Jerry’s Delightful Torment

Jerry struggled against the restraints even though he new it was pointless. But, he had to do something. The incessant vibrating from the thick plug inserted deep into his rectum was driving him to distraction. He couldn’t even expel it. It was firmly held in place. The tight black latex pants assured that. Not only was he bound and filled, he needed release in the worst way. His penis, sheathed in tight black rubber was fully erect and tingling with an intensity that was almost beyond description.

His lover had left him tied this way as part of her desire to elicit his total surrender.

It had begun when she had commanded him to go into the bathroom and clean it. Not normally a request she made, this one was special. She had told him to strip naked and wear nothing but a pair of rubber gloves. She had further told him that he was to clean it well, or suffer the consequences. So, he had been busy scrubbing when she had entered.

He was just rinsing out the bathtub, kneeling as he sprayed away the last vestiges of cleanser, when she came in. He turned and smiled as he began to arise.

“Stay right where you are, until I’m done inspecting.” She had instructed.

He knelt there as she looked things over.

“This is not done properly. Look at this!” She admonished, as she showed him some stray hair that he had not noticed in one of the  corners.

“You are going to have to be punished for sloppy work. Stay right there and don’t move until I return.”

He knelt there, not daring to move, as he heard her closing the bathroom door and sensed she was moving about the apartment. He wondered what devilish delights she had in mind. Whatever it was, he had no doubt that it would be wickedly and surprisingly interesting. As he considered things and recalled some of her previous surprises, his penis began to stiffen. He could feel the tip as it touched the cool porcelain of the tub. He ran the possibilities through his mind in an attempt to get past the minor pain of his knees on the hard floor.

As he was about to move to alleviate the pressure, the door opened again.

“Look at me.” She commanded.

He turned and looked over his shoulder at her. God, what a vision she presented. Standing in the doorway, she was dressed to kill. Her legs were encased in tight shiny rubber stockings that were held up by the garters of the corselette that clung to her every curve. Poking out from the hem was her deliciously gorgeous womanhood. Her labia, were slightly swollen, much like his penis, and belied the anticipatory sexual tension they were both feeling.

Her arms were also encased in skin tight black latex, and to top it off, she was holding a bulging red enema bag and in one hand, and a thick black nozzle in the other. Small wisps of steam issued forth from the open neck of the bag.

“To remind you what proper cleaning means, young man, you are going to have a hot soapy enema so you are cleaned out.”

“Yes, dear. But, I don’t like soapy enemas. Please don’t make me take all of it. I can’t possibly hold it all.”

“You’d better, or we’ll have to start all over again. Now spread your cheeks wide for me, and don’t whine any more. Do it, now!”

There was a no-nonsense tone to her voice. This was not a time to push things further, So, he reached back and parted his buttocks to reveal the opening to his rectum for her. He spread them as wide as he could, stretching himself taut and giving her full and complete access to his anus. As he was waiting, he stole a glance back at her hanging the bag from the hook on the door. She chose the lower one, indicating that she intended the enema to flow in slowly. He gulped. This was going to be a test. A large, hot, soapy enema slowly flowing in. It would be hard to take and even harder to hold. He wondered what she would demand of him?

As he waited for her to insert the nozzle, she surprised him for the first time. Instead of pushing the big rectal nozzle into his asshole, she sat beside him on the edge to the tub. As she sat, she showed him its thickness. She toyed with it as she described it in detail, stressing how large it was, and how she was going to enjoy forcing in into his ass.

“Now, I’m not going to lubricate the nozzle, so you had better take care of that.” She instructed as she placed the nozzle against his lips.

He opened his mouth and began to lick and suck the thick hard head. As he worked on coating it with his saliva, she reached between his wide spread ass cheeks and rubbed his anus with her gloved fingers. He took the hard enema nozzle into his mouth and ran his tongue over it. He also felt the silky smoothness of her finger on his anus. She was teasing it and circling it, causing his cock to tingle and stiffen even further. Then, without warning, she plunged one latex covered digit into his ass. As is sunk into him, up to the middle joint, he couldn’t help but emit a low groan. It felt so wonderful. Both inviting and very slightly painful. Well, not really pain. It was more the strong pulling of friction as she invaded and entered him.

She worked the finger in and out of him. As she did, he tried his best to wet the nozzle. Then, as suddenly as she had taken him, she pulled her finger out.

Taking the nozzle from his mouth, she placed it against his tingling anus, and pushed it against him. He could feel the thick head of the nozzle both tugging at him and opening him. It dilated his ring of anal muscle as it very slowly disappeared inside him. Pausing, she held the thickest part of the head in his anus and told him to squeeze it. He complied and really felt the full thickness of the hard black plastic in his ass. As he clamped around it, she rotated it and he moaned again.

It felt so incredible, and she knew so well how to combine pleasure and control. As he focused on the nozzle, she pushed it slightly, and he felt it suck into his rectum.

She rose from her seat and stood behind him. Bent at the waist, she toyed with the nozzle. At first she would push it deeper, then would pull it almost all the way out. As she got it to the very entrance, she would slide it back inside his ass. He was moaning softly and was now fully hard.

She kept teasing him like that, and even ran one of her fingertips lightly over the wrinkled surface of his anus. As she did, she was continually talking softly to him. She told him how she was going to make him take the whole enema, and promising that if he didn’t, the pleasure would quickly turn to pain.

“Oh, Joanne, please give me an enema, I want it. Please, lover, fill my ass with hot soapy water. I need to be cleaned, I need your big enema. Please, please fill me.” He begged.

She laughed softly and clicked the clamp on the hose.

As the first tiny jet of water entered, he felt it clearly. The water was cool. Having been so long in the hose, it had cooled considerably. Right after that, though, the heat was there. The first spurt had caused his anus to contract and his penis to jerk slightly.  The heat caused him, once again, to moan.

As the hot soapy water slowly ran in, she alternately touched the nozzle and shook the hose. Each caused him to tighten his anus. He was trying against all odds to keep from allowing any of the enema to escape from his asshole. The warm water was filling him and the pressure was building. He wanted to badly to stroke himself, but instead, he remained in position with his buttocks stretched to the sides so she could gaze as the nozzle. The wicked thick black nozzle that was sticking so obscenely from his anus.

“Your enema is all in, young man. Now, you must hold it so it can work.”

“But it wants out.” He replied. “Can’t I please let it out? I can’t hold it.”

“Yes you can, and you will. You will hold it until I tell you to let it out.”

He strained and tightened his anus. It wasn’t easy. The spasms would come from nowhere and he would have to focus hard to keep the hot water in his colon. He broke into a sweat, feeling it bead on his forehead.

At long last, she relented. To him it felt like hours, when in all reality, it was only a few minutes. As she told him he could release the enema, yet another cramp appeared. He had to stay in his kneeling position and hold the enema, even though she had allowed him relief. To move right now would result in him expelling both the nozzle and the hot water. At least he had been able to release his cheeks and use his hands to help support himself. He waited until it passed, then placed his hands on the tub and stood with the nozzle still deep in his ass.

As he sat over the bowl, he reached for the nozzle and slowly tugged it out. As soon as it came free, a large gush of hot water spurted from his anus. It felt so nice. As he sat there, on the bare cool porcelain, he looked down at his penis. It was not as hard as it had been, but the head was slick from his own fluid. A clear string of the pre-cum hung from the tip of his cock.

“You need to keep busy, eat my asshole.” She insisted, as she stood before him and bent to present herself to him.

He eagerly spread her open so he could use his mouth on her. Placing each of  his pink rubber gloved hands on her bottom, he leaned forward to put the tip of his wet tongue against her tight anal bud. Flicking it across her opening, he felt her involuntary tightening. Then she pressed her flesh back against him as he dutifully and wantonly licked her asshole. He ran the flat of his tongue over it, tasting her bitter-sweetness. He circled her bud, flicking the wrinkled perfumed flesh. Then, as he knew she wished, he made his tongue stiff and pointed and wiggled it against her opening. Slowly, as she relaxed and pressed herself to him, the tip entered her. He could feel it slip inside her anus as he moved his face and pressed even harder. Slowly, it sank deeper into her ass. He could taste the musky, coppery essence of her most intimate orifice. Working diligently, he pressed into her as deep as he could get. Once his tongue was as far in as it could go, he opened his mouth wider and sucked her puckered anus into his mouth. He heard her sharp intake of breath and the moan that escaped her lips.

He could tell she was masturbating herself. Even though he could not see it, he knew she was rubbing her swollen clitoris. He kept sucking and fucking her ass with his tongue as yet another gush of hot water emptied from him. She began to buck hard against him. He could tell she was about to come, and clinging firmly to her hips, he pressed his tongue in as deep as he could. As he had expected, her spasms pressed against his tongue while her anal contractions tried to expel it. Her buttocks clenched, but he only pressed even harder, doing his best to keep himself inside her tight hole.

Even as she orgasmed, another squirt of water exited from him. The sharp tightening in his own abdomen mimicking that of her release. Sensing she was not yet finished, he pressed his tongue back into her and flicked the tip inside her hot anus. She moaned once more and renewed her self ministrations. He could feel the slight jiggling and knew she was once again working the swollen flesh of her womanly bud with the tips of her fingers. He knew that the black rubber of her gloves would be all slick with her wetness and the juices of her body.

As before, she began to come. But, no matter how hard he tried, she forced him out this time. Even so, he kept his mouth glued to her and sucked her anus as he licked it.

As she relaxed and finally pulled away from him, he stole a quick glance between his own wide spread thighs. His penis was rock hard. Hardly surprising, he thought, it always got hard when he serviced her.

She straightened and turned to face him. Without a word, she presented her gloved hand to him and watched as he took each finger into his mouth and sucked and licked it clean. He could taste her sweet excretions on the latex. He could taste the latex itself, and reveled in the smooth slick texture of it as he cleaned her fingers and then licked the palm and back of the glove.

“Is your enema all emptied?” She asked, breaking the near silence.

“Yes, my dearest, it seems to be all gone.”

“That’s fine, but we have to make sure it is. Wipe yourself and stand up, then turn and show me your ass.” She commanded. “I’m going to fill you with hot water again, and then you will sit and we’ll flush all the soap out with a nice douche up your ass.”

Jerry complied. As he stood waiting she filled the red rubber bag to the brim. Then she disappeared from his view. He felt her hand parting his ass cheek, and once again felt a nozzle enter him. It was not the thick one that she had first used on him. No, he recognized the feel of the barium enema tip. The bulbous head and the slender shaft. As she had with the large intruder, Joanne, worked the nozzle in and out of him. This time, she had, however, lubricated it, and it slid easily in and out of his anus. Time and again she would draw it completely out, and then push it back in. Each time, the rounded head felt wonderful.

“Douche time, young man. Time to clean your ass out. You know why I am doing this, don’t you? You know why your slutty ass is being douched, don’t you?” She demanded as she released the clamp and allowed the water to jet into his rectum.

It felt so nice. The quick spurt and the rapid flow going quickly up into his already flushed colon.

“Yes, dear. It’s because you always douche my rectum before you fuck it.” He replied.

“That’s right, young man. I’m going to fuck your ass with my big cock. I’m going to push the thick head and shaft way up your asshole. You want me to fuck your slutty ass don’t you?”

“Yes, dear, I do. I want you to fuck my ass.” He replied, as even more hot water ran into his bowels and worked its way higher inside him.

“Good! Now sit down and we’ll douche you nicely”

He sat on the toilet, the long latex hose leading to the bag. He watched as she filled the bag again, even before it was completely drained. He knew exactly what to do, and shifting forward, he held to nozzle in his rectum with his left hand. He was straining to keep the water from running out of his ass. As she stood at the sink filling the pitcher once again, he longed for release.

As though she could read his mind, she allowed him to let loose. Even as more of the very warm water entered him, a huge gush splashed from his anus. It was incredible. The expelling coupled with the constant jetting of yet more hot water was unbelievable. He moaned loudly as the water escaped. For the next ten minutes the flow continued. Joanne, kept refilling the bag supplying him with more hot water.  He could feel the first of the initial big enema finally escape. Enticed by the constant flow and the wonderful heat, it had been coaxed back out of him.

Once he announced that he thought it was all out, she poured on final pitcher into the bag and stood, hands on hips, watching him.

“As soon as this bag is done, you will be ready.” She announced.

Once the last of the bag drained out, and after his last spurt, he was told to stand and present himself for inspection. As he stood bent over holding the toilet, she slipped two of her gloved, and lubricated fingers high into his ass. He grunted as she probed him. He could feel her fingers high up inside. The smooth slick rubber moving in and out as she rotated them and felt the walls of his rectum. Just as he was really beginning to enjoy the thrusting and was moving his hips in time to her cadence, she pulled them both from his ass.

“You are ready.” She announced. “And a good thing for you. Now clean my fingers.”

He knelt once again and took her proffered fingers into his mouth. He could taste himself, not at all unlike the taste of her ass, and the sweet taste to the lubricating jelly. Carefully, he licked and sucked the latex clean.

“Now, get back on the floor with your ass high in the air.” She instructed. “Close your eyes and remain motionless and ready for your ass to be fucked. I will be back in a few minutes.”

As he knelt on the floor, eyes closed, he thought of what was to come. The thick head of her strapon dildo would soon be at his anal entrance. He wondered if she would ease it in with slow and relentless pressure, or if she would hold his hips and sink it in deep with one quick thrust? Both of them felt so deliciously different and exciting. He knew it was pointless to guess. She would never give it away beforehand, and his previous guesses had been wrong far more often that not.

He could hear her return and was tempted to sneak a peek at her. To see the thick shaft of the artificial penis and to find out which one the two they owned she had selected. But, he didn’t do it. Instead he decided that the surprise would be far more intensely gratifying if he didn’t know.

“Are you ready to be taken, young man?” She asked.

“Yes.” He muttered softly as he nodded his head.

“Good. Now spread your bottom open for me.” She instructed

He once again reached back and parted himself to reveal his brown pucker to her. She told him to open himself wider, and so he pulled harder on his flesh, drawing his hole even tauter. As he waited for the touch of the tip of her tool on his ass, he was shocked by what he felt instead.

Whack!! Her gloved hand slapped him hard and loudly, right on the anus. He bucked at this totally unexpected event as he felt the sharp sting. Without a word, she repeatedly spanked his vulnerable and fully exposed asshole. Each smack stung like the Dickens, yet each felt wonderful. He could feel his anus warming and tingling as his penis showed his excitement by once again growing hard. He lost count of the strokes. He knew she was waiting for him to beg her to stop. He wasn’t going to give in.

“You must really need a good tanning. You haven’t told me to stop yet.” She commented. “Fine.” She added with a wicked laugh. “Have it your way. Let go of your cheeks.”

He had no sooner released his buttocks and moved his hands near his head, than the first stroke of the brush hit his bottom. She spanked his ass hard. Blow after blow covering the flesh all over his bottom until it was a very bright pink and then a deeper reddish tone.

“Please dear, no more.” He finally begged.

She stopped. Just like that, it ceased. He kept waiting for another smack or two, as she often chose to deliver, but none came. Instead, she told him to spread his ass yet again. This time, though, as he parted his cheeks, he could feel the pins and tingles of the fresh spanking. He could even feel the heat emanating from his flesh. Despite the thickness of his gloves, the heat penetrated. Now, he thought, she is going to ram it into me. He steeled himself, waiting for the short sharp pain that was certain was about to ensue.

Rather than that, though, he got another dose of the unexpected.

“So, you think you can wrest control that easily do you?” She questioned. “Well, you are dead wrong. No ass-fuck for you. That’s what you want. You want me to shove my fat cock into your ass and take you hard. Too bad.”

He felt instead the tip of the red jelli butt-plug being slipped into his ass. He was disappointed. She had been absolutely right. At that moment he had wanted, even craved, the feeling of her riding his ass deep and hard. What he got was the slow stretch as the heavy red plug, with its built in vibrating bullet was pushed into him. It stung a bit as the widest part of the intruder went into his tender and still tingling anal ring.

“Now, stand up.” She ordered. “And don’t you dare lose that plug!”

He complied and stood while keeping his burning bottom tightly clenched so the plug would not slip out of him. He stood, holding the plug in while she got his latex penis pants. As he had pulled them on, she had stood behind him pressing the plug up high into his anus. He had slowly tugged them on and slipped the head of his hard cock into the opening of the restrictive sheath that would envelope it tightly. Then came the hardest part. Getting the tight latex over his red ass cheeks. It smarted, which only made his cock harder, as he tugged the rubber over his butt.

Once the pants were on, she had turned on the vibrator and tucked the control into the waistband of his shorts. Then, he had been instructed to take hold of the toilet yet again and present himself. This time he knew what was coming. He stood there and had to count off each of the eighteen strokes of the brush that were applied to his already stinging buttocks. These were not only loud, the latex always amplified the sounds, but they really smarted.  As the final stroke landed, he was ready to quit.

“Had enough?” She asked.

“Yes.” He hissed from between clenched teeth. “No more, please.”

“Wrong!” she replied.

And despite his continued requests to stop, she laid another half dozen strokes on his waiting, rubber encased flesh. She took her time too. Pausing between each blow, she ran her hand over the latex cocoon that covered his bottom.  She would press against the plug and massage his stinging ass, then would smack it hard yet again. Each of these blows was a laid across both buttocks and centered on the plug up his ass. Each stung and forced the tip of the plug to stab slightly into his insides.

She then grasped his fully erect cock tightly in her left hand, and squeezing it tightly had led him to their bed. There she bound him, hand and ankle to the bedposts. Lying spread-eagled with his ass throbbing and the buzzing plug vibrating away in his rectum, she had left him.

As he struggled, she returned.

“Are you having fun? I sure am. I bet you wish you could do this.”

With that, she lifted her hand to her mouth and took a drag on her cigarette. She normally never smoked, but was doing it to add to his torment. She mocked him and made quite a production of enjoying the smoke before finally extinguishing the cigarette. He had no choice to look on helplessly. Still clad in her tight black latex, she leaned against the door frame smoking and playing with herself. As she did, she described in detail how nice it felt and what a pity it was that he was still bound rather than being free to orgasm and enjoy himself. She wasn’t kidding either. As he was forced to lie there with his cock fully swollen yet out of his reach, she made herself come. Not once, but twice, she fingered herself and stroked her swollen clitty until she came loud and long. Then, without another word, she shut off the lights, turned around, and walked away yet again.

He strained yet again. She knew all the right buttons to push. How much he wanted just one had free so he could pump his hard cock and bring relief. How much he wanted to be able to explode and then take that damned vibrator out of his ass. He tried thrusting his hips to get release, but if only added to his misery. The feelings were so intense. On one hand he was going crazy, but on the other, he had never been so turned on. As he thought about asking for mercy, she opened the door once more.

What devilish torment did she have in mind now?

But, once again he was mistaken. She acted slowly and deliberately, yes, but only to take advantage of the last few moments before release to heighten the teasing. He watched as she lifted a leg and showed him her glistening pussy. Then as she squeezed KY jelly onto her fingers and slid one into her anus. And finally as she placed a glob the same thing on the head of his latex encased penis. Then, straddling him, she lowered her anus to his waiting cock.

Without further ado, she gripped him hard and sat on his erection, guiding it to her waiting asshole, she sunk down on it right to the hilt in one go. He moaned loudly and thrust to meet her as his cock entered her tight hot hole. Three short thrusts was all it took until his penis exploded. The tightness of her beautiful asshole, clenched hard around his swollen shaft, swallowed him and he came. In wave after wave of powerful spasms, he erupted. It was nothing short of pure ecstasy. His cock jerked hard and long as he screamed out in pure animal lust. The shocks ran through him like bolts of lightning. His long aroused member spilling its seed inside its rubber covering.

As he lay panting, she leaned forward releasing his spent member. She kissed him softly on the lips as she held his head gently, and whispered to him.

“I love you, Jerry.”

“Thank you, dear, that was incredible. I love you too, Joanne.”

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