The part list
"Well hello my sweet, come on in and we'll get you settled"
I walked through into Nana's living room and sat on the sofa, dropping my bag over the side.
"Let me make you a nice cup of tea, you can be drinking that whilst I finish getting your room ready."
I was part way through my tea when I decided to get my phone from my bag. I leaned over the side of the sofa to reach for my holdall but it had gone. Nana must have taken it up to unpack it. I suddenly became worried as I had hidden a girly magazine between my packed clothes. I had got it the day before from a friend by trading my allowance for it. Nana was sure to find it, I stood up trying to think what to do just as Nana stormed back into the room.
"And just what is this?" she asked sternly whilst holding up the girly magazine she had found in my bag.
"Is this what you get upto, looking at dirty pictures and masturbating!"
I stood there not knowing what to say. I was embarrassed but also shocked to hear Nana say such a thing. There was nothing I could do, she knew she had me.
"Right, I know just how to punish little boys like you" She grabbed my arm and dragged me into her bedroom.
"Lets have your clothes off you right now",
I was too shocked to resist as Nana pulled off my T-shirt. She then pulled down my jeans and pants.
"You can take your own socks off...come on...get to it".
I did as she told me and stood there naked, trying to cover myself with my hands.
"No need for that, I've seen it all before" she said sternly as she slapped my hands away.
"Right little boy, since you are going to act naughty, you will be punished. First we have to get you dressed"
She turned to the dresser and opened the bottom draw, pulling out several items.
"To stop you from touching yourself, I'm going to put you into a nappy"
I blinked and wondered if I'd heard correctly but watching Nana lay out the large terry nappy on the bed, I knew that I had.
"Lie down on the bed with the nappy under your bottom."
"I'm not wearing a nappy!" I splurted out as I took a step back. Nana quickly grabbed me.
"We'll stop this nonsense before it starts" I cried out as Nana delivered three sharp slaps to my bare bottom.
"Now lie down on the bed so I can put your nappy on"
I meekly did as I was told, my bottom still stinging from being spanked. Nana the folded the terry nappy around me and pinned it in place.
"Now for your Plastic pants, look...these are pink plastic pants with white lace frills on the leg holes"
She stood me up and made me step into the plastic pants, she then tugged them up and fitted them snuggly over my nappy.
"Well, seeing as your wearing a nappy and pink frilly plastic pants, I had better put you in a dress"
She pulled out a baby girls dress. It was pink satin with a white lace hem, with a large pink bow between the wide collars, that were also white lace. It had short puffed sleeves that ended in more frills.
"Lift up your arms you naughty little boy" She slipped the dress over my head and pulled it down.
It was high waisted and the skirt was so short that it only came half way down my bum, leaving my nappy and plastic pants on view. Nana sat me on the bed and picked up a pair of frilly babies socks, white with pink lace at the top. She took each foot and slipped them on.
"One final touch I think" Nana took a box out of the cupboard, opened it and took something else that was also pink from it. As she held it up
I could see that it was a large babies bonnet. It was a Victorian/pioneer style in pink satin. The pleated head piece puffed out at the back and it had a wide flouncy brim trimmed with white lace to match my dress. Nana placed it on my head and tied the ribbons under my chin. She then reached back into the box and brought out a pink babies dummy on a matching ribbon.
"Open up for your dummy" Nana said as she lifted the ribbon over my head and placed the dummy in my mouth.
"Right, now you are dressed as a naughty little boy should be, you come with me. I know how to keep you out of trouble."
Nana lead me into the living room and made me stand next to the sofa.
"One minute, I'll just get ready" She unbuttoned her dress completely down the front, revealing she was wearing Stockings and suspenders that matched her large white panties and bra. She sat down on the sofa and beckoned me over.
"Come on now...you lay down with your head in my lap".
I did as I was told and laid across the sofa with my head resting on Nana's arm. Nana turned my face towards her as she undid her bra at the front, exposing her breasts. I looked on in fascination, I had never seen breasts this close. They were large but quite firm with soft pink nipples.
"Naughty little boys have to suck on their Nana's titties, open up"
She took my dummy out and moved my head forward as I opened my mouth. She pushed her nipple into it and I started to suck.
"There, that's what naughty little boys are made to do, naughty little boys all dressed in babies clothes by their Nana. Do you like sucking on Nana's titties whilst wearing a pink frilly dress with a nappy and plastic pants?"
She kept hold of my head as I sucked, the nipple becoming big and stiff in my mouth. I gave a muted gasp in surprise as Nana moved her other hand down and rubbed the front of my plastic pants.
"Are you getting all excited in your nappy?"
She gripped a little harder and continued to rub.
"Oh yes, the naughty little boy is getting a hard cock in his nappy" I lay there, dressed in babies clothes, sucking on Nana's nipple as my cock became very hard in my nappy. Suddenly the doorbell rang! I froze at the sound as Nana took her nipple from my mouth.
"Ah, that will be Janis and Mary, I rang them from upstairs as soon as I found your magazine and told them. Now stand up."
I climbed off my Nana's lap and stood there panicking as Nana straightened out my dress. She put my dummy back in my mouth and headed for the front door. She came back into the room with two other women about the same age as herself. One was short and plump with long ash blonde hair,The other taller with short dark hair. Both were wearing similar dresses to Nana.
"So, this is the naughty boy then, lets take a look at him" said the dark haired women
"Oh yes he most certainly is Mary"
Nana turned to me and said "Lift up your dress and show Mary and Janis what you are wearing"
I gripped the hem of my dress and lifted it up as my cheeks were burning red with embarrassment. I stood there as both women came over, holding my baby girls dress up, exposing my nappy and plastic pants.
"Well, he must have done something very naughty to be all dressed up in babies clothes" Janis said as she bent slightly to get a better look. Nana came over to me and took my dummy out.
"Tell Mary and Janis what you have been found doing"
I stood stock still and remained silent, looking very sheepishly at Nana.
"You either tell Mary and Janis exactly why you are naughty little boy or I will put you over my knee, take down your nappy and plastic pants and spank your bare bottom in front of them"
I still stood there without saying a word. Nana put my dummy back in, grabbed my arm and lead me over to the sofa. She sat on the edge of it with me stood in front of her. She reached up and pulled down my plastic pants, then followed with my nappy.
"Right then, bend over my knee"
I knelt on the floor and bent over her lap. Nana lifted up the back of my dress, exposing my bare bottom to Mary and Janis and began to spank me with her hand. She spanked me 12 times, leaving my bottom a rosy shade of red. Nana re-pinned me into my nappy and pulled up my plastic pants.
"Now stand up straight, take out your dummy, lift up your dress and tell Mary and Janis why you are naughty or you'll get another spanking"
I moved away from the sofa and stood facing the two women, once more exposing my nappy and plastic pants.
"I've been looking at dirty magazines and masturbating" I stammered out, my face now crimson with embarrassment. Both women acted shocked but couldn't keep the smile from the corners of their lips.
"I see, that makes you a very naughty little boy indeed, no wonder your Nana put you into a nappy and babies clothes" Janis said straight to me, she then turned to Nana."Did you do as you said on the phone?"
"Oh yes" answered Nana "and he got all excited by it" Nana turned to me and said
"Tell the ladies what happened in your nappy when Nana made you suck on her titties"
The two women stood there with a look of amused expectation as I stared back with a very red face.
"Come on...out with it or it will be the hairbrush this time"
My bottom was still rather warm from the last spanking and I didn't want another, especially with Nana's hairbrush.
"It got hard" I muttered quietly, my face going even more red.
"What did and in where...say it properly!" Nana said sternly. I took in a deep breath and said clearly
"My cock got all hard in my nappy"
Janis walked up to me and unbuttoned her dress. She had a larger figure than Nana but still had curves. She was also wearing big panties with stockings and suspenders but, to my surprise, wore no bra. Her breasts were very large with soft wide nipples, I couldn't help but stare at them.
"Well, do you know what that makes you...it's makes you a little sissy. Only naughty little sissy boys get hard cocks in their nappies. I'll bet you want to suck on my titties too don't you?"
She cupped her breasts with her hands and lifted them a short way up.
"That would make you all excited in your nappy again wouldn't it? Well we've got a better idea, we're going to take you outside and make you walk down the street in your babies clothes"
My eyes snapped straight up from her breasts as a wave of panic hit me.
"Oh yes, we are going to make you walk all the way to the end of the street and at this time of day there will be people about. Just think, everyone will see you in a pink frilly dress and babies bonnet with a dummy in your mouth. And if you don't do exactly as you are told then, as you walk down the street, we'll make you lift up your dress so everybody can see that you're wearing a nappy and plastic pants."
Janis buttoned up her dress and then said "Now lets get your shoes on"
Mary brought over a shoe box and opened it to reveal a large sized pair of little girls Mary Janes. They were pink leather with a T-bar strap and a buckle. She came over to me, knelt down and fitted each one onto my feet and fastened the straps. She stood back up, and with an amused smile said
"Oh, and when we do bump into somebody, we'll make you stand in front of them and lift up your dress, then you will tell them that you are a naughty little sissy boy....a naughty little sissy boy who likes wearing nappies and dresses"
She put my dummy back in my mouth then stepped to one side of me as Janis did the same on the other. They each took hold of one of my arms and walked me into the passageway where I saw Nana by the front door. The butterflies in my stomach became even worse as I realised that they really were going to take me outside and make me walk down the street wearing babies clothes. I began to drag my feet as we got closer to the door.
"Stop that and walk properly" Nana said sternly "otherwise I will spank your bare bottom in the front garden and don't think that I won't"
Nana opened the door and I was marched out onto the garden path. Both women let go of my arms but still walked to either side of me with Nana on Mary's right. Thankfully there was no traffic on the road right at that minute and I prayed that it was a good sign that nobody would be in sight. However, as soon as we walked through the gate and out onto the pavement I saw a women no more than twenty feet away walking directly towards us.
"Hello there Jean" Nana greeted the women. She was younger than Nana, slim with short auburn hair and wearing a yellow blouse with a brown skirt.
"Hello ladies" Jean replied. She stopped about seven foot away and looked me up and down.
"This must be the young man staying with you" she said quite sternly.
"That's right" Nana then turned to me and said "Stand in front of Jean so she can see you properly and do as you were told to"
I walked a step forward and then gripped the lacy hem and lifted up my dress. I felt completely ashamed as I stood there in a frilly dress and matching bonnet, sucking on a dummy whilst showing this woman that I was wearing a nappy and plastic pants.
"Tell jean what you are" commanded Nana as she reached out and removed my dummy.
"I'm a naughty little sissy boy" I said in a quavering voice.
"Say it all, come on, tell her what you are" snapped Nana
"I'm a naughty little sissy boy who likes wearing nappies and dresses"
"I can see that very clearly with you standing there showing me your nappy and plastic pants. You must be a little sissy if your Nana makes you wear babies clothes at your age" Jean said in an amused voice.
"Have you finished what I ordered and brought it with you" Nana asked Jean
"Yes, I have them here" Jean replied as she reached into the bag on her shoulder "I was just on my way round to drop them off, didn't think you would be using them quite so soon but got them ready as you asked"
I looked on in horror as she brought out a very large pair of babies frilly panties. They were made of a white silky material with pink lace frills completely round the back and front and a large pink bow in the top centre. They matched my dress perfectly.
"Are you going to make him wear them now?" she asked with a smile.
"Oh yes...come on ladies, lets put the naughty little boy in his frilly panties"
Mary and Janis grabbed my arms as Nana lifted up my right leg and put it through the elasticated leg hole and then did the same with the left. She pulled the frilly panties up my legs and fitted them over my nappy and plastic pants and then put my dummy back in.
"Come on...lift your dress back up. Show us your new frilly panties"
I didn't think I could feel any more embarrassed but knew that Nana's punishment was far from over. I cursed myself that I had brought that girly magazine, then it hit me. Nana had ordered these frilly panties to arrive today! It dawned on me that all this had been planned, magazine or not Nana would have found something to punish me for.
"You look even more of a sissy now you naughty little boy, what a picture you make" Janis said to me.
"Now, that is a good idea, we should take some photographs" Nana nodded her head as she spoke. "could do with a better camera than mine though"
"I have my digital one at the ladies group, we could take him there and use the garden at the back. With running the sewing circle I have my own keys"
"That will do nicely, we'll head straight there" Nana turned to me "Looks like you'll be walking a little further than the end of the street in your babies clothes"
I had been completely right about feeling even more humiliated. I let go of my dress and started to walk forward.
"Oh no...no...no! What did we tell you would happen if you didn't do as you were told"
"But I have" I protested, spitting my dummy out.
"really? well I seem to remember somebody dragging his feet, and you had to be told to tell Jean what a sissy you are twice, not to mention that you've just spat your dummy out. Now, exactly what was it that we said we would make you do hmmm?"
"You said that you would make me lift up my dress so everybody could see that I'm wearing a nappy and plastic pants"
"That's right, only now everybody will see that you are wearing babies frilly panties over your nappy and plastic pants won't they?"
"Yes Nana" I did as I was told and we set off. The ladies club was 3 streets away and every step was a nightmare. We bumped into two more people Nana knew and each time I had to stand there and tell them what a sissy I was before we moved on. We were finally approaching a large red brick building that was the community centre where the ladies club was held. It was closed on a Monday so Jean let us in with her keys. I let go of my dress as I was taken into a large bright room filled with tables and comfy chairs. We had no sooner got into the room when Nana turned to me:
"Right...come on, lets take you into the garden and get started" Nana took my hand to lead me outside but I pulled back.
"I don't want to be photographed like this Nana" I pleaded. Nana grabbed my arm and pulled me to face her.
"That's it! You've obviously forgotten what I said I would do if you didn't do as you are told. And seeing as you're being very naughty you can be dragged outside into the garden where I will bend you over my knee and spank your bare bottom.....and that will be the first photographs!"
She put my dummy back in and then dragged me through the double doors. There was a bench on the short grass in the middle of the garden which had a long matt laid out in front of it. Nana sat down on the bench with me standing on the matt.
"Kneel down on my right" As I did, Nana put her hand on my back and forced me over her knee. "Turn your had to face the camera so the pictures show that you are wearing a frilly bonnet and have a dummy in your mouth"
I turned and looked towards Jean who steadied the camera and took the first shot. I felt Nana pull my frilly panties down and the next one was taken. She then pulled down both my nappy and plastic pants and lifted up the back of my dress. I gasped into my dummy as the first smack hit my bare bottom, she then continued to spank me hard, all the while the camera capturing my bottom turning bright red and the embarrassment on my face. When Nana had finished, she stood me up and said:
"I think we aught to have a shot of you without your nappy on. Yes, that would make quite a picture - you stood there only wearing your frilly dress and babies bonnet whilst sucking on a dummy. Your dress is very short and won't cover you so we'll be able to see your little cock."
Nana moved me to stand in front of the bench facing Jean and my complete humiliation was immortallised on camera. Nana put me back into a nappy and plastic pants and the session continued. For the next while I was made to stand there as picture after picture was taken of me in babies clothes. Sometimes just stood straight, at others with by dress lifted up to display my nappy and plastic pants. Then Nana put me back into my frilly panties and we went thorough the routine again.
"Do you think we've got enough Jean?"
"Oh yes, everything we need. I'll head off home and copy them onto my PC so I can email them to you later, I'll pop the camera round as soon as I have them transferred"
Jean packed away her camera and then handed a shopping bag to Nana.
"Don't forget the rest of your order, it looks like you'll be needing them" Jean took one last look at me, gave a knowing smile and then left. I looked over at the bag, wondering, as Nana reached inside it and took out six more pairs of large frilly panties, all in slightly different styles and colours but each covered in frills, lace and even bows.
"There look, more frilly panties for you to wear, different ones to match all the sissy baby dresses and bonnets I have for you. Enough to last the whole week."
I stood dumbfound staring at Nana.
"What did you think it was just going to be today? Oh no my lad, you'll be kept in nappies and babies clothes for the rest of the week. And don't you think of trying to leave otherwise I'll make you regret it. Don't forget that I have your bag with your phone in it, and in that phone will be all your friends contact details, so if you try it then I'll send today's pictures of you to all of them. Can you imagine what your friends would think opening pictures of you dressed in babies clothes, stood there with a dummy in your mouth and your dress lifted up to show that you are wearing a nappy and plastic pants or even your frilly panties. I can send the ones of you bent over my knee having your bare bottom spanked and of course the ones with you stood only in a frilly dress and bonnet with your little cock exposed. then they would all know what a little sissy you are."
I shrank inside at the thought of my mates seeing those photographs as Nana knew I would. It looked as though I had no choice but to do as Nana wanted.
"Time to head home I think, Jean will drop the camera off soon. We'll need it when we get back you see. Mary and Janis are going to take turns with you laid in their lap whilst I take photos of you sucking their titties. Now come on, it's time for you to go for another walk outside in your babies clothes."
I meekly walked out through the door, resigned to my fate of spending the rest of the week in nappies and dresses. Nana had set me up completely.