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Dear Mistress Harley
 
Here is my latest story as promised. Please do what you like with it. I hope it is not too long.
 
With great respect.....
 

 
 
 
DISCIPLINE
 
 
The height of discipline, of course, is when the sinner subjects himself to it. When he seeks correction for his bad behaviour. When he, more or less willingly, confesses his naughtiness to his disciplinarian and asks for punishment. Boys being boys this is a difficult state to attain both because the drive to misbehave is so strong and because the normal trend to deny guilt and to avoid the pain of punishment is bred into the boy by his culture. As the boy becomes a teen the sins start to be of a more embarrassing nature and at the same time, the rejection of the legitimate claims of family authority rise to the fore. Repentance is not easy; even for Stephen who dearly loves his Mommy and desperately does not want to upset her. But Stephen has certainly been naughty and now he turns to Mommy to help him regain his feeling of being loved and respected in the world.
Imagine Mommy’s surprise on Friday evening when she comes into the living room to find her dear son standing of his own accord with his nose against the wall and wearing only his hated rubber punishment panties. In her heart genuine alarm mingles with anger and astonishment. She goes to stand beside him and unconsciously strokes his young butt where it proudly stretches the rubber material. Her heart skips a beat for another reason...Stephen is a good boy and she rarely has excuse to spank him anymore; a dark pleasure she would like to indulge more often.
"What have you been up to Stephen?", she asks. "I’ve been naughty Mommy!" he blurts out and hangs his head with shame.
"At school? In the Mall?" "No, Mommy. At home!"
Mommy is relieved. Her boy is basically a good lad if somewhat socially isolated. She can deal with this herself. There will be no parades of teachers or policemen to come between her and her darling boy. No-one to criticise her methods.
"So what have you done, young man?"
"I can’t tell you Mommy. I’m really sorry. I won’t do it again!"
He is really ashamed, it is plain for his mother to see. But, she needs to know what he has done and he needs to tell her.
"You must tell me Stephen. Otherwise you know what will happen. Mommy will have to fetch her paddle and you will be over her knee for spanking time."
Stephen wants to tell; he really does. However, the enormity of what he has done stops him.
Mommy leaves Stephen with his thoughts and fears. She knows only too well the power of waiting time. Stephen will be imagining the rise and fall of the little leather paddle and the gradual increase in heat of his bottom. Mommy is imagining the bounce of the paddle on the rubber clad butt, the reddening of thighs and buttocks, the squirming of the boy and, sometimes, embarrassingly for him, the erection of his cock as the punishment panties slide over her stockings.
After a pause to gather her thoughts and take off her skirt, Mommy goes back into the living room carrying the paddle. She puts it on the sofa near where she intends to sit. She calls Stephen over, sits down and motions for him to take his position over her thighs. Like the good boy he is he folds his right arm behind his back so that she can take his wrist in her left hand and pull it up, thereby pinning him down. It has been six months since she last paddled him. She breathes deeply. Too long. She reaches for the paddle eagerly.
Mommy paddles Stephen’s rubber covered bottom sharply to warm it up. However, she soon turns her attention to his thighs. They do not have even the minimal protection of the panties and thus can be made to sting much more. In addition, being the experienced disciplinarian that she is, Mommy wishes to ‘save’ her boy’s buttocks for the loving kiss of the cane. As she paddles she encourages Stephen to tell her what he has done - but for a long while he can only stop and start. The enormity of it is too much. But, at last, and haltingly, it comes out.
Stephen was looking at porn sites on the web. This got him somewhat excited and thus less cautious. Whilst Mommy was out, he went into her bedroom and rifled through her lingerie drawer. He pulled out a pair of stretchy, shiny black panties and admired the way they looked with his hand pushing up inside them. Eventually, of course, he had to go further. A quick strip of his clothes and, with his heart beating violently, he pulled the panties up over his hips. And over his now erect cock. What could happen next but that he must stroke his cock, encased in the panties? And then, Oh, disaster, he felt himself coming! Far too fast for him to drag the panties off. Sin of sins. Stephen had been playing with himself and had soiled his Mommy’s panties.
Mommy is a little shocked. She sits awhile with the paddle resting on Stephen’s scarlet thigh, thinking. But after all, he obviously is a bit of a sissy boy. So why the surprise? However, it was a bit of a cheek to try her panties on. He will pay for that, alright!
Mommy puts the paddle down and tells Stephen to get up and kneel between her stockinged thighs so that she can look into his shame-filled face. He has really been naughty this time, she tells him. What did she tell him would happen when next she caught him playing with his little cock like a baby? He does not remember, he claims - although it is all too clear that he does. Well, she will remind him. He will spend the weekend back in diapers and rubber panties and will have a good caning. In view of the intrusion upon her personal privacy, he can expect the caning to be strict and prolonged. She holds him close and cuddles him but is quite unmoved by his frantic pleas for forgiveness. Forgiveness may come, she says, when his bottom has paid the price for his naughtiness.
It is back in the corner for Stephen. When Mommy has the changing mat ready, she calls him over and tells him to take off his punishment panties. Protest as he may, he is made to lie on the mat. At first he tries to resist but Mommy sharply tells him off and slaps his thigh.
Mommy pulls the diaper up sharply between her boy’s legs. She folds over the side pieces and fixes them tightly to the crotch piece. She looks at Stephen’s face. He is trying to hide it with his hands - so ashamed is he. Mommy picks up the lovely crinkly rubber pants. She adopts her sternest voice.
"Now Stephen, I am going to put on your rubber panties. If you resist anymore I will strap your legs until you let me continue. You have brought this on yourself. If you must play with your little cock like a baby, you will have to wear diapers and rubbers."
He does not answer. One leg at a time she pulls the panties on and up, telling him to lift his bottom so that they can be smoothed over the diaper-covered butt.
Mommy is a determined disciplinarian. She knows that in order to keep Stephen in diapers all weekend she will have to break his will to resist. She straps his hands together so that he cannot interfere with his panties and diapers and tells him he will have to stay in them for now until he does his baby pee-pee in them. Stephen is mortified and tries to argue with Mommy, so she puts a large gag in his mouth as a pacifier and tells him to sit down and do his pee-pee. He will be doing this all weekend, so he must get used to it.
Stephen tries at first to resist. From time to time Mommy feels inside his panties to see if his diaper is still dry to his immense shame. Mommy now has him psychologically exactly where she wants him. The waiting for the cane will be prolonged for just as long as he tries not to wet his diapers - and in the end he will have to wet them. At last he gives in and does his pee-pee. When next Mommy checks she teases him for being just a little baby and having to wear diapers. She lets him sit in his wet diaper for a while but she also wants to get on with his discipline so at length she sends him over to the changing mat and cleans him up. Then it is a crisp order to him to take himself to the punishment bench and to lie in position on it.
 
 
Mommy feels more alive than she has for some time. Her whole body is tingling with anticipation. Stephen has been very naughty, utterly disrespectful to her and is expecting a good whipping. He will certainly get it, love him though she does. Having bought a cane, she intends to use it properly to discipline her son. To do anything less would be stupid. It would make as much sense as buying a toothbrush for him when he was little and then not using it vigorously to clean his teeth. She has decided that for the first time he should be strapped down to be caned as he lies face down on the bench. Mommy always puts on more formal clothes for a real caning, so she is wearing a tight leather skirt and white blouse along with her stockings and high heels. Stephen can hear her move around the apartment as the heels clack on the floor, as Mommy knows. It adds to his already almost frantic anticipation. She has stoked this by telling him she will cane him with her new and most severe cane, which he has not felt before. Now that he is a bigger boy she has bought a senior cane because she thinks the need to use it will increase. She introduced it to Stephen a couple of weeks ago and in a moment of jollity labelled it Mr. BigBoy. Stephen’s squirming discomfort when she showed him the yellow rattan with the label taped on it was quite obvious. She has thoughtfully placed Mr. BigBoy on the table in the room with the bench so that Stephen can look at him.
At last she feels the time has come. Going into the living room she picks up the cane and approaches her dear, but naughty boy. She stands in front of him so that he can take in her skirt, the cane in her hand and her long, beautiful legs. He adores his Mommy as she knows.
"Well, young man. What have you got to say for yourself?"
"I’m sorry Mommy. Really I am. I really did not meant to upset you!"
"I’m afraid you have upset me Stephen. I hoped you were more mature and could be left to do your chores and homework. It seems you will need to stay in diapers and locked in plastic pants whilst I am away. Unless Mr. BigBoy can teach you better habits. Do you think he can, Stephen?"
Stephen is desperate to be forgiven and trusted again. "Yes, Mommy Mr. BigBoy will teach me to be better. Please don’t be angry with me Mommy! Please cane me!"
"Well Stephen, we shall see!" says Mommy.
Mommy moves around to stand on Stephen’s left. She lays the cane ever so gently on his quivering bottom to make sure of her range. She lifts its tip over her shoulder and flicks it down across his buttocks. Stephen tenses along his whole body and lets out a sharp hiss between his teeth. Mommy sighs with satisfaction - and quietly raises her cane again.
We will draw a curtain down over the next half hour. For the boy it is the longest half hour in his life. Mommy is an expert with the cane and uses it slowly so that each stroke can be felt fully. She also scolds the naughty boy relentlessly. His shame builds until he is sobbing with grief at having upset this beautiful mother whilst the agony in his buttocks forces him to beg her for mercy. At last, his bottom being a mass of weals, she does.
And now she is all solicitude for her naughty boy. She must spread baby oil over his stripes to cool the raging pain. She unties his limbs and pulls him to her breast and cuddles him.
"Oh, my poor baby! Mommy had to cane you very hard and your bottom is all covered in nasty stripes. Mommy forgives her naughty boy but he must learn not to play with himself and he has to ask Mommy if he wants to look at her lacy things!"
"Yes, Mommy, I promise I will!"
She hugs him again. "Make sure you do, darling. Mr. BigBoy is going to be with us from now on and needs exercise from time to time. Now you are growing up, Mommy will have to see that you behave really well!"
"Yes, Mommy!"
"Mommy knows that some boys and men like the feel of ladies’ underthings. If you want to try on Mommy’s lady’s things, you must ask Mommy first."
"Yes, Mommy!"
"And now Stephen, go and lie down on the changing mat again. Before Mommy puts another diaper on you she is going to show you what can happen to good boys who tell their Mommies when their little cocks feel like they need to be milked."
It is probably best if we draw a curtain over this scene as well!