A Change For The Worse 5: A Return to the Tailor's
by Daveboy

copyright 1998, 2006 by Daveboy, all rights reserved
daveboy@iname.com

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This story is intended for ADULTS ONLY. It contains explicit depictions of sexual activity involving minors. If you are not of a legal age in your locality to view such material or if such material does not appeal to you, do not read further, and do not save this story.
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A Change For The Worse 5: A Return to the Tailor's

I had been living in my new home for about 2 weeks. I had settled into the routine of being naked while making everyone's bed in the morning, washing myself and then spending the day avoiding the rest of my new family as much as possible. I was still having to do all the clearing up after meals and had received several spankings from my dad but nothing like the day of punishment I'd received when I'd hit my step brother Timmy. Since then I'd done my best to ignore the teasing he and his friend Andy gave me but luckily they seemed to spend a lot of time out playing. It was only at night and in the morning I was trapped with him but again he spent several nights at Andy's house. Unfortunately when Andy stayed with us I had to give my bed up and sleep naked on the floor although I was allowed a sheet to cover me after that first time. Even my nightly baths weren't too bad as Jane had done most of them and although I was still embarrassed she was gentle and kind to me and made as little as possible of cleaning me like her Dad wanted.

I missed my music terribly and was trying to be good so Dad would let me have my records and record player back. I asked him once and he had told me to ask him after a month but that I should try listening to proper music. I told him I didn't like classical music but all he said was well we'll have to teach you to like it". I had learnt by then not to argue with him and just left it but was determined to be good enough to get my music back.

It was the end of the day and we were all, including Andy, watching TV me sitting on the floor as Dad had decreed that I was not allowed to sit on the chairs in the lounge because I hadn't got up and offered my seat to Alice one day and she had complained even though there had been plenty of other seats. I'd been spanked and told this was another privilege I would have to earn. Although it wasn't the worse spanking I had received by any means I had had to stay laying on the floor for the rest of the evening without my shorts and briefs and had received several more slaps from people on my exposed red bottom, Alice particularly took great delight in coming and sitting by me for a while and smacking me and then announcing that she was going to go and sit in a chair. She did this several times until even her family got bored with it and told her to leave it. I was pleased when finally Jane took me up for my bath and as was my habit I went straight off to bed after it to avoid having to come downstairs naked after my bath as I was still not allowed to wear the pyjamas Dad had bought for me.

Anyway as I was saying we were all there and I was surprised that I hadn't been sent up for my bath as it was later than usual and I was really enjoying the programme we were watching. My experience was that usually immediately I got into a good programme I would be sent to get my bath but tonight I saw the whole programme. At the end Dad announced that I didn't need to have a bath tonight. Just as I was wondering if I'd forgotten it was my birthday or something my moment of happiness was ended.

"Timmy I want you to give him a really good one in the morning as I'm going to be taking him to get his new clothes and I want him spotless," he said. My heart sank as up until now Timmy hadn't been asked to bathe me and I knew he had wanted to as one of his constant threats had been about when he gave me my bath I would know about it.

"Can Andy help, Dad, please," he asked with a grin.

"Of course," his Dad replied smiling, "OK off you 4 go and get ready for bed and don't forget Dave bed making first before your bath in the morning." Alice, Timmy, Andy and I said our goodnights and went upstairs. After waiting for them all to finish using the bathroom I went in to use the toilet but Timmy and Andy returned in their pyjamas to watch and taunt me about not needing to wash tonight as they would make sure I was clean in the morning. I had a real problem going in front of them but knew I had to or I would be bursting in the morning and would get into trouble if I went to the toilet before making all the beds. Eventually I felt it come out and with a laugh the boys left me. I knew I couldn't hang around or I would be in trouble so I brushed my teeth and went to the room to find the other two in the beds and my pillow and sheet on the floor between them. I undressed hurriedly and then turned the light off and tried to ignore their comments and giggles but I didn't get to sleep very easily.

The next day I was woken in the way that had become the norm by having my cover pulled off me by Timmy and a slap on my willy which seemed to be always hard and standing up in the morning nowadays. "Up you get," Timmy ordered, "You've got your chores to do and then your spring clean". The 2 boys collapsed into giggles as I started to make the beds in the room and folded my sheet up and put it and the pillow away in the wardrobe. By the time I had done it my willy had gone down and I went to do the girls' beds. Elizabeth and Alice rarely bothered me nowadays when I made their beds and in fact this morning they were already up and downstairs.

After I had made them all, Andy and Timmy were waiting for me in the bathroom. The bath was already run and the boys were grinning. "Right hands on your head and go and stand in front of the toilet," Timmy ordered. I followed his orders and stood in front of the toilet, "OK have a pee," he said as he grasped by cock in one hand and my balls in the other.

"I can't," I said knowing that it was nearly impossible for me to go in front of someone let alone when they were holding my willy.

"Well Andy will encourage you to go with the slipper." With that Andy started beating my backside with the slipper while Timmy rubbed my willy and squeezed my balls. I felt my willy getting stiff again as did Timmy. "He must be enjoying it Andy," Timmy said, "Hit him harder". Andy complied and I felt more pain but I couldn't pee. The slipper came down on alternative cheeks but there was no way I could pee. Eventually they gave up but Timmy said, " Well you've had the chance to go. Right we want you to lie stretched across the top of the bath but don't touch the water. I clambered up wondering what was going to happen next and lay across the top as directed. They made me lie flat out on my back and I was holding on with my arms and legs and they then ordered me to close my eyes. Timmy tied something round my eyes so I couldn't see anyway. As he did so I heard a tap turned on. After a while, "OK lower your bum down slowly into the water but keep hold of the sides". I started to obey and in a moment my bum touched the water I shot up scalded and almost lost my grip on the sides and nearly fell in. The water was boiling and that short touch felt it had burnt my cheeks. The boys roared with laughter.

"A bit warm for you is it," asked Andy.

"It needs to be hot to get you really clean," laughed Timmy, "Now lower yourself again and don't be such a baby."

"Please don't it will burn me badly," I begged absolutely terrified and feeling very vulnerable. I had almost slipped in last time.

"Lower down a little and see how long you can keep your bum in the water," Tim ordered, "Or we'll push your whole body in". Crying I decided to sacrifice my bum for the rest of my body. I lowered it down again but could only hold it for a second and shot up again.

"Not very good was that," he taunted, "Not good enough to save your body."

"No please," I begged, "It burned my bum please don't". I felt hands on my legs and arms and found myself being dropped in the water. I screamed as I hit the water feeling it burn and the hands held me under laughing. It took me a second or too to realise that it wasn't burning but freezing the water was cold.

Timmy took the blindfold off and I saw Andy holding a bowl of steaming water. "Got you," they cried and grinned at me. I lay there shaking with the shock but relieved to have my skin still. Soon I felt the cold water chilling me. They left me under for 5 minutes and then made me stand up. "Right we've got to get you real clean so we're not using soap but this scouring powder. They both got handfuls of it and started rubbing away hard at me all over my body. I could feel the powder scratching as they rubbed my back, stomach and legs. "Now to do your middle like Dad likes," said Timmy. He roughly pulled back my foreskin and put on the powder rubbing it into my sensitive head, he kept yanking the skin back and forwards hurting me with the powder and the yanking. "OK your turn Andy to wash his thing while I do his bum." Andy came and grabbed my cock and continued while Timmy loaded up the toothbrush with powder and jammed it into my bum. He kept pushing it further in until only a bit of the handle was left sticking out then he yanked it out. I felt my hole was being torn open and at the same time Andy had pulled on my balls and cock. I screamed again which made them laugh more.

"Let me have a go at that," begged Andy.

"Sure," said Timmy with a smile. I begged them not to and told them how much it hurt but Timmy threatened to get his dad and tell him I wasn't letting them clean me. I knew by now that that would only get me more punishment so I had to stand there and take it. They changed places and this time Andy jabbed the brush in and Timmy worked on my balls and cock then the double pull took place. I screamed and begged them to stop. Timmy then slapped me on the curves of my cheeks where I had touched the hot water and it was like they were sunburnt. the pain was much more than the couple of slaps should have hurt. "OK rinse off you don't want to be late for Dad do you," he smirked.

After I had plunged back into the cold water they let me get out and clear up the mess they'd made, then let me dry myself and go and get dressed. They escorted me downstairs to where Dad was waiting.

"All clean is he," he asked with a smile.

"He is now Dad but he was filthy so we had to use Ajax on him to get him clean. I don't think Jane's washing him properly," Timmy said.

"Well perhaps you better do the job more often then son," he replied

"Sure thing Dad I don't mind helping my little brother keep clean but I could do with a hard bath brush to get the dirt off," he grinned.

"Thanks son, I'll get one when we're shopping. Well we better get going we've got a lot to do. See you both later for the fashion show." he said.

We drove to town in silence with me feeling sore and itchy from the scouring powder and my bum cheeks tender. He parked near the tailor's shop we had visited before and we got out and entered the shop. The tailor was there from last time but this time instead of the shop being empty there seemed to be a lot of men looking around.

"Hello sir," the tailor greeted my stepfather, "I'm pleased to say that we've managed to get everything you ordered. I think it should fit but we should try it on the boy to make sure."

"I think you're right," Dad agreed.

"The only problem is Sir as you can see I have a full shop at the moment so I can't really come out the back to the changing rooms to serve you and leave out here unattended."

I was pleased to hear that as I hadn't liked the way he had handled and pawed me last time when he had measured me but my smiled ended before it had really begun when I heard him add, "Would you mind if we did the trying on out here then I can serve anyone else while we're doing it."

"No problem at all as long as these gentlemen don't mind," I heard my stepdad say.

The tailor addressed the men in the shop, "This young man has come in to try on some new clothes which will take quite a lot of time so if there is no objection from you to having a naked boy in here we are going to try them on here out in the shop so I can deal with anything else any of you want."

All the men quickly said they had no objection so dad told me to strip. I could feel everyone's eyes on me and I found myself frozen to the spot. "Get on with it boy," ordered Dad and I knew he was getting angry but I couldn't strip in front of all these men. The next minute I felt him grab me and as he sat down on a nearby chair he pulled me across his knee and in one movement pulled down my shorts and briefs and started to slap my burnt bum. Within a few minutes I was crying as he slapped away asking me if I was going to be obedient from now on. In between the cries and tears I sobbed out that I would. He put me back on my feet and told me to get stripped. This time I obeyed removing the briefs and shorts and then took off my sandals and socks and then my T-shirt. Once again all I had achieved was to earn a sore bum and not stopped my humiliation.. By the time I was naked Dad had got a leather belt off the tailor and told me to go and apologise to each of the men in the shop for disturbing their shopping and ask them to give me a whack with the belt. I hesitated for a moment but as he went to grab me again I promised to do it.

He walked with me as I went from man to man making my apologies and bending for the belt. No one refused my request for a whack and most really put their full weight into it, they were all smiling and I hated the way they looked at me as I stood in front of them apologising. Dad insisted I stood with my hands at my side and looked into their faces as I said how sorry I was to disturb them. Their eyes roved over my body and one asked how old I was and commented on my lack of hair down there. Dad made me lift my arms to show I had none under them as well. The man then said well he is a little boy for his age and actually put his hands on my cock and balls. I pulled away but Dad slapped me hard on the bum and made me stand there while the man examined me. "When he had finished he said, "Bring him down the surgery sometime and I can give him a proper examination". That's how I met my doctor. Unfortunately I was to see him many times over the next few years and it was always at least as embarrassing as this first time, usually much more.

The fifth man we got too greeted my stepdad warmly and I was introduced to him as Mr Pope a teacher at my new school. I was told he taught music and English and also gave piano lessons something I was to experience shortly. At the moment all I could think of was the shame of a schoolteacher of mine seeing me naked and about to hit me on my sore bottom with a belt. His whack wasn't as hard as some of the others and we moved on.

My dad seemed to know several of the other men and the final man, the twelfth, turned out also to be a teacher at my new school. His name was Mr Palmer and he was the games master. I now had met two of my new teachers in what I considered the most embarrassing of situations. Mr Palmer also gave me the hardest shot of everyone there. I vowed to try and keep out of trouble at school with him as I didn't want to experience more of those. A vow I was unable to keep over and over again. My father took me back to the counter and lifted me on to it and that's where I stayed on display like a tailor's dummy until they were finished.

Why I had to be naked I don't know as the first thing I was asked to put on were some socks for school, there were grey ankle socks and knee length socks with bands of blue around the top which I was told were the school colours. I tried on a pair of each, first the ankle ones then the knee ones which I was told to leave on. Next I was given a white school shirt to try on. It had short sleeves and only came down about an inch below my belly button so my privates and bum were not at all covered. Next I was given a tie in the school colours and a grey jumper also edged in blue. The jumper also only came down as far as the shirt. Finally I was handed a blue school blazer with a badge on and put it on over the jumper and shirt. It was only fractionally longer and my bum was still fully exposed. What I must have looked like standing there on top of the counter dressed as a schoolboy who had forgotten to put on his pants or trousers. I was made to turn round so they could look at me from all angles. Several of the men came over and had a closer look.

Finally the tailor produced a pair of shorts and I was told to put them on. I was delighted to obey. The material seemed very thin and I had quite a struggle pulling them on as they were very tight. they had a high waist band which came up to above my belly button, there was a button to fasten the waistband but no flies. There was hardly any leg on them and as I looked at myself in the mirror I saw they hardly covered my bum cheeks. If anything once the top was covered by my jacket and jumper it looked as if I had a pair of schoolgirl knickers on rather than boys shorts. Mr Pope and Mr Palmer came across and smiled, they congratulated my father and said he thought they would be a real hit at school. They suggested I should bend over to see they wouldn't split when I did. I bent over and felt the shorts tighten on my backside the next thing I knew was I received a mighty slap on my cheeks, I yelped and shot forward and would have fallen off the counter if my stepdad hadn't caught me. "Yes he won't get much protection from them," said Mr Palmer, "Although I prefer nothing at all when I punish". Mr Pope was running his hands over me both front and back, "Yes you can feel everything, they're just like a second skin".

"There are two pairs like that Sir," the tailor told my stepfather, "You'll notice the hem is reinforced so it will show if he pulls it up to pee like you requested."

"Good," said Dad, "Dave whenever you go to the toilet you are to pull the shorts down to pee not pull your willy out of the leg. Do you understand? As Mr Davis says the shorts will show if you disobey and then you will be punished."

"But everyone will see my pants," I worried.

"Only if you are wearing some," he laughed nastily.

I was shocked, "But they'll see my bottom if I don't," I whined. the thought of having to display my bare bum every time I wanted to pee was horrible. The only boys I had ever seen doing that were about 3 or 4 years old and I could imagine what the other boys would think unless they all had to do it. "Does everyone have to wear shorts like this at school," I asked hopefully.

"No I don't think I know anyone else who has a pair quite like them," laughed Mr Pope.

"And then here are the punishment pair," said Mr Davis.

The pair my stepdad was handed at first glance looked the same but he rubbed his hand inside them. "Excellent," he said, "Take those off and fold them neatly. This pair as Mr Davis says is a punishment pair. You will have to wear them if you don't look after or you complain about having to wear your other ones or if you forget too pull those one's down when you pee." After I had folded the other shorts he handed me the punishment ones. I pulled them on the first thing I noticed that inside the hem of the legs was a really rough material that scratched as I pulled them up, once I got them in position I noticed the seam running down from back to front had a rough rope in it which ran down the crack in my bum between my legs separating my balls and running across my cock. The shorts were if anything even tighter and so the rope was really digging into me, front and back, and boy was it rough. I was then required to bend over, do squats and run on the spot. Every movement made the discomfort worse and the thought of spending a day in them was horrific. On being questioned by my stepfather I vowed to never do anything that would require their use. All he said was we would see.

I was relieved to be allowed to remove them and hand them to Mr Davis who put them with the others. Next I tried on a pair that were more like a mini-skirt which had recently come fashionable for girls. Again they hardly came below my cheeks but this time the legs were wide with a narrow strip between my legs. "I have 4 pairs like this for general use, 2 in light brown and 2 in the grey that can be used at school if you wish for a change. They also had no flies but I wouldn't need to pull them down as my balls and cock were hanging down very close to the hem.

Next he produced a pair of leather shorts with a lot of buckles and straps on them. There are 2 pairs like this and they can be adjusted to tighten different areas. The extra bits we talked about are in the bag as you requested. I didn't have to try those on and I wondered what he meant by extra bits but was too scared to ask.

Next I was made to take the School Blazer, Jumper and shorts off and was given a brown suit with matching shorts like the first school shorts. "This is for best," Dad told me, "And the same rules about peeing apply".

"There is a second pair of shorts to go with that jacket Sir," Mr Davis informed him.

"OK strip again," Dad said. I did as I was told this time without arguing although as soon as I did a man came over to ask a question. He spent the whole time staring at me I'm not sure he even heard Mr Davis' answer.

Mr Davis and Dad then looked through the pile of clothes most of which they decided I didn't need to try on although Dad asked MrPalmer to look at some shorts which were for play but Dad thought might do for gym as well. They had an elasticated waistband and there were no sides to them and the front was a small v which disappeared between my legs into a narrow elasticated band joining the back piece in the middle. That was the only join except on the waistband and the back piece was shaped only slightly larger than my cheeks and flapped as I moved. This left my legs completely bare and showed my bum cheeks when I moved.

"Well," Mr Palmer said, "Lets see how they do. Why don't we have a gym class in the shop here and we can vote on whether they are suitable".

I was made to get down and exercise. I had to do star jumps, press ups, burpees, and sit ups. then I had to do sprints. The other men cheered me on and I got lots of encouraging slaps on my bare skin. Then we did wheelbarrow walking and I was the wheel barrow. Mr Pope did the driving and his hands kept creeping over my front and rubbing me. When they had finished while I got my breath back they all agreed that they were perfect for me to do gym in and Mr Palmer agreed but he said I would need some proper shorts for rugby or I would be losing them during the game but they would also be fine for athletics.

Mr Davis said there were 2 black pairs, 2 blue pairs and 2 red pairs of these so there were plenty for gym and play. I had to take them off. Next I was given a little triangle of leather with a strip of leather at each corner. "This is for those times when you don't want him to wear briefs but don't want his bits dangling especially when he grows a bit more down here," he said giving my cock and balls a squeeze. I almost pulled back but the look from my stepfather told me I would be in trouble if I did so I had to just stand there while he felt and squeezed me continuing as he fastened it on me with one strip coming between my legs and having one of the other strips threaded through the loop on the end then the other two bits were tied on my side. My willy and balls were just about covered but the leather strip cut between my legs and cheeks. I thought it was going to really hurt if I got bigger down there.

The last item was I informed also for play. Again it was made of leather but this time there were two bits for the front and back which just hung down from a leather strip that went round my waist. I realised it was like what I had seen Red Indians on the telly wear but it left a lot more of my body exposed than theirs did. There was a waistcoat to go with it but it only came down to my belly button and it didn't do up in fact it left most of my front bare, including my nipples.

"Here is the punishment loin cloth Sir," said Mr Davis offering a similar item to my Dad, "See how the lining is laced in, that means we can replace it at any time it loses its roughness and the holes at the bottom means the front and the back can be pulled together to get more contact with the body. It also covers more of the skin"

"Very good," my Dad said, "So Dave the same rules apply any moaning about wearing the other one will mean you'll wear this one. Put it on and see how you like it."

Reluctantly I did as I was told. the leather front and back were lined with coconut matting and it itched straight away. I was lifted down and told to run around and play in the shop. I didn't really know what to do so I ran around a bit. The thing itched me front and back. One of the men suggested I should be crawling around like a real Red Indian. Soon it was decided I should have to crawl and creep up on a couple of the men who I was told were cowboys. They stood looking at a display and I was told to surprise them. So slowly I crawled along the floor from dummy to dummy and display to display. Of course I had no chance of surprising them because they were expecting me but anyway the itching leather loincloth made it hard to do quietly anyway. Just as I was about to leap on them they turned and captured me. Quickly I was made their prisoner and tied up and they all decided I needed to be tortured. Once again I found myself across a man's knee and the back of my loincloth was turned back and their hand started to slap down on my bare sore and irritated cheeks. When one had finished his turn the other took over but he got the first man to keep me on his knees and hold me. while he was slapping me with one hand his other was rubbing the front piece against my cock and balls. By the time they had both finished I was sobbing again. I was then untied and the loin cloth taken away.

My stepdad paid the bill and chatted with Mr Pope, all the time I stood their naked and crying. I was told to put on a pair of the gym shorts and a play shirt and sandals, no socks and no underwear. After he had said goodbye we left to buy the bath brush and then returned home where I had to show my family my new clothes. I spent the afternoon in front of my mum my three stepsisters, Timmy and his friend Andy getting undressed and putting one item on after another. They all thought it was highly amusing and Timmy and Andy said they would take me out to play with their friends. Dad said that was very nice of them and he had been going to suggest that as he didn't like me moping around the house on my own. I kept my thoughts to myself but I was worried about what games they would play. I also knew I wasn't looking forward to going to my new school.