The next week when Sue walked to Robert’s home, she was feeling particularly frisky, and hoped he had something especially naughty for her to experience. She craved the pain he had been giving her which aroused her and drove her to the intense orgasms and pleasure he always provided. Toward that end, she wore her coat over her naked body, forgoing her clothes and underwear altogether, as she had done last time, hoping for a little extra discipline from the “headmaster”.
When she arrived and rang the doorbell, Robert answered and brought her inside.
“May I take your coat, Sue?”
“I’d rather keep it on until we’re in your special room, Robert, if you don’t mind.”
“No problem,” he said, as he took her arm and led her down the hall to the room he had set up for her special visits.
After entering and turning the light on in the room, which was darkened by heavy drapes, he took her coat off and saw her beautiful naked body. He paused and admired Sue’s figure, her ample breasts and perky nipples, her shapely tush and hips, and her precious shaved pussy with its neatly trimmed patch of red hair above. He felt so lucky to have found Sue, a woman who enjoyed participating in the same erotic activities that he loved. After taking all of her in, and being rewarded with a nice hard-on, he switched to his usual headmaster role as he hung up her coat.
“I see you’ve come without clothes again today, young lady! I think you’ve earned yourself some extra discipline… again… and since it’s the second time you’ve arrived completely naked, I will have to be quite stern with you.”
This was music to Sue’s ears, and the thought of Headmaster Robert restraining and punishing her severely before giving her an intense orgasm was just what she was hoping for.
“Oh, please do, Headmaster! I hope you’ll be very strict and not show me any leniency, but give me the punishment I deserve,” Sue added in her best schoolgirl voice.
“As you wish, young lady. Let’s start with a spanking on the cross.”
Robert escorted Sue to his custom-made St. Andrews cross, which he had set up horizontally and bent in the middle where he had it hinged, with the bottom resting on the floor; his usual setup for giving her a spanking. After positioning Sue in front of the cross, he went to the wall and selected the round nipple clamps with two screws that pressed two grooved metal pads against her nipples; he applied them to her and tightened them, squeezing each nipple almost flat with just the tip protruding. These hurt, especially when first put on or taken off, but were Sue’s favorite clamps and she almost enjoyed the pain of their bite, knowing it always led to incredible orgasms later.
Headmaster Robert had Sue bend over and lay on the cross on her stomach with her feet still on the floor, positioned so her breasts fit into the cutouts designed into the cross for them, then lashed her wrists to the upper part of the cross, and her ankles to the lower part. This left her rear prominently displayed for a spanking, with her legs spread and her inner thighs exposed.
He walked to the wall, selected a cat-o-nine-tails flogger, and returned.
“This first part of your discipline is for not wearing any clothes under your coat when you came today. Let’s begin!”
Headmaster Robert wielded the flogger and swatted Sue’s cheeks, causing her to flinch and let out a bit of an “Ahh!” in surprised pain. Undeterred, he swatted her again, the knots at the ends of the leather strands causing the extra pain they were intended to. Sue was not expecting this much discomfort so early, but the sharp sting of the leather was having the desired effect and arousing her, while the nipple clamps were providing the additional torment that she would appreciate later. He continued to flog Sue’s cheeks, inflicting enough anguish for her to whimper and squirm with each swat, before he redirected the strikes a bit lower and swatted the backs of her legs. He alternated his swats, striking both of her legs equally, and causing Sue to jerk and squirm and utter a pained “Ahh” frequently as the cat-o-nine continued to hit her tender skin. Robert kept it up until they were causing some red welts; then he stopped.
“That’s enough of the first part of your discipline, young lady. I’ll untie you now and we’ll proceed to part two, which you’ve earned by repeating your naked arrival for a second time.”
“Yes, sir,” she replied, with a little excitement in her voice, both in anticipation of something new and for the of end the flogging pain.
Robert undid the lashes and had Sue stand and watch as he repositioned the cross. He straightened it out to look like a normal St. Andrews cross and set it vertically. He had Sue stand with her back against the cross and re-fastened the wrist and ankle lashes, adding a strap across her hips to secure her middle, then tilted the cross with Sue on it to about a 45-degree angle. She was mounted to the cross with her arms and feet spread wide, quite helpless and very exposed.
Robert replaced the cat-o-nine flogger on the wall and selected a riding crop, then returned to Sue who was watching him with great interest. Her breasts were the first to taste the crop, as Robert slapped the side of each of Sue’s tits, rather softly, teasingly, before slapping them harder. She flinched a little at each strike but knew that more was coming soon. And it did, as he walked around the cross, slapping her breasts from different angles, hitting the sides, the tops, the undersides, each hit not hard enough to hurt a lot, but enough to arouse her. It was then that Robert used the crop to strike the tips of her protruding nipples, hard enough to cause some of the specific pain that he knew got Sue turned on.
After a few strikes to be sure she was stimulated, Robert changed his attention to her legs, where he swatted her tender inner thighs, first one side and then the other. Sue felt the sting of the leather tip of the crop as it landed on some very sensitive skin, and she jerked and moaned in response. As Robert increased the strength of his strikes, the pain was noticeable and Sue was becoming uncomfortable, squirming on the cross and uttering a painful “Ahh” with most strikes, while hoping he’d go someplace else with the crop. He did.
As if she had wished it, his swats moved upward, toward her pussy. Since he hadn’t played with her pussy lips yet, they were still closed, almost camel-toed, so when he struck her snatch, only the pussy lips felt the crop. But it yielded quite a sting, and Sue jerked as she lay helpless to do anything about it. She knew she had a safe word, “Pickles”, in case the pain was more than she wanted to bear, but Robert had never come close to causing that level of pain, and she never felt the need to say the word. Then he paused and reached for her pussy, running his finger up her slit to open her very wet snatch, exposing her tender folds and clit area before he resumed striking her, and now the leather crop stung her most sensitive place.
The pain was far more than Robert had ever given her before, and she wondered if he was testing her. As he continued, the swats were not soft but seemed determined to make her utter her safe word. She squirmed, grimaced, and screamed lightly under her breath. The pain of each swat against her clit was incredible, and was causing it to swell and become even more sensitive. Though Robert was not striking her that hard, she feared he might, if only to test her. The strikes to her clit hurt, but just as she was about to give the safe word, he stopped.
Sue’s relief was palpable. Somehow he knew she’d reached the end of her rope, and since she knew he never wanted her to experience pain just for pain’s sake, but only to arouse her for the orgasms to come, he had stopped. Robert walked to the wall and replaced the crop, then selected a vibrator and returned to Sue on the cross. He unzipped his belt and dropped his pants and briefs to the floor. As Sue lay there spread open, he started the vibrator and selected a low intensity, then touched it to her slit. Sue jerked as if an electric shock had hit her, every nerve in her pussy alive with the sensations that the vibrator was giving her.
Sue squirmed and wiggled as wonderful vibrations replaced the pain she’d endured. Waves of pleasure pulsed through her, emanating from her cunt and reaching every part of her body. Robert skillfully maneuvered the vibrator up and down her slit, sending chills through Sue as a marvelous exhilaration washed over her. Her pain was transformed into pleasure, enhanced by all she’d been through, and she was feeling her orgasm building quickly. Each time Robert edged the vibrator over her clit, and the vibrations rattled her with another shockwave of pleasure, Sue screamed out in ecstasy. She was so close to losing it, and the only option for releasing her near-explosive energy was to squirm on the cross, which she did as wildly as her binds would allow. Keeping the vibrator on her clit, Robert used his free hand to grab each nipple clamp in turn and twist it, the sudden sharp pain in her nipples pushing Sue over the edge. She screamed out as her orgasm hit and she squirted, her entire body shuddering at the intensity as she struggled mightily against the lashes holding her to the cross.
Knowing this was the right moment, Robert pressed his cock against her open pussy and pushed into her while continuing to run the vibrator over her clit. If her orgasms weren’t earth-shattering enough, this added yet another impetus, so when his penetration combined with the relentless pleasure he was affording her most sensitive nub, along with another painful twist of the nipple clamps, Sue came with a ferocity unknown with Robert before, surpassing even last week’s pleasures. She jerked, spasmed, and squirted more forcefully, drenching Robert with her juices.
Robert pushed deep into Sue’s vagina and began pulsing in and out as she came over and over, relentlessly exploding in the relief her orgasms were giving her. She succumbed to her incredible feelings, jerking and spasming repeatedly as she squirted her juices, screaming at the intensity she felt at her clit. Nothing else mattered. There were no other emotions to interfere, just the elation of repeated clitoral orgasms and the physical relief of her squirting time after time.
Robert continued to fuck Sue, and her orgasms persisted as he drove as deep into her as he could, and she spasmed and jerked in orgasmic ecstasy. With a final deep push, Robert exploded into her, his hot ejaculate warming the top of her vagina and cervix. He continued pumping his semen into her until he was spent, and she had expelled her last squirt, both of them totally exhausted. Then he pulled out. After he recovered enough, he removed the nipple clamps, then grabbed a bottle of aloe lotion and rubbed the soothing liquid on Sue’s red skin, on her breasts, and particularly on her inner thighs. It felt good, cooling her skin as she came down from her intense orgasms. When she had recovered sufficiently, he brought the cross upright, undid the lashes holding Sue to it, and helped her stand. He added some aloe lotion to her reddened ass cheeks and the backs of her legs, then put his arms around her and hugged her.
“I hope you enjoyed your discipline, and your orgasms, young lady,” he said in his headmaster’s voice.
“Oh, did I ever!” she exclaimed as the excited, thankful student.
“So now you know what you’ll get if you come without wearing your clothes again.”
“Yes, sir. Now I know.”
And so Robert and Sue got cleaned up, and he helped Sue put her coat on before walking her to the front door. He put his arms around her and pulled her to him, giving her a good hug before he kissed her passionately, with Sue returning the kiss.
“Until next week, then?” he asked.
“Until next week,” she replied as she left, and Robert closed the door.
As Sue left to walk home, she never noticed the divorcee living directly across the street from Robert’s house watching her from her front window. The lady had observed for over a month now that Sue stopped by every week for an hour or two, and wondered what was going on, thinking maybe it was time she found out. Whatever she was doing at Robert’s house, it could be something she’d be interested in.
<< To Be Continued >>
