Academy For Miscreants - Guilty Pleasure Pt1

[the_girls_caught_me]

Academy For Miscreants - Guilty Pleasure Pt1

It was the height of embarrassment. My stepsister Elizabeth and her two friends Catherine and Victoria had caught me masturbating and all three had told my stepmother, Penelope. After weeks of obsessively asking me awkward questions about masturbation, like: whether I did it, and how many times, I finally succumbed one hot afternoon. I had been outside with them as they sunbathed, of course, and couldn’t help myself! Obviously they planned it because they said they were going to the shops to get some drinks and leaving me alone at home. As soon as I heard the front door bang shut I rushed to my room and I started to masturbate. It felt so good especially as I thought of the three of them. Suddenly my bedroom door was flung open and all three of them to burst into my room to catch me in the act. I tried desperately to cover myself or do something but I was shaking with a mixture of excitement and fear of being caught. They were beside themselves with laughter when they found me out, and went running straight to Penelope putting on a make believe act of being shocked by my behaviour. She was furious when they told her and to make matters worse she confronted me in front of them. While she was lecturing me about the evils of masturbation Catherine and Victoria tutted their disapproval and Elizabeth stared at me in her evil way that she has. I was confined to my room for a few days while Penelope, ”Thought of appropriate measures”.

On Tuesday at breakfast she informed me that I was going to be put into a special school.

“I hope you’ve told them what we caught him doing?“, smirked Elizabeth.

“Yes Elizabeth, I have, and as a matter of a fact and they are proficient in dealing with such problems. I have spoken to Miss Tamsin at Miss Paxton’s Academy For Miscreants on the telephone and she assured me that after six months boarding with her, you will be a changed boy. Hopefully by that she means to discourage your dirty habit as well as give you some decent schooling", said Penelope.

My stomach churned as I thought about what Penelope must have told them there. I looked at Elizabeth who was grinning back at me.

“I have packed some things for you to take with you and booked your ticket on the train that leaves this morning. Here is the address and a map, it‘s not far from the station, now run along and get your bag.”, said Penelope.

I left the table and went to my room there I found a bag and I picked it up and took it downstairs. Elizabeth was standing in the hallway with her arms folded.

“I can’t wait to tell Catherine and Victoria the trouble you’re in”, she whispered to me. “They are going to LOVE it! We’ve enjoyed teasing you and to know this is the out come is hilarious! We all KNEW you were a little wanker.”

The train journey was about one and half hours, and when I arrived at Leamington I took out the map and saw that the house was a few streets away and started my walk. Once I found it I walked up the steps and rang the bell. After a while the door opened and a young girl appeared.

“Are you Steven ?” she asked.
“Yes”, I replied.
“Come in, Miss Tamsin is expecting you.”.

She motioned for me to enter and I walked in and she closed the door behind me bolting it shut. She was wearing a white blouse with a long black skirt and she had long brown hair “Follow me”, she said. She led me down the hall to a door which she knocked on. “Come in”, a voice within said. “Wait here”, said the girl. She walked into the room I could hear them talking but couldn’t make out what they were saying. Then the girl came back to the door.

“Miss Tamsin will see you now.” she said.

I opened the door to find Miss Tamsin sitting behind the desk looking down at large book in front of her. She was in her early thirties with blonde hair pinned up. She was wearing a cape which had holes in it for her arms to poke through. I found this a strange outfit to be wearing - it was as if she was hiding from me what she had on underneath. She remained seated as I stood there with my heart pounding waves of embarrassment coursing through my body as I wondering what sort of evil things were going to happen to me.

“So you’re Steven are you? Your stepmother Penelope has told me all about your dirty habit. As she has probably told you I am well accustomed to dealing with boys such as yourself who can’t leave themselves alone.”

I could feel my face burning and going red.

“So, I see I have embarrassed you. Well that’s something you’re going to have to get used to now that everyone knows what you’ve been doing. I have a certain way of working Steven ", she continued. “First you will be stripped to the waist at all times. Now take off your shirt and give it to me."

I did as I was told. I unbuttoned my shirt and took it off I handed her the shirt which she took off me and put on the desk. I felt myself becoming excited to be in a semi undressed state and yet at the same time a shudder of terror ran through me as I looked at her staring at me in silence.

“Good. How do you feel? I like my boys to feel a certain mount of unease when they are dressed this way.”

She then reached to a drawer and pulled out a strange belt. At the front was a fixture with a cage and two padlocks on it.

"This is a chastity belt especially designed for masturbating boys like you. It fits over your privates and will not allow hands to wander. Drop your trousers and pants - then put your hands on your head and keep very still… I need to fix this to you now.“

I did as she said but of course my cock sprang to attention as I pulled my pants down. I stood motionless with my hands on my head as she asked. She got up out of the chair and as she did so her cloak fell open but I still couldn’t quite see what she had on underneath. She fitted the belt to me “tutting” as she did it.

Once it was in place she stood back and looked at me. “There are two padlocks on the belt and I have both keys.” As she did this she flicked her cloak off to reveal that she was wearing just a lacy dark purple bra and pants. My stomach flipped and she smirked at me.

“I thought you might like what you see! We’ll be giving you a very unique form of punishment here at The Academy. Very unique indeed. Seeing me like this is just one of many tests you will be given Steven !“

I looked at her standing in just her bra and pants I looked her up and down. She had a fantastic body. Around her waist was a chain which had quite a few keys attached to it. She took the two keys and added them to the chain.

She walked towards me and began to rub her hands over my back, chest, stomach and thighs. My cock strained in the cage. While she did this I had to stand with my hands on my head with out moving.

“Now stay very still… I have to make sure that the device isn’t painful for you. Obviously you will be uncomfortable but that’s one of the reasons why you’re here - to experience that uncomfortable feeling until I decide it’s time for your release.“

“Relea- - ?“ I began to say.

“Silence. Do not speak unless I ask you a question. You will be permitted release when I see fit. When I decide that you can have release one of my maids will masturbate you to a glorious orgasm. But you have to EARN release, Steven !”

She walked back to the desk and looked back down to the book which was open in front of her and picked up her pen.

“Now I have a few questions I’d like you to answer, boy. First ,when did you last masturbate?”

I was taken aback and obviously she could see that in my face.

“Come along - when did you last do it?”

I thought for a bit, my mouth was dry. My heart was pounding and I was trying to take everything in.

“The other afternoon”, I replied.

“AFTER you had been caught?“ she asked.

“Yes, miss”

She tutted and looked at me.

“You had been caught masturbating and yet you continued to do it while awaiting your punishment? Well, well, well I think I’m going to have a tough time with you. I‘d like to know why you did it? And don‘t just say ‘Don‘t know miss‘ because that‘s not GOOD ENOUGH!”

I could feel my face getting red and a weird feeling of excitement and embarrassment rising in me. I was excited being there dressed like I was and seeing her made me even more excited… but at the same time a feeling of dread was creeping through me as I began to wonder what was going to happen to me.

“It was the afternoon and I could hear Elizabeth and her two friends talking and laughing about catching me… and I don’t know… I just…”, I didn’t finish my sentence. Miss Tamsin smirked at me.

“You were excited that the girls were talking about you and decided that you’d abuse yourself. Did you enjoy it?”

“I…erm“

“Well it will be the last time you get to commit such an act for quite some time I can tell you, boy”

With that she started writing more notes in the book, then she looked up.

“During the day you will wear that cage. It will be washed in the evenings, and then at night I have two devices you will wear in bed. My girls and I have devised them. Allow me to describe them to you. You will wear these cuffs at all times as they fit with the devices. First there is the Miscreant's Belt. It's a wide leather belt fastened tightly around your waist. On each side is a clasp upon which your wrist cuffs are attached. It is therefore impossible for your hands to wander. Second there is the Teenage Boy Tamer. I have hooks fixed to the head board of your bed to which the cuffs can be attached. I think it is a little unfair to expect you to sleep in the same position every night so I alternate them.”

“You will notice that I have my girls to help me in my work. First - you are not to talk to them unless you are spoken to by them first, do you understand?"

"Yes, miss" I replied.

Then she fixed a stare at me. "Part of your training here will mean that you will be in - shall I say - close contact with them. They have been trained to test you and they will test you at all times. They will tease, tantalise and torment you! This is all part of the training Steven . Nearly every minute of your day will be spent in their company and they will try their utmost to keep you in a CONSTANT state of excitement“

What was this place - I thought to myself.

“Finally. I want to make something very clear to you. I run the Academy very, very strictly. If you do well you will be allowed release at regular periods. This will ensure that you enjoy your release and that it doesn’t become something you merely do when you are bored. Even though we use the devices I must make you aware that if at anytime you masturbate yourself you will be severely punished. Each morning and at random times of the day the girls may inspect your room and try to find evidence of masturbation. If they find something they are rewarded - therefore they try very hard to find something. Remember what I have said - my girls will test you , they will tease, tantalise and torment and keep you in a CONSTANT state of excitement. In other words you MUST NOT no matter what happens, no matter what opportunities arise, and under any circumstances MASTURBATE! Do you understand?“

“Yes, miss” I said with a shudder.

“If the girls do happen to find evidence of your masturbating you will be put on trial and sentenced. For the most severe offenders have a third device to use on these occasions. My third and final device is one which I hope you don't have to experience".
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