Pleasure and Pain (R-18)

A few moments after leaving the living room, James led Ayame into his bedroom. While James was wearing a cold expression with a bit of sadism in his gaze, Ayame was showing an expression full of excitement and anticipation. After entering the room, although James' expression said otherwise, on the inside, he was all kinds of nervous.

'I've done some research and watched a lot of p... Ahem! Research material.' James thought to himself. 'I hope I don't screw this up.'

"Now, what kind of punishment would be suitable for this poor excused of a kunoichi?" James said while stroking his chin and pacing around his bedroom.

Meanwhile, Ayame's anticipation had resulted in her shivering with excitement. Then, James walked towards his bedroom door and closed it, leaving it slightly cracked. An action that Ayame noticed without fail.

'Is he going to let the rest of the house hear and see my humiliation?' Ayame wondered to herself as she felt herself getting wet from the thought alone. 'Does he really love me so much?'

While Ayame was lost in her fantasies, James approached her. Then, he gently grasped the former satori's chin. In the next instant, he jerked it upward forcefully and made Ayame look him in his eyes.

"What are you daydreaming about?" James said coldly.

A moment later, he gripped the scarf Ayame usually wears and tore it off her neck.

"*Cough*" Ayame coughed from the moment of constriction around her neck.

Not paying attention to Ayame's painful expression, James grabbed Ayame's wrists and pulled them in front of her. Then, with the scarf, he tied them together and raised her arms above her head.

At that moment, Rias, Akeno, Moka, and Flora arrived outside James door and noticed that it was cracked open.

"See, I told you." Akeno said in an excited whisper. "We've got a front row seat for this."

"They haven't even taken off their clothes, and James is already tying her up." Flora said in an amused tone.

"If he'll help Ayame live out her fantasies, I wonder if he'll do it with me in a public place." Rias said while tapping an index finger on her chin.

"Exhibitionist pervert, huh?" Moka said while she glanced at Rias before looking through the crack in the door again.

Meanwhile, back in the bedroom, James conjured a rope using his magic. Then, he looped it around the scarf holding Ayame's wrists together. A moment later, he tossed one end up to the ceiling where it stuck as if it were a spider's web, though the rope was not taut.

"Now, what kind of punishment do you deserve?" James asked himself aloud.

Then, he made a small blade of demonic energy on his finger tip and held it in front of Ayame's eyes. In the next instant, he swiped it downward, cleanly cutting the front of Ayame's clothes without damaging her skin. A moment later, Ayame's sleeveless gi opened to either side, revealing her breasts and abdomen while her shorts and panties fell off all together.

"Kya!" Ayame yelped in surprise when her clothes were destroyed, but the excitement in her eyes began to burn even brighter.

Seeing Ayame's body, a tent began to form in James' pants. Then, he began to explore Ayame's body with his hands.

"Hmm... Your breasts are bigger than they look with your clothes on." James said while running his hands over Ayame's upper body. Then he let his hands run downward while he continued speaking. "And this ass is exactly what I was expecting."

After rubbing his hands over Ayame's ass, James then reached for her tail, a long, slender tail the same silver color as her hair, and ran his hand along it gently. Then, he suddenly pulled it strongly, causing Ayame's body to jolt. A moment later, he passed it between her legs so that he could hold it from in front of her.

"And your tail, the fur is very soft." James said calmly. "I can see you take great care of it."

"Yes, James-Sama." Ayame said with her breath growing ragged. The way James was appraising her as if she were a piece of merchandise was such a turn on for her.

"Kya!" Ayame yelped again when James pulled up on her tail, forcing it against her pussy roughly.

"Did I give you permission to speak?" James asked coldly while staring Ayame in the eyes with ferocity.

Once again, Ayame began to shudder. On top of that, James knew it was only his imagination, but he felt as if her pupils were slowly turning heart shaped. Ignoring that for now, James continued to grind Ayame's tail against her pussy. Then, he created a spark of electricity on his other index finger and pressed against Ayame's right nipple.

"Kya~~~!" Ayame screamed.

At the same time of Ayame's scream, Ayame's tail was soaked by the liquids she squirted after she climaxed from the painful stimulation.

Meanwhile, outside of the door, Rias, Akeno, Moka, and flora did not realize that a silencing barrier was raised around them, so they continued to whisper about what they were seeing.

"Holy shit..." Akeno muttered. "That was hot, but I think James was right, I don't wanna turn into... that."

"Yeah, a little pain on top of the pleasure is nice." Flora added with a nod. "But she's getting pleasure from the pain."

Rias and Moka could only nod in agreement. However, Rias found herself more turned on than the others just thinking that James may satisfy her exhibitionism fetish. So, before she knew it, her right hand found itself playing below her skirt. At the same time, a barrier that obscured sight was erected around the four peepers.

In the bedroom, James had pulled his electric covered finger away from Ayame's nipple and released her tail. Then, with her knees weakened from her intense climax, Ayame fell to the floor with her arms being pulled over her head by the rope that was now taut.

"It looks like we've got an audience." James whispered into Ayame's ear. "How does it feel to be watched like the monkey in a zoo that you are?"

Once again, Ayame's body began to shudder from the humiliating insult she just received. Then, another stream was shot from her pussy while her mouth flopped open with her tongue hanging out.

Seeing Ayame's state, James felt a bit uncomfortable insulting her like that. But seeing as she was enjoying it, James decided that he would push those thoughts aside for now. So, he stood up straight in front of Ayame and slowly unbuttoned and unzipped his pants, an action Ayame seemed to miss as she was still feeling the reverberations of her latest orgasm.

Then, after freeing his dick from his pants, James rubbed Ayame's head, before gripping her by the hair and violently forcing his dick into her mouth and down her throat.

Ayame immediately came back to her senses when she felt her throat was block and began gagging violently. However, she was unable to dislodge the long hard object from her esophagus.

"There is something I want to know, however." James said while forcing Ayame's nose to touch his pelvis. "What gave you the idea that you could cum without my permission?"

Then, without giving Ayame a chance to think, James began to violently face fuck his personal kunoichi. As a result, Ayame could feel herself ready to cum again from the rough treatment. However, she held it back with all her might while her eyes rolled back in her head.

"Look at his balls smacking against her chin?" Akeno said, having also begun to play with herself. "I wouldn't mind being treated like that."

"I love watching James have sex." Moka muttered with her eyes glowing bright red, and her cheeks flushed. "Watching him fuck Master Scathach and Mizore was great, too."

"That's not a combination I would expect to see." Flora said while she fondled her own breasts.

At this point, Rias was too far gone in her own exhibitionist fantasies to comment on the spectacle in front of her.

After having her face fucked violently for a few minutes, Ayame's face was covered in tears and drool. Then, James pulled his dick out of her mouth suddenly.

"Hmph!" James grunted as he sprayed his load all over Ayame's face. Then, he put the tip back in her mouth and spoke. "Now, get the rest."

As ordered, Ayame suckled on the tip of James' dick until the last drop of his cum had been sucked out. Once the cleanup blowjob was complete, James dematerialized the rope that held Ayame up, causing her to flop onto the floor while breathing heavily. James then pulled his smartphone from his desk and pointed its camera at Ayame. After snapping a picture, he placed it back on the desk. Then, he conjured a ball of water and threw it in Ayame's face uncaringly.

*Splash!*

"Clean up, I don't like my people to have dirty faces." James said as the semen was rinsed off Ayame's face before he gathered the dirty water and dropped it in the toilet in his bathroom.

James then untied Ayame's scarf from around her wrists and wrapped it around her neck properly. Then, choking her slightly, he used it to lift her from the floor and threw her onto his bed, face first, with her legs hanging from the edge.

"Now, how would you like to play a game?" James asked while rubbing Ayame's ass.

Still trying her best not to cum from the rough treatment, Ayame could only nod her head weakly in response.

"Good!" James exclaimed.

*Smack!*

At the same time, James smack Ayame's ass hard enough for the bed below her to shake.

"I'm going to fuck you, Ayame." James said, noticing that the juices leaking from Ayame's pussy increased in volume. "Like, really fuck you, hard enough that your bed would probably break."

At this point, Ayame was finding it hard to hold back her orgasm.

"And you're not allowed to cum until I'm satisfied." James said in a sinister tone.

As he spoke, James slammed balls deep into Ayame from behind. With one hand pulling back on her scarf like a leash.

"And if you cum before I'm satisfied, I'll make you watch me make slow gentle love to the peeping toms outside the room." James said. "Then, when I'm done with them, I'll do you until you're about to cum before stopping and repeating the process."

At that moment, Ayame was seriously considering just accepting the punishment. However, James next words put a stop to that thought.

"Oh, and when I do you again, it will be the most loving, love making while I whisper sweet nothings into your ear." James said with a sweet smile on his face.

In all honesty, that did not sound all that bad to Ayame, other than being left hanging. But right now, love making was not what she wanted. Instead, she wanted to be ravaged, humiliated, and dominated like a possession. So, she did her best to hold back from cumming before she was given permission.

*Smack!*

"Then, let's begin." James said as he pulled on the scarf and began slamming his dick as deep as he could over and over again.

"Mmm~~~~~~~~~~~!" Ayame groaned, her body begging for release.

Watching James pound Ayame from the back without mercy while slapping her ass hard enough to leave a new red handprint with every slap, Rias, Akeno, Flora, and Moka could no longer hold themselves back. Instead of watching from the crack in the door, they all entered the room, closing the door behind them, and continued to play with themselves.

Seeing that the voyeurs could no longer stay hidden, James' sinister smile widened.

"All of you, climb on the bed and continue to do what you're doing." James ordered.

The girls followed James' order without question. Then, they pointed their lower body's towards James and continued to play with themselves.

"Now, I want you to really go at it." James said with a smile. "And when you're ready to cum, don't hold back. You can be as loud as you want."

At that moment, James knew he had achieved his purpose when he felt Ayame tighten around his dick. Then, for the next ten minutes, James pounded Ayame like his life depended on it while Rias, Akeno, Moka, and Flora played with themselves, orgasming whenever the feeling struck them.

"Hmph!" James grunted.

Eventually, James reached his limit, releasing his load into Ayame while he slapped her ass one more time. This slap, however, was much harder than any other slap he had given Ayame before.

Once James finished filling up Ayame, she was on the verge of losing her mind. The orgasm that was building up was making her crazy.

"You can cum now." James said nonchalantly as he pulled his dick out of Ayame.

"Ahn~~~~~~~~~~!"

Just as James dick was pulled out completely, Ayame unleashed a scream that overcame James' silencing barrier, though it could only be heard on the second floor. Meaning, other than those in the room, only Sona could hear it, which surprised her greatly.

Ayame's scream lasted until she expelled all of the air in her lungs while her body shuddered so violently that James thought she was having a seizure. After a few minutes, although she did not pass out, Ayame was not capable of making a complete thought for a while.

"Is she going to be alright?" Flora asked, after coming down from an orgasm of her own.

"Probably?" James replied. "But we'll worry about that later."

James then pulled Flora over to himself, pulled off her panties that were shifted to the side and plunged into her. For the next few hours, he spent his time filling up the five girls in his room. He had a lot of excess energy to work off, after all. Especially after a fight like the one he had with Acnologia.