Yes, he does

Shuichi had hoped that once he had gotten home that he’d get a chance to take a break from Peko’s insistent coddling, but it was clear from the moment he stepped in the door that it had only just begun. Within moments she was offering to brush his teeth for him, warm up his blankets, offer him a variety of sleep-aids, and even read him a story. And that was all before she meticulously planned out his next day without even consulting him first and even began to ask for his medical records so she could better plan his diet. This was simply too much for the young office worker, and so he finally had put a stop to it.

“Alright, that’s enough, Peko!” Shuichi raised his voice, finally putting his foot down and interrupting Peko’s latest offer to please him. “Look, I know you have a lot on the line being here with me - your honor, your career, your life - but you don’t have to babysit me every single moment!”

“With all due respect, I am merely trying to serve you to the best of my ability,” Peko replied. “It is my solemn obligation, especially after I nearly murdered you over a mistake.”

“Yes yes, I know, but… I’ve already forgiven you for that,” Shuichi pointed out. “And, let’s be honest, no one is ever going to find out that you weren’t doing ‘your best’ unless one of us tells them. So why don’t you just take a break, okay?”

“Take… a break?” Peko looked away, disappointed. “I see… so despite all my best efforts, I’ve still managed to displease you.”

“N-no, not at all!” Shuichi was quick to cut in. “I mean, I’ll admit that I was a bit nervous about having you at the office, but… I can’t deny that you were a big help, and you made working there a lot more enjoyable. But at the same time, I also like doing things for myself! If you’re going to do everything for me and make every decision for me, then where’s my own self-worth? I might as well be a puppet! It all just makes me feel so… useless!”

“Useless, huh?” Peko sighed and sat down. “I see that you and my old Master have something in common then.”

“...” Shuichi glanced at the door to his bedroom and briefly considered just going to get ready for bed. But, after seeing a brief glimpse of the sadness deep in Peko’s eyes, he couldn’t help but sit down next to her. “What do you mean by that?”

Peko scoffed quietly. “Master Fuyuhiko is a very strong-willed man. Ever since he was born, his parents waited on him hand and foot. I know because we grew up together, and I… I was one of his servants even back then.”

Peko glanced out Shuichi’s window and stared at the setting sun in the distance.

“We took our first steps together, learned our first words together, drew our first blades together… and the whole time, everyone kept underestimating him because of his small size. I got to watch him outdo those expectations, again and again, becoming an incredible man as he took control of the Kuzuryu family. I did my very best to support him, to be the tool he needed to grow even more, but I think eventually, he started seeing me as yet another person trying to hold him down. And then…”

She glanced down at her hands.

“...he got rid of me.”

“I see… so that’s the real reason she’s being so ****,” Shuichi thought to himself. Taking a deep breath, Shuichi steeled his nerves and placed his hand onto Peko’s shoulder. “Listen, Peko; I’m sorry about what happened between you and Fuyuhiko, I really am, but… I don’t think he ‘got rid of you’ for the reason you think he did.”

“Tch… what do you know? You’ve barely even met him,” Peko scoffed, still looking away.

“Maybe, but from what I’ve seen and what you’ve told me… I do think he really cares about you,” Shuichi countered. “In fact, I think that might have actually been the reason he sent you to be with me.”

Peko bit her tongue. “Forgive me, Master; for a moment, I felt the urge to say some very… unkind things about that comment.”

“No, I mean it! I mean, think about it, Peko; after growing up with Fuyuhiko, you grew to admire and love him, right?” Shuichi asked. Peko nodded. “Well, it’d only be natural for him to start seeing you the same way. And how do you think you doing things like calling yourself his ‘tool’ would make him feel?”

“I… suppose I never actually thought about that,” Peko replied. “He was the more important one; it was only natural that his needs came before my own.”

Shuichi just grimaced at that.

“...I did it again just now, didn’t I?” Peko sighed and slumped in her chair. “Shit… I guess maybe I do have a bit of a problem with self-deprecation.”

“Hey, don’t worry about it; I’ve been there myself, actually,” said Shuichi. “I mean, a few weeks ago, I was constantly putting myself down, I had no confidence to do anything, I did whatever anyone told me to… I was basically a doormat. And then, a friend of mine came by and… set me on a new course. He didn’t really mean to, but he taught me that you’re not going to improve unless you start respecting yourself.”

“Yeah?” Peko turned back towards Shuichi. “And how did he do that?”

“He got me to start being… a little bit selfish.” Shuichi smiled and blushed as he thought back to all the things he did since that fateful night with Kaede. “I mean, granted, I went a little overboard at times, and I did a lot of things that I deeply regret now, but still; I’m in a much better place than I was back then, and I’ve never been closer to my friends.”

"I hear what you are saying, but... it simply feels wrong.” Peko pushed Shuichi’s hand off her shoulder. “I have lived my entire life with the goal of serving and protecting my master. How can I possibly dare to be selfish, around you or Fuyuhiko? It goes against my every instinct..."

“Well then, how about I give you a little… push?” Shuichi smiled and stood up. “Peko Pekoyama; I order you to be a little bit selfish for a short time tonight. Ask for anything you want, and I promise I’ll give it to you.”

“Anything I want…” Peko rubbed her chin, spending a long moment in contemplation. “Well, there is one thing that I’ve always wanted that Fuyuhiko never let me have, but… I’m afraid that it might be asking for a bit much.”

“I’m sure it can’t be that ba-”

“I want to peg you,” Peko interjected.

“I, uh… what?” Shuichi blinked a few times. “I’m sorry, what was that?”

“Well, while Fuyuhiko would have me do all sorts of things for him, there was one line he simply would not cross,” Peko explained. “You see, I am known as the Ultimate Swordswoman both inside and outside the bedroom, and while I have used my ‘sword’ on several men and women… even though I knew it would bring him the most pleasure, he always stubbornly refused.”

“I see… well, that is something that a lot of guys would be **** to do,” Shuichi said with a nervous blush. “But, uh… are you really that good with your toys?”

“Yes - for some reason, handling long, hard objects has always been second nature to me,” Peko replied confidently. “Before I used a dildo for the first time, I barely even knew what an orgasm was; within half an hour, I had experienced multiple. When I finally had the opportunity to test my skills on another woman, my partner had previously been known for her dominant personality; and when I was done, she was mewling like a cat and begging for more. I have no doubt that, if given the opportunity, I could do the same with you.”

“I see… well, if that’s what you really want…” said Shuichi.

“Oh? You mean, you’ll actually let me use your ass?” Peko asked, genuine excitement appearing in her eyes for the first time. “Are you sure? I do not wish to make you do something you’re uncomfortable with, after all.”

“No, it’s fine; I said I wanted to teach you to be a little bit selfish, and I can’t do that without doing a favor for you, can I?” Shuichi replied. “And besides, I’ve… always been a bit curious about what anal sex would feel like myself.”

“Very well then.” Peko gave Shuichi her deepest bow yet. “I promise you, your butt will be in good hands.”

Shuichi nodded and headed to his bedroom, while Peko left the room to get the supplies her boss said the clan would drop off. Undressing himself, Shuichi couldn’t help but let his mind wander. Would it hurt? Would it be like in the artwork he’d seen online? What if he liked it more than regular sex? But wondering wouldn’t change what was about to happen. And if he didn’t like it, he could always tell her to stop. His thoughts screeched to a stop when he heard the door open and close. Then he heard other noises, like clothes coming off.

“Alright Master; I am ready. Please, get onto your hands and knees on the bed; wolf-style.”

Turning around to the now-closed doorway, Shuichi saw that Peko had also gotten undressed and had a small briefcase in her hand. Where her panties would normally be was instead the harness for a strapon. Doing as he was told, the man got on his hands and knees and swallowed.

“Alright; but I do hope that I won’t be the only one being stimulated during this,” Shuichi replied as he tentatively got into position on the bed.

Peko opened her mouth, no doubt to try and argue, but she learned quickly. So instead, she pulled off the strap-on to reveal a dildo buried in her pussy. “I promise you will not be the only one being stimulated.”

He heard the click of a case being opened, and braced himself. However, instead of a rough and powerful penetration, he instead felt… fingers. Rimming him.

“Ummm… Peko?”

“Yes, Shuichi?” The Swordswoman asked, slowing her fingers down but not stopping.

“What are you doing back there?” he asked nervously.

“I’m examining you. I don’t want to give you a size so big that you tear, but if it’s too small, you won’t get much from it. So I’m testing the waters, so to speak.”

“O-Oh. Sorry, I didn’t uhhh… clean up back there,” Shuichi apologized.

“Shuichi, out of all the disgusting things I’ve done, never mind the things I’ve had to do because of orders, examining your rectum doesn’t even break the top 100,” Peko explained flatley. “Now, please let me do my work.”

“R-right, of course. Sorry!” Shuichi said as he squirmed.

“Do not forget that you are in command here, Master,” Peko countered. “You are superior; you never have to apologize to me.”

Shuichi nodded as Peko continued to gently probe and prod him, when suddenly he felt a glob of spit get lodged in him, followed by another, then another, and finally, the dexterous fingers began to rub them around.

“Alright, it looks like you don’t need to do anything to prevent… unpleasantness afterwards, so we can get right to the fun stuff, as they say.” Peko opened up her case and revealed six dildos of various sizes. “I believe I’ve found the appropriate size for you,” she said as she grabbed a medium-sized one. “Now, please try to relax, and I’ll do everything I can to make you feel good.”

“O-Okay. Deep breaths.” Shuichi muttered to himself as he heard noises behind him. Noises like clicking and a bottle squirting its contents.

And finally, the moment of truth. Shuichi felt something that definitely wasn’t a finger pressing up against him, and then it entered inside. It slipped in with surprising ease, and Shuichi couldn’t stop himself from letting out a sigh of bliss. The strap-on pushed further and further slowly, oh-so agonizingly slowly, and the man had a sense of fullness as a result, a feeling that was surprisingly… good. That’s when a husky breath whispered in his ear.

“I’m so glad you’re enjoying this Shuichi. And it’s only halfway in.”

Shuichi let out a moan at that last part.

“Now, to spice this experience up.” That’s when the slow, methodical penetration ceased as Peko suddenly thrust forward, and Shuichi felt the dildo hit something in him, and it felt good; as if something inside him was physically forcing him toward an orgasm.

“Oh fuck!” Shuichi moaned, and immediately clamped his hand around his mouth, surprised at how vulgar that sound was. Peko, however, took that as a sign that she was on the right track. With one free hand, she began to press his head down into the soft sheets, and with the other, she flawlessly put a condom on Shuichi’s aching, half-hard cock.

“Y-you’re ambidextrous.” Shuichi panted out as he was planted face-down-ass-up.

“Very astute. In another life, you might’ve made a fine detective.” Peko replied, using the hand that put the condom on to pump Shuichi.

As she did this, she began to pull out, eliciting a whine from her new master, who quickly missed the feeling of fullness. But just as it was only the tip remaining, she began to press it back in, at a faster pace than last time. As it invaded his insides a second time, Peko used one hand to keep Shuichi’s head down, and the other to pump his cock. Then, at the same place as before, the Ultimate thrust forward, and hit a different spot, one that **** an even stronger reaction from Shuichi than last time. His asshole tightened on reflex and he had to bite the sheets to stop himself from screaming. When he felt it was safe to let go, he heard Peko whisper in his ear with a husky tone.

“I’m surprised you didn’t cum from that. Is my performance not satisfactory, Master?” she asked.

“Y-yes. Oh God, it’s satisfactory and then some,” the man replied. “I don’t know what I was expecting from this, but this… oh! This is somehow far, far better than I thought it’d be!”

“Excellent. Whether it’s made of silicone or steel, it is good to know that my skills with a blade are unmatched,” Peko said with genuine pride.

And so Peko began to pull out again, her hand still firmly pumping his cock, but picking up the pace now. In addition, she hadn’t moved her lips from his ear, and Shuichi shivered as her warm breath licked his skin. The third thrust had begun, and by now Shuichi’s insides had accommodated the dildo gladly. It glided inside, moving past the first notch in the shaft.

Peko’s handjob increased in speed and intensity.

Past the second notch now.

“Get ready Shuichi. It’s time for the climax.” Peko whispered, nibbling on his earlobe.

Finally, Peko unleashed the coup de grace, and thrust inside one last time, hitting the final pleasure center and bottoming out at the same time. It was too much. The handjob, the playful bite, and the final thrust inside caused Shuichi’s cock to explode. Cum quickly filled the condom as Shuichi squeezed his eyes shut and rode out the waves of pleasure from his orgasm. Despite how much he had already cum that day, the milking of his prostate allowed him to spray what felt like more cum than all his other orgasms combined. By the time it was over, Peko was already pulling out, and taking off the wrapper.

“Wow. T-three thrusts. You were… you really earned your title.” Shuichi breathed as Peko began to clean her ‘sword’.

“Thank you, Master Saihara; both for flattering me, and for allowing me to live out one of my fantasies,” the girl replied, holding up the almost bursting condom balloon.

“I-it was no problem at all,” Shuichi said as he turned himself over onto his back. “So… what are you gonna do with that?”

“What would you like me to do with it? Swallow, throw it away, wear it like a necklace, or something else?”

“Uhhh… how about you decide?” Shuichi asked, part of him wondering if she’d actually take him up on that offer.

“As you wish.” Peko placed the whole balloon into her mouth, and began to pull the rubber between her teeth, like she was extracting the last contents of a straw. With as much cum as possible in her mouth, she made the most exaggerated swallowing noise she could, and traced her throat as Shuichi’s swimmers traveled down to her belly.

“Delicious. I would love to have your sperm as a sauce for when next we eat,” Peko said as she wiped her lips.

“A-ah!” Shuichi felt his cock twitch as it almost came back to life. “You didn’t just do that to impress me, did you?”

“No, I assure you; I did that entirely of my own free will,” Peko replied with a slight bow. “And now that I’ve done this one selfish act, I hope you can trust that I truly and wholly wish for nothing more than to make you happy.”

“I do, Peko… just, please remember what I said about not babying me too much in the future, okay?” Shuichi asked.

“Do not worry - I promise that you helped teach me my lesson today,” Peko replied. “Now, shall I get some tissues to help clean you up before bed?”

“...” Shuichi blushed in embarrassment for a few moments and gripped his pillow. “...yes please.”

Shuichi might have been trying to claw back his dignity, but even his pride had its limits.

And thus began Shuichi’s strange relationship with his new ‘servants’; Peko and Edith. He still didn’t believe he deserved them, but they were seemingly loyal nonetheless. Little did he know that his relationships with them would grow even deeper, and that these would not be his last servants either.