r the same toys and he wanted it to be as close to his fantasy as possible.
He walked out and cleared his throat.
“Hi, I assume my wife explained what I was hoping for when she hired you.”
All three nodded yes, one even ventured a cute smile he couldn’t quite read, although it seemed mischievous. She had outdone herself, the 3 were beautiful, and just as she had said it was an assortment. A blond, a brunette and a red head, he admired the contrast with his wife’s black hair.
“Good, well then we have outfits for all four of you, if you wouldn’t mind, I am going to wait in the classroom, I’d appreciate it if you came in as your role.” Again they all nodded as his wife led them to the dressing area to change.
He sat at the desk and tried to get himself into the proper headspace. He closed his eyes and mentally undressed them one by one, imagining what they looked like, how they would each react to their various punishments. He could feel himself getting hard when the door opened, in single file entered the four all clad in matching school uniforms. “I doubt any school let’s them be that low cut or short.” He thought as he watched them walk in and each take a desk, the blonde on the far left, then the red head, the brunette and finally his wife.
They looked varying degrees of bored or flippant, and he remembered he had asked them to be petulant; he wanted them to seem like real students in detention after all.
“You have all been assigned to my detention because you’ve had ongoing behavior problems and the regular measures have proven to have no effect.”
The blond popped her gum and the brunette giggled about something in a whispered conversation with the red head, his wife was scribbling on a pad not looking at him. He began again. He pulls four pairs of delicate silver nipple clamps from his drawer and walks down the line of desks placing a pair on each.
“You will put these on.” He goes down the line tightening each girls until she winces.
“Now then, you first.” He pointed to the blond.
“Me first for what?” She said.
“Stand up and come to the front of the classroom, now.”
She gets up and saunters up, still popping her gum and looking for the life of him like a every stuck up little blond he remembered from high school, he realized he was going to enjoy this more than he had planned.
“In addition to your “normal” detention with me, I believe the punishment should always fit the crime. That said each of you will have an added punishment based on your infraction. Now then, you have been caught stealing on several occasions, is that correct?”
She rolls her eyes at him, “Yeah, so?”
 “Put your hands out palms up”
She loses a bit of her bravado as she looks up at him, but slowly brings her hand out in front of her, palms up. He removes a leather strap, about an inch and a half wide and 18 inches long from his desk and walks in front of her.
“Since you have a problem keeping you hands to yourself, we will address that problem before your scheduled punishment.”
With that he brought the strap down across her hands. She cried out and almost lowered her hands.
“If you take your hands down, you will get more. You are going to get 10 now and 10 after your punishment.”
He brought it down again, making her cry out even louder. Again and again the loud slap echoed through the small room, each time making her cry out, by the 6th she was crying, tears streaming down her face.  At 10 she dropped her hands to her sides and sobbed.
“Now then, over here young lady, I see you don’t have such an attitude anymore, bend over the end of the desk, pull your panties down and hold onto the sides of the desk. If you let go, I start over.”
She winced as she grabbed the desk, her hands sore from the strap. He proceeded to beat her upturned bottom with it over and over, the strap catching her pale thighs and even her calves as she cried into the desk. The other 3 girls watched as her bottom because a deep shade of red, her face almost as red with sobbing. After several minutes he stopped, he placed a piece of ginger in her bottom and told her to stand in the corner facing the wall, her hands clasped behind her neck. Whimpering she did as she had been instructed, his cock swelled seeing her red ass peeking under her skirt and hearing her breath still shallow with sobs.
He now turned to the red head.
“Your turn, front and center”
She looked nervous as she approached the desk. He pulled out a strange looking metal vice.
“Do you know what this is?” She shook her head no.
“This is what they use at dentists offices to keep your mouth from closing. Now then you have been continually back talking to teachers and calling people names, is that right?”
“Yes, but I didn’t mean it…” her voice trailed off.
“Well, whether you meant it or not, you shouldn’t have done it. Open your mouth”
She does every so slightly, he slips the vice in between her teeth and cranks it open so that she cannot close it or swallow, he smiles thinking of the fact she will be drooling on herself, knowing she will be humiliated. Once it is in place he takes the hot sauce out of his desk and  places a large dollop on her tongue, her eyes being to water.
“Now, over the desk same as she did.”
Again he takes the strap to her upturned ass, her thighs, until she too is sobbing hysterically. When he finishes with her, she gets the ginger and is put in the same position in another corner of the room. He is eyeing the brunette now.
“I believe it is your turn now, get up here.”
She walks to the front of the room, and stops.
“You were caught writing on the walls in the bathroom about another student, is that correct?”
Her words get caught in her throat a little. “Um, yes. It won’t happen again.”
“Vandalism is a serious issue, as is slander young lady.”
He takes a permanent marker from his drawer.
“Now what was it you write on the wall?
“That Samantha was a stupid cumbucket” She says it almost in a whisper.
“Hmmm, I think we can do that, we will see how you like being on the receiving end.”
He slowly writes “cumbucket” on her forehead in big letters. He knows it won’t wash off for days and smiles thinking of everyone that will see it.
“Now, your turn over the desk.”
She is strapped as well. Her bottom changing colors quickly from white to red, and the same as the others is put into a corner.
His eyes fall on his wife at last, she is smiling at him impishly, her legs a little far apart and he can see her panties under the desk.
“Last but not least… I have something special for you. You were caught going down on your boyfriend in the locker room, weren’t you?”
She nods, looking down a bit.
“Get up here, your punishment will come after your whipping.”
She bends over the end of the desk and he has to stop himself form slipping his hand between her legs as she does. “Don’t want to get out of character” he thinks to himself and he begins with her the same as the other three. He brings the strap down again and again until she is as red as the other three. Instead of ginger though she feels something pressing against her pussy and ass at the same time, slowly penetrating her.
“This is a chastity belt, I don’t assume a little slut like you knows what that means though. This fills up those pretty little holes so that no one else can..” He then placed a cock shaped gag in her mouth, with that he sends her to the corner as well and sits back for a minute to admire his handiwork.
“Okay, time to finish up, back to your seats all of you, I haven’t got all day.”
They scurry back to their desks, he walks down the line placing weight on their clamps and nods to the blond to come up front again.
“Now for the rest, hands up.”
She is pleading with her eyes but brings them back up for the next 10 which bring on a fresh round of sobbing before being put back over the desk. This time he chose a cane and left countless stripes across her ass before telling her to sit back down.
“Once you are done with your punishment, you will write 100 times “I will not______ whatever it is that you have done, and why. I expect these to be long sentences.”
The blonde begins to try to write, her hand hurting even more as the red head is brought up and given a fresh dollop of hot sauce before getting her caning as well and being set back down to write. He brings the brunette back up and writes whore on her chest before giving her a sound caning as well.
Finally he is back to his wife. He is about to explode when he removes the chastity belt from her and positions her for her caning. He doesn’t want to rush it but he is impatient to finish this part with her. Finally he is done, and replacing the belt with larger toys in her he stops her form going back to her desk.
“Since you were so free with your mouth before you won’t be writing any sentences, instead you’ll have an oral assignment.”
He sits down at his desk and pushes her onto her knees under it. He pulls his cock free and she begins hungrily sucking it down as he watches the other three at their desks, their nipples being pulled down by the weight of the clamps, their faces red and tear stained. It isn’t long before he explodes.
“Detention is over.”
He was going to have to think up something for the jail cell room next time he thought to himself….

Do you know what you did wrong?”

She looks up at him briefly and nods.

“That is not an acceptable answer, you will answer me when I ask you something, now then, do you know what you did wrong?”

“I was being rude and giving you attitude.” Her tone is a bit more insolent than she intended and inwardly she cringes a little knowing that it isn’t going to help matters.

“I beg your pardon? Is that how you address me when you are being punished? You’re only making it worse for yourself”

“I’m sorry. I was being rude and having an attitude with you sir.”

“That’s better. You also were being defiant which as you know I do not allow.”

Yes, she does know this, but she had been so frustrated lately and she hadn’t meant to lash out at him.

“I have thought about this very carefully, because your behavior deteriorated over several days, then your punishment is going to be several days as well.  You will be punished today and for the next 2 days.”

She looked at him wide eyed. Three days of punishment? He couldn’t be serious.

“That’s not fair!” She wished she could take it back the second it flew out of her mouth.

“Fair is what I say it is, apparently I have been more lax than I thought, your attitude is terrible. Don’t worry after 3 days of me blistering your ass I am sure you’ll be back to your sweet little self, if not I can add days, I have no problem going for 4 or 5… hell, If you keep running that mouth of yours and you could earn a week of not being able to sit. Your choice.”

She says nothing this time, just looks down, her face burning. Three days? She didn’t know how she could take that. She resigned herself, realizing that any argument would only make him hit harder and the last thing she wanted was more days to look forward to.

“We’re going to start now, take off your bottoms and bend over the end of the bed. I am going to give you 20 cane strokes, you can expect the same for the next two mornings. Don’t get too comfy though, these aren’t your punishment, I just want you to start the day with a sore bottom. If you move, argue or try to cover yourself, I will add 3 strokes for each infraction, and you can be assured at least one of those 3 will be on the thighs.”

She winces as he says that, the backs of the thighs are her least favorite, he knows that and loves to place a few choice welts across them every chance he gets. She undresses and places herself across the end of the bed, almost instantly she feels the white hot pain of the first stroke as he brings the cane down across the middle of both cheeks. She lets out a loud whimper and kicks her feet a little trying to lessen the sting.

The second lands just below the first and she cries out a little, struggling to keep her footing.

“You better watch how much you move princess; you’re very close to earning 3 extra right now.”

The next 5 are rapid fire, she can’t believe how fast they come, she can’t catch her breath and begins to quietly sob into the bed. He brings the cane down over and over, he likes seeing the raised red lines across her ass, the tops of her thighs look especially painful and he smiles to himself, admiring the stripes he has left there. He is almost done, only 3 more to go and he decides he wants her to really enjoy those, he lines up the cane and brings it down even harder than the last ones across her sit spot, that tender area where her ass meets her legs, she jumps and tried to move out of the way frantically.

“tsk tsk… what did I say? That means now you have 5 left instead of 2, you were so close to being done too… back over the bed, NOW.”

She climbs back, scared. Her bottom is on fire and she knows he will make these worse that the others.

Whoosh, CRACK. She could hear it coming and the pain is almost unbearable. Again, the sound before she feels it connect, she can feel the welts rising almost instantly. The third is even worse, squarely across her thighs and it takes all she can muster to stay still. He places the last two across her upturned bottom before putting down the cane. He watches her sob for a few moments, still bent over and smiles realizing she is waiting to be told to get up. He debates and decides to put a plug in her before letting her up. He tells her to get dressed and go make their breakfast.

She starts breakfast, her face still red from crying and her bottom feeling so sore and full. Sitting while they eat is even more difficult and he enjoys watching her squirm. The more she twitches around in her seat, the harder he can feel himself getting, and he eats a little fast so he can take her back upstairs. He watches her clean up the kitchen and do the dishes before ordering her back upstairs.

Once he gets her back into the bedroom he strips her back down, playing with the plug, seeing her wince and squirm more as the toy is forced into her harder, pinching her nipples hard until she whimpers and sits up straight to try and lessen the pain. He pushes her onto her knees in front of him.

“Since that mouth is what got you in trouble, I think it is only appropriate that it be part of your punishment. I expect you to swallow, you will add one day to your punishment if you don’t.” With that he pushes the tip of his cock past her lips, fucking her mouth. He pulls her head back and makes her lick his balls before shoving his cock back into her mouth again. She obediently sucks on him, trying to please him, until he finally comes. He takes the plug out of her and tells her to get dressed.

She spends the rest of the morning wondering what he has planned for that night, part of her dreading it and part of her feeling guilty for being the way she had been. He watches her throughout the day, enjoying how sweet she is when he has beat her soundly. By the time bedtime has rolled around she has almost forgotten. He smiles at her as she brushes past him in her towel.

“I hope your ready for the rest of today’s punishment”

She freezes, that creeping feeling that she always gets when he is assertive sets in, scaring her a little because she knows this will hurt, and at the same time making her pussy tingle.

“Yes sir.” She answers, feeling the submissive calm come over her.

“Now then, you know why you’re being punished.”

“Yes sir.”

“Good girl. Bend over the bed”

She does quietly, wondering how bad this will be if he intends to do it for 2 more days. She gets her answer quickly. He begins softly, but only for a short time, building quickly until he is whipping her hard, tears spring into her eyes as she begins to whimper, begging him to stop.

“You deserve every single lick of this for your behavior, you know that. You know what you did was wrong, don’t you?”

“Yes sir...” She is choking back sobs, “I’m sorry.. please”

“Please what? You just admitted you deserve this, why would you ask me to stop? In fact you should be grateful that you are being corrected. “

He doesn’t let up, the beating reaching a mild frenzy while she sobs, her bottom becoming redder and redder, welts raising up, no area left unhurt. Her thighs are practically glowing red from all the strokes he put on them. Finally he stops, his arm starting to get tired.

“Now then, I am not done with you yet, though I am done beating you for tonight. I want you to go stand in the corner and wait for me to come back, do you understand?”

“Yes sir”

“Good.” He walks out of the room and returns a few moments later. She feels his finger along her bottom, then something small being forced into her, it begins to burn almost instantly and she begins squirming.

“That ginger is to stay there for a full 10 minutes while you stand in the corner. I want you to think about your behavior while you are there.”

He places a clamp on each nipple and one on her clit as well before leaving her there to get himself ready for bed. The 10 minutes feel like 10 hours, she is still whimpering from her beating, and the ginger feels like it is getting worse by the second. At last it is over, he takes the ginger out and slowly removes each clamp before hugging her and taking her into bed with him.

“You were a very good girl today. I expect you to be ready in the morning for your caning again, tomorrow and Sunday will be exactly like today, caning in the morning, the plug, you will swallow and in the evening another beating and the ginger, any misbehavior during those days would be ill advised, do you understand?”

“Yes sir” She was worn out from the day, but even the fear of the next couldn’t overshadow the comfort of knowing he was in charge and she would be taken care of.

“Good girl.” He kisses her gently as he slides into her.

I believe it does. You know what I expect of you?" "Yes daddy" "Good. One" As he says it she can feel the cane come down across the middle of her ass, and it is all she can do to hold still, she whimpers loudly trying not to squirm. "Thank you daddy" "Mmmm, good girl. Two" He hits the bottom now, where her legs meet her ass and she can feel a welt rising while she muffles a scream and tries desperately not to move. "Thank you daddy" He goes on, three, four, five, six each one making it harder and harder to hold still, to remember to say thank you while choking down sobs. Her ass is striped with welts. He carefully lines up number 11 across the middle of both thighs and when it connects she scrambles to move away while crying. He makes the "tsk" sound under his breath. "Now what do you think you are doing? Did I tell you to move?" "No daddy, I'm sorry daddy" She is crying and scrambling back to where she had been. "We will be doing that one over, it doesn't count." With that he hits her in the same spot again, she screams into the bed but remains still, crying. "Thank you daddy" It goes on until 21 she is crying but hasn't moved again, her ass is now crisscrossed with welts, he steps back to admire his handy work. "Since the issue seems to be you being forgetful, I think I may know a way to deal with that" She hears him rustling around in a drawer then he comes to the bed. She feels lube being applied to her ass and the tip of a plug being pushed against it, she starts to move but he holds her down and continues to force the toy into her while she whimpers. He is enjoying watching her try struggle to stay put while he violates her with it. She gasps as the toy is forced all the way nto her. He pulls a pair of panties up oveon her and tells her to stand up. Taking a pair of clamps and he places one on each nipple before telling her to get dressed. "Now, go do your chores, and I will check them when you are done, if they aren't done to my satisfaction, I will be putting a bigger toy in for you to finish them, and I may add a clamp to your clit, do I make myself clear? Maybe if you are very uncomfortable while you are doing them this time you will remember to them without having to be, ahem, reminded." She nods, and goes about her chores, painfully aware of her nipples, feeling the wieght of the clamps and wincing every time her dress brushes them when she moves. The welts make her ass feel like it is on fire, she can feel the toy every time she moves, all of it making it harder to do anything. Finally when she is done, she goes to him, eyes on the floor and asks him to check on them. He tells her to sit on the floor where his feet are and wait for him to go look. He is pleased with her when he gets back, and sits down in front of her on the couch. "Mmmm, very good baby girl. Now, show daddy how much you appreciate being corrected and how sorry you are for being naughty." She leans into him and unbuttons his pants, slowly kissing his stomach, before taking his cock into her mouth. He leans back and watches her "Take off your dress, I want to play with the clamps while you suck on me" She obliges before resuming, licking and sucking on him, runnng her tongue down his balls and then slowly up the shaft before taking him back into her mouth. He is relaxing, leaning down occasionally to tug or flick pne of the clamps, enjoying watching her jump. It starts to be too much, and he runs his hand along the back of her neck, holding her head in place while he comes, feeling her mouth move around him as she swallows. "Good girl" he mutters, slowly releasing his grip on her neck. He pulls her up, and gives her a drink of water before pulling off the first clamp and replacing his mouth over her bruised nipple, then he does the other, watching her back arch as he sucks and nibbles on them. "I want to watch you come for me baby girl" He lays her back and puts her hand to her pussy, absently playing wit her tits and watching her touch herself. She starts gently, but soon her breath becomes shallow, and he can tell she is close. "Stop" She looks at him frantically but moves her hand, he kisses her thigh lightly and begins licking her, pushing her over until she is bucking and writhing underneath him. "Now go clean up and put the toys away..."

r the same toys and he wanted it to be as close to his fantasy as possible.
He walked out and cleared his throat.
“Hi, I assume my wife explained what I was hoping for when she hired you.”
All three nodded yes, one even ventured a cute smile he couldn’t quite read, although it seemed mischievous. She had outdone herself, the 3 were beautiful, and just as she had said it was an assortment. A blond, a brunette and a red head, he admired the contrast with his wife’s black hair.
“Good, well then we have outfits for all four of you, if you wouldn’t mind, I am going to wait in the classroom, I’d appreciate it if you came in as your role.” Again they all nodded as his wife led them to the dressing area to change.
He sat at the desk and tried to get himself into the proper headspace. He closed his eyes and mentally undressed them one by one, imagining what they looked like, how they would each react to their various punishments. He could feel himself getting hard when the door opened, in single file entered the four all clad in matching school uniforms. “I doubt any school let’s them be that low cut or short.” He thought as he watched them walk in and each take a desk, the blonde on the far left, then the red head, the brunette and finally his wife.
They looked varying degrees of bored or flippant, and he remembered he had asked them to be petulant; he wanted them to seem like real students in detention after all.
“You have all been assigned to my detention because you’ve had ongoing behavior problems and the regular measures have proven to have no effect.”
The blond popped her gum and the brunette giggled about something in a whispered conversation with the red head, his wife was scribbling on a pad not looking at him. He began again. He pulls four pairs of delicate silver nipple clamps from his drawer and walks down the line of desks placing a pair on each.
“You will put these on.” He goes down the line tightening each girls until she winces.
“Now then, you first.” He pointed to the blond.
“Me first for what?” She said.
“Stand up and come to the front of the classroom, now.”
She gets up and saunters up, still popping her gum and looking for the life of him like a every stuck up little blond he remembered from high school, he realized he was going to enjoy this more than he had planned.
“In addition to your “normal” detention with me, I believe the punishment should always fit the crime. That said each of you will have an added punishment based on your infraction. Now then, you have been caught stealing on several occasions, is that correct?”
She rolls her eyes at him, “Yeah, so?”
 “Put your hands out palms up”
She loses a bit of her bravado as she looks up at him, but slowly brings her hand out in front of her, palms up. He removes a leather strap, about an inch and a half wide and 18 inches long from his desk and walks in front of her.
“Since you have a problem keeping you hands to yourself, we will address that problem before your scheduled punishment.”
With that he brought the strap down across her hands. She cried out and almost lowered her hands.
“If you take your hands down, you will get more. You are going to get 10 now and 10 after your punishment.”
He brought it down again, making her cry out even louder. Again and again the loud slap echoed through the small room, each time making her cry out, by the 6th she was crying, tears streaming down her face.  At 10 she dropped her hands to her sides and sobbed.
“Now then, over here young lady, I see you don’t have such an attitude anymore, bend over the end of the desk, pull your panties down and hold onto the sides of the desk. If you let go, I start over.”
She winced as she grabbed the desk, her hands sore from the strap. He proceeded to beat her upturned bottom with it over and over, the strap catching her pale thighs and even her calves as she cried into the desk. The other 3 girls watched as her bottom because a deep shade of red, her face almost as red with sobbing. After several minutes he stopped, he placed a piece of ginger in her bottom and told her to stand in the corner facing the wall, her hands clasped behind her neck. Whimpering she did as she had been instructed, his cock swelled seeing her red ass peeking under her skirt and hearing her breath still shallow with sobs.
He now turned to the red head.
“Your turn, front and center”
She looked nervous as she approached the desk. He pulled out a strange looking metal vice.
“Do you know what this is?” She shook her head no.
“This is what they use at dentists offices to keep your mouth from closing. Now then you have been continually back talking to teachers and calling people names, is that right?”
“Yes, but I didn’t mean it…” her voice trailed off.
“Well, whether you meant it or not, you shouldn’t have done it. Open your mouth”
She does every so slightly, he slips the vice in between her teeth and cranks it open so that she cannot close it or swallow, he smiles thinking of the fact she will be drooling on herself, knowing she will be humiliated. Once it is in place he takes the hot sauce out of his desk and  places a large dollop on her tongue, her eyes being to water.
“Now, over the desk same as she did.”
Again he takes the strap to her upturned ass, her thighs, until she too is sobbing hysterically. When he finishes with her, she gets the ginger and is put in the same position in another corner of the room. He is eyeing the brunette now.
“I believe it is your turn now, get up here.”
She walks to the front of the room, and stops.
“You were caught writing on the walls in the bathroom about another student, is that correct?”
Her words get caught in her throat a little. “Um, yes. It won’t happen again.”
“Vandalism is a serious issue, as is slander young lady.”
He takes a permanent marker from his drawer.
“Now what was it you write on the wall?
“That Samantha was a stupid cumbucket” She says it almost in a whisper.
“Hmmm, I think we can do that, we will see how you like being on the receiving end.”
He slowly writes “cumbucket” on her forehead in big letters. He knows it won’t wash off for days and smiles thinking of everyone that will see it.
“Now, your turn over the desk.”
She is strapped as well. Her bottom changing colors quickly from white to red, and the same as the others is put into a corner.
His eyes fall on his wife at last, she is smiling at him impishly, her legs a little far apart and he can see her panties under the desk.
“Last but not least… I have something special for you. You were caught going down on your boyfriend in the locker room, weren’t you?”
She nods, looking down a bit.
“Get up here, your punishment will come after your whipping.”
She bends over the end of the desk and he has to stop himself form slipping his hand between her legs as she does. “Don’t want to get out of character” he thinks to himself and he begins with her the same as the other three. He brings the strap down again and again until she is as red as the other three. Instead of ginger though she feels something pressing against her pussy and ass at the same time, slowly penetrating her.
“This is a chastity belt, I don’t assume a little slut like you knows what that means though. This fills up those pretty little holes so that no one else can..” He then placed a cock shaped gag in her mouth, with that he sends her to the corner as well and sits back for a minute to admire his handiwork.
“Okay, time to finish up, back to your seats all of you, I haven’t got all day.”
They scurry back to their desks, he walks down the line placing weight on their clamps and nods to the blond to come up front again.
“Now for the rest, hands up.”
She is pleading with her eyes but brings them back up for the next 10 which bring on a fresh round of sobbing before being put back over the desk. This time he chose a cane and left countless stripes across her ass before telling her to sit back down.
“Once you are done with your punishment, you will write 100 times “I will not______ whatever it is that you have done, and why. I expect these to be long sentences.”
The blonde begins to try to write, her hand hurting even more as the red head is brought up and given a fresh dollop of hot sauce before getting her caning as well and being set back down to write. He brings the brunette back up and writes whore on her chest before giving her a sound caning as well.
Finally he is back to his wife. He is about to explode when he removes the chastity belt from her and positions her for her caning. He doesn’t want to rush it but he is impatient to finish this part with her. Finally he is done, and replacing the belt with larger toys in her he stops her form going back to her desk.
“Since you were so free with your mouth before you won’t be writing any sentences, instead you’ll have an oral assignment.”
He sits down at his desk and pushes her onto her knees under it. He pulls his cock free and she begins hungrily sucking it down as he watches the other three at their desks, their nipples being pulled down by the weight of the clamps, their faces red and tear stained. It isn’t long before he explodes.
“Detention is over.”
He was going to have to think up something for the jail cell room next time he thought to himself….

ou did?”

The second yes comes out almost as a whisper.

“Mmmm, well then, I think you will find me to be a man of my word. Now stand up you little slut.”

She climbs to her feet, looking down and trying to cover herself as best she can, the flimsy clothes he gave he to wear when she got there not doing a very good job of it on their own.

“Now then, this is very simple. I think the best deterrent to you trying to run away again is to make prospect of it so painful that you wouldn’t dare. Now then, we can do this the easy way or the hard way, the easy way is less work for me and it involves you doing exactly what you are told. The hard way is more work, but I’ll be honest, it is more fun for me too, it is also a hell of a lot more painful for you. Which is it going to be princess?”

She is starting to tremble now, without looking up she answers quietly

“Easy way.”

He immediately slaps her again.

“You will address me properly you little slut, now then, do you want to try again? How about easy way sir?”

“Easy way sir.” Her face is stinging a little and she tries to keep her voice from wavering.

“Very good. Now then I don’t want to hear a fucking word from you unless I ask and you damn well better answer me properly, do I make myself crystal clear?” His voice is soft.

“Yes sir.”

“Very good… I guess you can be an obedient little slut after all. Put your hands behind your back.”

She does quickly, he slips the top of her shirt up and roughly begins playing with her nipples, sucking on them, and nipping at them. He moves back and begins pinching them, watching her wince, one then the other, sometimes both at once. He is enjoying the look on her face as she muffles whimpers, the pained look making him play with them all the harder.  He finally pulls her shirt back down.

“Very nice, I’m not done with those yet. Now then, turn around and put your hands on the wall behind you, I want that nice little ass of yours sticking out and I want you to pull those little shorts up.”

She obliges, hands on the wall, back arched.

“Reach back and spread your ass cheeks for me” She whimpers more while she does it, then feels him applying something cold to her tight little hole. Very soon it is burning though, so much she can barely take it.

“That’s ginger you little slut… Better get used to it, you’ll be getting it all day today”

He  sits down on the chair and picks up the thin rattan cane. He brings it swiftly down across the center of her ass, making her kick her legs a little and stifle a cry of pain.

“Oh hold on now. We can’t have that now can we. Your going to be getting so many licks with this thing your going to lose count, I can’t have you moving like that, so either get better control of yourself or I’ll half to tie your ankles together. Remember what I said though… If I have to tie you down or gag you then I will consider doing twice as many licks and doing them twice as hard the price for my inconvenience, you understand? Don’t worry I will have you bent over for some of them later though.”

With that he began again, the cane leaving white hot stripes of pain across her ass, her thighs and even the occasional one across her calves. She bit her lip and tried desperately not to move, squirming a little as particularly painful ones landed.  He hit the soft spot where her thighs met her ass even harder, though he spared no place. Her bottom felt like it was on fire before he stopped.

“Okay, I think you’re warmed up now… Something nice and easy to get you started.”

She couldn’t believe he would refer to that as a start, her legs were shaky from holding herself up during the beating and she was scared to think what would possibly be worse than what he had just done.

“I’m going to put you in time out now to think about what you did, and then when we are done with that I am going to bring you out into the main room and bend you over for the rest of your whipping. I’m sure by then you’ll be safe to let out of this room, I don’t think you’ll be trying anything funny.”

She felt him taking down her shorts and applying something cold to her tight little ass again, within seconds though it was burning just like before as she felt the tip of something being pushed against her, and finally a plus being forced into her, she gasped as he forced it in the last part, leaving her feeling like she was being held open, constantly violated and the burning kept getting worse.

“I used the ginger for lube, I figured you would probably like that. Don’t you, you little slut?”

She looked down, saying nothing, and he grabbed her hair pulling her head back.

“I said don’t you? Tell me how much you like it. I want you to say yes sir I like having my ass fucked by a nice big toy. Say it.”

He continues holding her hair, and he reaches around to pinch her nipples.

“Yes sir, I like having my ass fucked by a nice big toy.”

“I thought so. It’s because you’re a little slut like I keep saying isn’t it? Say it bitch.”

“Yes sir, I’m a little slut.” She is crying now, her nipples nothing but points of pain under his fingers, her ass hurting, she can feel his breath on her neck.

“Mmmm, very nice. When I am done punishing you, you’re going to show me just how much of a little slut you are, you’d like that wouldn’t you? You’d like something besides a toy in that tight little ass of yours wouldn’t you? Maybe I ought to give you something for that… I ought to start with your fucking mouth since it doesn’t seem to be good for much else.”

With that he let go of her hair and turned her to face him. He pulled her shirt up again, playing with her nipples, making her wince. He amused himself for a while sucking on them but tired of that and went back to slapping and pinching them, occasionally reaching behind her and pushing the toy deeper into her ass.

“Don’t wince when I do that princess, it’ll make me want to put something bigger in there for your time out…”

She bit her lip, and watched him bring out two clothes pins, he placed one on each nipple, he flicked them both before moving on. He took another toy, buried it in her pussy with some ginger on it as well and then pulled her shorts up and instructed her to sit in the chair facing him and to spread her legs. He then cuffed her hand behind her.

“Now then, before I go I’m going to give you a few more licks. Then I am going to leave you in here to think about what you did.”

He picked up the thin cane again and began giving administering strokes to the inside of her thighs while she struggled to keep her legs open. After about 12 on each he was satisfied that they were properly striped. He put a gag in her mouth, turned off the light  and left.

She sat in the dark feeling the heat from her welts on her thighs and ass, the toys  seemed to be forcing her in half, and the burning seemed to only get worse, her nipples were so sore and she couldn’t get her hand free to take the clamps off. She was too scared of what he might do if she did anyway. On top of it the gag was becoming increasingly uncomfortable. It seemed like hours before she heard the door start to open.

“So how is my little slut doing in here? Are you feeling properly motivated not to run off? That was only 10 minutes, I could leave you like that for longer if you’d like.”

She shook her head no, pleading with her eyes.

“Hmmm, this is nice…” He removed the gag and watched her open and close her jaw a few times. He reached up and flicked one of the clamps, she jumped.

“As I said before, I am taking you into the other room now for the rest of your beating, it is easier to whip you when you are laying down quite frankly. I’m going to remove the clamps and toys for now in order to do that, but don’t get too comfortable. You are still going to have some more time out when I am done punishing you.”

Her eyes got wide at the sound of this, making him chuckle to himself.

“I like to follow beatings up with some time out to give you time to really appreciate it. And I like to do more than one in a day, make sure you are good and sorry. I’m sure by half way through the whipping you have coming you are going to be praying to god to put you in time out to get out from under that cane. Besides, you’ll be showing me what an obedient little slut you are going to be afterwards too, so that’ll give you a little reprieve.”

He unclasped her hands and pulled her to her feet, he took the toys out of her rather unceremoniously and then the clamps, all the while watching her wince and whimper. He put more ginger on her pussy and ass and marched her into the room, forcing her down onto a bed in the middle.

“Put one of those pillows under your hips, I want your little ass up in the air like it is begging for the cane, do you understand me? I expect it to stay up, if it isn’t, you go back in time out for another 10 minutes and then we start the beating all over again.”

She was almost in tears as she lay down, praying it wouldn’t hurt as bad as she thought it was going to.

Whoosh! Crack!

She tried to hold still, and he brought the cane down over every square inch of her ass, finding the sore spots, the spots that were already red and angry from the earlier beating, raising welts across her bottom and thighs. Over and over he brought is down, she was crying into the bed, trying to keep her back arched, even though she wanted desperately to hide her sore bottom. Her thighs and ass felt like a mass of welts. He would sometimes hit the same spot 2 or 3 times before moving on, and she could barely choke back the sobs. It seemed to go on forever, her ass becoming more and more tender with each stroke.

“Well now…. Isn’t that a pretty sight?” He was slowing down, lining up especially hard strokes that he spaced out, making her lose her breath every time he made contact with one of them.

“I think you might be ready now. Get over here, off the bed.”

She scrambled to do what he said, and he guided her bent over the end. She felt the plug again and winced as he forced it back into her ass, ginger and all. He then forced her onto her knees in front of him as he sat down on the edge of the bed, and replaced the clothespins on her nipples. She sat looking down when he slapped her again.

“Well don’t just look at the floor, make yourself useful you little slut. Unbuckle my pants, and hurry up. If I have to do it myself your going to be tasting that belt pretty quick here.”

She rushed to unbuckle them and pull them away.

“Very good. Like I said lets put that mouth of yours to good use. Suck it slut.”

She immediately took him into her mouth, feeling him getting harder as he slid past her lips. She could taste his precome already, and felt his hands sliding to the back of her head. He fucked her mouth slowly at first , sometimes pulling her by her hair to force her head down to lick and suck his balls before pulling her back up to shove his cock into her mouth again. His pace began to quicken just before he came, holding her head and forcing it down her throat, she tried to pull back but he held her as he pumped come into her mouth.

“Now I thought all little sluts swallowed.” He said smirking.

He took a  second to recover before pulling her up and marching her back to the little room, the second toy went back into her pussy  and he again tied her hands behind her when he sat her down. He didn’t replace the gag though.

Again it felt like an eternity, her ass was so much more sore from the last beating, and the toys and clamps were only making her suffer more. She was crying by the time he came back.

“What? After only 10 more minutes? Well, you’re almost done. You regret what you did now don’t you?”

She nodded yes, pitifully.

“I’ll bet you do.”  He pulled her up and unclasped her hands again, and again took out the toys and removed the clamps. He walked her back out to the main room and instructed her to get back up on the bed like before. She began crying harder, quietly begging him not to. 

“Get up there now, or I will tie you up there, remember what that means?”

She nodded and placed herself back on the bed, trying to brace herself. He put more ginger on her ass and pussy, telling her

“This is for asking me not to finish. I was going to let you take these without it. So I figure you have about 30 licks left. I don’t think I have to explain that these are going to be hard, but just in case I do, these are going to hurt like a mother fucker. You move, I start over at one. You move too many times and you will get another 10 minutes in time out, which as of now you are done with. Understand?”

“Yes sir”

“Good. One.”

He landed it directly across what felt like five welts, and muffled a scream into the bed. Again and again he landed fierce strokes across her sore and welted bottom. She was crying so hard by the time he hit 30 she could barely breath, she felt like her entire back side was radiating heat and swollen from the welts.

“Almost done now princess. I want you to stay just like that though. I do believe you told me in the other room how much you’d like to get fucked in the ass by something other than a toy, you said that now didn’t you?

She whimpered into the bed, her ass was so sore from the plug and the ginger she didn’t know how she could take anything else fucking her.

Before she could think much longer on it the cane came down across her ass hard and she jumped.

“Let me ask you again… Didn’t you say that you wanted to get fucked in the ass by something else?”

“Yes sir.”

“Hmmm, I don’t think that is enough. You didn’t convince me. I’ll tell you what, I am going to keep caning you while you beg me to fuck your ass like a good little slut. I’ll stop whipping you when you convince me that you really want it.”

He took no time waiting for her to reply and the she felt the pain spread through her bottom again as the beating continued.

“Please sir, fuck my ass.” She was choking back sobs.

“Is that the best you can do?”

Whoosh! Crack!

“Please sir fuck me, fuck my ass, I want to feel you inside me, please” More sobs.

“Hmm, closer. But I still don’t believe you. Is that really how a little slut would beg? Try again.”

Whoosh! Crack!

“Please sir I want to feel your hard cock fuck my tight little ass and pump come into me, please…please…” She could barely breath again, sobbing, trying not to get out from under the strokes.

“Now there, you see? You can ask nicely. Stay just like that.”

He positioned himself in front of her mouth first, and told her to make sure he was good and hard.

“You want a nice hard dick in your ass, don’t you bitch?” He pulled her mouth off his cock so she could answer.

“Yes sir.”

“Yes sir what?”

“Yes sir I want a nice hard cock in my ass.”

“Good girl” and he forced his cock back into mouth. Finally he pulled back and forced her head down into the bed.

“Stay like that you little slut, I want your ass up the air with you on all fours to fuck you, do you understand?”

“Yes sir.”

He forced his cock against her ass and heard her whimper as the head slipped in.

“Are you sore from the toys?

“Yes sir”

“Good. Between the whipping, the toys and the fucking, I don’t want you to be able to sit for a week.”

With that he forced the rest of his cock into her and heard her moan as he sunk to the hilt, his balls slapping her pussy as he fucked her hard. She was whimpering, begging him to be gentle, that only made him quicken the pace until he felt his cock swell before he exploded inside her. He took a moment to stay like that, buried in her ass, feeling the last spasms go through him before he pulled out.

“Go clean yourself up and take a shower. I don’t want you all sticky and covered in come. Get back out here when your done. I don’t think I’ll have to worry about you running off now, will I?”

“No sir.”

“Good, then get your ass in there and do what your told.”