THE LADY'S CLUB

BY ZORK2006

[ part 3 ]

Between Assignments

When Tommy arrives back at his home, he immediately gets into the shower to clean up and rinse off the still remaining residue of Sarah’s bodily fluids. He also uses this opportunity to self examine his battered body. He has cane marks all over his front – from his breasts to his thighs. His penis is a mess. It really worries him what might happen to his dick if this type of punishment continues.

Having cleaned up and somewhat regain his sanity, Tommy sits on this couch and opens the envelope Sarah handed him. Inside he finds a brief message telling him where and when to report next. It will be Mistress Rachel and she wants to see him on Tuesday evening at 6:00 PM.

Even though this is a school day, he knows he can make the 6:00 PM time. He is also encouraged because he figures that he might get off with a short visit given the lateness of the start time.

The note also tells Tommy to be wearing a pair of tight underwear that has its rear section and fabric around his penis cut away. “The goal is to have your genitals and rear end exposed when the shorts are on.” Finally it tells Tommy that he is to be shaved clean around his private parts. This seems to be a common theme among the Ladies, Tommy thinks.

Tommy has 2 days to prepare for the next appointment with his new fate. He knows he may not masturbate (even though this is the farthest thing from his mind) and he also remembers that he needs to think of a good punishment that he can suggest to Rachel when he arrives. To that end, he takes Sarah’s advice and references the Internet.

The next day is relatively uneventful. Tommy stays indoors for most of the time except for when he goes to school. Tuesday, he has a hard time concentrating at school. As the time gets closed he grows more and more nervous. What would she do to him? How long would his torment last? Would he be done in time for school tomorrow? He had never looked forward to seeing his class room again so much.

Duty with Rachel

Tommy takes his bike and heads over to Rachel’s house. He arrives in her driveway at 5:45 and sits outside waiting for his summons time to arrive. Exactly at 5:59, he goes to Rachel’s door. She lives in a nice single family home. There is a lot of property around her house and he assumes that she probably has a large backyard.

He knocks on the door and waits anxiously. Rachel opens the door and steps aside for him to enter. Tommy has rehearsed the next several actions many times in his mind. He goes through all the motions that his forced servitude requires: Kneels and kissed Rachel’s feet; gets into the attention position and waits for instructions. Like Sarah, Rachel takes Tommy into her basement right away. Once downstairs, she orders him to strip and to kneel at attention. She takes his log book and sits down on a wooden chair she places directly in front of him.

Tommy is kneeling on the floor, with his modified underwear in place. His balls are hanging out of the cut area and his rear is exposed as well. He carefully scans around the basement room. It’s a square room about 48 by 24 feet. The floor is concrete and there are 3 or 4 support beams in the center of the room. There is no furniture other then the chair Rachel is sitting on. To the far end of the room, Tommy can see a row of windows and a door to the back yard. There is a lot of clutter in the room, mostly in boxes stacked up against the various walls. Other then that there is nothing noticeable or remarkable about the room – it’s just a normal cellar.

For the next few minutes, Rachel reads the entries in the book and chuckles out-load several times. Once she is done, she focuses her attention on Tommy and begins by asking: “Have you masturbated since you left Sarah’s house?”

“No Mistress” says Tommy. “Why don’t I believe you?” asks Rachel sternly.

“Mistress, I have been in too much pain since I left Mistress Sarah’s house. I can barely touch my privates and I have no interest in masturbating” explains Tommy

“Well, I guess that makes sense to me” chuckles Rachel. “So I choose to believe you.” “But God help you if I find you are lying.”

“Now tell me your thought-up punishment” continues Rachel.

Tommy has prepared for this. He spent hours on the internet looking for a good, humiliating punishment that the Ladies would accept.

“Ma’am, the punishment I thought-up goes like this: If I break a rule then I am made to drag a heavy weight around the room by my balls.” Tommy explains.

Rachel thinks for a second and responds: “No, I don’t like it. It is not really that tough and it certainly is not humiliating enough.”

Tommy’s heart sinks. Again he earns 10 demerits before even getting started.

“I have a good punishment for you that I am sure you will get to experience, particularly since you already have 10 demerits. Once you experience it, you should have a better idea of what I am looking for” says Rachel matter of factly.

“Ok, let’s begin” says Rachel getting out of her chair. “You will serve me in two ways today. First and foremost, I need various parts of my house cleaned and you will do it for me. Secondly, I will use you for sex education.”

Tommy is confused. What does sex education mean? He doesn’t say anything, but his face must give away his confusion.

Rachel continues: “As you might know, I have a 14 year old daughter. I am not sure what level of experience she has with Little Boys – she tells me none – but I want her to be able to learn the basics in a safe and controlled environment.” “Before you get all excited, you little pervert” says Rachel loudly, “you will not even get close to fucking her, touching her, or seeing her naked or even seeing her at all for that matter.” “All I am going to use you for is for biology lessons. You are the dummy (in more ways then one)” she chuckles.

“When the time comes, I will have her learn about the male parts and how they work by seeing your restrained body as an example.” “If you want to be in a world of trouble” Rachel sternly continues, “you will fail to control yourself for even 1 second while this is going on.” “I can’t begin to tell you the wrath you will feel from me if she is traumatized in the least bit. Do you understand, Little Boy?

“Yes Ma’am” says Tommy weakly. Once again, the worst thing he thought could happen has been far exceeded by reality. The humiliation of a 14 year old girl examining his body for sex ed lessons is almost too much to bear. Plus, he can’t imagine that the girl won’t tell her girlfriends. Teens can’t keep a secret. This is getting seriously out of control.

Tommy has very little time to contemplate his fate because Rachel is clearly ready to get started with his work tasks.

“I have told my daughter that you are serving us and what you did to get put into this situation. I have also told her about the club and the proper role of men in the presence of women. You are not allowed, under any circumstances, to have contact with her while you are working. If you cross her path, immediately leave the room, showing her the same respect you show all Ladies. She is allowed to give you demerits, but she is not allowed to talk to you without me present. You are not allowed to talk to her, ever.”

“I need you to be properly dressed for your housework.” Sarah pulls one of the many boxes in the room toward her and pulls out all sorts of paraphernalia. First she wraps a light piece of white cloth around his mid-section covering his exposed privates. The wrap looks sort of like a skirt / toga combination. Next she gives Tommy a pair of white gloves and tells him to put them on. She attaches a short leash to his collar. Tommy is surprised that she is not covering his upper body, but that does not seem to be a priority for her. Finally, she attaches cuffs to his wrists and ankles, pulling an intricate pattern of thin rope through the cuff loops that force Tommy into a stooped position when he stands and walks.

Having properly prepared him, she grabs his leash and guides him up the stair into the main house. Tommy feels ridiculous. He looks like some sort of freak. He forces himself to not think about his appearance.

Rachel pulls Tommy into the kitchen and points to the sink. It’s filled with dirty dishes and the rest of the kitchen is in similar disarray.

“I want you to clean this place spotlessly” she orders. If I am not happy with it, you get demerits. You have 30 minutes to finish, then I will need to start dinner and you can clean up again afterwards.” “Here is how I want you to clean. You are to scrape all of the leftover food into this bowl. Nothing gets thrown away. You will use running water and soap to clean the dishes and pans, but you must leave the strainer in the drain so that no food gets washed away. When you’re done washing put the food collected in the strainer into the bowl, too. After you finish, go set 2 places at the table and put out the TV tray for your self – set it next to my chair. You won’t be needing a chair.”

“Now start.” Rachel smiles as she leaves the room

Tommy begins by taking the largest and dirtiest of the pans and carefully scraping the remaining food particles into the bowl. Most of the leftovers are things like dried up vegetables, hardened rice and pasta, and the odd piece of dried-up meat. The bowl is starting to look real gross and Tommy fears that this might be his dinner shortly. He shudders at the thought.

Tommy continues to work as fast as he can to get the kitchen clean. His white gloves are not making things easier – and they certainly are no longer white after just a few minutes.

All of a sudden, the door to the kitchen opens and Laura, Rachel’s daughter, walks in. She lets out a short screech and looks at Tommy in dismay and surprise. Tommy drops everything and runs from the room to avoid contact with Laura. Almost immediately he can hear Rachel enter the kitchen and ask what happened. He hears them talk about Laura’s encounter. He waits until he hears Rachel order him back into the Kitchen.

“You did the right thing, Little Boy, by leaving the room” she says as he enters. Laura is still standing next to her with a little grin on her face. She is clearly looking down at this cloth covering his privates. “I have told Laura about who you are and what you are. She understands your role and the rules I have given you. Now finish the clean-up so we can make dinner for yourselves.”

Rachel and Laura leave the room and Tommy resumes his work. He finishes the clean-up of the kitchen within the allowed time. Rachel examines his work and is basically satisfied with what she finds. She gives him 2 demerits for a few minor details he overlooked, but overall he feels that he came out of this task rather unscathed.

Rachel orders Tommy to go into the dinning room and to kneel at attention in front of his TV dinner tray while she finishes preparing dinner for herself and Laura. Tommy stays kneeling as ordered for what seems like hours. Finally, Rachel and Laura enter the room carrying their dinner plates and a drink for themselves. Rachel sits down and asks Laura to please fetch Tommy’s dinner from the kitchen.

To his horror, the bowl of food residue is exactly what Laura comes back with. She places the bowl on the tray in front of him and lets out a short giggle as she takes a seat at the table across from her mother.

“Little Boy, eat that food up and don’t waste any. I want you to eat it like the animal you are – no hands or tools. Just suck it right into that useless hole in you head.” Laura is grinning from ear to ear and watching Tommy intently as he kneels there staring at the bowl full of slop.

Rachel and Laura start to eat their dinner and to discuss the events Rachel has planned for afterwards. Tommy hears Rachel tell Laura that she will be given an opportunity to learn more about the male body and that she is to pay close attention to the lessons. They are talking as if Tommy were not even in the room.

Tommy is mortified and practically hypnotized to the point of total immobility. He has not touched his food. All of a sudden, Rachel sternly tells Tommy: “You better eat that food we are giving you and soon. You have 5 minutes to finish or god help you!”

Tommy is rudely awakened to his surroundings. Instinctively, he drops his head into the bowl and begins to suck down the concoction of rancid leftovers. It tastes horrible and smells even worse. It is almost like eating trash from a dumpster. He can hear Laura laughing as she is obviously watching him endure his plight.

Trying to not think too much about what he is doing, he scarfs down the contents of the bowl as fast as he can. It takes him about 2 minutes to finish.

Rachel says: “Now get back into the kitchen and clean up everything. We have lots of fun stuff planned for you shortly. Come down to the basement when you are done cleaning up.”

Tommy is extremely nervous as he begins the clean-up in the kitchen. The dinner preparation did not make too much of a mess, but he certainly feels that he is better off doing the dishes then whatever is in store for him the basement. He can only guess at what Rachel has in store for him. Sex education – what does that mean? Will she have sex with him? He feels strangely turned on at this thought. Rachel is very attractive. She is tall, lean and has long black hair that she usually wears in a ponytail. Her breasts are not particularly large, but they fit her overall body shape. She has a very pretty face with eyes that exude power. Tommy has heard the term “MILF” before, which stands for “Mother I’d Like to Fuck” and Rachel definitely falls into the MILF category. Laura is also very attractive. She is still very young and not fully developed like her mother, but Tommy can tell that she will be a total knock-out when she becomes a woman. Her hair is blond and she often wears it in a pony-tail like her mother. She has already started to develop little breast and Tommy noticed in the past, that their size seems to indicate that she will be well shaped when she grows up.

After the kitchen is cleaned up and Tommy collects his thoughts, he heads down to the basement and arrives to a waiting Rachel and Laura. They are sitting next to a large wooden table that they have moved into the center of the room. There are several large industrial type shop lamps on tripods around the table. The scene almost appears like an operating table in some weird lab.

Rachel says: “It sure did take you long enough! Aren’t you looking forward to playing with us?’ Tommy is too nervous to respond and merely stands planted at the bottom of the stairs. “Get your ass over here little boy and get on this table – on your back – head in my direction.” Rachel orders sternly.

Tommy shuffles over to the table and crawls into its surface. The rope-work Rachel applied earlier makes it impossible for him to stretch out completely at first, but Rachel undoes the ropes almost immediately and says: “Lay down spread eagle and be still.” Next, Rachel removes the loincloth and roughly pulls off his modified underwear leaving Tommy completely naked in front of the 2 women. Tommy hears Laura gasp at the sight of him fully nude.

Both Rachel and Laura quickly start to tie his ankles and wrists to the 4 legs of the table, stretching him to his physical limits. Tommy winces in pain at the tightness of the ropes. Next, Rachel slides a wedge-cushion under his butt, lifting his mid-section up high off the table.

Rachel says: “Laura dear, please sit down and let me instruct the boy on what I expect of him. I will explain everything you’re seeing to you in a few minutes.”

Rachel continues: “Ok little boy, here is the deal. I am going to cover your head with a pillowcase because I don’t want you to look at my daughter while she gets her lessons. Also, to prevent any commentary from the subject, you, I am going to gag you. She inserts what appears to be a soiled pair of panties into Tommy’s mouth, puts a piece of duct-tape in place and proceeds to pull the pillow case over his head. At first, Tommy gets a little closterphobic and worries that he can’t breath. He realizes quickly though, that he can still take in air through his nose and that the pillow case is rather thin so that breathing is not a real problem.

As Tommy lies there, immobilized and basically blind, he wonders what is going to happen to him next. He can hear Rachel tell Laura to get ready and to pay attention. He notices that the shop lights are turned on and that the lights are pointed directly at his privates. He can tell because the light is so bright that it shines through the pillow case, and also because the heat of the lamps can be felt on his nether-regions.

“Ok, let me give you a quick overview of the male private parts.” Rachel starts. Tommy can hear the familiar sound of a rubber glove being snapped on. “The first thing is obviously the penis.” Tommy can feel his shaft being grabbed and roughly waved around as Rachel talks about this part. “The penis is, for a man, his pride and joy. Lord knows why. It is rather ugly if you ask me. This particular specimen is un-circumcised, which means that the foreskin has not been removed.” Rachel grabs the tip of Tommy’s dick and stretches the foreskin upward. “On many baby boys these days, the foreskin is cut off right at birth, mostly for hygienic reasons. When it is removed, the male does not have to make any special efforts to keep this nasty unit cleaned. In this boy’s case, his parents must have thought he can do it himself – we’ll see in a minute. The other important thing that changes when a foreskin in removed is the sensitivity that the male has in his penis head.” At this point Rachel pulls down Tommy’s foreskin roughly, causing him to jerk in his ropes.

“The penis head”, she says poking at it with her finger “is filled with nerve endings. This is the same as our clitoris – only in males, it becomes this large, vulgar, disgusting thing. When the foreskin is removed, over time, the penis head gets so much friction and rubbing that it becomes less sensitive then the head of an uncircumcised penis. This specimen, therefore, is likely very sensitive.” Rachel uses her gloved fingernail to scratch Tommy’s dick-head. Tommy tries to scream out in pain, but his voice is totally muffled by the gag and the tape.

“When a male masturbates, he uses his hand to rub up and down on an erect penis. The rubbing motion stimulates his nerve-ending in the tip and eventually leads to his having an orgasm.”

Rachel simulates the jerk-off month on Tommy’s dick. It only takes a few strokes for his dick to start getting hard. Upon noticing this, Rachel slaps his ball sack with her free hand and warns Tommy not to even think about getting a hard-on. “I warned you about this – you better get control over yourself, real fast.” That’s 5 demerits.

The pain of the slap causes Tommy’s dick to retreat back to a limp state. “Males are extremely weak individuals” continues Rachel, “they have no control over themselves. Even under threat of severe punishment, boys like this will get a hard on at the slightest stimulation. This is just one of the many reasons why males are far inferior to women.”

Rachel continues her lecture: “When a male with a foreskin masturbates, his foreskin acts as a natural simulated vagina and helps in the process of achieving an orgasm. Boys that don’t have a foreskin often use lotion or other lubricants to masturbate.”

“Of course, the ultimate goal for any male is to not masturbate at all, but to be able to put this nasty thing into one of our vaginas. They aren’t picky, as long as we will spread our legs for them. They also like us to put this nasty piece of meat into our mouths and suck on it – they call it a blow-job. I for one, do not give blow-jobs. You need to decide if you will ever lower yourself to that extent.” Tommy can hear Laura whisper “No way!”

Tommy feels like he must be in a dream. He is tied to a table, spread-eagle with his privates propped-up and exposed fully to 2 women – one of them a girl his own age. He is hooded and gagged and his privates are being poked and prodded like he is some laboratory specimen. Normally, Tommy is very shy and the extent to which his humiliation is currently being pushed is incomprehensible to him.

Rachel continues: “The shaft of the penis is basically just a muscle that engorges when the male is aroused. There are thousands of blood vessels that supply the penis with the blood to blow it up to almost 3 times it’s relaxed state. This boy has been told to not get an erection so his dick is basically in its flaccid state right now. I will show you an erect penis later.”

“Next we have the testicles or also called ‘balls’.” Rachel grabs one of Tommy’s balls with her hand and pulls it forward which talking. Tommy tries his best to ignore the pain of her rough handling. “Each male has 2 of these and they are responsible for making the sperm that are useful to us mainly for baby making. They are also useful to us, because they are the most sensitive spot on a male’s body and no matter how tough a guy is, he will drop to the ground like a rock if he is hit in this area. You can’t even imagine how much pain a male feels when his balls are abused.” At this point, Rachel starts to squeeze Tommy’s ball between her fingers. At first she squeezes lightly but gradually increases the pressure. Tommy starts to jerk and scream in pain – it reaches a point where he can’t stand it anymore – he is about to throw up and is having a hard time breathing with his mouth covered. He starts to cry and as soon as he does, Rachel lets off.

“See what I mean?” she says. “All it took was the pressure of my 2 fingers and his boys started crying in seconds. That is how much power we have over men.”

Continuing her lecture, “Right down here, is where we women have our vagina.” She points toward the space between Tommy’s balls and his ass. “Men have nothing useful here, but this area is good for punishment and torture. If this boy misbehaves, I will probably make good use out of this space. The male ass, is pretty much the same as ours – only hairier.” She pokes her finger into his butt-crack. “We can examine this part of his body later, I will need to tie his legs up over his head to get better access.”

Tommy can’t even comprehend what is happening to him anymore. The humiliation is too much to grasp. He has never felt so used before. Like a piece of meat.

“Ok Laura, now you can touch and examine the subject if you’d like.” He hears Laura giggle with joy and next hears the sound of more rubber gloves being put on. Soon after, he feels a hand reach for his penis. This time it is much gentler and almost timid – obviously Laura’s hand, not Rachel’s. She gently squeezes his shaft and pulls on his foreskin, examining how it pulls forward and back.

Tommy’s dick starts to get hard almost instantly at the thought of sweet little Laura touching him and no sooner does he feel the erection coming on, he hears a loud admonishment from Rachel: “What the hell is wrong with you???!!!” WHACK. He feels his entire insides convulse as something smashes into his crotch. Rachel obviously had some implement at the ready to strike Tommy at the moment she saw an erection.

The pain is so great, he gasps for air and almost passes out. Laura’s hand jerks away from his penis and Tommy is left to try and catch his breath. WHACK – Another smack in the balls. “If you get a hard-on one more time, I will castrate you, do you understand?” screams Rachel. “That’s another 10 demerits!”

Tommy cannot answer. He is seeing stars behind his hood. He can’t breath. He is terrified.

A few moments later, Laura resumes her examination. She plays with his balls, but Tommy is still in so much agony that he barely feels her touch. Her poking around his ball-sack is merely a continuation of the pain he already feels. He is quietly crying behind his hood and he hears Laura ask with some concern in her voice: “Is he alright? I have never heard a boy whimper like that.”

“He’ll be fine” says Rachel, “as long as he doesn’t try to get any more erections…” she finishes with a rather threatening tone in her voice.

Laura takes a little more time to examine his privates and then says to her mom: “Can I see his thing when it is large?”

Rachel replies: “Are you sure you’re ready for that?” “It can be rather disturbing, not to mention nasty.” We can take it slow and you can see it tomorrow if you like.

Tommy is totally freaked out. TOMORROW? When did this become a multi-day event? When was he going to be let go?

“No, I can handle it now” says Laura. “I’ve seen it in pictures, but never in real life.”

“Ok, then I will show you how to make it happen” says Rachel. “Here is what you need to do. Just take his shaft into your hands and rub his foreskin up and down around his penis head. At the same time, very gently caress his balls with your other hand. You will see the results almost instantly.” “Boy, you are allowed to have an erection this time” finishes Rachel before allowing Laura to begin.

Laura does as instructed. She starts to jerk off his penis and gently rub his balls. Tommy instantly feels his member swell from the wonderful sensation. Within 10 seconds, despite the lingering pain in his groin, his dick is almost completely erect.

“WOW” exclaims Laura “that is unbelievable. I would never have thought it would happen this quick. And they expect us to put one of these things inside us?” Laura laughs as she says this.

“Well, males are weak creatures and they have no control – as you can see. I beat the ever-living heck out of him and he still gets an erection within seconds. Isn’t that pathetic? And, yes, they do expect us to put this thing inside us – but if you learn how to dominate men like I have, you can do it on your terms and only in a way that gives you pleasure.”

Tommy is ready to cum at this point and knows that if he does, he is a dead man. Laura won’t stop jerking him off while she is talking to her mom and if she continues much longer, he will lose it. Thankfully, in the last second, Laura gets tired of moving her hands and lets go of his pecker. Tommy let’s out a sigh that can be heard even with his gag still in place.

Rachel laughs and says: “He must have been real close to cumming. Lucky for him, you stopped. I would have killed him if he had.

Tommy is still hyperventilating behind his gag. Sweat is dripping into his eyes from his forehead. His dick is throbbing, both from excitement and pain. He is scared and at the same time he is resigned to his fate.

“I want to see what is looks like when a boy cums” says Laura to Tommy’s horror.

“Well, let me think about that” replies Rachel thoughtfully. “We can finish him off ourselves or we can make him do it for us. I personally think we should let him do it since that is what males typically do to themselves when they need to relieve some pressure. Plus, this boy is being trained right now and he is never to have an orgasm that is enjoyable to him. We want to train his mind to associate orgasms as something bad and painful.”

Laura agrees to let Tommy masturbate himself to an orgasm. Tommy lies motionless in anticipation of what they will make him do. Suddenly he can feel his ties being loosened and his arms and legs regain mobility.

“Get up” orders Rachel. Tommy slowly raises himself on the tabletop and tries to get his bearings. Rachel roughly pulls off the hood from Tommy’s head and pull off the tape on his mouth. The tape almost takes his lips off and he screams out loud at the pain. Trickles of blood come from his lips and they feel as if he has been on an Antarctic expedition without Chapstick. The panties are taken from his mouth and tossed on the floor next to the ropes that bound him.

“Get on your knees over there in the corner and face us” orders Rachel. Tommy scurries over to the corner and gets on his knees. Rachel and Laura adjust their seats to face him and both have an evil grin on their face as they look down at him. Laura’s grin is a combination of evil and anticipation. She is obviously very excited at what is about to happen.

“Boy, I want you to jerk off and cum for us. At the same time, you will suck your thumb and cry like a little child.” Just like you did for the ladies, you better be convincing. Laura will grade you – if she doesn’t buy the crying, you will be punished severely.”

Laura giggles as Rachel gives Tommy this order. Tommy is mortified. The humiliations just seem to get worse and worse. He will never be able to show his face in public again.

“Start” yells Rachel and Tommy instinctively grabs his dick and starts to jerk off. He also places his thumb into his mouth and tires his best to start crying. He congers up all of the feelings he has gone through over the past several hours along with the still lingering pain in his privates and lips. Very soon, he is able to cry actual tears. He continues to think of the humiliation being inflicted on him, which helps keep his tears going.

He can hear Laura say: “Cool! Is that what they do to themselves all the time?” “Yes”, responds Rachel. “Isn’t it pathetic?

After about a minute, Tommy can feel the orgasm coming on. He starts to rock forward as he continues to jerk off, suck and cry. Then, he exhales loudly and shoots a stream of cum in the direction of the ladies. His body becomes limp and he almost drops to his side from exhaustion. Cum is dripping off his penis tip and through the fingers of his hand.

“WOW” exclaims Laura. Is that what it looks like? Totally cool. I don’t think I would want that stuff in my mouth though!”

“Well, I wouldn’t either. Sadly, we need that nasty stuff to get pregnant. Otherwise there would be no use for it at all.”

“Boy, I never gave you permission to cum. That is 5 more demerits. “Laura, what score do you give him for his crying? Were you satisfied with his acting?”

Laura giggles and says: “Well, I guess he did an ok job. He doesn’t need to be punished if you ask me.” The authority in her voice is remarkable. She really seems to relish her new found power over him.

Rachel turns to Tommy and says: “You’re lucky I wasn’t grading you. I would have given you more demerits. My daughter must like you – that is NOT a good thing. Now clean-up your mess on the floor and on your hand.”

Tommy starts to wipe his hand on his skin to get rid of the cum but is immediately stopped my Rachel. “With your nasty mouth, boy. I want you to lick up the cum and clean everything with your tongue.”

“Gross”, exclaims Laura with a giggle “but I guess if they think it’s good enough for us, it should be good enough for them, right?”

Tommy does as he his told. This newest humiliation barely registers with him anymore after all that has transpired. He licks the floor, which is covered in dust and dirt to get all of his cum residue off the ground. After that, he licks his hands clean. All the while, Laura and Rachel are watching him laughing quietly to themselves.

“So that is what a male orgasm looks like”, says Rachel. It’s isn’t pretty but it is what it is. If you get to the point in a relationship where you allow a man to get intimate with you, you will be ready for what awaits you. But, you are still very young and have lots of time to learn more. Plus, little Tommy here will gladly let you experiment on his body until all of your questions are answered, won’t you little boy?”

“Yes, ma’am” says Tommy weakly. He is already checked out from the scene. His mind is numb and he no longer feels pain or humiliation. His limits have been reached.

“Ok, Laura, it’s time for you to get upstairs and do your homework and go to bed. The little boy and I have some business to finish and then he will be off, too….that is if he is able to do what is expected of him.”

Laura makes a few objections about wanting to stay and watch, but Rachel firmly sticks to her decision to make her leave. Tommy is only slightly worried about what is to come next since he is still in the trance like state that his pervious torments have caused.

When Laura is gone, Rachel turns to Tommy and says: “You have some demerits to work off before you can leave. Do you know how many you have?”

Tommy thinks hard, but is pretty sure he lost track somewhere at 20. He guesses: “25?”

Rachel smiles and says “No, but now you have 40. 32 was the count, but since you couldn’t remember, I will round it off for you.”

“Here is my punishment routine. I will sometimes use to cane to beat you senseless if I am so inspired, but most of the time I will use what I like to call my “Milking Box”. The milking box is an old cardboard box that I saved from when I bought our big-screen TV. It is just big enough for a little boy to fit in to. You won’t fit comfortably, but that is not the point, is it?”

“The purpose of the Milking Box is to teach little nasty boys that masturbating is bad and that orgasms are not for fun. If you demonstrate to me that you can’t control yourself, the Milking Box will be used to teach you the downside of your pathetic urges.”

“Based on your overall demerits, I will apply a simple formula to see how many times you will need to orgasm while in the box. To prove that you really had an orgasm, you will have to ring a bell inside the box each time you cum and I will hand you a tissue through a small opening in the side. You will wipe your cum onto the tissue and hand it back to me. I will be the judge of whether there is enough ‘milk” on the tissue to qualify as a legitimate orgasm. Obviously, with each increasing orgasm it will be harder and harder for you to cum. Also, the amount of milk will decrease each time, but I know what I am expecting and what you need to deliver. You will be tied up inside the box to make the experience as uncomfortable as possible. Your hands will be connected to your tough using a string and a clamp so that you have to pull on your tongue in order to reach your dick. You will not like the Milking Box and that is the whole point.”

“So here is the simple formula: I take the total number of demerits and divide by 5. That means today, you have 40 demerits, which equals 8 orgasms. Now, since it’s your first time and since I don’t want to wait forever, I will graciously reduce your punishment to 5 for today only.” This means that you will have to orgasm 5 times before you can leave. If I don’t accept a tissue after you cum because there is not enough residue on it, then you will have to do it again, so make sure you collect as much cum in your hand as possible and don’t spill any.”

“The main thing to remember is this. You will be VERY uncomfortable in that box. The quicker you get all 5 orgasms out of the way, the quicker you get out. It is 9:00 PM now and I go to bed at 11:00 PM sharp. If you are not done by 11:00 you will be staying the night in the box. I highly recommend against that.”

She walks over to the other end of the basement and pulls a medium sized box into the center of the room. The box has a large Sony logo on the side and has obviously been modified for its intended purpose. There is a very small cut out on the side that will likely serve as the tissue dispenser. The top of the box has been covered with a lid that fits tightly over the top instead of the usual flaps that fold down.

Rachel lifts off the lid and orders Tommy to get inside the box. He is still wearing this wrist and ankle cuffs as well as his collar. Other then that, he is completely naked. He climbs into the box and sits down as instructed. When seated he finds he has no room on either side of him and that his knees are forced into his chest because he is too tall to stretch his legs out any further. By spreading his legs, he can barely get to his dick. He wonders how he is going to be able to jerk off from this position.

Just as he tries to figure out his predicament, Rachel leans over the edge of the box and says: “Open you mouth and stick out your tongue.” Tommy does what he is told and Rachel attaches a clamp to his tongue. The clamp is made of plastic and has little rubber nubs on the tips that dig into his tongue and make it almost impossible to slip off. If push came to shove, the clamp would likely slip off but not before causing excruciating pain to his tongue. As it is now, the sensation of the clamp causes his tongue to tingle almost immediately and drool starts to pool in his mouth.

Rachel attaches a nylon string to end of the clip and ties the other end the wrist cuffs, tightening the string to the point where he can only reach his cock when bending as far as he can forward with his neck and upper body. Now all he can do to jerk off is use his 2 index fingers and try to masturbate while continuously to rocking back and forth. He can immediately see that this punishment is about as harsh as it gets. How is he going to get through 5 orgasms by 11:00 tonight? That is only 2 hours. And if he doesn’t finish, he will be in this box all night. That might do permanent damage to his spine – not to mention his tongue.

Rachel orders him to ‘test’ his ability to reach his dick and also to reach the little window that she will use to hand him the tissues. He can barely reach both, but it is enough to satisfy Rachel. She places the cover back on the box, putting Tommy into the dark. He can hear a little tinkle from a bell that is obviously attached to the inside of the lid. Rachel tells him to ring the bell when he has completed his first orgasm.

Dirk immediately goes to work. He reaches down as far as possible and starts to rub on his limp penis. It starts to get hot in the box very quickly and a combination of drool and sweet start to drip down onto his lower regions.

The task is extremely painful and difficult. Each stroke requires him to tug on his tongue and to bend forward to his limit. Thankfully, his dick is hard after a few seconds and he can feel an orgasm coming on after about 1 or 2 minutes. Strangely, the predicament he finds himself in – as humiliating as it is – is also a turn-on for him. He can’t understand why, but thinking of all that has happened to him today, and in the past encounters with the ladies, makes him come quickly.

After his first orgasm, he realizes to his great horror that much of his cum has splattered on to the wall of the box and then dripped onto his leg. He knows that he has to show enough milk to convince Rachel he had an actual orgasm if he wants it to count.

Quickly, he rings the bell above his head and soon after hears Rachel approach and slid a tissue through the small opening. He takes the tissues and tries to mop up as much of his cum as he can. Then he squeezes the soiled tissues back through the opening.

A few seconds later he hears Rachel say: “That is definitely not enough cum to convince me of anything. But, since I don’t think you would be dumb enough to cheat on the first orgasm, I believe you this time. You better do a better job of catching your milk going forward though. You have 4 more orgasms to go.”

After a few minutes to recover, Tommy again starts to stroke his penis. This time, the hardening takes much longer and he can already tell that he will need a lot longer then he did before. It takes him about 15 minutes to reach the second orgasm. This time, he cups one of his palms over his dick right as he cums in order to catch as much of the milk as he can. The result is that much of the substance drips back down onto his groin and starts to ooze between his legs.

He quickly rings the bell and gets another tissue handed to him. He mops up the mess and again pushes the tissue back for inspection.

“Better”, says Rachel, “but remember, you will have to be even more careful going forward since there will be less and less each time.”

The next time it takes Tommy almost 30 minutes to reach orgasm. By now, the pain is so severe in his back and neck that he can only feel tingling in his legs. His tongue is numb and his mouth dry, having lost all it’s moisture to drool. He catches his cum in his hand and tries to keep it there by closing his fist around the substance.

Thankfully Rachel accepts the sample he gives her. He is now 2 orgasms away from freedom, but he is also running out of time. Rachel tells him that it is 10:15 and at the rate he is going, he will be hard pressed to make it in time.

His privates are completely spent. There is nothing left. He tries his best to get another erection so that he can work on the 4th orgasm and finally, after about 20 minutes, he gets one off. Again, Rachel accepts his sample and Tommy is happy that at least he has found a method to successfully collect the samples.

His biggest problem now is time. Rachel tells him he has 25 minutes left and he frantically starts to rub again. The pain has reached a point where he no longer really feels anything. He is so exhausted that he starts to cry. Nothing is happening anymore between his legs and he is starting to realize that he might actually have to spend the night in this hell-hole of a box. He sobs out loud at the thought. Still, he continues to rub.

At some point shortly thereafter – it only seems like seconds – Rachel announces that she needs to go to bed and that he better finish immediately unless he wants to spend the night. Hearing this, Tommy has such a deep feeling despair and helplessness that he almost passes out, but at the same time it triggers something in his privates that allows him to squeeze out a final orgasm just in the nick of time.

He uses his last remaining energy to ring the bell. Rachel sounds surprised as she approaches lifts the lid off the box, letting in the bright light of the basement.

She looks down on him and almost feels sorry for him at the sight. He is crumpled over and totally covered in sweet. He is shivering from cold and exhaustion and his eyes are red from crying. His tongue is swollen and dry and his penis is limp, raw and sticky.

Rachel unties his hands and removes the clamp from his tongue. The blood rushes back into his tongue causing the pain to shoot instantly back to full force.

She helps him out of the box and lets him sit on the cellar floor for a few seconds to recover.

Finally she says: “You only need to do 1 more thing before I let you go. You need to put the box away for me and them get rid of the tissues that you soiled in the punishment process. I don’t care how you get rid of them, but they have to be gone from here and you can’t carry them out in your hands. That basically means you have to either ingest them or else shove them into one of your body cavities. (Nose, ears, ass….) They have to be completely out of sight so if you choose the ass option, you have to force them all the way up there.

Tommy just wants to go. He numbly takes the tissues and begins to eat them. He chews as much as he can and them tries to swallow. The first tissue gets stuck in this throat and Rachel laughs as she hands him a glass of what looks like water. He quickly drinks from the glass and wonders what the strange taste is. Rachel informs him that he just drank a combination of her and Laura’s piss water taken from the toilet. He doesn’t care, and just continues to eat his cum covered tissues. It takes him 5 minutes and he is all done.

“Now we just need to record the days events in your log. Come upstairs with me and you will write down today’s events for the other Ladies to read.”

She hands Tommy’s clothes to him and takes off his collar. Tommy is both relieved and apprehensive. He does not trust the apparent end to this crazy ordeal. Nevertheless, he follows Rachel upstairs after putting on his street clothes and takes a seat at the kitchen table per instruction from his Mistress.

“You will recount the major events of this evening and I will check it for completeness. If you don’t do a good job, I will enter demerits into the log to be applied by the next lady you visit, so do a good job.”

Tommy takes about 45 minutes to accurately recount his visit with Rachel and Laura. As he documents the events, he is struck by the incredible level of humiliation he just endured. He ate trash; was examined in the most intimate ways by two women; forced to masturbate and eat his own cum off the floor; punished by being forced to orgasm 5 times within 2 hours and then forced to eat the tissues that were used to mop up his cum. Not to mention the pain and humiliation he was made to endure.

Once finished, Rachel reviews his writing and adds her own commentary, which Tommy is not allowed to see. She seals the log-book and gives Tommy permission to leave her house. She gives him an envelope that contains the next assignment he will be required to attend.

Tommy practically runs to his bicycle and races home as quickly as he can. Once home, he showers and washes every part of his body as though he had just been exposed to some deadly disease. Afterwards he crawls into bed and curls up into the fetal position hoping that he can just go to sleep and forget what has happened….and what is likely to happen next.