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Women Spanking Men

Good Neighbor Policy by Darol, Femdom, Spanking
An 18 year old boy hardly needs a babysitter, but this one does. She comes with strict instructions and a spanking paddle from mom. And this young lady knows exactly what he needs!

Copyright (c) 2005 by Darol, all rights reserved, not for sale.

As a successful career diplomat one of my duties is to see to it that our country has good relations with its neighbors. The work requires discipline and tact qualities I’ve acquired, but only through long and sometimes arduous effort. Looking back I can see that a particular coming-of-age experience helped shape my character and career.

My Summer of 42 initiation into the mysteries of the female heart actually took place in the mid 1950’s. I had just turned 18 and was spending my last summer at home before going off to college in the fall. I was physically mature, but somewhat immature emotionally, and though strongly attracted to women was awkward in their presence. Our next door neighbor, Sheila, was a very attractive woman in her early thirties. Tall, trim, and tan, she was friendly, and was always doing favors for mom and our other neighbors. A year earlier, having been married about six months, she lost her husband to a light plane crash in the Yukon Territory, and was currently on leave from her job as a high school English instructor. Sheila was like a big sister or aunt often babysitting the neighborhood kids, and I can’t remember a single one of us whom she hadn’t seen getting swatted from time to time at home, or whom she hadn’t addressed with her Board of Education at school. Consequently we weren’t shy around her.

Her beauty, friendliness, and girlish energy were endlessly fascinating to me. When my mother told me I would be staying with her over the weekend while she and dad traveled on family business, I saw it as an opportunity to find out if my fascination with Sheila’s beauty was more than skin deep.

That Friday evening mom helped me pack an overnight bag, and to my discomfort included her big ebony hairbrush...the one she had so often used to set fire to my fanny. I protested, but mom looked me sternly in the eye stating “Your behavior hasn’t been the best these last few days, young man. I’m going to give Sheila my permission and encouragement to use this liberally on your bare bottom if you get out of line with her! Now off to bed with you!” I didn’t sleep much that night dreaming of Sheila applying that awful brush to my bare as… a disturbing yet compelling prospect that at one point during the night resulted in a drenching wet dream. At daybreak I awoke to an insistent hardon which I promptly relieved. After breakfast mom escorted me to Sheila’s house.

It was a balmy summer day. Sheila, fresh, alert, and smiling greeted us openly. Mom responded by explaining how long she and dad would be gone, and where they could be reached if necessary. She then opened my overnight bag, and while commenting that it contained everything needed to suitably care for me, reached in, drew out the hairbrush, and handed it over to Sheila saying “I just don’t understand how a recent high school graduate like Teddy can behave so childishly. I swear at times I think he purposely provokes me to paddle him. Surely he can’t enjoy getting spanked given the way he squirms and protests when across my knees.

“In any case, if he misbehaves in the least little way, I want you to you to spank his bare backside soundly. Mind there’s no reason to put off a paddling until we return.”

Looking at me, Sheila placed her arm affectionately around my shoulder, and weighing the implement speculatively in her hand, said softly “I understand completely Mrs. Hardwicke, and if necessary won’t hesitate to use stern measures. However, I have lots of attractive activities planned to keep Teddy out of trouble. I’m sure we’ll get on famously.” She gave me a quick glance, and saw that I was blushing. Returning her attention to mom, she thanked her and wished her a safe trip. Mom passed the overnight to me. As she departed, Sheila tapping the brush on her palm, turned to me and smiled warmly. I felt like melting on the spot.

That morning Sheila and I worked in her garden and yard. The weather was blooming. I enjoyed just being outdoors with her, but couldn’t help notice how finely she filled out her tight, faded jeans. The shape of her buttocks, hips, and thighs were hypnotic as she bent over to pick weeds, or kneeled to root a plant. I marveled at their tuck and flair, and how they seemed to draw down to and flow out of the area between her legs. Her cleavage was tantalizingly exposed from time to time. I was very helpful and she prepared a toothsome lunch for us. Later that afternoon we went to her family’s orchard and picked fresh, ripe plums.

All that time I looked at her with adolescent ardor and longing. She was so beautiful, and she moved and worked with such grace and confidence. We brought the plums home, and by 6pm had them ready for canning. Delighted, Sheila told me what a wonderful friend and helper I had been to her, and that after a hard day’s work it was time to shower, relax, and enjoy ourselves. As instructed I showered. Clean and refreshed, I donned my boxer briefs, a light pair of trousers, and a shirt selected for me by my mom. I waited for Sheila in her living room while she showered. She was going to read some poems to me after washing away the day’s cares.

Try as I might I couldn’t sit still. The fragrance of her bath oils wafting out through the partially opened bathroom door was captivating. When she turned on the shower to rinse off I was so entranced by a vision of water washing over Sheila’s sleek, lissome body that I crept down the hall to her bathroom, opened the door a little, and looked in. Amidst the swirling steam, I could see her form moving behind the shower curtain. I didn’t know what had come over me and withdrew quickly, unintentionally pulling the door shut, perhaps a bit too firmly, as I heard a gasp followed by a portentous silence as the water was abruptly shut off.

I shot back into the sitting room, and sat down on the couch, my knees shaking, my face hot. What had I done? Shortly thereafter Sheila entered the sitting room. She wore a white, clinging, open necked, sleeveless satin blouse beneath which her proud, nipple taut breasts rode free. A single, tear shaped pearl hanging from a fine, silver necklace nestled in her cleavage. A short navy blue skirt of pleated silk came to mid thigh. Her luxurious black hair, still sleekly wet, was tied back in a pony tail which swung to and fro, in time with her hips, as she moved. Sheila was an image of beauty and purpose striding toward me the leather heals of her open toed sandals beating a staccato rhythm on the oak floor. She looked straight at me. I was transfixed. My pulse raced.


As I turned from her gaze she sat down on the sofa next to me, laid a hand on my knee, and placing two fingers of the other under my chin, turned my face to her own. She looked intently into my eyes and said, “You peeked into my bathroom while I showered, didn’t you Teddy?”

I said nothing, but of course she knew. Coloring violently, my voice cracking, I stated simply, “I’m very sorry, Sheila. Please. Forgive me.”

Without breaking eye contact Sheila began softly stroking my leg. She seemed to be thinking, and having apparently made her decision took a deep breath. In a clear, firm voice she said “Theodore, what you did was disgraceful. I’m not faulting you for wanting to see me naked, that’s flattering and only natural, but I am angry that you invaded my privacy. You’re an attractive boy. Had you simply expressed your desire in a more seemly manner your immediate fate would likely be a pleasant one. However, your mother warned me that you have been naughty lately, and I can see that you still lack the discipline a young man should have. She also prescribed the punishment I should employ if you didn’t conduct yourself properly. I mean to obey her dictate.

“So Teddy, in a few minutes, because of your behavior, it will be pain not pleasure that you experience. You’re to be spanked until I’m fully convinced you’ve learned a very important lesson. Only then will you be forgiven. Do you understand?”

Gazing into her eyes and almost sobbing, I choked out “Yes, I understand. Please, I’m very, very sorry.”

“Not nearly as sorry as you’re going to be, young man. I mean to make this a memorable occasion.” With that Sheila rose and departed directing me to stand in a corner of the room, facing the wall until she returned.

I walked to the corner and waited. My pulse was pounding, and my breathing was short and fast. An uncomfortable tension was building inside my trousers. After what seemed a lifetime Sheila returned. I turned round. She was holding a pump spray bottle in her left hand and a small jar in her right. She had put her hair up in a tight bun giving her face a look of stark elegance. Small pearl studs pierced her ears. She sat down on the sofa parting her legs slightly her silk skirt falling away revealing buttery thighs. She called to me and I was instantly before her. Her fragrance was irresistible as she pulled me close between her knees, and with our faces only inches apart looked directly at me. It seemed as though a loving energy was flowing from her eyes through mine to the core of my being.

I was downcast as she told me how disappointed she was in my behavior. Her voice low, her warm eyes sparkling, she said “Teddy, I respect your intelligence too much to say that your spanking will be more painful for me than for you. In fact I am going to derive a certain amount of pleasure from tanning your hide. Perhaps you will bear the pain more manfully knowing that your chastisement is intended not only for my gratification, but to help you grow into the kind of gentleman attractive to women of breeding.”

Her remarks unsettled me. My heart beat even faster than before and I felt completely defenseless. When Sheila started to undo my pants, all I could do was stammer out loud, “Please! No!” She stopped for a moment, tormenting me I think an ironic smile crossing her face. Her tongue passed briefly over her lips. She resumed unzipping my fly. I was frightened, and aroused, but the ejaculations earlier that day forestalled a full erection.

As she slowly slid my pants down she said “I intend to spank you without mercy. Your buttocks will be black and blue by the time I’ve finished your blistering. Do you fully understand what I’m saying?”

I nodded weakly as she seemed to be reading my mind. I remained silent for a while. She waited patiently. Finally, and with all the conviction I could muster, I said, “Yes, ma’am, I know that I deserve to be spanked. I am so very sorry. Please, won’t you spank me until I learn to behave as I should?”

“Now that’s a good boy,” she replied, and began to slowly lower my boxers. Sliding them down, she helped me to step out of them along with my trousers, and laid them both neatly on the sofa. I was trembling and so embarrassed, knowing I could not conceal my semi-turgid member. Sheila also noticed as her eyes widened momentarily. Then she grasped my swelling penis and used it to maneuver me into position placing it between her bared thighs. I moaned as she adjusted me on her lap, my hands and feet touching the floor while my naked nates poised, awaited their fate.

I felt Sheila’s right hand press firmly into the small of my back, and as her open left hand tapped my fanny, she said, “Teddy, perhaps you’re thinking that because you are young and aroused I will be distracted and go easy on you, but I want you to know that in a moment you will be feeling a heat in your chubby young bottom that you had not heretofore imagined possible. I understand the feelings that are raging in you my boy, but they won’t save you now. Take a deep breath, relax your bottom cheeks, and tell me when you are ready.”

I tried hard to compose myself, but panicked and started to get up. I froze, as in a steely voice she said, “This is altogether too much. You’ve now added disobedience to your list of offences. Apparently you wish to spend the remainder of the weekend bared across my lap. I’m fully prepared to accommodate you should that be your desire. I warn you not to test me on this.”

I relaxed and murmured, “I couldn’t help myself. I promise to behave. Please spank me now. Please.” She responded by massaging my bottom, her fingers trailing along the cleft between my ass cheeks sent a jolt of electricity through me as they lightly grazed my anus and scrotum. Then, without warning she struck!

First she administered a series of light, tart spanks covering the area from just below my waist to the tops of my thighs. They came rather quickly, not really hurting terribly, and I wriggled slightly, thrilling to the feeling of Sheila’s smooth, firm thighs pressed to me.

“This may not be so bad,” I thought. I became even more aroused as she paused momentarily to admire the soft pink glow she had undoubtedly created. As she resumed I breathed deeply trying to relax as the pace and intensity of her spanks increased. A searing sting was now building in my behind, and Sheila, sensing this, struck harder with each and every blow. I marveled at how she contrived to make each stroke more intense than the last. Clever girl! She spanked adroitly and with an innocent enthusiasm. It was dawning on me that this athletic young woman possessed more strength and endurance than did my mother.

I was soon squirming and kicking, and crying lustily. Sheila settled me and continued spanking harder and harder, faster and faster until there was a fire raging down below. Suddenly I went limp across her knees sobbing uncontrollably. She stopped and held me. My growing erection had subsided in deference to the incredible burning sting in my bottom. She had chastised me beyond anything I had so far experienced. And with just using hers palms! As I lay there Sheila tenderly rubbed my fanny, and in a hushed, husky voice said “That was over 100 spanks, my darling, and you have born them well, but I’m afraid your poor buttocks have yet to absorb a hairbrush paddling I intend giving you.” A shiver of fear and excitement coursed through me. “You may arise and rub your mottled rump if you’d like.”

I stood, a little wobbly, and rubbed hard, my feet stamping softly, desperately trying to ease the pain. Still crying faintly, I looked into Sheila’s eyes. She could see I was contrite. Are you ready for your hairbrush licking?

“Yes Miss,” I replied.

“Very well please retrieve the brush from the top drawer in the hutch.”

By the time I returned to the couch my penis was bobbing before me. “Looks as though your mother’s intuition may be correct. In any case I’ll wager your excitement will be tempered shortly”, she said lightly tapping the head of my shaft with two of her fingers. Completely under her spell, and smiling wanly, I offered up the dreaded implement as though it were a chalice filled with an exotic elixir, and voluntarily lowered myself back into position across her lap. “You can be such a gentleman, Teddy dear. I expect you’re beginning to regret your impetuous behavior. So it’s truly a shame that you have to endure what comes next. But endure it you will, and be a better man for it. Only one hundred more and it will all be over. Courage, my handsome young charger.”

I reacted by raising up and parting my legs slightly granting her full access to my ass. The impact of the hairbrush was breathtaking...a sharp report followed by a smarting crescendo. I was soon wailing and writhing on her lap as she paddled away...establishing a rhythm... the conductress of a symphony of
sensations, sight and sound...the bruising brush her baton, my butt the orchestra, and voice the chorus.

Holding me firmly she stopped about every tenth lick methodically checking to see that no part of my posteriors had been spared. They hadn’t. The break gave my butt cheeks a chance to recover and resensitize for the next set of searing swats.

During one of these respites she misted my ass with what I later found out to be rose scented glycerin water. The cooling effect brought me temporary relief and a false sense of hope that the worst was over. The next swat dispelled these feelings as the sting of the brush was excruciating its surface seeming to bond itself to my skin. I wailed as she whaled away. Not satisfied with confining her attention to my butt, she wetted the tops of my thighs and tenderized them with an agonizing series of licks. My legs kicked straight out and my head snapped up (later she would teasingly say “that first brush stroke to your thighs really stiffened your spine”).

“Oh God, please I can’t stand anymore.” She responded “correct species, wrong gender. Anyway you have no choice but to endure your punishment.”

Sheila was relentless, spanking with a crisp percussiveness. Boy, was she ever putting me through my paces! As the end neared she slowed, punctuating the paddling with words of admonishment. “You won’t (smack’) soon forget (smack) that (smack) I expect you to be a well behaved young gentleman (smack) at all times (crack!), or prepare to suffer (smack, crack, smack) the consequences (crack, splat)!” My backside and thighs sizzled. I had ceased bucking and squirming, and felt as though I had moved through pain to another level of consciousness where everything is lucid and calm.

Finally my ordeal was over. Completely spent, I lay gasping in disbelief, utterly worn out by this stern but loving disciplinarian. Moaning and weeping freely I expressed my pain and sorrow. I remained limp over her lap imagining Sheila in glory above assessing what she had wrought. Her clear voice intruded into my reverie. “You’d better not be sulking, or feeling sorry for yourself Teddy. What I’ve given you is no more than a good old fashioned spanking which, compared to a flogging, is a game of patty cake.”

“Flogging?” I said alarmingly.

“Of course...as practiced by a Victorian governess with a split-tail, leather punishment strap and rattan cane...her young charge bound down over a padded bench or spanking horse. I can tell you that she was not inclined to be merciful when correcting serious breaches of behavior such as yours. Her standards were absolute, and I’m afraid beyond your comprehension. More’s the pity as you’ve obviously outgrown the hairbrush and lap. So consider yourself fortunate to be hand reared by women the likes of your mother and myself.”

She removed the lid of the jar, dipped her fingers into its content, and began applying a soothing balm to my bottom. Eventually, the throbbing in my rear subsided replaced by the pulsating of my engorged organ. Sheila, feeling the pressure helped me to stand up. Her face was radiant. With one hand resting on my chastened seat she began lightly caressing my straining member with her other, soft balm-slick hand. Perspiration glistened at the base of her neck and between her breasts testifying to the effort she had made on my behalf. Slowly her expression became languid and dreamy.

“Bend closer,” she said, and cupping my testicles she kissed me full on the mouth conveying her gratitude for receiving a benison that I had somehow mysteriously bestowed. I reached out and tentatively touched her left breast. “Brash boy” she said reaching for the hairbrush.

“Oh, Miss I couldn’t help myself” I declared plaintively.

“Just joshing Teddy, although I’m afraid that you love all too passionately. Yours is a temperament sure to bring you grief in the years to come. However, I can see that you are truly penitent and not holding a grudge. This speaks well of you. Therefore, I’m prepared to reward you by relieving your aching heart with stroking of an exacting, though entirely more pleasurable kind. You are forgiven. Now then place your hands behind your head and turn to the side.” I did so.

She began slowly titillating my genitals with one hand while deftly inserting a lubed finger from the other in my rectum. My already stiff penis swelled further feeling as though it would pop out of its skin. Repeatedly she brought me trembling to the edge of ejaculation. “You play with yourself frequently don’t you my boy?”

Blushing, I remained silent. No matter. Such play is for the most part harmless and understandable for one possessing such a lively and lovely young tool. Masturbation doesn’t grow hair on your palms or induce an eruption of acne in spite of rumors to the contrary.

“However, there is the risk that, if not controlled, this habit may render you incapable of employing that fine penis of yours satisfying a woman as God and nature intend. I suspect you come quite quickly and soon lose interest in further sport. A woman’s needs require her man to be more assiduous and enduring in his duties if he is to pleasure her satisfactorily. Should he fail to come up to the mark it is her place to see that he does so by employing whatever means are at her disposal. Consider these ministrations the first in a long and arduous regimen that, if we’re successful will carry you to a state of near perfection achieved by few men.” She continued smoothly exercising my penis and exploring my rectum.

“Control, control Mr. Hardwicke. Don’t run the risk of disappointing yourself and displeasing me. Spend now, pay later,” she said. With that she leaned forward and tongued the pearls of jizzom oozing from the tip of my penis. This act, one which I had masturbated to countless times, oddly enough calmed me. I seemed to detach from my body viewing the proceedings from a great height.

Entranced, we remained suspended in time, as the evening sun, descending slowly, bathed the earth in an amber glow. Finally releasing me she reached up and pulled the pins out of her hair letting it spill across her shoulders and down onto her creamy breasts. No longer our pretty, wholesome, next door neighbor...transformed, she now appeared to me an alluring vision of pagan power and sensuality. Sheila picked up the hairbrush and balm, rose from the couch, and with my petrified phallus firmly in hand, marched out of the room with me in tow. We proceeded up the stairs, her magnificent swaying flanks and ass leading the way to her bedroom where she taught me that love’s garden of earthly delights imposes a rigor and discipline all its own in the hands of a skilled and willful woman.

 

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