"Well, strip for the man," Misty ordered, slightly exasperated that he did not know to do it without instruction from her.

Ash hesitated, giving her a sad look to show his discomfort with the situation. He certainly did not want to get naked in front of another man, much less a total stranger that wanted to get his measurements. All it took was an angry, impatient look from her to set him straight though.

Removing his t-shirt first, he still felt fine with only his toned stomach and chest showing. Moving on to his pants and underwear, he felt a little embarrassed after he removed his boxers and his package was out in plain sight. Misty smirked silently to herself, knowing just how whipped that Ash was to her desires now.

He willfully unveiled his cock so that the employee could design a chastity belt for him, showing just how submissive he had become under her command. The man used a few tools and jotted down a few notes so he could have the information he needed. Finishing in just a couple minutes, he walked to the backroom of the store, promising to only be a handful of minutes.

Once he was gone, Ash began to pick up his clothes, until Misty slapped his hand away. He looked at her sadly again, but she just raised her eyebrows and he quit trying to redress himself. She smirked again, knowing how much she was embarrassing her slave. He was completely naked in the middle of the store, and other customers occasionally passed him with a laugh as he stood there waiting.

Finally, the man came back with a solid steel cage. Not sure how it worked, Ash felt nervous as the man slid the device over his penis. It was an incredibly snug fit, to be expected since his measurements were taken, and hurt him considerably. The man closed the top of the cage down over the head of his penis, locking him away.

The man explained that there were 32 pointed screws in the device, designed to intensely prick the user, which was the painful sensation Ash felt inside. Attached to the tube-like structure was a steel ring, which the man then wrapped around his balls and clamped shut, providing another tight squeeze. Ash winced from the pain brought from his new toy.

"Now I'll entrust you with the one key for it. You can let him out now if you want."

"Or not," He added, sharing a laugh with Misty before taking off.

"Beg for it," She told him simply.

"Please, mistress," Ash whimpered.

"Pathetic," She responded dismissively.

Dropping down on his knees, Ash repeated his plea, but to no avail. She turned her back on him and began walking for the exit. He crawled after her on his hands and knees, calling out in pathetic fashion on the while. Other customers stopped their shopping to stare at the spectacle, getting a good laugh out of the submissive man.

Misty had no intentions of forcing him to wear the belt all day, but she did love to publicly humiliate him. It was one thing back at home to dominate him, but to do it in front of others provided a little further validation of who was in charge. Once he had crawled across the whole floor, providing a show for everyone, she was satisfied.

Still, she could not spare him in front of the crowd. That would look like a minor victory for him, so she made him trek outside, away from anyone else's view before she put the key in the lock, setting him free. He responded with a sigh of relief once his member was freed and his balls hung loose. Before anybody came by, since they were just sitting out in public, he grabbed his clothes from Misty and put them on.

After the ride back home, and a normal day at the house, Ash found himself in a familiar position that night. His back was on a mattress, with his arms tied up to the top two corners, and his feet tied down to the bottom two corners. He could squirm and turn a little, but his naked body was still exposed.

He was in the guest bedroom, and he was left waiting for quite a while, but Misty showed up after about an hour. She wasted no time in crawling up on him, brushing against his cock in ways that gave him a stiffy in no time. Honestly, seeing Misty in her dominatrix outfit probably would have been enough in itself to get him hard.

Giving him a simple handjob, he groaned in pleasure, wanting to cum within seconds, but he knew he had to wait for permission in this setting. That was always the toughest part for him, since the urge to release always rushed up on him so quickly. He waited for what he felt like forever, but was really only a minute or so to beg.

"Please, mistress, may I cum?" He asked in a whine.

"No," She said in a harsh, direct tone, as she stared him dead in the eyes.

She continued to build him up a steady pace, using her soft hand to create a heavenly friction that drove him crazy. Ash's body began to twitch from a need to cum, as he tried to resist the natural force from his body. Misty could tell he would not last longer, so she decided it was best to leave him hanging.

Giving his dick a few hard slaps, she quit pumping her hand along and then began to walk away. Ash moaned pitifully, as he was so close, but never got the sweet release. He thought Misty was going to leave him for a while, but she reappeared within a minute, only now she was holding her little collection bottle that she had started.

Looking at it now, Ash saw there was quite a bit of build-up in the container, and he knew what was coming next. Misty went right back to the handjob, furiously pumping her hands, and even giving him permission to cum. She had his penis aimed correctly, so that when he did release, he sprayed another large load into the bottle.

For Ash, something just did not feel right. He should feel good after an orgasm like that, but he knew something was up. Now that he had gotten his orgasm, Misty pulled out the chastity belt she had bought for him. Snapping it on as he whimpered, she locked it tight to put him in some severe pain.

Currently, the key to his belt lie in a necklace around Misty's neck, so that it dropped in front of her tantalizing breasts. He looked at it in desperation, and to his surprise, she took it off the clasp. For some weird reason, he actually thought that she was going to free him that quickly, but he was absolutely wrong.

"Stick out your tongue," She commanded.

Ash complied, although confused. She put the key on his tongue, letting it sit there. Then she picked the bottle back up, and Ash started to connect the dots.

"You're going to swallow this key to your freedom," She said deviously, "And you're going to do it with a shot of semen."

It all appeared to be happening in slow motion to him, but eventually she poured out the contents of the bottle into his mouth, giving him the foulest taste he could recall. More and more of the liquid slowly dripped into his mouth, while he wanted to gag from the nastiness of it all. Eventually, the entire contents within the bottle had been emptied. She shoved both of her hands over his lips to seal his mouth shut, making sure he would not spit anything out.

"Now swallow, slave" She ordered.

This time, he was a little hesitant to complete so vile of an act. Still, a repeat of the command from his master was enough to motivate him to do it. Taking a big gulp, he swallowed a load of cum, making him gag. With another big swallow, he took down another collection of semen, along with the key to his chastity.

Still feeling more slimy liquid in his mouth, he was regretting all the orgasms from his milking the day before. The taste almost made him puke as he forced it down his throat. At the same time though, he could not help but get excited from the erotic act. It disturbed him, yet pleased him too in a strange fashion.

"Mm, I must say, I am very horny," She purred sensuously.

"I really need a good, hard fucking right now." She continued, as she rubbed her body against his.

"But I guess you can't provide that now," She noted, with a fake hint of sadness.

Ash wondered where she was going with her little speech. Maybe it was just to tease him, but he had a bad feeling there was more to it. What came next though, was worse than whatever he could have imagined.

"Good thing I have someone who can," She told him with a wicked smile.

On cue, a figure emerged into the room, stepping in from his hiding spot in the closet. Once his face was in range, Ash saw none other than his arch-rival; Gary. Seeing his face was enough to make him mad on any given day, but right now he was looking at a completely naked Gary approaching his girl.

"WHAT?!" Ash screamed in intense shock and anger.

Misty giggled, knowing the intense rage that had to be flowing through him currently. It was just the reaction that she was looking for, but she just couldn't have him making such a racket, so she pulled out a nice ball gag. She slid the big, round, red ball in between his lips, as he continued to yell in protest.

She went on to free his limbs, since right now he was taking up the whole mattress, which she was going to need to use. Walking him around to the foot of the bed, she cuffed his hands so that he was still a prisoner, and so that he would have a front row seat for what was about to unfold with her.

Gary ripped off Misty's clothes now, leaving just her sexy stockings and heels. Ash shook his head violently, wanting the events to end before it got even worse. Nothing stopped though, as Gary stuck his dick inside of her pussy, bringing out an extended moan of pleasure for both of them.

"Fuck me hard, Gary" Misty begged to him, "Please give it to me."

He answered her requests, and Ash watched as Gary fucked her in a very dominant style. It was humiliating for him, as he had been relegated into such a submissive role with her, and now he had to watch his life-long rival get to do what he wanted to do so badly himself. He was now officially a cuckold.

Misty let him have total control, as he licked and groped all over her beautiful body. What was really only a matter of minutes felt like an eternity to Ash. He watched as Gary started to really pound on Misty, who was wailing in pleasure. After a brief period of time, she was brought to orgasm.

"Holy fuck!" She yelled as Gary plowed her.

Ash watched on for agonizing minutes as Gary penetrated the love of his life, while she sounded like she was having the time of her life. Part of the reason she was yelling so enthusiastically was just for show to antagonize her slave, but Gary really was pleasing her greatly. He was even able to make her cum within a matter of minutes

"May, sweetie, it's time!" She called out after enjoying her orgasm.

Apparently Misty had more up her bag of tricks, as her friend May entered the room as well. At first Ash thought maybe she was going to make it a threesome, which would really be no worse for him to watch, but May had a different role, and he found that out soon as his ass was given a good smack by her.

"I'd love to beat you down myself," Misty told him, "but I'm too busy enjoying this huge cock."

Gary went back to thrusting his hips, much to the joy of the devious redhead. Ash continued to watch the unfortunate scene, this time as his ass was paddled by an incredibly hot brunette. The physical pain wasn't too bad, until May shifted her focus from his butt cheeks to his balls, which hung free while his dick was in chastity.

"This is what you deserve, you pathetic piece of shit," May degraded him.

She grabbed them and pulled back as hard as she could, bring a grimace out of him. Then, she held them in place so that she could knee them. The first hit came as a surprise to him, and made him groan out loudly into his gag. May realized that she had struck gold, so she continued to knee him in the nuts, all the while talking down to him.

The blows continued as he watched Misty ride Gary's pole. After a while, May happened to hit the sweet spot, connecting on a strike so well that it floored him. His stomach felt the need to vomit and he felt pain everywhere, while the girls laughed in harmony. He made himself stand back up slowly, only for May to unleash another forceful shot, which sent him right back down in pain.

The girls laughed deviously as he writhed in pain. Eventually, he stood back up with his aching balls, only to receive a paddling on his ass. Now his cheeks were stinging as May quickly, but harshly, hit him with the wooden instrument. She continued for several minutes, while Misty continued with her joyride.

"Oh fuck, I'm cumming again!" She announced.

Ash witnessed his partner's orgasm face in a mixture of pain, anger, and jealousy. The blows stopped coming from behind, as May left the room. She came back out with a huge pink strap-on, but Ash could not see since he was so focused on the scene in front of him. They had rearranged themselves into a 69 position, so that Misty was blowing Gary right in Ash's face.

She sucked and jerked Gary off while he licked her pussy, and she made sure to wipe her dirty hands all over Ash's face to degrade him further. He attempted to pull back, but had nowhere to go, bringing a joyous laugh out of Misty. He was in complete horror, and that was before May stretched out his cheeks for a surprise from behind.

"AHH!" He screamed into his gag as he felt the fake dick penetrate him.

May began bucking her hips, causing him a great deal of purely physical pain on his backside, while his front side dealt with some more emotional pain. He watched very up close and personal as Misty deep throated Gary's penis, and then showered his face in spit. She even took his gag out for him, but it was only so she could direct some of her spit into his mouth.

"That's what a real man tastes like," She teased after humiliating him further.

Ash tried to cough what he could back up, but Misty had sent most of it right down his throat, making him gag. May laughed from behind, never ceasing to thrust her hips, sending her plastic, pink phallus crashing into his anus. Misty then gave him another kiss, making sure to spit down his throat once their tongues intertwined.

The situation was infuriating and horrific, not to mention painful. Adding on to the pain, May picked her paddle back up, and she began whacking on his backside while she penetrated him. His skin reddened as the object struck him over and over, making him wince in pain. Even worse was the fact that his asshole was being violated.

He could not see the toy May was using, but it felt like it had to be of considerable size, since his insides were being ripped open past comfort levels. He closed his eyes to try and ignore the pain, but that only resulted in Misty slapping his face harshly, informing that he had to watch. Not wanting his face to be beaten, he opened his eyes back to the sight of Gary and his girl.

"Mm, I need this cock back in my pussy," Misty pleaded, done with her blowjob.

As she got back into a riding position, Ash's position was also changed. May finally pulled her strap-on out, leaving him to gasp for air in relief. His cuffs were temporarily undone, so that May could guide him back onto the mattress. Once he was there, she put the cuffs back on to lock him in place.

Even on the soft bed, his asshole still burned in furious pain. His cheeks had been paddled to the point of beet red skin, which he would continue to feel for days to come. Meanwhile, his asshole had been stretched out too wide, and was now feeling the pains of being used. His humiliation was not over though, as Misty bounced on Gary's penis right in front of him.

"Suck on my feet," Misty told him, as she stretched her leg to smack him in the face with her feet.

Before he could even object, May stepped in and forced her foot into his mouth. The taste of sweat overwhelmed him, making him feel rather filthy. Still, he felt a need to make her happy, and used his tongue to clean up all the sweat that had accumulated. He could feel his dick trying to harden within his cage as he performed the kinky act.

The fact that he was getting turned on concerned Ash, but his erection could not form in his tight constrictions. He was forced to lick each individual toe, and then all the way down to the heel. The taste was gross, and the act itself was humiliating, as he was relegated to the act of a peasant, while Gary continued to pound Misty.

"Oh, Gary!" Misty kept calling his name, seeing Ash's face grimace every time that he heard it.

Once he had sufficiently cleaned May's feet, she let him sit back up and watch the show, but only after gagging him again. Misty was simply holding her body still in the air, while Gary thrusted up with everything that he had. Misty's full-blown shrieks were no act now, as she enjoyed the intense fucking. Once more, she would be brought to a big finish.

"Oh, FUCK!" She yelled, "Cum with me!"

This time she was not alone with her powerful orgasm, as Gary reached his climax as well. He sent his load up her vagina, despite not having a condom on. Ash knew she regularly took a pill, but the act still enraged him, as he watched some his seed drip back out of her hole. Both of them were panting, and were sweating profusely after such a workout.

It was clear to Ash that both of them were spent, and thus he optimistically thought that his own suffering should end.

"You were amazing," Misty said in a purr to Gary, as she rubbed his chest.

"How about we hop in the shower to clean up?" She invited him.

"And then we can finish back up in the bedroom," She continued on.

"I just really need a private fucking from you. Or maybe two. Or three." She giggled as naughty thoughts kept entering her brain.

"May, you can play around with your toy for longer if you want, but we're done in here."

Ash watched as she led Gary out of the room, who had stayed mute the entire time. Watching the two of them go at it was the most painful thing he had witnessed, and now he had to deal with the thought that they were going to continue with each other for the rest of the day.

"Hm, I think I'm bored of you," May told him, "So I'll probably go too."

"There's just one more thing," She said happily.

Diving her hand into her bag of toys, she pulled out a black butt plug. She had the courtesy to wet it a little bit for him, before jamming it back up his stretched ass. She readjusted his cuffs so that he was able to lie on his back across the bed. Content with his set up, she left the room.

Ash cried out in misery to the empty room. His penis was in painfully tight chastity, his ass had been abused, and his emotional turmoil was probably the greatest of all. He had to lie down on the very bed where it had gone down, forced to replay the unpleasant memories in his head. As he watched the terrible scenes, he could not help but notice the smell. It absolutely reeked of sex, and he knew that smell came from Gary and Misty, making it all the more worse.

For a couple hours, he wallowed in his misery, until he started to drift to sleep. Before he could though, he heard noises coming from above. At first, he questioned the source of this noise, until he remembered that the master bedroom was directly above him. He could hear Misty wailing out, to go along with the squeaks from the bed. Once he realized what was going on, the sounds became louder and clearer to his ears.

He could not help but picture the images that went with the sounds he was hearing. It was the same images he had been forced to take in firsthand just hours ago. His pain just refused to go away, as he now had to listen to Misty and Gary go at it like animals, wildly fucking despite already having reached multiple orgasms not long ago.

The night just turned into a painful blur for Ash, who endured the sound effects from the sex upstairs, pitifully whining to himself that he had to endure such a miserable day. Every time that there was a break in the raucous, he thought maybe things were over, but apparently the two of them had stamina even he could not imagine. Sunlight started filtering in the room before he could ever reach any sleep, meaning Misty and Gary, and whoever else was up there, had literally gone at it all night long.

Eventually though, the noise subsided into silence, and Ash drifted into sleep after a great number of hours of agony.

A/N: And that's all folks! I'm happy with the last chapter, and even if it didn't involve the most extreme physical pain imaginable, I think it certainly brought Ash to an emotional breaking point. Hope you enjoyed this half of the story, and enjoyed it as a whole!

Unfortunately, I think this may be it for my writing career. If I ever feel inspired, or fall in love with a story concept, I might write a couple more scenes. Otherwise, I think I'm going to focus on other aspects of life in my freetime. I'm content with everything I've published, and I have gotten even more positive reception than I ever imagined when I first began posting stories. Thank you all for that!

Once again, thanks for reading!