Sunday, July 17, 2011

Miss Kiley Goes to Washington!

Dear Diary,

Well, here we are, on a plane on our way to our nation's capital :) I have several friends who live in D.C., among them Mr. A.W. He and I have been friends for several years, but it was only about three years ago that he enlisted my assistance with a little problem he has.

"My dear Kiley" he wrote in that rather surprising email, "I recently began seeing a therapist, in order to cope with some issues that I have that have the potential to cause problems in my life, both private and public. It is on the advice of my therapist that I am writing you this email."

I, of course, was both concerned and interested. Mr. A.W. is a very srong-willed, self-assured and confident gentleman. He is well-loved by all who surround him, and he has thrived in his chosen industry. I could not imagine what issues he might have which would cause him to visit a therapist, let alone, what issues his therapist might feel required an email to me!

"Here's my problem" the email continued. "As you know, I have never been a terribly private person, I am very socially involved, not only through my work but on a personal level as well. I have gotten used to seeing my face and my name in the news and, quite frankly, I have enjoyed every single moment of my notoriety. I like the attention, I like knowing that around the world, people know who I am and what I stand for. However, over the last couple of years, my love of publicity, of notoriety, of having people know who I am has gotten out of control. Honestly, Kiley, I have become addicted to the internet. Oh, I know what you are thinking..."just turn off the computer and walk away" Trust me, Kiley, if it were that easy, I wouldn't be writing you this email."

"Yikes" I thought to myself "surely he isn't going to reveal some pornography addiction or something like that...not sure how I could help him with that!" I read on...

"I have discovered the wide world of internet, virtual sex, but not things like web-cam paysites, or pornography, but places where people go to meet, chat, engage in virtual sex of all types and then move on to the next person in the room. The number of people who responded the first time I posted a picture (just my body, no face pics) was overwhelming, and I was so turned on knowing all these people wanted to be with me. I have had virtual sexual encounters with, I don't know, hundreds of women? Possibly some of them were men, I don't know, and frankly I didn't care. The excitement, the feeling I got from having so many people desire me in such a way became uncontrollable, and I was online practically all the my office, at home, when I travelled, always finding someone new, someone who would want me. Finally, in a hotel on the road, after a particulary gratifying night of webcam and chat (and numerous orgasms), I found myself lying on the bed, wondering what was wrong with me? How had I become so addicted to this virtual sex world? The next morning, I made an appointment with a therapist and a week later had my first session. We discussed this issue, and he, surprisingly, suggested I find a Disciplinarian...someone who could use discipline in such a way that my desire to expose myself like this would become so distasteful that I would finally stop. Of course, knowing you, I immediately agreed...thus this email. Please come to see me, and prepare to discipline me as rigorously as you would any other naughty young man under your hand. I have arranged your travel details, I await your acceptance."

Well, of course, I accepted his invitation and went to D.C. as quickly as my schedule allowed. The first order of business was lunch with him and his therapist, a very nice woman who understood and approved of my role. I must admit, dear diary, that in her short suit skirt and fitted suit jacket, I did have a moment or two of regret that she was not to be the target of my paddle, but I banished that thought and focused on the matter at hand. We discussed his therapy, I planned my sessions in order to enhance her therapy plan, and we decided the next day would be the perfect day to begin his private discipline sessions.

He came to my hotel. I had instructed him to bring the laptop he used for his online liaisons, as well as whatever other things he usually had at hand when he was "hooking up". I had him set himself up comfortably, and allowed him to go online and show me the sites he visits and how everything works. When he showed me his email, I was stunned to see the hundreds of emails from women all over the world, sending him pictures of themselves naked, masturbating, the emails telling him how much he turned them on...arousing, to be sure, and I could understand how he could get so easily hooked on the desire and the approval he got from these women. As he read through the emails, he read some of them to me, and I could tell he wanted to take pictures of himself to send out, he wanted to turn on that webcam, he was practically drooling to rejoin his virtual world. 

"Get undressed" I instructed him, and he leaped to his feet and immediately began to undress. "Oh my" I though to myself "if I had come upon naked pictures of him online, I would want to see more, as well!" He takes very good care of himself and he is very well...equipped, shall we say ;)

I could barely get his attention, he was so absorbed in all the emails, and as he read them, he fiddled with the camera. I had him go to the website he liked for the webcamming, and with one click we were there, watching people doing very sexual and sexy things, to themselves and each other. He reached for the camera.

"No!" I swatted him on the ass with my hand. "You may be logged in, but you will not turn on the camera. Get on the bed, on your knees, ass up in the air." It was almost as if he was so engrossed in the computer that he did what I told him without even thinking. I took out my strap and stood next to him. "Go back to your email account." He flipped screens...just in the few minutes we were on the other website, more emails had come in, and he clicked on a new one. "Delete it" I instructed.

"But, Kiley, I just want to read it!" 

I smacked his ass with the strap "Delete it now!"

His cursor hovered over the delete button, and I strapped his ass again. "Delete it, and delete the rest of them, one at a opening them, just delete them."

He deleted them one at a time to the accompaniment of my strap on his ass, one stroke for each email, the strokes gradually coming harder and faster as he clicked the delete button over and over. 

"Now, delete the email account."

"No, please don't make me do that, please...let me keep the email!"

"Delete it, NOW!" I puncutated each word with a stroke of the strap.

He very grudgingly deleted the email account. "Now, back to the webcam site." He clicked back to the webcam page...the number of requests he had from people wanting to see him was amazing! 

"Close each request" I instructed, and my strap hit as each request window disappeared. "Now, are there emails on this account?" He clicked to the email box with a sigh; he knew these emails would go next and began deleting them without a word. One at a time the emails disappeared, each click once again accompanied by the stroke of my strap. "Now, delete the account."

"I can just make another one, you know" he whined, as if that would make this any easier on him.

"Young man, I think you know what will happen if I find you have made a new account. Now, delete it, and shut off the computer"

He deleted the webcam account, powered off the computer and closed the lid. I sat next to him on the bed and leaned over to whisper in his ear. "You know this is the only thing to do, right? This computer problem of yours is out of control, and the only way to get it back under control and to get over this addiciton is to stop it all together. I will help you, in my way, as will your doctor, but you have to cooperate with us. I and my strap hope to ensure your cooperation."

I proceeded to strap his ass an additional fifty strokes, all the while reinforcing with my words the goal we were working toward. When I was finished, I sat back down on the bed, gathering him in my arms and letting him relax, After a bit, he collected himself, and we discussed how to proceed in the future. We decided I would visit montly for the first six months, then check in with his therapist to see how he was progressing. 

And so, Dear Diary, that was three years ago. I saw him monthly for six months, then every two months for the next six months. Last year I saw him four times, and this will be my second visit this year. I don't think he really needs the sessions any longer, he seems to have realized the ridiculousness of his addiction and I think he has become a much stronger person for it. This visit I will meet with his therapist, and we will go from there.

Of course, I did remember to pack the strap, just in case I need it ;)


Wednesday, July 13, 2011

Miss Kiley Gets Hers !!

Dear Diary,

Well, it is my last day in the S*** household. I feel things are well under control here. Nathaniel and Louise are very happy with the way things are going, Jeremy has become a polite, well-behaved young man who is excelling in his studies, Diana is well-prepared to handle any disciplinary issues that come up and the entire household feels...lighter. There is no doubt that Jeremy's attitude and behavior had been affecting the entire household but that problem is now, thankfully, over. At dinner, Nathaniel presented me with a very generous gift, which I certainly wasn't expecting but is certainly most appreciated. However, last night, I got probably the best "Thank You" I could have gotten...

At 9:00, there was a knock on my door. "Hmmm" I thought to myself, "I told Jeremy I was not expecting to see him tonight and he left with friends for the evening. Probably just Betty, come to say goodbye again." "Come in" I called out and as I turned and the door opened, imagine my surprise to see Brent, Nathaniel's secretary. He and I had not had much interaction as he was typically with Nathaniel or flying off here and there on Nathaniel's behalf. Around 30, Brent is tall, dark and muscular, with a brooding look about him that I find very attractive. His large hands send a thrill through me each time I see him, imagining them spanking my behind...he could cover a lot of area with those hands!!

"Well hello, Brent! I certainly wasn't expecting you, please, come in!" He came in, closing the door behind him.

"Hello Kiley," he said, looking around my room. "Looks like you are all packed and ready to leave tomorrow?"

"Yes, I am all ready to go. I feel I have done my job well here, and it is time to move on to my next position."

"I see" he said thoughtfully. "Do you travel around the country often?"

"On occassion, although usually just this part of the country. I don't care to be gone from home for long periods of time, so if I travel a long distance, it is only for a very good reason or at the request of a very good friend." I glanced at him curiously. "Please sit down, make yourself there something I can do for you?"

He sat on my bed, looking at me with those dark, inscrutable eyes, his gaze making me very self-conscious, rather flustered, and slightly breathless.

"I rather thought there might be something I could do for you." 

"O-o-oh really?" I didn't like how my voice squeaked like that, and I cleared my throat and tried again. "And what might that be, Brent?" That was better, I didn't sound like a squeaky little girl, which was exactly what I felt like!

"Well, Kiley, let me tell you something. I knew Nathaniel was at the end of his tether with Jeremy and when he told me he was bringing in an expert, I assumed he meant some type of behavioral therapist. I don't have a lot of dealings with the household, I am not here much, but I am with Nathaniel a good majority of the time, and the situation with Jeremy was affecting Nathaniel terribly. He was unable to concentrate on work, I couldn't get him to respond to correspondence or pay attention to pre-meeting briefings. Jeremy's behavior was beginning to affect Nathaniel's work, but once you came, I got my old Nathaniel back, and we were able to get work back under control. I really didn't question Nathaniel further on your role, I was happy enough to be able to finally get some real work done, but I was, of course, curious, and a few days ago I finally took advantage of a quiet moment to ask Nathaniel exactly what you were doing that was working so well."

"And what did he tell you?" I was curious to know, as many people are not willing to admit they hired a professional for disciplinary spankings.

He reached over to the bedside table and picked up my hairbrush (I do actually use it to brush my hair, you know, so it wasn't packed away with my other tools). "Well, he explained what you do and how he came to know about you." He was turning the hairbrush over in his hands...Diary, I felt like a child, waiting for Daddy to finish lecturing me before the spanking I knew was to come! I squirmed in my seat, cleared my throat as if to speak, but found I didn't trust myself to utter a word.

He looked at me. "I have known several naughty young ladies in my life who have needed correction at one time or another. I have made it a hobby of sorts and practice it as often as I am able. In my travels, I have amassed quite a collection of spanking tools, and am the proud owner of a fantastic collection of implements from around the world, but I always seem to come back to my two favorite implements, my hands and the hairbrush."

"Y-ahem-yes, I agree with you, my hands and my hairbrush are my favorites, as well" I was more than ready for the conversation to be over, and for the spanking to begin. In fact, I was having to force myself to NOT run and put myself over his lap...he made that hairbrush look better than it had ever looked before!

"I would like, if you agree, to show you my appreciation for giving me back Nathaniel. I was at my wits end trying to keep all of his various business interests in line while he fretted about Jeremy, and you have given us all peace of mind once again...if I might interest you in a spanking of your own?"

Well, Diary, I had all I could do to not strip down and throw myself over his knee!! But I very calmly looked at him a moment, then said "I think I would enjoy would you like to proceed?" Meanwhile, of course, my panties were soaked. 

He sat back against the headboard of the bed, and patted his lap. "Come over here, Kiley."

I climbed onto the bed and laid over his lap. We wiggled and arranged until we were both comfortable, and the spanking began. Over my skirt first, just a warmup, and his hands warmed me up with noooo problem !! Then he flipped my skirt up, and I panicked for a moment, worried that he would notice how aroused I was. Then, as he started once again spanking me with those large, muscular hands, I didn't care if he noticed, in fact, I didn't care about much of anything as I gave up all rational thought and just let myself float on the sea of sensation he was giving me.

We stopped for a few minutes to catch our breath and drink some's easy to get overheated and dehydrated when you are so involved in what you are doing, so we made sure to get plenty of fluid. He changed his position, sitting on the edge of the bed, and took me over one knee, his other leg locking my legs tightly together, flipped up my skirt, and pulled down my panties. His hand slid gently over my behind. "Oh Kiley, you have a lovely bottom, I will enjoy this spanking very much!" He then began to spank me in earnest, covering every part of my bottom thoroughly with his hands, gradually spanking me harder and harder. I could feel the heat begin to rise from my behind and although I squirmed, it was half-hearted at best...I didn't want this spanking to end any time soon, definitely not before he got to the hairbrush. We took another break, and I took a moment to admire his handiwork in the mirror.

"It has been a while since you've been spanked, I see." His hands had left some lovely prints and I knew they would stay with me for a while. "That't true" I said. "This spanker doesn't get spanked often enough, unfortunately!" "Well, anytime you feel the need, I do hope you will call me, I would be more than happy to take care of that for you. Now, shall we continue?" We returned to our original position, him leaned back on the bed against the headboard, me laying across his lap. This time, he went straight for the hairbrush...he was a devil with that brush, light taps followed by blistering swats followed by light taps, I never knew where he would strike next! ~sigh~ It was glorious!!

We spent a total of two hours together, spanking followed by a bit of cuddle time. I floated back to earth as he tucked me into bed. He leaned over and kissed me on the forehead as I began to doze off. "Good night Miss Kiley, and thank you again, for everything."

So, Dear Diary, that was my time at the S*** home. I have enjoyed it so much, and have made some wonderful new friends. I will be returning here as a friend many, many times, but for now, it is time to look to the future and my next assignment. Do you recall my telling you about my friend Mr. A.W. in Washington D.C.? He is a very curious sort, has some issues that he deals with in a very unusual way and he has written reminding me that it is time for my yearly visit. So after a day at home, making sure my house hasn't burned to the ground, we are off to the capital !!


Saturday, July 9, 2011

Diana's Wooden Spoons

Dear Diary,

Well, the weekend has come to its conclusion, and all in all it was a peaceful one. Jeremy went out with his friends Friday and Saturday night, but was home by his curfew time each night. We have had a meeting each evening, but he has been so well behaved (his room is spotless!) that he has managed to avoid any further punishment.

Until today, that is.

I was headed for the kitchen to see if I could assist Diana in any way with dinner, as we are having a dinner party for several guests. I heard raised voices, and as I got closer to the kitchen, Jeremy came storming out, turning his head over his shoulder to look back toward the kitchen..."Bitch!!" he said, not under his breath, not loud enough for Diana to hear, but quite loud enough for ME to hear.

"Jeremy!!" I exclaimed, aghast at his language. 

He stopped short. "M-m-m-Miss Kiley! I didn't know you were there!" I could tell he knew he was due for punishment, but was unsure about exactly what form that punishment would take. Foul language is one of my biggest pet peeves and that had been made very clear to him from the beginning.

I grabbed him by his ear and almost dragged him into the kitchen.

"Ow, ow, ow...what are you doing?!" he exclaimed. I chose to ignore him and instead addressed Diana.

"Diana, young Jeremy here was overheard by me referring to you in most inappropriate terms. Might I borrow three things from your kitchen, as well as your assistance?" I knew exactly what punishment was necessary for this flagrant misdeed.

"Of course, Miss Kiley, whatever you need!" Her eyes glittered...I had a feeling Diana was going to enjoy assisting me in correcting Jeremy.

I took the bar of antibacterial soap from the sink. "Open your mouth"

Jeremy looked at me a moment..."Oh no, I am not letting you p..."

I stuck the bar of soap in his mouth as he was protesting. "Hold that right there...if you spit it out, you will only make things worse for yourself.  Diana? Might I have your best wooden spoon and the use of your counter?"

She reached into the drawer and pulled out two very nice wooden spoons. She weighed the two of them in her hand, then handed me one, keeping the other for herself. I knew she would be an excellent assistant.

I looked at Jeremy. "Bend over the counter."

"Mmmph, mph, mmmph". He knew he didn't dare take out the bar of soap, but he attempted to protest anyway, shaking his head back and forth. His embarrassment was obvious, as was, once again, his excitement.

I pushed him over onto the counter. "Diana, will you help me hold his arms behind his back?" We each took a wrist, and held his hands firmly so he could not squirm away. I pulled down his shorts and his underwear, then leaned over him and looked in his eyes.

"Jeremy, this may be the worst punishment you receive from me, worse even than your first. Cursing, and in particular cursing at your elders, is a very big problem, and neither your grandparents or the other members of this household need to be exposed to your foul mouth. I count foul language among the worst transgressions and your punishment will reflect that." 

I took the wooden spoon to his behind. No warm up, no coddling, no in-between carressing. I paddled his behind with that spoon mercilessly for 100 strokes, silently, methodically; he would only need to learn this lesson once. Then I looked at Diana.

"Diana, since you  are the offended party, you may, if you wish, repeat the process, further impressing on Jeremy the importance of this lesson."

"If we might just trade places, Kiley, I would be happy to do so." She and I switched places, and she repeated my performance with her own wooden spoon. She had an excellent form and seemed to know instinctively exactly where to hit, how many times to repeat in any one area...the works. She was a practiced spanker, who knew?!?"

Once she was finished, we admired our handiwork. Jeremy's bottom was flaming red and the spoons had left their was quite easy to see that Jeremy had been introduced to a well-seasoned pair of wooden spoons. "Stand up, Jeremy, and pull your shorts up."

He stood, pulling up his shorts, but not quite fast enough to hide the rock hard erection he had. I removed the bar of soap from his mouth and motioned him to the sink.

"Rinse your mouth out, then go to your room. You will sit down and write out (not type or print, write out in cursive) the line "I will not use foul language" 200 times. I will expect to see it when you report to me tonite."

He silently rinsed his mouth and left the room. I turned to Diana. 

"Thank you so much for your assistance, Diana. I see you have done that before?"

"Oh yes, Kiley, I regularly spank my husband. I enjoy it very much! I had never thought of the bar of soap, I will have to use that one night, he would LOVE it!!"

Diana and I talked for abit longer, and we agreed that she would take over any discipline that Jeremy might need. I would let Nathaniel and Louise know that she would be my proxy when necessary, I did not expect them to have any issues with the arrangement. Diana and I also agreed that if I was requested to work in a place where I might need an assistant, I could call on her and she would make herself available to me. We finised arrangements for the dinner party, and the rest of the evening was spent relaxing and enjoying guests. At the appointed time, Jeremy appeared at my door.

"Jeremy, I am so terribly disappointed in you. The last few days have been sterling, not a single issue, and today you had to pull out one of the worst offenses you could."

"Miss Kiley, I humbly apologie and it will never happen again. I have picked up the habit from friends, but I realize that is is unbecoming, rude and obnoxious, and I will not let it happen any longer." He handed me his line writing. I looked it over carefully as I considered my response.

"You have done very well, thank you. I accept your apology, and I expect you to apologize to Diana as well. She and I have agreed that after I leave here, she will take over as my proxy, and I expect you to show her the same level of  respect and obedience you show me. One of the most important lessons you need to learn is that no matter where you are, there is always a chance that someone can see you and what you are doing. You have to be the person you want them to see. If you want people to see a foul-mouthed, rude young man, then continue on this path...but if you want them to see an intelligent, handsome, well-mannerd gentleman, then learn to control yourself and really become that gentleman. Now, turn around and drop your pants."

"You're not going...?!?" The look of almost horror on his face let me know that the afternoon's session had not been in vain.

"No, no, Jeremy. You have had enough for today. I simply want to see the reults of our labors."

He turned and dropped his pajama pants. I held back a gasp of pleasure. The outlines of many, if not most, of the strokes with the spoons were dark red, fiery red, and I had to restrain myself from reaching out to carress his behind. Instead, I reached into my bedside table and handed him a smal tube of cream.

"Apply this to your behind tonite, then again in the morning after your shower. You will find it helps. You may go now...good night Jeremy."

He took the cream. "Good night, Miss Kiley, and thank you." He smiled a very happy smile and left the room.

Diana will do perfectly well in my place here, Dear Diary. I only have a few more days then it is off to my next assignment. I will tell you about that before my time here is through, it promises to be a lot of fun!


Tuesday, July 5, 2011

Betty's Turn Over My Knee

Dear Diary,

Well, the last three days have been relatively quiet here in the S*** home. Jeremy has responded nicely to his nightly discipline sessions, in fact, I have hardly had to mete out any punishment at all. Of course, the weekend is here now, we shall see if he can stick to his curfew or if that will be another issue for me to deal with.

Surprisingly enough, last night, I had to deal with a different member of the household.

I chose to visit Jeremy in his room instead of my own this time, just for a change of scenery. We had finished our discussion about his recent transgressions and of my expectations for the coming weekend and were just about to get to the spanking portion of the evening, when I glanced in the mirror over his dresser and saw Betty peeking in the open doorway. 

"Betty!" I called her name as I rose from my chair. "I know you are out there, come in here right now!"

"Yes, Miss Kiley". She came in the room, wringing her hands, a look of fear mixed with anticipation in her eyes. Betty is 25, a very voluptuous young lady, well-mannered and (or so I thought) very well-behaved. I was surprised to have caught her peeking in on Jeremy and I. While I was a little angry, I was more surprised at her behavior, and, I must admit, very excited by the thought of disciplining her for her actions; after all, Nathaniel had put the discipline of the household into my hands, and Betty most certainly had earned herself a good spanking!

"What do you think you are doing, young lady?!"

"I...I...I...", she stammered, embarrassed at having been caught, and perhaps even more embarrassed to admit her interest in the spanking Jeremy was about to receive. 

"Come here and stand in front of me" I ordered, very well aware of her embarrassment. She presented herself in front of me, pleating the hem of her skirt between her fingers, her eyes downcast. "You do realize that Mr. S*** has placed all the discipline of the household members in my hands, correct?"

"Y-y-yes, Miss Kiley, I understand" she whispered. 

"And don't you think peeping in on a private encounter is grounds for punishment?" She was blushing furiously, and I wondered how much of her blush was embarrassment and how much was excitement.

"Y-y-yes, Miss Kiley, it was very naughty of me to spy on you and Jeremy."

"I am so glad you agree." I pondered for a moment. "I think the best course of punishment for you would be to let Jeremy decide on your punishment, then let him watch while I administer it...don't you think that sounds fair?"

She shot a quick glance at Jeremy, then looked at me. "Oh please, Miss Kiley, don't let him watch!! I will take whatever punishment you decide on, but don't let him watch !!"

"But Betty, it only seems fair to me that he gets to watch your punishment, since you were trying to watch his. I think that sounds imminently suitable. Jeremy? What do you think is fair punishment for little Betty here?"

Jeremy thought for a moment. "I think a hand spanking, twenty five swats on each cheek, over your knee sounds fair." That did sound very fair to me, and I sat on the edge of the bed and looked at Betty.

"Come here, Betty." The look she gave me, one of fear, anticipation and desire, let me know she had pulled this little stunt quite purposely and was about to get the result she had been hoping for. She came over to me, and I took her over my knee.

I flipped up the back of her skirt, pulled down her white cotton panties, and had to stifle my exclamation of pleasure at her beautiful bottom. Shaped like an upside down heart, it was beautifully full and firm, and oh so spankable! I had been hoping for a chance to give her a spanking but I still needed to present a professional, detached persona. It would not be good to let either of them know just how much spanking turned me on. I did, however, plan to take my time, and do a lot of in between carressing ;)

"Now young lady," I began stroking her behind as I gently chastised her. "I am shocked at your behavior this evening, and I do not expect something like this to ever happen you understand?"

"Yes, Ma'am, I will never peek in on someone else's private time again!"

"Good, and just to make sure you never do, the memory of this spanking should serve as a reminder." I began to spank her, gently at first, as a warm-up, a few light swats on each cheek. She whimpered and squirmed, but she also pressed herself closer to me and raised her bottom slightly, presenting herself for the spanking still to come. 

Five firm hand spanks on each cheek, and her bottom was nicely pink...the color just enhanced the beauty of her behind, and I carressed it slowly, lovingly, enjoying the warmth coming from her spanked flesh. Another five swats on each cheek, and her breathing began to change, heavier and heavier as her whimpering changed to quiet moans of pleasure. The naughty girl was enjoying this! I gave her five more very rapid smacks on each cheek, hard and fast, and she raised her bottom to meet my hand with each stroke. Behind me on the bed, Jeremy watched, his own breathing heavy, and I knew he was incredibly aroused by the scene he was witnessing. Five more hard and fast smacks on each cheek, and I knew exactly what to do that would give us all quite a bit of pleasure.

"Betty, stand up!" She stood, a little confused since we still had ten more swats to go. "I think, since this is Jeremy's room, and it is his privacy you invaded, that HE should finish this spanking."

She blushed deeply but answered promptly "Yes, Miss Kiley, whatever you think is right."

Jeremy couldn't wait! He took my place on the edge of the bed, and took Betty over his knee, just like I had. He carressed her lovely red bottom, then administered one very well placed, and very firm, smack on each cheek, earning him squeals from Betty.  In between each of the final eight strokes, he took the time to fully soothe her bottom, surprising her with each was definitely fun to watch her reactions as he caught her by surprise with each stroke. Finally, the last swat administered, she stood up and smoothed down her skirt, rubbing her butt as well. Then she surprised me!

"Thank you, Jeremy, for my spanking. Thank you, as well, Miss Kiley, for my punishment, I deserved it for my misdeeds and will behave properly in the future." "I hope not" I thought to myself!

"Alright, children, it is time for bed." I herded Betty out of the room, and as I closed Jeremy's door, I saw him furiously stroking himself...I knew the spanking he had given Betty would be masturbation fodder for him for quite a while!

At the door to my room, I gave Betty a hug. "You did very well, Betty, and I am glad you acccepted your punishment like a proper young lady. Thank you."

"Thank you Miss Kiley! I do hope if you feel I need another at any time, that you won't hesitate to administer it, perhaps more privately though." 

"Betty, it would be my pleasure!" Perhaps more my pleasure than she needs to know, though ;) 

I sent Betty off to bed, and sent myself off to a long, hot bubble bath. Diary, I am going to need my own spanking very soon !!


Friday, July 1, 2011

Jeremy's Punishment

Dear Diary,

My second day here in the S*** home, and it certainly was an eventful one! I rose early this morning; I wanted the opportunity to observe Jeremy before he left for classes, mainly to see if our discussion last night had any effect on him at all. As I expected, the potential for discipline had no effect at all.

I joined Nathaniel and Louise in the dining room for breakfast. Breakfast and dinner are served directly from the kitchen, while lunch is a do-it-yourself meal, unless there are guests planned for a luncheon. Breakfast is served promptly at 7:00 AM and dinner is served promptly at 7:00 PM. Nathaniel and Louise told me that Jeremy is persistently late for both meals, causing great inconvenience in the kitchen, where food has to be heated up or remade in order to accomodate him. I told them that this practice is to stop immediately; if Jeremy is late, he doesn't eat, and his tardiness is duly noted and discussed during our disciplinary meetings. They have given me free reign to discipline Jeremy in whatever way I feel necessary, and have agreed to stop catering to his petty demands. At 7:25, Jeremy chose to join us for breakfast.

"Sorry I'm late, gramps...just couldn't get my shit together this morning. Oh, and good morning granny and K!" He was starting off today in a very testing frame of mind. I made a few notes in my book, then looked at him.

"It is a pity you chose to be late this morning, Jeremy. Breakfast is over. I suggest you plan to be on time for dinner."

Suddenly, a loud car horn honked repeatedly in the driveway. "That's Bob, gotta run!!!" Jeremy dashed out of the house and headed off to class. I reassured Nathaniel and Louise that the next morning would be much calmer.

I spent the rest of the day getting to know the staff and exploring the house. I visited Jeremy's room, and was appalled, absolutely appalled, at the condition he leaves his room in. I summoned Betty, the maid, in order to question her about Jeremy's habits. 

"Betty, is Jeremy's room always like this?" I asked, taking a good look at Betty while she considered the room and her answer. She is an attractive young lady, probably 25, and is very good at her job. She may be a bit cheeky, and she wears skirts that may be a little short for her position, but I have never heard her be disrespectful in any way...which is a pity, because those short skirts show me the promise of a very enjoyable spanking session!

"Yes Ma'am" she replied. "I clean it every other day, in fact, it is on my schedule for today."

"You won't be cleaning it today, Betty, and hopefully you won't be cleaning it anymore at all" I informed her. "Jeremy is a grown man and can care for his own room and his own things." I noticed a towel lying in the middle of his bed, and when I picked it up, it was obvious what it had been used for.  "You mean you even have to clean up this kind of thing?"

"Yes Ma'am" she giggled. "I think he does it on purpose, trying to show off or something."

"Well, no will not be dealing with this any longer, and if Jeremy says anything to you about it, complains to you in any way, you are to report to me, understood?"

"Yes, Ma'am!" She is definitely an excellent employee...if only she wasn't quite so good ~sigh~

Late in the afternoon, I took the time to compile my notes from the day, made sure all appropriate entries had been made into the Infraction Book, had a wonderful, relaxing bubble bath and prepared for the evening. I heard Jeremy come home from school, and heard him yell for Betty from his bedroom door.

"Yes Jeremy?" I stood near my door so I could listen to the conversation.

"You didn't clean my room today!" He sounded, not really angry, but more worried.

"No, Miss Kiley instructed me that I am to no longer clean your room, and I am supposed to take any instruction from her as if it were from your grandparents." I might have to spank Betty just for being SO good!

"Damn!! I was worried this would happen...ok, thanks Betty." I then heard a loud SMACK!! and a "Oh Jeremy!" from Betty as she walked past my room...perhaps there was hope for her yet !

Jeremy appeared on time for dinner, which amazed us all. He was polite, attentive and made excellent conversation throughout the meal. After dinner, I reminded him that I expected him in my room at 9:00 PM sharp, and he assured me he would be there.

His knock on my door was hesitant. "Come in, Jeremy" I called, and he entered and closed the door behind him. I had positioned my spanking chair so it was near the bed. As I put him over my knee, I wanted him to be able to rest his upper body on the bed...we were going to be at this a while, and I didn't want him to be too uncomfortable.

"Jeremy, your behavior today, in the brief time I saw you, has been reprehensible. I am surprised that, even after our discussion last night, and your awareness of the punishments that would be in store for you, you still chose to start today off on the completely wrong foot!"

"I guess it is just habit, Miss Kiley, I'm sorry" He looked everywhere but at me, his hands behind his back and his embarrassment quite obvious. 

"Well, Jeremy, telling me you're sorry is quite nice, but it doesn't change your punishment at all. Come here and stand in front of me."

"But...but, Miss Kiley, I really tried, and it won't happen again...I was on time for dinner! I promise, I won't be late for breakfast again!" 

"No buts, Jeremy, come over here and stand in front of me!!" He stood motionless, staring at the carpet. "Jeremy! NOW!" He, very reluctantly, came to stand in front of me. "Tonight will be, barring any future issues, the most severe punishment you will receive from me. I understand you have been here in your grandparent's house for 6 months, and your bad behavior started about 5 months ago. Therefore, we have five months of correction to catch up on." "but...but...5 months??? That's not fair!!" "Jeremy, do NOT interrupt me! Your behavior has been reprehensible and you must suffer the consequences. I have talked with all the members of the household and have made a list of all the things you will be punished for. Please review the list, and we can discuss anything you feel is incorrect. I may or may not remove an item from the list but, unless there is a very good reason why I should do so, as far as I am concerned the list is complete." I handed him the Infraction Book and he began to read, muttering to himself "yes...oh I remember that...dang, I didn't think they noticed that...did I? Oh right, I did...shit" He handed the book back. "I take it everything appears correct?" "Yes, Miss Kiley" He gave every appearance of embarrassment and discomfort,  but again, I noticed the growing bulge in his pants...his body gives away his excitement, and I plan to use that to my advantage.

"Good...drop your pants"

"Wh-wh-what??" he exclaimed.

"You don't think I am going to spank you over your pants, do you? Drop Your Pants !!" With that, I reached out and unbuckled his belt. He stood there, seeming rather surprised at my demand. "Fine! If you are not going to do it, I will do it for you!" I stood, removed his belt, unbuttoned and unzipped his pants, and yanked them down around his ankles, leaving him standing in his t-shirt and boxers. He was not only greatly aroused, he was also greatly embarrassed, which made his arousal even more apparent. I must admit to my own arousal, he is a fine, strapping young man and preparing to take him over my knee was very intoxicating. 

I sat back down on the chair and spread my legs slightly. "Come stand between my legs, face the bed, and lay across my knee." He positioned himself over my knee, and I could feel his erection pressing against the inside of my thigh. I locked his near leg beneath mine and took up my hairbrush. "You will take 5 strokes with the hairbrush for each week that you have been in this house and have backtalked either your grandparents or the staff. That is 100 strokes. They will be swift and hard, but not so hard that you are not able to take more...ready?"

He squirmed in my lap "Please, Miss Kiley, not 100 strokes, please!! I promise, no more back talk, no more cursing, please not 100 strokes!!"

"100 strokes, Jeremy, is very fair...don't worry, relax and it will be over before you know it."

I started slowly, covering his bottom thoroughly with the first ten strokes. Oh how I love having a squirming young man across my lap, the sound of the hairbrush as it smacks his bottom, the heat I can feel as his ass begins to warm to my ministrations. Each time he squirmed, I could feel him rubbing his erection against my thigh, and I purposely squeezed my thigh harder against him. I gave him ten more strokes with the hairbrush
then pulled down his boxer shorts.

"Wh-what are you doing?" "Pulling down your underwear, of don't expect me to continue to spank your covered bottom, do you? A bare bottom spanking will be the norm for you after tonight." I softly stroked his bare bottom with my hand, feeling the slight warmth from the spanking, knowing it would only get hotter and better.

Twenty more strokes and he was begging "Please Miss Kiley, please, no more, I promise, I will be a perfect angel, please, don't spank me anymore, I will be good!!" He squirmed harder, and his cock was so hard it felt as if it might burst as he pressed it ever harder against my thigh. "Jeremy, you still have sixty more strokes to go...I will be quick with them, then we will take a break." Twenty more strokes, fast and hard, during which he tried to put one hand beneath himself...I know he wanted to masturbate, so I grabbed his arm and held it behind his back as I swiftly administered the final forty strokes. 

I pulled his boxer shorts back up. "Stand up, and take a break." He stood, torn between covering his erection and rubbing his behind. "Starting now, there will be no more back talk from you, young man. When you are told to do something, you will do it, without question. Although you are an adult, you are not the authority in this house, and I expect you to respect your elders. Do you understand?" "Yes, Ma'am" he whispered, then he cleared his throat and said loudly "Yes, Ma'am, I will respect those in authority over me."

"Very, take of your shorts, and bend over the edge of the bed." 

"T-t-t-take them off???"

"Of course, take them off or I will take them off for you." He quickly removed his boxers and bent over the edge of the bed. I picked up the belt. "You will now receive two belt strokes for each week you have been late for meals, late for class or missed a meal or class completely. That is forty strokes with the belt...are you ready?" "Oh Miss Kiley, please, not forty strokes...can it be one stroke for each week? Twenty strokes? Please, Miss Kiley, I promise it won't happen again...I was on time for dinner tonight, and I will be on time from now on, and I won't cut classes, or be late to class, or be late with homework ever, I promise, please, not forty strokes!" "Forty strokes,'s not that much, I promise." I made quick work with the first twenty strokes, then stopped and carressed his bottom, flaming red from the hairbrush and the belt. Stroking his bottom gently, I allowed my hand to slide briefly between his thighs, and he moaned softly as I brushed against his balls, tight against his body. Although he protested the spanking quite vigorously, his excitement was apparent and I knew that the end of our session would insure his future obedience. I rapidly finished the final twenty belt strokes, then sat on the bed next to him, stroking his hair as I told him "Well done, Jeremy, you are taking your punishment very well. I am extremely pleased with are going to be very well behaved from now on, aren't you my boy?" "Yes, Ma'am...I am going to be so don't even need to spank me anymore tonite, I have learned my lesson, and I won't ever misbehave again!" "Oh Jeremy, we are almost done...just one more thing to do. If you like, you may climb up on the bed, on your knees." He moved onto the bed, trying to keep one hand under himself. I pulled his hand out from under him, brushing my own hand against his cock as I did so, purposely, of course, I wanted to keep him on edge. 

I picked up the cane. "You will now receive one stroke with the cane for every week you have been in this house and have been disrespectful to your grandparents and the staff. You must learn to address your grandparents properly; you must learn that your poor personal habits show a lack of respect for those who work here, especially Diane and Betty. Your room is a disgrace and that you expect Betty to clean up after you is disgusting. Diane will not longer wait on you when you are late for meals or miss a meal, and Betty will no longer clean up after you. Your friend Bob, who picked you up this morning, is incredibly disrespectful to this house, and you are to be waiting for him every morning so there will be no more horn honking that early in the morning. Do you understand?"  "Yes Miss that is twenty strokes with the cane?" "Yes, Jeremy, twenty strokes with the cane and we are done...ready?"  His "Yes Ma'am" came very reluctantly. 

I took some small pity on him, and eased off on the cane just a bit, but it still made its mark on him, and after the twenty strokes, he was trembling, trying not to cry. I sat on the bed, and pulled him onto my lap, stroking his hair and telling him "That's all, Jeremy, we are all done now. You have been very, very good, taking your punishment as I would expect a fine young man to. You have learned some very important lessons tonight, and from now on, it won't be this bad." Continuing to speak quietly to him, I began to stroke his shoulders and his chest lightly, feeling him relax against me. His cock, however, was fully erect...I knew one touch would be all he would need, and at the same time, one touch would be all I needed as well. "Jeremy, why don't you step into the bathroom and take care of yourself, then clean up." He went into the bathroom, and I watched in the mirror above my dresser as he examined his behind in the bathrrom mirror, furiously stroking his cock as he felt the welts that had formed. I matched my own furious strokes to his, and orgasmed as he came, quickly composing myself before he came out of the bathroom.

I helped him get dressed, hugged him and watched him as he went down the hall to his own room. "Good night, Jeremy. Tomorrow is a brand new day, with a brand new attitude!" "May I have until the weekend to clean my room?" "Of course you may...sleep well, and I will see you at breakfast!"

Only an hour, dear diary, but sometimes it feels like a marathon. I am off to bed, and we will see what tomorrow brings !!

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