THE LADY'S CLUB

BY ZORK2006

[ part 2 ]

Before the first duty call:

When Tommy arrives back home, he quickly checks out his body to see what damage has been done. His ass is red and has obvious cane marks all over it, but luckily no blood. His thighs and legs are also marked but not as badly. Still, he will not be wearing shorts anytime soon. His penis head is very sore although no visible damage can be seen. He applies ointment to his wounds and prepares to go out and shop for his log book. He wants to get that out of the way as soon as possible. He has 4 days to prepare himself for this appointment with Sarah and he needs all the time he can get.

Tommy is out shopping for his book at the local Target and deeply engrossed in trying to find the perfect size and shape. All of a sudden he hears a voice say to him “Wow, so you didn’t waist anytime getting your log book. I am impressed. We must have made quit an impression on you.” Tommy freezes. He knows the voice and spins around to find Becky standing next to him with her shopping cart. He quickly averts his eyes to the ground and bows down as low as possible without drawing unwanted attention to himself from other shoppers. He whispers: “Hello Mistress Becky.” Becky grins and says “Hello Little Boy.” Carry on. Don’t let me disturb you” and she walks away.

Tommy is trembling after he is alone again. He quickly tries to review the encounter in his head to see if he missed any detail that might earn him Demerits. He can’t think of any, but he also knows that he may not be all that familiar yet with their requirements. He can’t believe how quickly these women have transformed him into a subservient person.

After this dangerous encounter, Tommy quickly heads for the checkout with his book. He rushes home and begins to work on modifying the book so that it can be attached to the collar. When he is done, we puts on the collar and log book to make sure it all works together. It’s not perfect, but it will surely do.

On Saturday evening, Tommy pulls out the paper that Sarah gave him. On it, she lists her address, phone number and a few instructions.

1. Be on time!
2. Be clean – inside and out
3. Have the collar on before you knock on my door
4. Fall to your knees as soon as you enter the door

That was it. No other instructions were given – except for the one she gave him at the end of the last meeting – the one about the hair removal. Tommy had already Naired himself between his legs the previous day and was hopeful the result would be satisfying.

Saturday night, Tommy could not sleep all night. He tossed and turned wondering what would happen to him. How long would she keep him. How badly would she punish him. What nasty humiliating things had she thought of.

Sunday morning Tommy got up and took a shower. He cleaned himself like he hadn’t ever before. He washed his ass intensely and even poked his finger up his butt a little, just in case. He brushed, flossed, did the mouthwash and put on deodorant. When he was confident in his appearance, he headed toward Sarah’s house. She lived close by, as did all the ladies, so he was there in a few minutes.

He parked his bike outside her duplex and walked to the front door. He looked around for a sign of onlookers and when he was relatively sure there weren’t any, he put on his collar and knocked on the door.

Duty with Sarah: After a seemingly endless wait, the door finally opens. Sarah is standing on the other side wearing a very feminine, light colored dress. She motions for Tommy to enter. He steps inside and, having rehearsed this scene in his mind countless times, immediately falls to his knees.

“You remembered”, says Sarah “Isn’t that sweat”. “And you’re wearing your collar with your book and you’re on time. Maybe we can make a useful member of the male species out of you after all.”

Sarah walks off in the direction of the basement door and gestures for Tommy to follow her. Remembering that he is not allowed to walk upright, he follows her in a half crawl, half squat combination. He makes it all the way down the stairs, still dutifully following Sarah, when she turns and orders him to “strip and kneel in the center of the room.” Once again remembering the process from the last encounter, Tommy takes off his clothes, folds them neatly and presents them to Sarah who is now seated on an old sofa along the wall of the basement. As in Deb’s house, the center of the room has a square wooden board with four hooks on each corner already set in place. Tommy crawls over to the board and takes his place getting into his “basic” position as instructed by Deb.

“Well done”, says Sarah with a slight giggle. “You must really not want to get punished again.” “Amazing what a little discipline can do for a Little Boy.”

Sarah scans Tommy’s naked body from her seat and says: “Nice work on the hair removal. I think I want you to maybe go a little further for me next time. Your front is still too hairy and so is your rear, now that I think about it. So just get rid of all of it for me.” “Yes Mistress” says Tommy, thinking to himself how he will look hairless and how he can explain this to his friends.

“Ok, so here we are.”, says Sarah. “I guess you are wondering what will happen to you now. Well let me break it down for you. You are here for 2 reasons. First to serve me in anyway I desire and second to be trained to be a Little Boy that can control his undesirable male urges and can treat a lady with respect, honor, and complete devotion.”

“I joined the Lady’s Club because I have always despised boys who are like you. Dirty, nasty, macho, egomaniacs that will do or say anything to get laid. Also, I have a sadistic side to me. I like to see boys squirm – either in pain or while being humiliated.” “So there you have it.”

“Let’s start by getting the formal stuff out of the way.” “Did you masturbate without permission since we’ve last seen you?” she quickly fires this question at him.

Tommy instantly remembers the rule she is referring to. Lucky for him, masturbation is the furthest thing from his mind over the past few days. “No Madam”, he says truthfully. Sarah glares at him intently and follows-up: “Are you sure that is your answer?” Even though Tommy is telling the truth, he is suddenly worried that she knows something he does not. But feeling completely innocent, he reaffirms his initial answer. “Yes, Mistress.”

“Why not?” she simply asks. Tommy is perplexed, but answers: “Well, for one, I have been in too much pain to use my thing down there, and also, I have not really been in the mood since the last meeting.”

Sarah laughs “Well, that makes sense to me.” “I believe you.”

Sarah continues: “Second question – what punishment did you think-up for me?”

Tommy is totally thrown for a loop. He forgot about this part of the instructions. He was supposed to think of a punishment that would suite the Mistresses. He feels the blood rush to his head.

On the fly he makes up something: “I thought of being made to masturbate in front of you and forced to lick-up my own cum.”, he finally says.

“That’s it?” Sarah responds. “That’s totally boring. What the hell am I supposed to do with that?” “10 demerits for your piss poor answer.” In the future, I would do more thinking on this subject. Use the internet for inspiration if you can’t use your own imagination.

“Ok, now it’s time we get to business – my business!”

“Come over here to me and bring me that box from the corner.” Tommy crawls over to the corner, retrieves a plain cardboard box from the floor and makes his way to where Sarah is seated. He puts down the box and stands at attention. Sarah opens the box and fumbles around inside for a moment and pulls out a light blue t-shirt, obviously sized for a child. She turns it around and shows Tommy what is says: “Baby on Board”. “Here put this on.”, she says and hands Tommy the t-shirt. Tommy has no illusions that this will fit, but does what he is told. He pulls the t-shirt over his head and forces his arms through the sides. With great effort he manages to get on the shirt but even after pull as hard as he can, it only reaches down to his navel.

“Excellent!” says Sarah. Next she pulls out a can of Vaseline from the box and says: “Put this in your hair and slick you hair all the way back.” Again Tommy does as instructed. He takes 2 fingers and gathers a big wad of grease and proceeds to rub it into his hair. She hands him a comb so he can finish the style. Sarah gives Tommy an appraising once over and again goes for the contents of the box. She pulls out a red ribbon and holds it out to him. “Tie this around your penis and balls – like a little present.”, she says. As Tommy gets to work tying his ribbon, she continues inside the box.

“As a last final touch, I want you to put on some lip gloss. Little Boys have shinny lips and a rosy complexion so that is what you’ll need, too. Put some on your lips and some on your cheeks.”

Tommy dutifully does what is asked. He feels ridiculous. He is wearing tiny t-shirt, has a red bow around his privates and now is wearing lip gloss on his lips and cheeks. Sarah sits back and admires her creation. “Not too bad.” She says. “Remember all this well, you will have to recreate it the next time you serve me. Plus, at the end of your duty today, you will need to write everything that happened into your log book. I will check it for completeness and grade you accordingly.”

“That brings me to the remaining events of the day. You are mine until I release you. Presumably, this will be sometime later today, but not necessarily. If you don’t finish your chores, or if I am just in a bad mood, you might have to stay longer. I will be giving you various assignments throughout the day. For each assignment, you can earn a possible 100 points. To earn a perfect 100, you will need to perform the assignment perfectly. This means that everything has to be exactly like I want it or else you get deductions. For each deduction, you will get a demerit. So if you manage a ‘C’ average you would get a 70 or, 30 demerits. I recommend you try and get a perfect 100 every time.” “Do you understand so far?” “Yes Madam.”, says Tommy with that familiar frog raising in his throat.

“Your first task is to clean the bathroom down here in the basement.” She points to a door off to the side. “It hasn’t been cleaned in a while and it is kinda nasty. I will give you a bottle of 409 and 5 paper towels. You may not use running water and you may not flush the toilet until I tell you. I want you to get the place clean with the 409 and paper towels. Also, I want you to collect each hair that is in there in a neat little pile. If I find a single hair anywhere that is not in the pile, there will be deductions. When you’re done, I will come in a grade your performance. If I find a job that is less then a 90, I will not only give you the demerits, but you will be ordered to eat the hair and the paper towels as an additional punishment.”

Tommy swallowed hard at this last piece of information. How is he going to clean an entire bathroom with just 5 paper towels and a bottle of 409? This day was starting off worse then he had feared.

He enters the bathroom equipped with his meager supplies to find a small, relatively poorly lit cellar bathroom. It is indeed in need of a cleaning. The toilet has mildew in the bowl, the shower tub has soap scum and mildew, and the sink is covered in hair and a mixture of various beauty product residue. The floor, which is all tile, is also covered in hair and drippings of the same type found next to the sink.

Tommy starts with the sink. He figures he will use 1 paper towel for each major fixture and hopes to have 1 or 2 remaining as backup if needed. He sprays the 409 in the sink and begins to scrub. Hair clumps together under the towel and he remembers that he is supposed to collect the hair separately. He pulls the hairs from the towel and stacks them on top of the water tank of the toilet. He decides to collect as many hairs from the rest of the room as possible first to make room for the scrubbing. It is a nasty task. There are thousands of hairs all over. He knows he can’t allow himself to miss a single hair if he hopes to score a perfect 100, but even worse, we dreads the thought of being made to eat all this hair if we fails the task miserably. He is on his hands and knees looking everywhere for a sign of an illusive hair. The pile on the commode has reached the size of a grapefruit. The hair seems to be a combination from various donors. Some hairs are short, some long, some with a reddish hue (obviously from Sarah) and others blond.

Nearly 45 minutes pass and Tommy is relatively pleased with the state of the bathroom. It would be nice to rinse the fixtures with water to get rid of the 409 residue, but it looks presentable. The biggest remaining potential problem is the mildew in the toilet bowl. That stuff is tough and won’t yield to the paper towel. Out of fear and desperation, Tommy uses his fingernails to scratch the stuff off as best he can.

Finally, after about an hour, Tommy thinks he is finished and crawls over to the door to alert his Mistress that he is ready. Sarah is seated on the sofa reading a book and sees Tommy kneeling in the doorway of the bathroom. “Are you ready?”, she asks. “Yes Madam”, says Tommy and starts to feel weak in his knees in anticipation. “Ok, I will check out your work. It sure did take you long enough.”, says Sarah.

She walks into the bathroom and makes and initial scan of the room. “Not bad at first sight.”, she says. Next she inspects the tub closely and nods in approval. Tommy is feeling a little more confident now and starts to hope that maybe a 100 is not impossible to achieve. Sarah moves on to the sink and still has noting to say that would indicate a mistake. She looks down at the toilet and smiles as she says: “I can’t believe you got that mildew off. Good job!” Tommy is elated. He can feel the 100 already. She looks at the pile of hair on the water tank and the 5 used paper towels and once again nods in approval. Just as he starts to feel home free, Sarah opens the vanity drawer that Tommy had totally failed to see. She looks inside and steps back. “What the hell is this? The drawer is still totally filled with hair. “Are you out of your mind?” Tommy almost passes out when he realizes what he has done. He missed the drawer completely. Who knows how many hairs are in there. Good God, he is screwed.

Sarah pulls the drawer out completely and starts to drop its contents on the floor one by one. Finally the drawer is empty and all that remains is the hair and various other dusty debris.

She sits down on the commode and says: “Let’s count and see how deeply you’re in trouble.” She starts to pull the hairs out of the drawer one by one. When she reaches 9, Tommy starts to shake because only 1 more hair will mean the worst case is going o happen. After all is counted, there are exactly 22 hairs in the drawer. Tommy is devastated. That means 22 demerits and a meal made up of hair and other nastiness.

Sarah orders Tommy over to her. “Kneel in front of me she says.” Tommy comes over immediately. “What did I tell you would happen if you did not get a least a 90 on this task?” “Mistress said that I would have to eat the hair and the paper towels, Madam.”, says Tommy with a shaky voice. “Yes, that’s right. And I hope you’re hungry.”, says Sarah with a grin in her face.

“Open wide!” Sarah takes the pile of hair and rolls it into a tight ball about the size of a golf ball. She shoves it into Tommys month and tells him to chew and swallow. Tommy tries to do as he is told, but the chewing doesn’t get him anywhere. It only loosens the ball into a nasty tasting fur ball. She watches him intently as he struggles to get down the hair. Finally he swallows and the clump slowly slides down his throat, although numerous hairs still remain behind and irritate his throat.

“If it makes you feel any better, the hair all came from women.”, said Sarah as she continues to watch him. Strangely enough, this information does make Tommy feel a little better. The thought that men’s hair was included worried and revolted him even more.

Sarah makes Tommy open his mouth to prove that the hair is gone. Once satisfied, she reaches for the paper towels. “Ok, here is desert.” She holds up the first paper towel, which is all brown and wet from the cleaning and shoves it into Tommy’s mouth. The taste is horrible. It is a combination of soap, perfume, and other unknown tastes. He gags. Sarah holds up her finger and says: “That would be a very bad idea.” Tommy does his best to swallow the towel. He gets through the first 4 and only has 1 to go. Sarah picks up the last towel and notices that it is still clean and dry. She says: “This will be hard to swallow – let me help you out a little.” She proceeds to moisten it with a big spit wad and then places it into Tommys mouth. After having to eat the 409 covered towels, this spit covered one was actually pleasant. To his shock and amazement, he suddenly realizes that he is becoming what the Ladies want him to become. A total women worshipper. The fact that having to eat a spit covered paper towel almost feels like a relief to him is incredible.

Sarah stands up and walks out of the room. “You now have 32 demerits. You will get to work them off later. For now, pick that crap off the floor and put it back into the drawer and then follow me for your next task.”

Tommy follows Sarah back into the basement’s main room. She points toward center of the room where the square piece of wood is still lying. “Over there.”, she says. Tommy gets into his standard position and waits anxiously for what’s next.

“As your next task, I want you to pre-clean some of my laundry. Mistress Taylor gave me the inspiration for his last week.”, she says smiling. “I want you to go over to the laundry basket and pick out all of my panties. It is so hard to get the crotch area clean in the wash, so I want you to pre-clean them for me. You may use your mouth and a bar of soap. That is it. It you start to run completely dry, let me know and I will provide you with more moisture, but I think you understand that it won’t be water.”

Tommy didn’t think it would be. He is terrified to think what it might actually be.

“You have 20 minutes to complete this task. I will inspect each panty afterwards and give you a score. Anything less then 100 will add to you demerits.” “You may start now.” Sarah points toward the washing machine and Tommy immediately gets going.

He empties the laundry basket onto the floor and quickly sorts through the clothing to find all of her panties. There are about 8 all white panties in the basket as far as he can tell, but he does a second scan just to be sure – he doesn’t want to risk another oversight.

Once he is sure that he has the entire set ready, he takes up the first pair of panties and finds the crotch area. There has a slight yellowish discoloration in the crotch that is clearly a contrast to the white panty. He puts the crotch area into his mouth and starts to get the cloth wet by gently chewing on the fabric. He then sucks on the fabric for several seconds in the hopes of extracting the soiled portions.

In the corner of his eye, he can see Sarah sitting on the couch watching him while gently rubbing herself between her legs.

The fact that Sarah is enjoying this so much makes Tommy angry but there is nothing he can do about it. After about a minute or so, he takes the panty out of his mouth to check his progress. To his horror, there is no real change in the color. He realizes he will have to use the soap, too.

He takes the bar of soap that Sarah gave him (Dove) and rubs the soap onto the crotch area. He again puts the panties in this mouth and redoes what he did before. The taste of soap is really unpleasant and he gags several times in the process. Sarah seems to get a real kick out of his gags because he can see her thrusting harder each time he convulses.

Finally, after about 2 more minutes, he seems to have the first panty clean. He places it aside and starts on the second. This one is much dirtier. It has almost a crusty kind of residue on it and Tommy tries not to think about all of the possible things that could be the cause of the stains.

The cleaning continues on all of the panties and he sort of gets lost in time after the 5th or 6th pair. All of a sudden, Sarah says: “You have 5 minutes left.” Tommy gets a jolt of panic. He has 2 pair left and he is starting to run very dry in his mouth. The taste of the soap is becoming overwhelming and he could really use some water, but he knows that is not an option. He realizes though, that he has to have some help or else he has no chance of finishing.

“Mistress, may I have some moisture, please?” asks Tommy. “Yes, you may, but first you get a demerit because you didn’t ask if you were allowed to speak.” She walks over to him and grabs the top of his hair forcing his head back. “Open up and tell me when.”, she says. Tommy is too shocked to react and just does what he is told. He opens his mouth and sees Sarah start to collect a large quantity of spit in her mouth. She lets it slide out of her mouth into his. The moisture feels great, but he has to concentrate real hard not to gag. After 2 more spits, he says “When.” And Sarah lets go of his head and returns to her seat.

Tommy just sits there momentarily in shock. He can taste Sarah in his mouth and is complete confused at what just happened. Sarah snaps: “Time is ticking” and wakes Tommy back from his trance.

He frantically continues to suck and chew the remaining panties, aided somewhat by the extra moisture given to him. While working on the last panty crouch, Sarah calls “Time”. Tommy takes the fabric from his mouth and gets back into his attention position.

Sarah slowly walks toward the small pile of pre-cleaned panties and says: “I wonder how you did. Let’s check it out.”

She quickly sorts through her underwear collection tossing some panties to the left and others to the right. After she is done, she stands up in front of Tommy and say: “Remarkably good job overall. I only saw 2 that did not pass muster. That means 2 more demerits. Jez, I forget how many we are up to now, do you know?”

Tommy quickly recalls what he can and says: “33?” Sarah laughs and says: “Nice try. No, actually I was just testing you. You have 35 altogether. But now it’s 36 since you tried to pull a fast one on me.”

Tommy’s face is red with a combination anger and fear. He has spent almost 2 hours with her so far and she has already given him 36 demerits. Where is this going to end? What else will her sick mind think up for him?

Sarah sits back down and says: “I really don’t have anymore tasks worthy of your talents for right now. But I can’t let you go yet.” Tommy thinks to himself “PLEASE let me go. PLEASE.”

“I think first we better work off the demerits you have earned so far. If you get anymore, I will have to work to hard all at once giving you your well earned punishment.” “Little Boy, I have modified a special chair just for your punishments. I have appropriately named it ‘Punishment Chair’. You can find it the closet to the right. Go get it and set it on the wooden square in the middle of the room.”

Tommy crawls over to the closet and opens the door. He is horrified at what he sees. Inside there is very small wooden chair, possibly a child’s chair, that has been modified with all sorts of hooks and pads attached. It resembles a torture device at first glance, but Tommy can’t immediately tell how it will be used. He lifts the chair and tries to move it while crawling, but quickly realizes that this will not work. “Mistress, may I speak?” asks Tommy. “Yes, you may.”, she responds. “May I walk upright in order to move the chair?”

“Yes, you may” responds Sarah. Tommy gets to his feet, a wonderful feeling having been on his knees for hours now, and lifts the chair. He shuffles over to the wooden board and places the chair in the center.

“Now go and get the plastic bag that is also in the closet”, says Sarah. Tommy walks back over to the closet and picks up a heavy plastic bag. He carries it over to the chair and places it down.

“Back on your knees”, orders Sarah. She stands up and walks toward him. “I have not tested this devise, so it might require some adjustment. You get to be my guinea pig.” “ I want you sit on the chair and tilt your head back toward the head rest pad.” Tommy does what he is told. Once in position, Sarah pulls out a strap from the bag and ties it around his forehead and loosely connects it to the rear of the chair.

“Now slowly slide you rear end off the seat until your knees hit the ground” she orders. Tommy is confused by tries to comply. He grabs the seat of the chair and slides his rear off the front feeling for the ground with his knees. The strap on his forehead forces his head even further back into a very uncomfortable position. Once he reaches the ground, Sarah tightly secures his head in place. He is now looking directly toward the ceiling. His legs are on the ground at each side of the chair and his mid-section is being forced painfully forward by the seat bottom of the chair. The overall result is that Tommy is bent backward with his midsection protruding and his face pointing upward.

Sarah attaches his legs to the hooks on the board and ties his arms down to the side of the chair as well. He is completely immobilized. He thinks to himself that he finally understands the purpose of the wooden board. Surprisingly, he is not scared. The surrealness of the situation is such that he has no capacity for fear anymore.

Once Sarah finishes her handy work and checks the security of all the attachments, she stands up over Tommy and says: “Open your mouth as wide as you can.” Tommy opens and Sarah inserts a round metal loop about the size of a tennis ball in circumference. The loop wedges inside his mouth and makes it impossible for him to close his mouth.

“Here is what is going to happen” says Sarah. “You will be caned around your midsection, including your penis and balls.” “While I am doing this, I will also, from time to time, spit into your mouth and onto your face.” You will get 36 licks altogether. You may cry if you like, but it won’t help.”

Tommy is shaking violently. The fear definitely set in once he heard the caning would include his privates. Tears are already welling up in his eyes.

“Sarah bends down and ties his balls together with a rubber band. She uses tape to attach his limp penis to his stomach. Tommy can’t help cry out some inaudible tone that sounds like a plea. Sarah giggles and continues on with her task. She walks around the chair and picks up the cane. It is a 48-inch, very thin, bamboo stick. She shows him the cane and says: “Ok, here we go. You get 36, and I will count as we go along.”

The first lick hits Tommy’s penis head. He convulses in pain and cries out in agony, but he is tied so tightly that he barely moves. Sarah leans over his face and release a long string of spit into his mouth. He feels it hit his tongue and the back of his throat. “You were a very bad Little Boy so far today” she says with a smile. “You will learn to be more diligent and careful”. Again she swings the cane and hits his upper thigh, right under his ball sack. The pain is severe but he can’t even imagine what it would feel like if she had hit his balls. The next 5 strokes are mostly on his stomach and tights. One lick hits his chest. At stroke number 15, she hits the bulls eye – his ball sack. Tommy almost passes out from the pain. He can’t breath. He is in total agony. Tears are streaming down his face and he is wailing out load. Sarah drops another big wad of spit into Tommy’s mouth. She is totally enjoying this. She says: “Oops.” “I guess that might have been a little too hard.” “She snorts her nose and collects a lugy and spits it into his mouth. “Maybe that helps” she says.

Tommy can’t believe her cruelty. She is a total sadist. And worst yet, he still has 21 licks remaining. Sarah says: “I am running out of spit, so I need to get this over with.” She draws back the cane and rapidly fires 10 licks down on him. They hit all over the place, but thankfully miss the ball sack. Again she spits, this time into his face and rubs it around with her fingers. “The last 11 strokes are going to be on your penis head” she says. Brace yourself. Tommy is already so far gone and crying so hard that the announcement barely impacts him. He was very close to unconsciousness.

The pain is surreal from the strokes to the penis. Once she finishes, she drops the cane on the ground and walks away. Tommy continues to cry and convulse from the pain for several minutes. He doesn’t know what Sarah is doing. Suddenly he hears her moan like she is having an orgasm. As it turns out she is masturbating herself, reliving what she just did to Tommy. Once done, she get up and walks back to Tommy who has calmed down slightly. She sticks her fingers under his nose and he can smell her womanhood all over them. She reaches down between her legs and collects some of her juice from her wet crotch. She smears her fingers on his face and inside his mouth.

“This is how wet it makes me to punish you. So you see that you will have a real hard time getting off without demerits. You better be perfect in the future.”

Tommy continues to whimper as she unties him. He slides to the floor into the fetal position, still gasping for breath.

“You have 2 minutes to collect yourself and be back in position” says Sarah as she walks back to the couch.

Tommy pulls the metal ring from his mouth and tries to catch his breath. His face is sticky from the spit and pussy juice. All he can smell and taste is Sarah. She has totally taken over all of his senses. His body is a wreck. He hurts seemingly everywhere. Most of all, his dick is burning and throbbing. He sneaks a quick look between his legs and is shocked to see a red, slightly swollen and obviously severely abused penis. He starts the process of getting back to his knees, straightening his greased hair and pulling down his tiny t-shirt.

Sarah says: “Put the chair away. You can walk if you need to. Also put all the straps back into the bag and clean up all of the mess.” Tommy quickly does as he is told. The only thing he knows for sure is that he does not want to see that chair again anytime soon.

When he is done cleaning up, he swiftly goes back to the board and kneels at attention. Sarah scans over his nether-regions and says: “Oh my, I certainly seem to have done some damage. I hope nothing permanent.” “I think I need to check your plumbing.”

Tommy can’t help but give off a slight whimper.

“Get that bucket from over there”, she commands pointing to an old paint bucket in the corner.

Tommy scurries over and retrieves the bucket. “Place it in front of you on the board and urinate inside” she says casually.

This is the first order he is given all day that does not frighten or revolt him. He actually needs to pee and was afraid so far to ask permission. Now he gets to do, albeit in front of her, but there do not seem to be any additional strings attached.

Tommy holds his throbbing penis over the bucket and begins to pee. There is a definite burning feeling associated with the urination but at least it still works.

“Thank goodness” says Sarah, “I was worried”. The tone in her voice is obviously sarcastic.

“Now to check the other, much less useful function” she continues. “Whack off into the bucket.”

Once again she manages to shock Tommy. Just when he thought things were looking up, wham, another seemingly impossible task.

“Mistress, may I speak?” asks Tommy. “Speak” says Sarah. “Mistress, my penis is hurting so bad, I can barely touch it. Also, I am afraid of what might happen if I get an erection in this state. Please don’t’ make me masturbate.”

There are several seconds of silence during which Tommy can tell Sarah is starring directly at him. Then she says: “Here are your options. Either you whack off into the bucket and finish within 5 minutes or else you go get the chair back out the closet. My spit capacity seems to be back to normal.”

Tommy instantly grabs his hurting member and begins to stroke. The pain is excruciating. He grits his teeth in an effort to endure the pain. Unfortunately, there is absolutely no sign of an erection and he only has 5 minutes to cum.

“A wise choice, if I do say so” giggles Sarah. “Come on, you can do it.”

Tommy is stoking with his eyes closed and teeth clenched together. He feels himself leave his body and look down on his pathetic state. He is almost naked, kneeling on a board, wearing a tiny t-shirt with “Baby on Board” written on it. His hair is greased back and he has lip gloss on his checks. His face is encrusted with spit and vaginal juice. He is whacking off into a bucket filled with his own piss and all this in front of a beautify women who is making him do all this. He feels completely out of control. He feels like he no longer owns his body. He has lost all shame, modesty, ego, and sense of self. He realizes that this is what the Ladies want. This is what his life is supposed to be from now on. With the exception of the times that they will allow him to go home, he will basically be their play thing.

Strangely enough, this realization causes him to suddenly feel a slight erection coming on. He tries to think of the attractive qualities of Sarah. He tries to imagine being allowed to eat her out. The taste of her spit still present in his mouth helps him along even further. All of a sudden he shudders and squirts a long stream of cum into the bucket. He continues milking his now rock hard penis and squeezes out the remaining cum. The pain in his dick is still there, but it’s no longer unbearable.

“Just in time” says Sarah. “What were you thinking of in order to make yourself come?” she asks. “I was thinking of how beautiful Mistress is,” replies Tommy.

“Wrong answer” says Sarah forcefully. You are never to think of me in a sexual way. NEVER. Do you understand? “Yes Mistress” whimpers Tommy and almost falls to the ground in an attempt to grovel and avoid punishment.

“That’s 5 demerits.” “You better keep it under 10 for the rest of the day or else the chair will see the light of day again” says Sarah.

Tommy’s fear is beyond description. He is pretty sure that he will not survive another stint in the chair.

“You have been with me today for going on 4 hours. I am tiring of this. I think you have learned some valuable things though. Can you remember all of your lessons?” asks Sarah.

“Yes Ma’am” says Tommy forcefully; trying to convince her with his tone that he learned everything possible.

“Well good” says Sarah “because you now need to record your day’s events in your log-book so that all the other Ladies can see how you’re progressing. So here is your assignment. I want you to kneel in front of the coffee table here and write about what happened to you today. I want you to write it as if you were an 8 year old. I want you to list the tasks, grading and punishments. When you’re done, you will read it to me and I will grade you. I will then add my own comments and then dismiss you. Oh, only of course, after you pay for your demerits that I am sure you will earn. Just be sure not to earn more then 4, so that means you need to get a 96 or better on this assignment.” “Do you understand?”

“Yes Madam” says Tommy weakly. “Then begin. Here is a pen” Sarah commands.

Tommy crawls over to the coffee table, takes the pen from Sarah and begins to write in his logbook which Sarah places on the table in front of him. He tries his best to remember what an 8 year old would write like. He figures short and choppy sentences with simple words. He writes things like: “Mistress found hair in a drawer. She was very mad. She made me eat all the hair. It was gross.” and “Mistress tied me to the punishment chair. I was very afraid. She hit me all over with a cane. It hurt so much that I cried. I cried a lot and even screamed.”

25 minutes later, Tommy is finished. He re-reads his writing for errors and then tells Sarah that he is done. “Great” says Sarah “read it to me. And remember, you are to read it like you wrote it. Like a Little Boy.”

Tommy starts to read. He alters his voice somewhat to match the writing style. He starts “Today I went to go see my Mistress Sarah at her house. She made me wear a very small t-shirt and stuff in my hair….”

Sarah starts to laugh hysterically. She laughs through the entire story and actually claps when he is done. “That was fantastic. I have to say, you actually seem to have gotten it.” “I will give you a perfect 100 for that. Good Little Boy. I must be really good at this.”

She takes the book from Tommy, looks over the lines again, chuckling and then adding a few lines of her own. She closes the book, and seals with an old-fashioned string and wax seal.

“Ok, all you need to do now is pay for your 10 demerits” she says. Bend over on the wooden board – put your hands as far in front of you as you can and stick your ass in the air. You will be caned on the rear – much easier then the chair, don’t you think?”

“You will count for me this time. ‘1, thank you Mistress; 2 thank you mistress; etc.’ Do you understand?”

“Yes Madam” says Tommy, his voice again shaking.

The caning event goes off, albeit painfully, but otherwise event free. Tommy manages to hold back any additional tears. Compared to the punishment chair, the caning is downright tolerable.

Tommy is excited about the prospect of being released. He gets back to his knees and expects Sarah to remove his collar and give him back his clothes. Instead, she walks back over to the closet that contains the punishment chair. She retrieves several straps and returns to face Tommy.

“Get up against that poll with you back to the poll and your feet behind it” she orders. Tommy’s heart sinks. He is not done after all. The torment will continue. He does what he is told, however, and positions himself with is back against the metal support poll.

Sarah ties one of the straps around his neck, securing his head to the poll. Next, she ties his feet together behind the poll. Finally, his hands are tied behind the poll as well and he is pretty much completely immobile. She places the bucket filled with his fluids directly in front of him so that his limp dick is halfway hanging inside the bucket.

“I decided it’s too early to let you go.” “I will leave you here to rest and to think about what you have learned.” “I’ll be back in a few hours to check on you.” “Have fun.”

At this, she turns and walks up the basement stair, closing the door to the house behind her.

It is very quiet in the basement and all Tommy can hear are footsteps from above. Sarah obviously went right for the phone because he can hear the muffled sounds of her talking and laughing. His position against the poll is very uncomfortable. His knees are killing him and he has only limited mobility to shift his weight from side to side. On top of that, he is thirsty and hungry, but he would not dream of asking for anything from Sarah. Lord knows what she would brew up.

The fact that Sarah placed the bucket in front of him makes Tommy think that he might be here for a very long time. This realization somewhat leads to panic after about an hour because the pain in his joints is starting to overtake all his senses. He feels so helpless. He IS helpless. Not to mention humiliated.

What was going to be next? Beyond today with Sarah. He has this sinking feeling that Sarah is not even the worst of the 6 lady members. Deb is who really frightens him. But Taylor and Lisa also seemed way too turned on by his pain and humiliation. Becky and Rachel are probably the 2 sanest in the bunch, but you never know.

About 4 hours pass and Tommy hears the basement door open and the footsteps of someone coming down the stairs. To his horror, the footsteps seem to indicate more then 1 person. He strains to see who is coming and finds Deb following Sarah over to him.

“Look who paid me a visit” “It’s Mistress Deb.” “She wants to see how your first day went”, says Sarah.

“Hello Mistress Deb” says Tommy as politely as he can. Deb smiles and intently looks over his tied up and bruised body.

“Well done” says Deb to Sarah. “Let’s untie him and get him out of here so we can go to dinner.”

Tommy’s heart leaps at the prospect of being allowed to leave. Sarah quickly unties his restraints and as soon as he is able, Tommy dutifully drops down in front of Deb and kisses her feet in greeting.

The 2 ladies exchange glances of amazement and Deb gives Sarah a “high 5”. “We are accomplishing our goal much quicker then I thought we would” laughs Deb.

Sarah tells Tommy to go empty the bucket in the toilet, and that he is very lucky he didn’t have to drink the contents (this time). When he returns with the empty bucket, Sarah reaches around his neck, takes off the collar and tells Tommy to put on his street clothes.

“Have that t-shirt on underneath your clothes next time we meet” she says. “Now here is your next appointment.” Sarah hands Tommy an envelope and with that he is sent up the stairs and out of the house. His day is finally over. Thank God!