Boss Lady
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Boss Lady free porn video
Boss Lady
by Tim Roberts
Diane was the first female supervisor I had ever had. The first day she arrivedin the office I was stunned by how beautiful she was; early 30's, long brownhair and brown eyes, about 5'6", and slender with a great build. Yes, she wastruly very pretty. But what really turned me on was the way she dressed andhow she handled herself in the office. She managed to do a real good job oflooking business-like and sexy at the same time, wearing suits but with thedress cut short and nice strappy high heels. Diane's style was pretty directbut also light and playful. But she seemed to enjoy giving orders and quicklyestablished herself as the boss in fact as well as in name.
I was very attracted to her physically and found it vaguely satisfying tohave her as my supervisor. It gradually dawned on me that her take-charge mannermade her even more attractive to me. But I still found it hard to adjust toworking for a woman. I resisted doing stuff she wanted and started missingdeadlines on important projects. Since I was the only male reporting to her,I really felt isolated. And some days, when she wore something especially tantalizingI was so distracted I couldn't concentrate for hours afterward. My God, thoselegs and tight ass, how I wanted to get my hands on her!
Finally, about a month after she arrived, Diane called me into her officefor a one-on-one talk about my performance. She said she thought that I washaving difficulty because I could only think about her as a woman, not as myboss. I admitted that I found her very attractive.
"I find that you're no different from the other men I've supervised, Tim.You lack respect and you are insubordinate. And your mind is constantly inthe gutter. Don't deny it. I've noticed the leering looks from you on severaloccasions. But you know that I control your future here, don't you?"
"Yes, Diane"
"Well, good, that's a start. Now, what I find works really well with a recalcitrantmale subordinate is some private tutoring after hours. It's not optional, ifyou want to get along with me, that is."
She handed me a piece of paper with an address on it and said she expectedto see me there the following Wednesday at 7:00 pm.
"That's 7:00 pm sharp, Tim. Is this all clear?"
"Yes Diane, I guess," I responded.
"Don't worry" she replied, "with my help, you'll become unconfused very quicklyand we will get along much, much better. Now you are dismissed. Back to work!"
Diane's latest instructions really did leave me confused, so I was lookingforward to the "tutorial" as she called it. My fondest hope, of course, wasthat she was really just coming on to me and that I was about to get lucky.After a lot of vacillation, I went out and bought some nice perfume to bringon Wednesday. That would at least make it clear that I was interested in beinga lot more than just her "subordinate".
The townhouse she lived in was in a nice neighborhood. Diane was all smilesas she let me in and invited me to the living room. She wore the same navyblue suit she had on at work that day, but she had removed her jacket. Thetop button of her blouse was open, showing an exciting bit of cleavage. Dianewas clearly aware of the effect she had on me. After I sat on the sofa shestood in front of me, looked down at me, and smiled. "Like what you see?"
"Yea, I sure do. Diane, you're, ah, well. I find you very attractive.And I ...." I was so embarrassed I didn't know what to say.
With an amused grin on her face, she waited as I squirmed a bit. FinallyI decided that actions would speak louder than words--big mistake as it turnedout. Anyway, I reached up and put my hand on her leg. At this she grabbed mytie, pulled my head up and angrily informed me that I was never to touch herwithout her permission. I started to apologize but she stopped me.
"I'm not interested in apologies. You see, Tim, I have special rulesfor men--I expect to be treated like a lady at all times. I am very specialand deserve to be treated accordingly. And men who work for me have to learnhave lots of rules if they want to please the boss."
She moved over and sat in the side chair next to the sofa. "The first ruleis that since I am your superior and you are my subordinate, you will kneelwhen in my presence. After all, subordinate does mean lower or under, doesn'tit?"
"Yes, Diane, but, I…"
"Do it" she interrupted sharply, pointing to the floor in front of her.
I was totally taken aback and complied.
"Now, for the next hour or so you will start learning to respect me and obeyme the way your supposed to. First, I have a little task for you. One of mygarters came loose and I want you to help me reattach it." As she spoke, shestood up and slowly raised her skirt on one side to reveal the loose garter.My cock got so hard I was afraid she would see it through my pants.
"You have permission to touch my leg in order to reattach my garter."
Nervously I fumbled with the garter. She giggled at my awkwardness and observedthat I seemed to need more practice. This was an immensely pleasurable task,so I was sorry that only one garter had come loose. Above the top of her stockingsI could see her pretty white thighs and even a bit of the black panties shewore. It was difficult to control myself. I fantasized about being able todress or undress her. What a queen she was!
When I was finished she sat down again. "Now, why don't you stay onyour knees. I like you on your knees, and besides, I know YOU like it becausethe view is SO-O-O good!" As she said this, she crossed her legs and,with a flourish, carefully slid her skirt up so that the garters on both herlegs were clearly visible. I was so stunned I couldn't believe what was happening.This woman certainly was different--more than a cock tease, a lot more.
Although I felt a bit sheepish, I stayed on my knees and positioned myselfbefore her.
"You like my beautiful legs in my sexy stockings and garters, don'tyou Tim?"
"Yea, Diane, who wouldn't? You're a real turn on."
She prompted me to tell her in great detail what I was thinking, what I thoughtabout her, and why I found her to be attractive. All my emotions just cameout in a torrent of words. I told her how she attracted me physically and alsothat she seemed different. Finally, I shyly admitted that I wanted to havesex with her in the worst way.
"So you want it bad, huh, well that's typical of males. You can desireme all you want. I don't care. The fact is, I'm your boss. Actually, I findthat little boys become so much more agreeable and compliant when they're needylike that. And I find it a bit amusing watching you try to hide this." Asshe spoke, she placed the tip of her left heel on top of the bulge betweenmy legs.
I let out a low moan of frustrated desire. Any contact from her felt so goodI couldn't help myself. I involuntarily started to push my pelvis up towardher shoe. "No, no, control yourself. I want you to remain perfectly still.You must learn control when you're in my presence."
I tried mightily to obey. She slowly brushed her heel in circles over mycrotch area. I thought I would come right then and there but she removed herheel just in time.
"Good, Tim. But I see you need to learn more self-control. Now I wantyou to get me something to drink--how about a diet coke on ice. Just go tothe kitchen and help yourself. Get something for yourself too. And there'sa tray on the countertop next to the fridge. You can serve it to me on that.Now hurry, I'm thirsty."
When I came back I found Diane stretched out on the couch but sitting up,with her back against one arm. She smiled prettily as I leaned down and offeredher the drink on the tray.
She had me kneel again in front of the couch. We chatted and sipped our drinksfor a few minutes.
"So, you're starting to learn how I like men to behave around me. You obviouslyenjoy it or you wouldn't have such a hard on. What you really are, Tim, likeall men who work for me, is my slave.
There was a brief silence. I looked down in embarassment.
She continued: "I require total obedience and submission. If you want tocontinue working for me it be on my terms--you, Tim as my loyal, obedient slave,and me as your mistress, teacher and guide. I will take you into a new world,Tim, where men serve women. I am a strict but fair mistress. Your trainingwill consist of regular punishment and correction, and you will learn totalhumility by obeying all my wishes. Your reward will be the privilege of servingme and pleasing me. If you are a good boy, I may occasionally allow you sexualrelease."
"Do you agree to become my slave?"
"Yes, I do."
"From now on, when we are alone, either here or at work, you will addressme as 'My Lady". Now I want you to properly acknowledge me and then kiss eachof my feet to show your respect."
She had me and she knew it. There was no choice,
"Yes, My Lady, I obediently replied. And I planted a kiss on each of herfeet in their sexy heels.
She led me upstairs to a small, barely furnished room next to the bedroom.In one corner was a rack containing a huge array of whips, paddles, and otherimplements that I had never seen but whose purpose was easy to guess. A bigwicker fan chair, like the kind that the queen uses in the movies, was in theopposite corner. She instructed me to strip completely naked and kneel facingthe chair. I was to put my forehead on the floor, legs spread shoulder widthapart, and hands on the floor at my sides.
"I expect to find you to be ready and in that exact position when I return.You are not to move without my permission." She left the room.
I stripped, assumed the position she had indicated, and patiently waited.A good ten minutes later I heard her enter the room. Without thinking, I lookedup as she approached--big mistake! She was an eyeful--she had changed intoa long black silk robe. It was open at the top to show some cleavage, and shewore high heels and stockings. But I had been disobedient by moving withouther permission.
She was clearly very displeased but in an even tone of voice, she firmlyestablished who was in charge. "You disobeyed and must be punished. You willget a taste of the hot pain that your mistress has in store for slaves whodisplease her." She handed me some ankle and wrist cuffs and instructed meto put them on. Grabbing my left ear, she led me to her 'whipping horse' inthe corner. I bent over it and she secured my ankles and wrists to anchorsat the bottom of each leg. Now I was completely helpless.
Without a word she proceeded to beat me--a total of 10 strokes, 5 for eachinfraction. She taught me the ritual I was to follow whenever being corrected;first, ask her for each stroke, and then thank her after it was administered.And if I forgot any part, I would get two more penalty strokes. She startedwith a heavy paddle and finished up the last five with a riding crop. The painbuilt gradually and seemed to go deeper and deeper with each stroke. She hitme pretty hard and didn't seem concerned at all when I yelled out in pain.My pleas for mercy fell on deaf ears.
She released me and sat down in her chair. I started to follow her but sheturned and, pushing the tip of the crop into my chest, told me to await hercommand.
She settled comfortably into the chair. Tapping the crop lightly on the sideof the chair, she said "Okay, Tim, you may crawl over here and beg your mistress'sforgiveness."
I was required to first thank her profusely for correcting me. Only thenwas I to offer repeated apologies and promises not to repeat my misdeeds. Allthe while, she held the crop across her lap, an unspoken threat of furtherpunishment if I screwed up. It was easy for me to be totally sincere, withmy ass still burning from the whipping I had just received. I didn't want toget on her wrong side again any time soon. Of course, I didn't know it thenbut, as I learned later, I didn't have to misbehave to merit a beating. Dianewould punish or torment me whenever she felt like indulging her sadistic streak.And most surprising of all, I came to like it because I was pleasing my mistressand indulging my own need to submit to this beautiful dominatrix.
Diane allowed me to sit comfortably on the floor while she explained hertraining program. My ass was so sore I had to sit sideways. She totally ignoredmy rock hard cock. I self-consciously tried to hide it under my hand.
"Let me tell you what I require new slave candidates to do. They must gothrough a training course that I have set up. This covers all aspects of whatit takes to serve me and please me. It will teach you to obey and submit, whilealso pleasing and amusing me. This will give you a chance to show how sincereyou are about becoming my slave. And I get a chance to evaluate you and decideif I want to accept you into my stable.
"There will be five lessons, each of which corresponds to a training sessioncovering a specific topic. The first lesson, which we are doing today, coversthe basic rules of obedience, servitude and respect. You will be expected toadhere to these rules throughout the rest of your training. The second lessonwill introduce you to bondage and discipline and what I call my training toys.Now most new slaves really enjoy lessons three and four because they give youthe chance to have a little more physical contact with your mistress. Let meexplain. The theme of lesson three is worship and amusement. You will learnsome basic body worship rituals and how to amuse me by being really servileand being humiliated, or by just serving as my plaything. And don't misunderstandme, Tim, there's absolutely no sexual contact. When I say plaything, I meanmore like my trained pet dog.
"In lesson four, I will teach you how to take pain in exchange for pleasure.I will allow you certain pleasure but first you must earn it by submittingand enduring a good deal of pain. After all, this is only fair, don't you think,Tim?"
"Yes, My Lady, I guess so."
"Well, after lesson four I'm sure you'll be answering with a strong yes."
"And finally, in the fifth lesson I will give you a 'final exam", which willinvolve your being loaned out to serve one of my girlfriends who is also adomme. She will evaluate your training and give me a final report. And if shefails you, you will be severely punished and then required to start over onremedial training from the beginning."
"Now, let's get on with today's lesson. The topic is my basic rules for slaves.They fall into five types of behavior that I require--respect, obey, submit,endure, and serve. Since all ladies love roses, and your mistress is no exception,I find it amusing that the first letters of my five behaviors spell the wordROSES. And we all know that feeble-minded males need lots of help remembering,don't they, Tim?"
"Yes, they do." Hastily, I added "My Lady"
"Let's start with 'Respect'. Slaves should always exhibit the most propermanners toward the superior female. Since I am your mistress and you are myslave, I have even stricter standards. First, as you've noticed, slaves arealways naked in my presence. It reminds you of your status and makes your bodycompletely available for whatever I want to do to it. You will always addressme with a respectful tone of voice. I don't want to hear 'I want' or ' I need'from you. In order to be respectful you must be humble and submissive. So whatI want is 'My Lady, may I please' or 'My Lady, I humbly request'. Also, I suggestthat you never interrupt me and never disagree or question me. You are notto touch me or any article of my clothing without my permission. Any infractionmay be punished but this last one is guaranteed to
result in severe correction. And I think you have an idea by now of whatthat means."
"Is everything clear so far, Tim?"
"Yes, My Lady, very clear."
" 'Obey' is pretty simple. I expect instant obedience when I tell you todo something. I don't want to see any questioning or disagreement. The onlyquestion you may ask is to make sure you understand what I want you to do.I am in control at all times when you are in my presence.
"The next behavior is 'Submit'. This has to do a little with obedience butit's more a question of attitude. It's a privilege to be in my presence. WheneverI grant you that privilege, it's to meet MY needs, not yours. That means youmust learn to be always thinking of how to please me and serve me. The hardestthing for males to learn is how not to think about their cocks--or with theircocks!!! Your need to cum is of no concern to me. In fact, you will learn thatyou cock and balls belong to me for my amusement. Your purpose here is to amuseme, serve me, and be my toy. There are a lot of things I will have you do toteach you what 'Submit' means.
"What's the next one, Tim?"
"Endure, My Lady."
"Very good, Tim. Now let me give you a little hands on demonstration of thisbehavior. Stand up and clasp your hands behind your back! "
She stood up and got a pair of handcuffs from the rack. She placed them onmy wrists. I was now completely vulnerable for her 'little demonstration'.
She stood in front of me and grabbed my balls with her hand and squeezedthem. As the pain hit me, she ordered me to stay still. This, she said, wasendurance. Could I endure the pain in my balls? If I did, it would please hergreatly, she explained. If I failed to endure, not only would I earn her displeasure,but maybe a whipping as well.
"These balls and this cock belong to me, don't they Tim? "
"Yes, My Lady."
"Then I can do whatever I want with them. Go fetch me that rawhide lace andthe short little penis whip, the one with the red handle. Since your handsstill cuffed you can bring them to me in your teeth."
"Yes, My Lady, as you wish."
I hurried over to the rack. I grabbed the rawhide lace with my hands, clutchedthe penis whip in my mouth, and brought them to her. She proceeded to tie therawhide tightly around my balls, wrapping it several times between them, andthen around my shaft up to the head. My cock bulged out, the color of darkpurple, and my balls looked like to ripe plums. Then, while staring straightinto my eyes, she methodically beat my cock with the penis whip, a little whipabout a foot long. Gradually the pain intensified. She was hitting harder eachtime. Clearly she enjoyed dishing out the pain and seemed to delight in myefforts to take it without moving or crying out, even though I did break positionafter about a half dozen strokes.
After tormenting me in this manner for a while (or should I say teachingme endurance), Diane sat down and had me kneel at her feet again. She explainedthe last behavior, 'Serve'. This had to do with real service, like giving hera back massage or a pedicure, washing her lingerie, or cleaning her apartment.She indicated that the kind of service she might require would depend on hermood, as well as my ability to perform satisfactorily. During my training,what counted most was honest effort on my part to serve her and to try to doit properly. As long as I displayed the proper motivation, respect, and submissiveattitude she would not punish me for mistakes. Eventually, if I was acceptedinto her stable of slaves, I would be expected to become proficient in allof these tasks.
Diane then informed me that the lesson was almost over and that she was goingto use the last part to reinforce my training in basic submission. I was forcedto beg for the privilege of having an orgasm. She made me grovel and humiliatemyself to "show my sincerity" as she put it. When she finally relented, I wasallowed to cum but only under her total control. With the crop she set thepace to which I was permitted to stroke my cock. She stopped suddenly severaltimes, giggling at the intense frustration on my face. The first time I continuedpumping and she angrily slashed the crop across my back to make me stop.
The threat that got my immediate attention was that she would send me homestill hard, to take a cold shower. Finally, My Lady allowed me to cum. I wasforced to catch it in my hand and lick it up as she looked on with a smileof triumph. She obviously reveled in her ability to use my lust for her andmy submissive nature as a tool for humiliating and controlling me.
Two days later I got a letter from her with the following instruction sheetinside.
ETIQUETTE COMMANDS AND POSITIONS FOR SLAVES OF LADY DIANE
Note to slaves from Lady Diane:
The purpose of these commands and positions is to demonstrate to Me yourabsolute obedience and submissiveness to My will, as well as your profoundrespect for your Mistress. As for you, you should enjoy learning to respondproperly to these commands since this will please your Mistress to no end.Failure to demonstrate good slave etiquette will be punished severely; therefore,there is a very practical reason for you to apply yourself to learning thesecommands. The prescribed penalty for failure to execute--quickly AND correctly--is listed under each command. This number represents demerits. They will beadministered as strokes of a whip, as minutes of chastisement involving a certainitem of restraint or chastisement, or any combination thereof. Mistress isstrict but fair.
COMMANDEXPECTED RESPONSEPURPOSE/PENALTY "Position"Kneel with legs spread wider than shoulder width, palms on floor, andforehead to floor.Suitable for receiving punishment or merely to demonstrate submission.(10)"Squat"Squat with legs open wider than shoulder width, hands behind head, elbowsout.Usually for receiving chastisement
(10) "Follow"On all fours, follow Mistress(5)"Heel"Lie on back on floor before Mistress, underneath Mistress' left heel,head gently placing heel on face.Demonstrates trust and submission
(5)"Butterfly"Lie on back on floor with legs spread as wide as possible, arms foldedand hands tucked under back. Receiving punishment.
(10)"Feet"Kneel and worship Mistress' shoes and feet. Kiss feet first and thencover complete surface of shoes with tongue licking. Next, if Mistress iswearing heels, suck each one deeply. However, Mistress' permission mustbe obtained first by saying: 'I humbly beg for the privilege of worshippingYour lovely heels. Would it please You, Lady Diane?Demonstrate submission and proper respect.
(15)"Worship"Kneel before Mistress, kiss each foot once; then on each leg, plant soft,respectful kisses every six inches or so up to mid-thigh. Finally, kiss eachof Mistress' hands and thank her. Demonstrate respect and obedience.
(20)
She instructed me to memorize these positions and rules. The submissionthey imposed on me, and the punishments that resulted from my imperfect attemptsto serve, formed the basis for my new life as Lady Diane's slave. Not too bad for a true submissive!
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