew it was pointless to object to her comment. They sorted through them but when they had finished there were still five very frilly pairs of panties and a lace trimmed half slip left.
“Well those definitely are not mine” said Cindy “I don’t wear ones like those.”
“Well they are too frilly and childish for me they must belong to Pinnykins” smiled Amy.
“But this is the only pair that you brought from my house” I exclaimed holding up my girlfriends knickers, “how can they be mine? They have to be yours.”
“Don’t be silly Pinnykins, mum and I both say they are not ours so they must be yours.” I wanted to argue as I was running out of time as mum will be home soon. Cindy must have seen me looking at the time.
“OK Pinnykins you can go home now, just be back at nine tomorrow morning.”
“Don’t forget your undies Pinnykins” said Amy who then followed me out guiding me to the top of the stairs before disappearing into her room. As I went to go down with what they considered as my underwear Amy came back out holding a three-tiered pink ra-ra skirt.
“If you don’t want everyone to know what a sissy you are make sure you’re wearing a pair of your frilly knickers, your pretty slip and this skirt tomorrow.”
“I can’t wear those.”
“You can and you had better, otherwise I’ll take photos of you and put them on the Web and around the neighbourhood.” She laughed when she read the resignation on my face. So I took the skirt and the underwear, returning home only just in time to avoid being seen by my mum.
“I am glad to see you’re keeping the place tidy, last time we left you alone it was a real tip” said mum. I just smiled, I hadn’t been in enough to make it a mess.
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Chapter 5
The following morning I got up and reluctantly selected a pair of knickers that I was sure were Amy’s, given to me to humiliate me more. The put on my jeans as per normal for breakfast, I think my parents would have a fit if they saw me in a skirt. Dad finally left and mum shortly afterwards giving me just enough time to change into the skirt and slip as well as the pinny and headscarf. As I was leaving my bedroom I heard the front door opening
“It’s only me” called a mum “I forgot a couple of things. Do think you could bring down my glasses case from my bedroom?” I couldn’t let her see me like this, so quietly crept into the bathroom, closing the door before calling
“Sorry mum I’m on the toilet.”
“OK don’t bother.” I heard her dash upstairs and into her room. As she left she said “be good.” and was gone. I checked from a bedroom window to make sure that she had left this time, it was far too close for comfort. Another minute and I would have been at the bottom of the stairs and in full view. By this time I knew I would be a few minutes late but walked as instructed earlier in the week otherwise Cindy would just send me back again. I collected a post on the way then rang the bell and Amy answered the door.
“Well Pinnykins I see you decided to wear your pretty skirt, but you should have shaved your legs, I can do it for you if you want.”
“No thank-you” I answered. I liked wearing shorts and in the summer shaved legs would certainly draw rude comments.
“Okay but show me what pretty undies you’re wearing” insisted Amy. I lifted the skirt to display the slip causing Amy to giggle.
“And now the knickers Pinnykins.” I obliged causing further laughter from Amy and Cindy who had just joined us. “What pretty frilly yellow knickers, so lacy and girly just like you and despite what you said yesterday, they must be yours or you wouldn’t be wearing them.” I wanted to disagree but having been through the argument unsuccessfully yesterday it not seem to be much point.
“Right Pinnykins I have sorted out the ironing into two lots. Do the lot on the left first as that’s Amy’s, she’s going back to college this afternoon so needs them done before lunch, then start the rest” said Cindy. I was relieved that Amy was going but was sure that she would spend most of the time before trying to embarrass or humiliate me.
“Before she goes doesn’t Pinnykins look pretty in her skirt mum?”
“Very cute, but isn’t that your skirt Amy?”
“It was but it is so girly I thought it would be better on Pinnykins and I see I’m right.”
“Maybe but let her get on with the ironing now, off you go Pinnykins.” As I left I couldn’t help noticing, though I could not remember when it had started, now both of them referred to me as ‘her’ and ‘she’. Dressed as I was it was difficult to argue. I had almost finished Amy’s ironing when she popped into the room, as I looked up to see who was there, there was a flash and I could see Amy had a camera.
“You said if I wore these clothes you wouldn’t take photos of me” I said indignantly.
“No I said I wouldn’t post them on the Web or around the neighbourhood and I won’t but there’s no way I’m going to miss the chance of taking such cute pictures of a sissy like you my friends at college will love to see sissy in his frillies.” She spent the next 10 minutes having me pose to display my skirt, slip and knickers and finally seemed satisfied saying “Thanks, sissy, whenever I need anything from you I wont have me to beat you up again just threaten to publish and post these.” She left laughing, I was in no doubt that she might use the threat.
Cindy called me down to start lunch, which we had together. As I was clearing up Amy was getting her stuff together to go back to university, fortunately. She called me upstairs to get her rucksack
“What’s your e-mail address Pinnykins?” she asked.
“I don’t have one, our computer is not linked to the internet.”
“What a shame I was going to send you some sweet projects to carry out.”
“Projects, what sort of projects?” I asked.
“Like sending you out to buy girly things for yourself and getting you to send me photo’s of you wearing them.”
“Well you can’t” I said relieved.
“Maybe not but next time I’m home I’ll expect you to have purchased a lacy pink slip, no girly boy can get by with just one half slip. Better still make a full petticoat instead!”
“I can’t do that.”
“The choice is yours, you know what pictures I have already.”
“When are you coming home next?”
“I don’t know it could be months… or days.” She laughed when she saw my expression. “There is one alternative.”
“Yes?” I said hopefully.
“Next time I come home I’ll take you shopping for it, along with other girly things of course.” My hope dashed, she left laughing, telling me to bring down her rucksack. When I got downstairs Cindy was laughing at some things she was looking at. I looked inquiringly.
“Nothing for you to worry about Pinnykins” said Cindy.
“Well I must be going” said Amy. “It’s been a lot of fun meeting you Pinnykins you make a great sissy maid. The girls and I could make great use of you at university, we could even get you a French maids outfit for you” she laughed. Cindy and I finally saw her off.
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Chapter 6
“Well you still have my ironing to do I believe” asked Cindy. I replied that I did and went off to do it. When I had finished it, it was about 4 o’clock and Cindy said I could go early today.
“Cindy can I wear jeans tomorrow please?” I asked tentatively.
“Doesn’t Pinnykins like her new skirt?”
“It is pretty but I’m not a girl.”
“Maybe not, alright okay, but you must wear a pair of your pretty knickers, the frillier the better.”
“I’ll bring the skirt with me and Amy can have it back” I offered hopefully.
“No, Amy made it quite clear that that she gave it to you as it’s too girly for her, so you must hang it up in your wardrobe. Now off you go before I find you another job.”
Not wanting to push my luck I left. I was in time to take a shower and dress properly before mum got home and surprised her by having a cup of tea ready for her when she did. That night I went to bed early, whilst working for Cindy was tiring it was triply hard when Amy was teasing and humiliating me. So I woke up refreshed the next day and dressed in jeans over some white knickers with three rows of lace across the bottom, in addition to that around the leg holes. Once mum and dad had left I put on my pinny and headscarf (my? – oh well) and then walked round to Cindy’s for what I fervently hoped would be the last time.
I spent most of the morning tidying up the lounge and then started on the bedrooms. I had nearly finished when Cindy called me to tell me it was lunchtime. As we ate Cindy said
“Pinnykins I am very pleased with the way have knuckled down to work, I really expected and if I’m honest hoped, to have to put you across my knee more than once. However I expect your hardest task is still to come, this afternoon I am having a visitor and I expect you to serve tea to the two of us.”
“Dressed like this?” I fearfully asked.
“Not exactly I want you to go home and put the slip and skirt back on.”
“Please don’t make me do that it will be far too embarrassing” I pleaded.
“I know but I still expect you to do it. Then when I call I expect you to bring in a tray of tea and biscuits, you might as well get them ready once we have eaten then tidy up the kitchen afterwards. I want all the work surfaces wiped down and then you can go and change and come straight back.” We finished lunch and I was preparing the tray when Cindy said “set three cups Pinnykins, you can have the afternoon off and join us.” I wasn’t sure I wanted to but why start arguing now. Cindy went off to the lounge as I sorted out the kitchen. I returned home and reluctantly removed my jeans and reluctantly dressed in the slip and skirt and went back to Cindy’s and re-checked everything was sorted in the kitchen.
About half past two the front doorbell rang. “I’ll get it” called Cindy, to my relief. I knew I would have to meet whoever it was but postponing it was fine by me. About a quarter of her later Cindy called “Pinnykins can you make the tea please?”
“Yes Cindy.” I re-boiled the kettle, made the tea and placed the teapot on the tray with everything else. As I walked to the lounge I got increasingly nervous but when I opened the door I nearly dropped the tray. There sitting next to Cindy with a big smile on her face was mum.
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Chapter 7
“Mum, I…”
“Tea first Pinnykins, we’ll talk once we are all sat down.” I put the tray down and poured three cups of tea before sitting myself down. I began to ask a question but was shushed by mum.
“I knew that if I left you to your own devices you would probably play with yourself once my dad and I had left and as it turned out I was right. I also knew you wouldn’t keep the place tidy and wouldn’t do any housework. So I decided that if Cindy could catch you, like she did on Tuesday, I could keep our place tidy and you could learn how to do housework, which from what Cindy says you have.”
“She certainly has” Cindy added “Well haven’t you Pinnykins?”
“I suppose so” I said wishing she would call me David.
“And it was so nice of Cindy to lend you the pinny and headscarf not to mention the pretty skirt and undies Amy gave you. You look even better than in the pictures.” I looked aghast not realising that mum was admitting that the panties and slip had been Amy’s, not that I really had much doubt.
“He hasn’t seen these yet” smiled Cindy handing over an envelope which she passed to me. I opened it and was shocked to see copies of photos Amy had taken of me showing all my underwear.
“How…?”
“Amy’s got a photo station, she plugs her camera into it and she can print them without needing a computer” Cindy explained. “Also Mary, Pinnykins can keep the pinny and headscarf I don’t use them.”
“But surely I won’t need them” I said hopefully.
“Of course you will sweetheart” said mum “from now on your going to be doing all the house work. After all it’s only fair as your dad and I both go out to work and before you say it, yes I do expect you to be properly dressed in a pinny. In fact you will need a couple more as well.”
“I’ll do the housework mum but please don’t make me wear them” I pleaded.
“It’s not up for negotiation and if you don’t stop complaining I’ll take you to get your others dressed as you are with your skirt and pinny on.” I wanted to complain but was scared of the consequences. “But first where did you get such pretty hankies from?” mum said pulling one out of my pinny pockets.
“They were Amy’s, she gave them to me.”
“Only after he asked her for them, even said ‘pretty please’ so Amy said. He said they were so pretty and appropriate for a sissy like him” stated Cindy. Before I could say anything mum smiled saying
“Well Amy is right there but why didn’t you tell me you wanted such pretty girly things. I know what you’re going to get for your birthday and just wait till I tell your Aunty Julie the sort of things you like.”
“Please don’t tell her.”
“Who’s Julie?” asked Cindy.
“She’s my sister and she never liked Pinnykins very much but I’m sure she’ll have fun choosing this years girly birthday present as I will” laughed mum.
“Mum” I pleaded.
“Just be quiet, I’ve made up my mind so there is nothing to discuss. Now about your extra pinny’s.”
“Can I ask, why do I need three pinny’s?”
“Simple, like your grandma used to tell me you need three, one to wear, one in the wash and one ready, that’s why and yes you are going with me to get them.”
“When were you planning on going?” asked Cindy.
“Well either when we leave here or tomorrow morning, why?”
“Well I’d like to come along if that’s alright.”
“Of course it is, you can help choose Pinnykins new pinny’s” answered mum.
-
Chapter 8
As it happened the three of us left shortly afterwards after I had walked home and to my relief been allowed to remove the pinny and headscarf and change in to jeans.
My relief was short lived as mum mentioned the shop she was intending to go to. I had hoped to get a department store and get more modern aprons perhaps in plain blue but the shop was old fashioned and was likely to have pinafores like Cindy’s – well mine now I suppose. It was only a short drive to the shop and I followed them in, our arrival signalled by a bell hanging over the door. It was like going back thirty years (well from pictures I’d seen) with nearly everything in draws behind the counter.
“Hello can I help you?” said the assistant appearing from a back room. She seemed to be about mum’s age.
“I hope so” said mum “we are after a couple of nice pinafores.”
“Well I do have some but I must warn you that they are not very modern in style, you might do better in town.”
“Actually that sound’s just the sort of thing we are after” replied mum. “We want two full length aprons like women used to wear on special occasions, you know with frills and such.”
“I certainly do have some like that though I must admit I haven’t sold one like that for a while. Is it for a play or fancy dress? That’s what most people want them for these days.”
“Neither, actually it’s for my sissy son here for her to do the housework in.” I wanted the ground to swallow me up as the shop assistant looked at me and burst out laughing.
“Are you sure that’s what he wants?”
“Whether she wants them or not that’s what she is going to wear, that’s what she’s been wearing all week, a pretty pinny with flowers and frills. But she needs at least two more otherwise she wouldn’t have one to wear whilst she’s washing the other. So can we see what pinnies you have for her?” I wanted to complain about the way mum kept on referring to me as ‘she’ and ‘her’ but felt I was in enough trouble already.
“Of course.” She turned back to the draws pulling one out and placing it on the counter. From the draw she pulled a white pinny similar to the one that Cindy had had me wear but covered with small yellow flowers.
“That’s certainly is pretty” said mum taking it from her. She passed it to me saying here “Pop it on so we can see how well it fits you.” Reluctantly, I slipped it over my head as Cindy took the ties to tie into a big bow behind my back. Mum then proceeded to fluff out all the frills around the shoulder straps and main part of the pinny. “Doesn’t he look pretty, so cute and the flowers really suit him.” Cindy agreed and they decided that I would have to have this one. “What else have you got?” asked mother.
“Well I have the same design in blue with flowers on.”
“I don’t really think so, blue is such a boy’s colour” smiled mum at which Cindy and the assistant started laughing.
“This other pinny is certainly not one any boy would wan to be seen dead in, it’s even frillier than the yellow one.” She held up a white pinny covered with red roses and rosebuds similar to the one Cindy had had me wearing. There the similarity ended, the frill on this one was about the same width but then had half an inch of lace around it, in addition, lace trimmed both the two tiny pockets on the skirt part. Mum and Cindy removed the yellow pinny replacing it with the white one, they ooh’d and aah’d over it.
“We’ll certainly take this one as well, but I was wondering do you sell headscarves at all?” At this point I had had enough.
“Mum I’ll put up with the pinnies but please I don’t need headscarves.”
“I will decide what you do or don’t need dear and you looked so sweet in the headscarf Cindy gave you I have decided you do need one for each of these two new pinnys.” I was about to object when she continued “another word out of you and we will see what else this nice lady has got for you, perhaps a pretty blouse to go with your skirt.” I decided to shut up to avoid any further embarrassment. The sales assistant, who it turned out was in actual fact the owner, took out another tray containing scarves. Cindy and mum started to look through the selection before picking up three to see how they matched both the yellow pinny and the one I was still wearing. I had to try on all three headscarves was not allowed to make any comments, it was clear that mum was going to be making all the decisions on my attire. “It’s so difficult to decide which two, so she will just have to have all three scarves please.“
“Mum…”
“I warned you Pinnykins, Cindy why don’t you have a look around and see if you can find anything pretty for our little sissy boy here.” Cindy just smiled and started to have a look around, shortly she called saying of “I have found just the thing.” Mum took me by the hand and led me over to where Cindy was standing, in front of her was a display of ladies handkerchiefs “there are some really pretty hankies here and as our little sissy only has three lacy ones at the moment why don’t we get her some new pretty ones.” Mum and Cindy then proceeded to select three boxes of hankies despite my objections, finally laying them out before me. The first contained two very dainty hankies in white trimmed with a 2 inch border of pink lace, in fact they were mostly lace. The second was a pack of six hankies printed all over with different coloured flowers. The last pack contained three hankies with a white lace border and the initial embroidered in pink, mum and Cindy took a while to decide whether it should be ‘D’ or ‘P’. Mum said as I was the only one in their family with the initial D that I would not be able to pretend they were anyone else’s, to which Cindy agreed.
“Well which one would you like, David?”
“I don’t need any mum honestly” I pleaded.
“Come along don’t be difficult.” I couldn’t do it, I didn’t want any and hoped my silence would end the issue.
“Poor sissy, she can’t decide they are all very pretty” said Cindy. “why don’t we let her have all three boxes?”
“An excellent idea” agreed mum who took them and added them to the other items. “these will do until she opens her birthday presents” smiled mum.
“Is that all?” asked the owner.
“For now, her dad will be home soon so we need to get her there so Pinnykins can prepare tea for the three of us.” Fortunately I was allowed to remove the pinny and headscarf before leaving the shop. However prior to leaving I was in for one last shock.
“That will be £58.90 please.”
“Well pay the lady” said mum.
“What?”
“Surely you don’t expect me to pay for your new clothes and I know you have some saved up. ”
“But I need that to go on holiday.”
“You’ll be too busy doing housework to go on holiday, now pay the nice lady before I put you over my knee.” It was no idle threat and with Cindy present to help would be most painful. Reluctantly I handed over the money. As she gave me my change and handed me the bags she commented
“Enjoy your new clothes sissy, I know you’ll make someone a good housewife.” All three women laughed at that and we finally left.
-
Chapter 9
On arriving home we said goodbye to Cindy and went inside. Mum accompanied me up to my bedroom to sort out some room in my draws for my new clothes. Before I could stop her mum had removed all the hankies from the boxes preventing me from returning them but worse replaced all my men’s ones pointing out that I didn’t need both.
And so my summer began, doing housework. I still went to Cindy’s two days a week to help.
After a couple of weeks I knew I had to do something about the petticoat Amy had insisted I buy as I had no idea when she would next be home. I knew that having to buy a pink lace trimmed slip was going to be embarrassing but knew it would be worse if I had to do it with Amy helping. I was however unsure of where to go for it, not surprisingly. I realised that the only option was to ask mum. I got down just as she was finishing her breakfast.
“Mum.”
“Yes dear.”
“Amy has said that I have to buy a full pink petticoat before she comes home next time.”
“Really? For her or for you?” She laughed when she saw me go red with embarrassment. “For you then. So?”
“Well I’m not sure where to go for one.”
“Normally I would say Payne’s department store but I am not sure they will have them in pink.”
“Do you think you could get it for me?”
“I could but I won’t. I’m sure Amy said you should get it yourself. Did she?”
“Yes mum.”
“I thought so however I will come with you to help out in fact I‘m off today so we can go this morning. I can think of a couple of smaller shops that might have them in pink.”
It was about an hour later that we left for the shops. I was wearing a headscarf but mum said I could take it off once we had parked. This still led to an amused look from a couple of girls in a car next to us at the traffic lights. We got out and approached a small ladies wear shop.
We entered and I was reminded of the shop where mum had made me get the extra pinnies and headscarves she insisted that I wear. Before we had taken two steps an assistant came up to see if we needed any help. She was only about seventeen, very slim and attractive. Had we met at any other time I would have liked to get to know her. Our errand here meant that that would never happen.
“Can I assist you in any way” she asked mum.
“I hope so, we are after a full petticoat in pink preferably with a lot of lace.” I said nothing hoping to blend in to the background.
“Well you’re in luck we do have a few designs in pink but we don’t sell them very often. I think because they’re pink it’s too girly for a lot of ladies these days.”
“I think you are right pink is for little girls or very girly women.” By this time we were at a rack of petticoats in all manner of colours and designs, the assistant moving some along so that we could see the pink ones.
“This is quite a pretty one although it’s not very lacy” said the assistant. I looked at it thinking that if I had to have one this would probably better than some of the others I glimpsed. With thin shoulder straps and white silky banding around the cups, the only lace was less than an inch on the hem.
“No we need to have something a lot lacier than that don’t we Pin… David?”
“I don’t think so mum I sure that would be okay.”
“Don’t be silly I know Amy will want something frillier and more girly.”
“Is Amy the girl you’re buying it for?”
“No Amy is friend of David’s, it’s actually David who needs to get a petticoat and Amy says sissies should dress in appropriate clothes.”
“It’s for him?” the assistant laughed. “Well you’re right, all sissies should have lots of lace and frills. How about this one it’s probably the fanciest one we have?” She pulled another petticoat that was in bright pink nylon. It had thin shoulder straps like the other one but there the similarity ended. The cups were overlaid with white lace in a floral pattern, a similar style edged the hem in a two inch border.
“It’s very pretty isn’t it David?” asked mum.
“It’s a bit too fancy mum.”
“Nonsense I know it’s probably what Amy had in mind. He’ll have this one.”
-
Chapter 10
“What size is she?” asked the assistant with emphasis on the ‘she’.
“I really don’t know, perhaps you could measure her.”
“Of course. Come here sissy” she said after getting a tape measure from a draw.
“Mum…”
“Just be quiet and do as you’re told otherwise I’ll put you over my knee and spank your pretty pantied bottom.”
“He’s wearing panties?” asked the assistant.
“Very pretty ones too” said mum causing them both to giggle. “Now get over her and let this nice girl measure you.” I approached and she measured my chest and waist. She was about to measure my hips when mum stopped by saying “David lower your trousers so she can measure your hips properly.” I wanted to die. The panties I had on were my least favourite out of the ones Amy had given me and I only had them as they were the only clean pair. They were white silky nylon panties printed with little bunches of pink flowers. Across the seat were three rows of an inch and a half wide white lace which also was gathered around the leg holes, I couldn’t bear the thought of the assistant seeing me in them. They were ones which I tried to avoid wearing at all costs “Do it now” demanded mum breaking me out of my shock and I started to fumble with my belt.
“Here let me” said the assistant and before I knew what was happening she slapped my hands out of the way, undid my belt and trousers and let them fall to the floor. Both she and mum burst out laughing as I went bright red with embarrassment. “My word you do like fancy knickers don’t you, I don’t know anyone with ones like that. They look like little baby panties perhaps your mummy should put you back in nappies as well.” Before I could reply she placed the tape around my hips taking the measurement. To my shock she placed her hand over my jewels, “Seems my comment about being a baby was right, these certainly aren’t very big” she laughed.
“Get off!” I demanded jumping back “what do you think you are doing?”
“Pinnykins apologise this minute” shouted mum. “This nice assistant is just doing her job.”
“It’s not her job to fondle my intimate parts.”
“Apologise now or I will spank you, as it is I think we need to shop for a few other items for you, perhaps a nice frilly blouse to go with your skirt.” It felt so wrong to have to apologise when it was the assistant who had fondled me but I could see mum was getting cross and to refuse would end up with me getting a spanking when all I really wanted to do was cover my panties up.
“I’m sorry for not behaving myself when you were measuring me.” I tried to make it sound sincere when I wanted to scream at her for what she had done.
“That’s better.” Mum turned to the assistant. “Do you have the petticoat in her size?”
“Yes we do” she answered pulling off the rack. “Does sissy want to wear it home?”
“No thank you” I answered before mum could say anything knowing in her current mood that she might insist.
“Okay. You can pull up your trousers now, not everyone wants to see your frilly baby knickers” the assistant said before turning to mum. “What was it you called sissy?”
“Oh that, well Amy called him Pinnykins because he wears a full frilly pinny and headscarf when he does the housework.”
“You mean he’s a sissy maid?”
“Well yes I suppose so but more like a 1950’s housewife.” They both laughed at that. “Seeing as she’s being awkward do you have any frilly pink blouses?”
“Please mum I don’t need one.”
“Oh sissy already has one does she?” mum asked.
“No I don’t have any blouses I’m a…”
“Sissy!” interrupted mum. “And sissies wear blouses especially those in frilly knickers who own skirts. So no more arguing unless you want to go undies shopping where I can let everyone that they’re for you.”
“I have some nice pretty blouses over here” said the assistant with a smile “this one’s particularly nice.” The blouse she was holding out was in pale pink with yellow and green flowers on which would have been bad enough. It was however almost see through meaning anything worn underneath would be almost visible. Mum decided it was perfect. I tried to complain but was again threatened with lingerie shopping so shut up. The assistant rang up the items, which mum made me pay for, and handed them to me.
“Enjoy your clothes Pinnykins. Please come back if you need anything more. Most housewives need more than one blouse and skirt” she laughed.
“I almost forgot Pinnykins said mum searching in her handbag. She then brought out the headscarf I had worn on our way here. “Put this on as we are going home.” I was bright red with embarrassment whilst the assistant giggled.
“You said I didn’t have to wear it while we were shopping.”
“Well I thought we had finished. Of course if you want me to have it back and do some more shopping that’s fine by me otherwise put it on now.” I knew I was not going to win and put it on, tying it under my chin.
“Very pretty and girly” laughed the assistant. “Bye sissy.” We then left and fortunately went back to the car but not without a few amused looks and giggles in my direction.
We finally arrived home where mum undid my scarf and retied it at the back of my neck. “Hang your new clothes up then put a pinny on and go and hoover the bedrooms now.” She handed me the shopping bags and disappeared in to the kitchen.
It took dad a few weeks until he started to get used to my new outfit. He was so pleased with being able to spend more time with mum, now that I was doing work that she used to, along with spending two days a week at Cindy’s doing hers for her. I came down one morning to see dad connecting a modem to the computer as a reward. A reward that was to bite me once mum told Amy my e-mail address. But that’s another story.