Wimp s Progress
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Wimp Family's Training - Chapter 1
On her first date since becoming a widow, Darla Warren found herself riding in the trunk of her date's car, naked but for her high heels, stockings and garter belt. Damon Jordan, an old friend of her deceased husband, had put Darla in cuffs and hobbled her with manacles joined by a short length of chain. To keep her silent he had stuffed the woman's damp bikinis into her mouth, and taped them in place. Darla had already been sexually aroused by his overtures to find a quiet place for them to get better acquainted. Instead of his secluded mansion located at the end of a gated private road, Damon had opted for a seedy rundown motel frequented by transients and ladies of the evening, who did a thriving business almost every night.
Darla's eye grew wide when he got her from the trunk, clipped a leash around her neck and led her to the motel office. The bored clerk looked up and grinned wolfishly at the sight of one of his favorite customers and his latest find. She wasn't half-bad considering she was well past thirty. His slave was sporting a set of what looked to be natural tatas that probably fit snugly into a 38D bra. This one waxed her pubes, an indication of wealth and perhaps a streak of masochism. She was carrying a little extra poundage on her hips and around her midsection, but nothing that couldn't be worked off with diet and some vigorous exercise. Based on what he'd heard from some of the girls about this tall, dominant individual, his date for the evening was going to get plenty of exercise, maybe even a little more than she expected or wanted for a first date.
The tall man leaned forward and smiled, a cold, death's head smile that amused the clerk. From the looks of things this babe was in for some serious hurt, maybe he'd even let the hired help take a turn on this one when he got done fucking her over. He remembered the last time; it was a tall, plump blonde maybe in her middle twenties, with great tits. By the time he got his turn she was unconscious and bleeding from her mouth asshole and cunt. When he nailed her gaping brown eye, she barely moved as he pumped his load deep into her shitter.
The clerk slapped down the key and his customer picked it up, glanced at the number and grinned.
"My lucky number, 37, and her unlucky number as well. How convenient! All is in readiness I presume?"
The clerk nodded before listing all that had been installed as specified by the man.
"Manacles, the cane, rubber hose, two dildos and a king-sized wheel vibrator, all fresh out of the boxes, and your special lubes and condoms, under seal, as instructed. The sound proofing was checked this morning and the camera and lights plus the recorder are set up in the usual positions."
The man nodded, picked up the key and slipped it into the woman's cunt, warning Darla that he'd drown her in the toilet if she let it drop before he needed it. The clerk got a good look at her ass as she waddled her way down the corridor, following her master to the back of the building where her fate would be determined after she received her just punishment for her insulting behavior this evening. The light was just right and he could make out the spidery pattern of healed over welts that could only have been made by a cane, one capable of doing much more damage than the one waiting for her master's use in the room.
A pair of giggling prostitutes passed the couple and entered the lobby in search of some condoms. One commented that the big guy looked like someone out of a bad B movie, and she bet the chick was his wife or girl friend.
The clerk clucked and said, "You don't want to know! You never, ever want to know! Listen carefully to what I just said and maybe you'll be around tomorrow night to turn tricks again."
Her companion elbowed her in the ribs and told her to shut her trap before she got herself in deep trouble. They got their condoms and quickly disappeared down the corridor in search of more customers.
Damon finished securing Darla's ankles to the bottom of the bed, a strange place for sleep considering it lacked a mattress, pillows or sheets. Her bare body was covered with goose flesh, brought on by her anticipation of what was to follow. It had been too many months since she had been under the lash, lovingly applied by her lord and master, now gone forever. She watched him click on the camera, recorder and those bright hot lights that would illuminate whatever transpired on this pallet of pain, pain that she would welcome.
She looked away as he raised his arm, preparing to use the rubber hose on her front side.The first blow caught her squarely across the right breast, flattening the fatty tissue and sending a bolt of pain to her brain. A second followed, now both breasts were radiating pain. Back and forth he hammered her rapidly swelling breasts with one blow after another. It was as if he were some kind of metronome, the way he struck her body in a rhythm that existed only in his head. Darla's eyes began to leak tears as the pain increased in amplitude and frequency, the amount of energy he expended growing with each blow. The hose marched down to her soft belly and she fought to retain the rich food she had recently eaten while he smiled and made small talk at their table.
Darla was kept waiting for the inevitable attack on her bare pubic mound, anticipation being another weapon in his arsenal of fear and pain. She heard the sound and felt the pain at the same moment, as the hose plowed between her fat cunt lips making a wet squishing noise as her cunt juices arced into the air surrounding her groin and then fell in a shower of droplets upon her bruised pubes. Darla nearly swallowed her bikinis as she reacted to that brutal blow. It was followed by a second which covered the identical area and numbed it for a fraction of a second before she once more was sent skyrocketing from the pain, her body straining to escape the manacles that held her helpless and oh so vulnerable to what he was dealing out to her.
"I'll bet I have your undivided attention, now, don't I? It seems that the loss of your husband and one of my best friends has caused you to backslide considerably despite all the years of training he devoted to you and the children. I waited patiently for you to come to me of your own volition, but you chose to ignore my overtures, subtle though they might have been. I am no longer asking, I am telling you that the children and yourself will join me and the twins in my home as of tomorrow. There you and your brood will be retrained. Hopefully in time we can make this arrangement permanent and legal as well, but only when I am convinced that you know absolutely your role in our relationship. What you receive tonight is a mere down payment, a slight taste of the efforts my children and I will devote to you and yours."
A portion of Darla was excited by the prospect of someone masterful taking control of her life once more. She had become lost once her former master had passed away, and did not know what to do, not being the one to ever make decisions on any matter as long as she had been his partner, a period of some eighteen years. He had been her teacher in college and within a year of meeting him she was his slave and ultimately became his wife. She had always looked up to his friends, especially Damon, but had no idea how to express herself to personages such as him. There was another small portion of herself that recoiled from the prospect of once more becoming a slave and losing contact with her children who had been a great disappointment to their father.
Her introspection was interrupted by the hose, which was put to work drubbing the insides of her slightly flabby thighs. Perhaps it was his words, but she found herself becoming sexually aroused once again, and it showed as her cunt lips began to glisten from the pearly drops of pussy cream that were accumulating there. He too noticed her reaction, and redoubled his efforts, slamming the hose down on her flesh that was bruising rapidly as each brutal blow created a new area of ruptured blood vessels that pooled beneath her swollen flesh.
At last that portion of her ordeal ended, but only after one more vicious blow descended on her vulva, splitting it like an overripe peach, sending a shower of cunt juice into the air as she grunted into her bikinis and tried not to swallow them. He selected one of the dildos that was laid out on the table by the pallet to which she was bound. He took a small squeeze bottle and coated the top half of the thick length of hard rubber. Darla mistakenly thought it was some sort of lubricant, it wasn't.
However she didn't know that until the dildo was buried deep inside her cunt, rammed into her body with cruel force. She was just beginning to get her breath back when she felt the first signs of irritation and the increasing heat that was being developed where the head of the rubber replica of some famous porn star was lodged. Damon knew from the expression on her face that the "hot sauce" was beginning to take effect. He moved the dildo in and out of her cunt, bringing the head almost up to the entrance of her fuck tunnel before slamming it home once more, bringing another grunt from his victim.
He knew from the resistance her cunt was providing, that she hadn't been having much, if any sex, be it live or in the form of a dildo. Damon remembered once watching Darla masturbating with a vibrating dildo while he and her master watched the show and got hard. Later they double fucked her, Damon being allowed to do her anally, and discovering how very tight she was. Evidently anal sex was reserved for very special occasions only, and he felt honored to be chosen.
Damon continued to slam the dildo into Darla and watch for signs that she was responding positively to this form of treatment. Seeing none, he decided to use the wheel vibrator on her genitals while all but an inch or so of the dildo was lodged within her tight cunt. He put the speed on low and ground her blood swollen cunt lips flat, keeping them in this state for as long as fifteen seconds at a time. Still not satisfied with her response, he shifted to her clitoris, opening the fold of flesh guarding the sensitive nubbin.
The wheel moved over and back, over and back, totally covering her fat clit that was growing stiff with sexual excitement. Darla's struggles increased as well as her breathing, which became ragged. Her eyes were focused down on where the vibrator was working, the speed of the big wheel now increased to medium. Damon could see tiny rivulets of creamy cunt sludge beginning to well up around the dildo that was stretching her cunt to near its limit of elasticity.
He was a patient man and so he kept at it until Darla was on the edge, another few seconds and she'd be off to the races. He switched off the vibrator and yanked the dildo from her grasping cunt with a loud pop. Her pelvis started pumping up and down as she tried to get herself off. He stood back and smiled sardonically at her futile efforts to find release. He waited calmly as she slowly came down from her near miss, in tears from frustration.
The master lubed the other dildo, one a few inches longer, perhaps a half inch wider and covered with little knobs designed to rub against her cunt walls even when the dildo was stationary within her fuck tunnel. The act of breathing would be enough to cause small changes in her cunt that would be magnified by the bumps that made continuous contact with her vaginal walls. Darla fought against her bonds as he pressed it against the entrance to her birth canal, terrified of the prospect of enduring another session of agony produced by whatever fiendish material he had used to coat this larger dildo. Once again Damon had outfoxed her and made Darla's mind become her enemy and a source of pain and terror.
Damon took advantage of Darla's relief that the dildo was not coated with some terrible concoction that would make her feel as if her vagina were on fire. He carefully freed his victim from the manacles and had her turnover, warning her of the consequences if she disobeyed his order. Dala was in no position to put up a fight, so she complied and soon found herself prone with her face pressed against the splintery wood that was her pallet. She did not have long to wait for her next punishment. Darla's head came up in a flash as she heard the familiar sound of a cane being put through some exercises before being applied to her bare body.
She tensed her entire body when she felt the tip of the cane being gently tapped against the tops of her clenched butt cheeks. Of all the things her former master did to her, nothing quite matched the constant pain and fear that the length of bamboo or rattan induced in her. A caning was not something routinely done, it was reserved for those special occasions when she had well and truly made her master unhappy. The tapping stopped and she twisted and turned, trying to prepare for the first blow of that wicked instrument.
She heard the whistling then felt a portion of her right buttock become numb for a brief moment, then the pain exploded and grew as her skin turned white where the cane had landed, and following that, the white area began to change in both color and shape as the area beneath began to swell up as the broken blood vessels sought more area to occupy. She began to shake uncontrollably from the blinding pain that was still growing. It was all coming back to her, the sound, the pain and the utter terror of waiting for the next one. She heard his voice, seemingly from a great distance, inquiring if she was ready for another. If she wasn't gagged, Darla would have shrieked her answer and begged for anything but that.
For some odd reason she failed to hear the sound of the cane cutting through the air and this magnified the effect of the second cruel blow as it ripped into the other cheek. She could not breathe, the pain was so great. Madness took command of her body and mind. Darla smashed her head down into the wood, knocking herself senseless. Now it was Damon's turn to be shocked and frightened. She should never have been allowed to be in a position to harm herself, this was his fault and no one else's. The master was mortified.
( To be continued - rolf palsy )
Maddie
- 12.02.2022
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