Vol. 2 Chapter 2 – Hypnotic Training of the Arrogant Sisters
by PinkPantherThe morning after putting Haruna under hypnosis──.
“Masato! I helped you get Sis to put on those earrings, so hurry up and take this choker off already!”
“Whoa!?”
Serina barged into the room while shouting angrily.
“Don’t just come barging in here yelling without even knocking……”
“It’s fine because it’s you! More importantly, our promise! Take this choker off!”
Serina pointed at the choker around her own neck and ordered him.
However, there was no way Masato would simply obey something like that.
“……Listen, I said, 『I might consider taking the choker off,』 but I never said I’d actually take it off.”
“W-What the hell is that supposed to mean!? Don’t screw with me!”
“Ooh, scary. There’s no way I’m taking it off when you’re acting like that.”
“Then I’ll beat the crap out of you if I have to—gugyeh!?”
Masato tightened the choker through the hypnotic suggestion.
“Ughh……You used me for everything you wanted and now you’re treating me like this! That’s way too cruel!”
“Well, even if I did take the choker off, I’ve still got this, you know?”
Masato played the video he had recorded on his smartphone the other day, showing Serina covered in semen.
“Wha!? When did you—!?”
“Hehehe, you seemed so overwhelmed with pleasure that you were barely conscious…… You wouldn’t want me spreading this around, would you?”
“Are you seriously trying to blackmail me!?”
“I mean, you’ve been treating me like crap all this time. But, Serina-san, you sure looked like you were really enjoying the sex back then.”
At Masato’s words, Serina’s expression became a mixture of anger and embarrassment.
“Th-That’s not true! I wasn’t enjoying it at all!”
“Heheh, is that so? Well, I admit I might be acting a little overbearing too, so I’ll give you a chance to settle this with a contest. If you win, I’ll take the choker off and delete the video too.”
“Really!?”
“Yeah, I mean it. But the contest will be an 『orgasm endurance match』. I’ll be the one stimulating you, and you’ll have to endure it…… If you cum within the time limit, I win. If you can hold out, you win.”
“W-What the hell is that……!? Why do I have to compete with you in something like that!?”
“If you don’t want to, then forget the whole thing. You’ll just stay my slave for the rest of your life, Serina-san. Hehehehe……”
Masato waited for Serina’s answer, smiling with complete confidence.
“Ghh…………! F-Fine! I get it! I just have to do it, right!?”
“That’s more like you, Serina-san. Simple, straightforward and easy to understand.”
“Hey, you’re basically calling me stupid, aren’t you?”
“Who knows? Anyway, shall we have our little contest?”
Anticipating that something like this might happen, Masato took a blindfold and a vibrator from the box of adult toys he had prepared beforehand.
“Wait, why the hell do you even have stuff like that!? Seriously, that’s so gross!”
“Heheh, it’s a gentleman’s essential. Well, they happened to be cheap, so I bought them a while back. Anyway, from now on, I’m going to tease you for ten minutes, Serina-san.”
After setting a timer on his smartphone, Masato blindfolded Serina, who had stripped down to her underwear, and pressed the vibrator against her crotch.
“Mmmh……nn, nngh……haaah……y-you’re starting right there, all of a sudden……”
“Heheh, it’s better when you’re blindfolded because you never know where I’m going to tease you next, right? Come on, come on.”
Gripping the vibrator firmly, Masato pressed it insistently against her.
“Nnh! Haaah, no…… I-I’m not going to lose from something like this……!”
“And yet you’re already getting wet, you know? Isn’t forcing yourself to endure it a bad idea~?”
“S-Shut up! Something like this doesn’t…… d-doesn’t feel good at all……!”
Even so, both of her legs were trembling uncontrollably.
“But we’ve only just started, you know…… There.”
Masato moved the vibrator and began teasing her breasts this time.
“Nngh! S-So suddenly……”
“We’re nowhere near done yet.”
Masato slipped the vibrator even farther in and pressed it directly against her nipple.
“Hiiih!?”
As though a button had been pressed, Serina’s entire body jerked and spasmed.
“Haha, that’s a great reaction! Are your nipples your weak spot, Serina-san? In that case, I won’t hold back!”
Having discovered her weakness, Masato let out a ferocious grin like a carnivorous beast and pressed the vibrator firmly against her nipple, tormenting it relentlessly.
“Nnhiiiiiiiiii!? Hngh, hih, my nipples, i-it’s gonna tear offfff!?”
“Serina-san, you’re so silly. There’s no way your nipples is going to tear off from this, right? ……Heheh, but I’ll press even harder! Here, here!”
Masato mercilessly continued tormenting her nipple.
Her stiff, sharply erect nipple was thoroughly ravaged by the vibrator, being rolled and ground around again and again.
“Nnhiiiiii～～～～!! N-Nooo, not that, stooop, my nippleeeeeee!”
“Wow, what an incredibly lewd nipple~! It’s really obvious that this is one of your erogenous zones!”
She must have naturally been the sensitive type.
Serina kept moaning while violently shaking her head from side to side in refusal.
“Hahaha, I can’t believe your nipples are this sensitive! This is hilarious! You’re practically like a toy!”
Without having to put in much effort at all, he could make her completely lose control.
It gave him a different kind of satisfaction from having ordinary sex.
“Hehehe, training someone really is great. From now on, I’m going to keep giving you plenty of training, Serina-san. You’re happy about that, aren’t you?”
“Nnhii! I-I’m not happy about it at allll♪”
Even as she denied it, she couldn’t completely hide the pleasure in her voice.
“Hahaha, you should stop forcing yourself and just give in. But instead, right now…… hehehe.”
Masato deliberately pulled the vibrator away.
“…………Eh……? W-Wait, wh-why did you stop…… haa, haa……”
“Heheh, why do you sound so disappointed? Did you want to come?”
“Th-There’s n-no way I wanted that……”
But there was no strength behind her words.
“You’re really not honest with yourself, Serina-san. But that just makes teasing you even more worthwhile.”
Masato turned his gaze toward her lower body once again.
Then, he pulled off her panties, exposing her soaking-wet vagina.
“N-Nooo……! D-Don’t look…… n-nooo……”
Perhaps because of the blindfold, her sense of embarrassment seemed to have grown even stronger instead.
“Whoa, your pussy is twitching like crazy, Serina-san. Looks like it really wants to come, huh?”
“Th-There’s no way…… that’s true……”
“Then why don’t we ask your lower mouth directly!”
This time, Masato took an electric massager out of the toy box, switched it on, and pressed it firmly against her vagina.
“Hiiiiiiii!? Wh-What is that!? It’s way stronger than the one before!?”
“Hahaha! I brought out my secret weapon—the electric massager! You were wrong to think a vibrator was the only thing I had!”
“An electric massager!? Th-That’s cheating!?”
“I never said what I was allowed to use! I’m free to tease you however I want! Come on, come on—think you can endure this!?”
Keeping the electric massager pressed against her, Masato turned the vibration up to its maximum setting.
“Hiiiiiiiiii～～～～!? S-Stop, stooooppppp～～!”
As the electric massager roared against her, Serina’s entire body convulsed, and she let out shrill moans mixed with screams.
“Hehehehe! Looks like it’s really working on you! Come on, hurry up and come already and admit you lost!”
Masato also moved his hand rapidly back and forth, mercilessly tormenting her.
“Nnhiiii! Hiiiiii♪ Hiah, aheh, ahah, aaah! R-Rubbing it around like that is cheatinggg♪ Not my clitoris♪ I-I’m gonna go crazyyyy!”
“Hahaha, it’ll be easier if you just let yourself go crazy. Come on, come on! Come, comeeee!”
Masato moved his arm so quickly that it almost seemed to leave an afterimage.
“Ohooooooooo♪ So intense, it’s too intenseeee♪ I can’t take it anymore, I’m gonna go crazy, my mind’s going completely blankkk♪ Ahaaaah♪ I’m coming♪ Coming♪ I’m cooooomiiiiiiingーーーーーー♪”
Serina screamed as her entire body thrashed violently, reaching an explosive climax.
──Pshaaaaaaaaaa!
“Whoa, you squirted like crazy! No matter how you look at it, you definitely came. Guess that settles our contest, huh? But maybe I should press it against you even harder?”
Masato pressed the electric massager even more firmly against her vagina while she was still climaxing.
“Hnguuuu!? I’m cumming , cumming , cumming , cumming ♪ I’m cumming agaaaain♪ Hiiiiiiiii♪”
Serina shamelessly rocked her hips while repeatedly squirting again and again.
“Seriously, that’s one hell of a way to come. Maybe you really are a slut after all, Serina-san? Heheh. Well, you’ll admit you lost to me now, right?”
“Kuhih, hyuh, nhaaah♪ Ahaaaah♪ I-I lost, I losttt♪ I admit I losttt……♪ Aheeeeh……haheeeee……♪ Haaah, aaah, haaaaah……♪”
Utterly defeated, Serina continued twitching and convulsing irregularly while displaying a completely blissed-out ahegao expression.
★ ★ ★
Serina left the room with her legs trembling and wobbling like a newborn fawn.
“Hehehehe……I managed to turn the tables on Serina-san, and it’s about time for my private tutoring session…… Next, I’ll have some fun with Haruna-san.”
After a short while, Haruna entered the room.
“Hey, Serina was acting kind of strange. Did something happen? And doesn’t the room smell weird……?”
“Who knows? I wonder what happened. Besides, when you come here as a private tutor, it’s only common sense not to worry about unnecessary things, right?”
“……Common sense…… Y-yes…… That’s right…… Of course.”
Under the influence of the suggestion, Hina, who was wearing a hair clip, suppressed her own sense that something was wrong.
“Well then, Haruna-san. I’m tired today, so could you massage my dick with your breasts? It’s common sense that helping your student recover from fatigue is also part of a private tutor’s job, right?”
“Oh, is that so? Were you studying with Serina just now, by any chance?”
“Well, something like that. Though it was practical training rather than classroom study. Anyway, please.”
Masato took out his erect penis and deliberately showed it off to Haruna.
“Oh my, Maa-kun. Your penis is so stiff and tense, isn’t it?”
“Yeah, it’s gotten completely hard. Loosen it up for me with your soft breasts, Haruna-san.”
“All right, Maa-kun. Taking care of a student is part of a private tutor’s job, after all.”
With the hypnosis having deepened, Haruna parted her clothes without the slightest hesitation and exposed her breasts.
‘Whoa, Haruna-san’s huge breasts! I can’t believe the day has finally come when I get to have my penis squeezed between them!’
Having used her as material to self-pleasure countless times before, Masato was all the more overwhelmed with emotion.
“Okay, I’ll start now♪ Nsho, nsho……♪”
Haruna lifted her own breasts and sandwiched his penis between them.
“Uwaa, they’re so warm and soft—it feels like I’m melting!”
And yet they also had plenty of springiness, creating a pleasantly firm pressure around him.
“I’m glad you’re enjoying it, Maa-kun♪ Fufufu♪ I’ll massage you with my breasts like this♪”
Haruna moved her body diagonally upward and began gently stroking his penis between her breasts .
“Ooohh, so good! It feels amazing, Haruna-san! This is heaven!”
“Ufufu♪ There’s some naughty fluid leaking out from the tip of your dick, Maa-kun♪”
Haruna gave a mischievous smile and rubbed her nipples against it.
“Uha, Haruna-san, you’re really going all out with the service!”
“Make sure you get rid of all your fatigue today♪ Nn, nn♪ Nfuu♪”
The pre-cum leaking from the glands acted as a natural lubricant, making the paizuri movements grow even more dynamic.
“Ahh, what an incredible feeling of friction! So this is how good paizuri feels!”
“Haan♪ I’m getting excited too♪ Maa-kun’s penis is so hard, so hot and it smells so naughty♪ Nfuu♪ Fwaa♪ Your penis is so cute, Maa-kun♪ Fufufu♪”
Haruna wore an innocent smile, almost as though she were playfully toying with his dick.
‘Ugh, does she always have fun like this with her fiancé too?! Damn it!’
A complicated mix of emotions welled up inside Masato, and he began thrusting his hips as well.
“An♪ Maa-kun, moving your hips so naughtily like that♪ Do you want to cum?”
“Yeah, I do, I want to let it out! All over your breasts, Haruna-san!”
“Go ahead, let it out♪ Give me lots of your semen, Maa-kun♪ Nfuu♪ It’s so slippery♪ My breasts are starting to feel so good♪ Ahahn♪”
Seeing Haruna’s sensual expression as she reveled in the pleasure sent Masato’s excitement to its peak.
“Ahh, I’m coming! I’m coming, Haruna-san! Uwaaaaaaaaaah!”
With a roar, Masato violently thrust his dick between the valley of her breasts and ejaculate.
“Kyaaaaaaah♪ Haaaaahn♪ Amazing, it’s so hot♪ There’s so much♪ Maa-kun♪”
“Ahh, Haruna-san! Haruna-san! Your breasts pussy feels amazing!”
Masato continued pumping his hips, continuing to cum all over her huge breasts.
“Ahhn♪ You really had a lot built up, didn’t you♪ My breasts are all sticky and messy now♪”
“Haa, haa…… fuu…… That was amazing, Haruna-san. It felt so good.”
“Ufufu♪ I had a lot of fun too♪ Maa-kun, let’s keep working hard at your studies, okay?♪”
Seeing Haruna smiling while covered in semen made Masato’s heart race.
At the same time, Masato once again found himself feeling jealous of her fiancé.
★ ★ ★
The next day. Once again, Serina came storming into the room.
“Masato! Take this choker off already! This thing is so annoying!”
“I told you, Serina-san, don’t just come in without knocking. Besides, you lost to me yesterday, so give it up already.”
“I’m not satisfied with that! You’re having fun with my big sis too, aren’t you!? That’s way too greedy!”
Serina puffed out her cheeks as she protested.
‘Jeez, gyaru really have no ability to learn, huh…… Looks like she needs some punishment……’
Masato shrugged as if to say『good grief』, then turned his gaze toward Serina.
“Well then, Serina-san, how about we go out together?”
“Hah!? Why would I go anywhere with you!?”
“Looks like you still don’t get it. Serina-san, you don’t have the right to refuse.”
Through the suggestion, Masato tightened the choker.
“Gugyeh!? Ngiiiiiiih!?”
“Okay, let’s go. Oh, but before that, could you put this on?”
Masato took a vibrator out of the toy box.
“T-there’s no way I can put something like that…… gugyuuuh!?”
“You should stop resisting pointlessly, Serina-san. You’re only going to get your own neck squeezed tighter.”
“Ngiiiiii!”
She let out a protesting shriek, but in the end, Serina inserted the vibrator into her own pussy.
“Fufufu……I’ve got the remote for that vibrator, so that means I can switch it on whenever I want.”
“……Y-you demon…… You’re a demon……!”
“Heheh, but you’re a masochist, Serina-san, so you don’t completely hate it, do you?”
“I-I’m not a masochist……!”
Masato decided to take the blushing Serina along with him to the convenience store.
“……So, that’s why I’m going to have you buy condoms at the convenience store, Serina-san. Buy every kind they have. And ask the clerk which one they recommend.”
“Ghh……You’re way too spiteful……Are you satisfied making me do something like that?”
“I’m extremely satisfied. I figured physical punishment alone wouldn’t work on you, Serina-san, so I need to give you some mental punishment too. Since you’re an idiot.”
“Hah!? Don’t screw with me, I’m still better than you—ngugyuu!?”
Before she could finish speaking, the choker tightened around her neck.
“That’s exactly the kind of thing I mean when I call you stupid. Anyway, I’m going inside first. Come in a little after me.”
“Ughhh…… F-fine…… Haa……”
After confirming that she had finally resigned herself to it, Masato entered the convenience store.
While he was standing by the magazine section inside the store, Serina came striding in with exaggerated steps, looking as though she had completely stopped caring.
Then, at the section where the condoms were sold, she grabbed every type they had and headed for the register—
“I’ll take one of every kind! Hiuuuuuu!?”
The moment Serina laid the condoms out on the counter, Masato remotely activated the vibrator.
At Serina’s sudden scream, the male clerk flinched and jerked in surprise.
“Eek, haa……w-wait. Before I pay, there’s something I want to ask. Is there any condom here that you’d recommend?”
“R-Recommend!?”
“What!? Is it wrong for me to ask for a recommendation!? Here, what about these ultra-thin condoms!? Like, what do they actually feel like when you use one and stick it into a pussy!? Nnngh, haaah, hiuuh……”
“P-Pusy……!?”
The clerk was visibly shaken by the sudden appearance of such a lewd woman in the store.
‘Serina-san’s face is really flushed. Since she’s a dark-skinned gyaru, it’s hard to tell…… But still, this is training her from an angle I’ve never tried before.’
Masato felt that to create a true sex slave, he needed to train not only her body, but her mind as well.
“……I-I’m sorry, ma’am…… I’ve never actually had sex before……”
“Oh, really…… Then, you’re a virgin……?”
“M-My apologies……”
Feeling sorry for the apologetic clerk, Masato turned the vibrator up to its strongest setting.
“Nnguuuuuuuh!? Hiiiiiiii!”
“M-Ma’am!? Are you all right!?”
“Y-Yeah, I-I’m fine…… It’s nothing……”
Masato desperately held back his laughter at Serina’s obviously strained excuse.
‘Hehehe, this clerk sure has terrible luck. But hey, he gets to see the lewd expression of a beautiful gyaru, so forgive me.’
Even then, Serina kept the conversation going.
“By the way, does this store carry lotion?”
“U-Um, I’m terribly sorry, but we don’t carry that sort of thing……”
“What a poor selection. Listen, okay? A woman’s pussyis delicate, you know? If you don’t use lotion, it can even get hurt! You’d better be careful about that when you have sex in the future, too.”
“Y-Yes…… I understand. I’ll keep that in mind.”
Serina lectured the clerk just as she used to lecture Masato.
‘Seriously, she’s the very definition of an annoying customer. Maybe I should punish her a little.’
Masato switched the vibrator back on and changed it to a rhythmic vibration mode.
“Higuu!? Nnngh! Kuun! Afuu♪ N-No, nooo♪”
Serina moaned in time with the vibrations.
“C-Customer……”
“Hii♪ J-Just scan it up and don’t mind me, iiiih♪”
“Y-Yes!”
The clerk hurriedly began scanning the barcodes.
But his hands were so unsteady that he kept dropping the condoms over and over again.
“S-Sorry, I’m sorry! Um, did I already scan this one……!?”
“Y-You’re a virgin, and you’re still planning to tease me like this? You’ve got some nerve……!”
“N-No, that’s not what I’m doing! I-I’m terribly sorry, awawawa!”
The clerk, still in a panic, somehow managed to scan all of the barcodes.
‘All right, as an apology to the clerk, maybe I’ll let him see Serina-san’s orgasm face!’
Masato switched the vibrations to maximum strength and continuous vibration mode.
“Nnhihiiiiiiiiiii!? I’m cumming, cumming, cumming, nnghhh! I can’t take any more, my pussy’s at its limit♪ I’m cuuuummiiiiing♪”
“……C-Customer, th-this is a problem…… You can’t climax right in front of the register……”
“I-I can’t help ittt……♪ Hahii, hiiii♪ N-Now, the payment……♪”
Somehow managing to finish paying, Serina took the large number of condoms packed into a plastic shopping bag and left the convenience store.
‘……Hehehe, she came that spectacularly…… Serina-san definitely won’t be able to show her face at this convenience store ever again.’
Following Hina, Masato left the convenience store as well.
After turning a few corners, Masato called out to Serina.
“So? That turned into a fun little outing, didn’t it?”
“H-How was any of that fun!? I’m definitely banned from that store now!”
Giving off a sickly-sweet feminine scent, Serina was absolutely furious.
“Whoa, with you giving off such an erotic smell, I’m sure the clerk noticed too. Hopefully it doesn’t traumatize him……It’d be pretty sad if that made him afraid of women.”
“This is your fault, isn’t it!? Jeez, what are you going to do about this!? I was so unbelievably embarrassed!”
“Heheh, come on, calm down.”
“How am I supposed to calm down……Ahh, seriously, my panties are completely soaked…… Ugh……”
For once, Serina looked genuinely dejected.
‘This kind of thing works too. Training isn’t just about shoving a penis into someone.’
Having gained a new insight, Masato immediately thought about applying it to Hina.
★ ★ ★
“Hey, Haruna-san. When you’re having a private tutoring session, you can’t leave the room, so it’s common sense to pee into a plastic bottle, right?”
“……Huh……? Y-Yeah……c-common sense…… That’s right, of course it is!”
Today, Haruna, who was in piercing mode, fell under the suggestion with incredible ease.
‘All right, all right, this is good! …Even her fiancé has probably never seen Haruna-san peeing before! If I get to see that, I’ll have something over her fiancé!’
Masato took out the empty plastic bottle he had prepared beforehand.
“Then, let’s get started…”
“I don’t need to pee yet.”
“Then here, drink plenty of tea! I prepared this too!”
Masato handed Hina a large cup filled with cold tea.
“I’m not that thirsty, though.”
Masato pressed the remote control he had kept in his pocket and decided to place her under suggestion.
“Okay, Haruna-san…from now on, you’re going to want to drink more and more tea… got it?”
“…………Yes…………”
Haruna nodded, her eyes turning vacant.
When the light returned to her eyes, a change had already taken place in her state of mind.
“…? I suddenly feel like drinking some tea! Gulp, gulp!”
Haruna downed the cold tea in her cup all at once.
“There’s more if you want it, so keep drinking. Look, I even bought a two-liter bottle.”
“Mm, then I’ll have some.”
Even while working through the problems, Haruna kept drinking cup after cup of tea.
Before long, she began fidgeting with her lower body.
“Haruna-san, do you need to pee? Here, an empty plastic bottle!”
“Y-Yeah… But you’re not allowed to look, okay?”
“No, no, since we’ve got the chance, let me learn from this too. Teaching me about the female body is part of a private tutor’s job, right? That’s common sense.”
“…C-Common sense… Y-Yeah… I suppose so… Th-Then… you can look… Ugh… Even Takayuki-san has never seen me like this before…”
Those words filled Masato with delight.
‘All right! I won! I beat her fiancé!’
Feeling a sense of superiority, Masato watched as Haruna took off her underwear.
“You’re staring way too much…! Ugh… But I guess it can’t be helped, since you’re my private student…”
Haruna hesitated for a moment before pressing the mouth of the plastic bottle against her vagina opening.
“Th-Then… I-I’m going to let it out…”
“Yeah! Ahh, I can’t wait to see you pee, Haruna-san!”
“Th-That’s not something you’re supposed to look forward to that much, is it? Honestly…”
Even under hypnosis, she still seemed to feel embarrassed.
Even so, Haruna spread her legs slightly and assumed a position to urinate.
Then, before long…
—Chorororororo…
She began urinating into the plastic bottle.
“Ohh, so that’s how women pee!”
“Y-Yeah…We don’t have something rod-shaped like men do, so we have to be careful not to let it splash everywhere.”
“Ohhh. I’m learning so much~”
Masato let out an impressed voice as he stared intently at Haruna while she urinated.
“Hehehe, Haruna-san, your pee has such a healthy-looking color.”
“A-Aren’t you some kind of pervert!?”
“Heheh, for men, watching a woman pee is a pretty common thing to be interested in…”
N-No, it isn’t!? J-Jeez…”
Although she was embarrassed, once she had started urinating, she could no longer stop.
“Your aim is steady now, so don’t you think you could pee with a little more force?”
“Y-Yeah… Nn.”
As she visibly put some strength into it, the stream of urine grew stronger.
—Shaaaaaaaah.
“Heheh, that’s a nice sound. Doesn’t it feel good finally letting out all that pee you were holding in?”
“Y-Yeah………… Phew……”
Haruna agreed with a blissful expression on her face.
Before long, the stream of urine stopped.
“Hehehe, you let out quite a lot~”
“That’s because I drank too much tea.”
“It’s got such a nice color, it could almost rival the tea.”
“You really are a pervert…… I’m honestly amazed.”
“I’m just very dedicated to studying the female body. Especially when it comes to you, Haruna-san.”
Seeing Haruna urinate—something even her fiancé had never seen—made Masato want to possess her even more.
‘But with Haruna-san, I want to take my time training her before I shove my penis into her pussy.’
Since he had gone straight to actual sex with Serina, he felt that with Haruna, he wanted to take things step by step and gradually bring her down.
‘Since I’ve got hypnosis at my disposal, I might as well enjoy it…… Hehehe.’
At that moment, Masato came up with a new kind of play.
“Hey, Haruna-san. Bring over the school uniform you used to wear.”
“W-Why?”
“Because wearing a school uniform during private tutoring is just common sense, right?”
“…Common sense… Y-Yeah, maybe it was…?”
She sounded somewhat unsure, but Haruna nodded.
“I’ll take care of the plastic bottle and everything. So go home for a bit and bring back your old uniform. Hurry, hurry. That’ll make me more motivated to study too.”
“O-Okay… I-I understand…”
Haruna left the room.
Then, thirty minutes later—Haruna came back into the room wearing her school uniform.
“Ohh, Haruna-san. Don’t tell me you walked outside dressed like that.”
“Of course not. At least I changed after coming over to your place. But it’s a little tight…”
The uniform was clearly the wrong size, leaving parts of her skin exposed here and there.
“There’s something pretty enticing about wearing a uniform even though you’re a little too old for it…”
“Your fetishes really are way too unusual.”
“No, no, I think that’s pretty normal, you know? Doesn’t your fiancé ever have you wear a school uniform?”
“Of course not. Could you not lump Takayuki-san together with a pervert like you?”
Apparently, Takayuki was rather restrained when it came to sex.
‘…Not having Haruna-san, with a dynamite body like that, wear a school uniform is just wrong…’
Half exasperated, Masato began thinking about what kind of training to put her through next.
“Ah, right. Since you went to the trouble of dressing in a school uniform, maybe I’ll have you give me a footjob?”
“Haaah!? I don’t see how wearing a school uniform has anything to do with giving you a footjob!”
“Back when you used to wear a school uniform, Haruna-san, you bullied me all the time, remember? It made me think back to that. If anything, I wish that instead of hitting and kicking me, you’d used your feet to give me a hand… or rather, a foot.”
“I seriously can’t understand the way your mind works…”
Haruna sounded completely exasperated.
“Hehe…But Haruna-san, it’s common sense for a private tutor to do what their student asks in order to keep them motivated, right? So, it’s fine, isn’t it?”
“…Y-Yeah… If it’s common sense, then I guess it can’t be helped…”
“Then I’m counting on you, Haruna-san! Punish me!”
“Punish you? Not reward you?”
“When it comes to a footjob, it’s supposed to be punishment! Haruna-san, sit on the bed! I’ll sit here on my knees!”
With his chest and crotch swelling with anticipation, Masato got himself into position.
“……O-Okay……If it’ll make you motivated to study, then I don’t even care anymore.”
Haruna sat down on the bed and lifted her foot, then stepped on the shaft of his penis while still holding back a little.
“Ohoh! You can step harder, harder!”
“Shut up, you pervert!”
Haruna ground her foot against his penis.
“Oooh! Th-That, that feels good!”
“Are you some kind of masochist? Honestly, this is why you’ll never get better at studying—you keep reading dirty books instead of your textbooks!”
Haruna pressed her foot harder and harder against the shaft of his penis.
“Whoa, that feels good too! I can feel Haruna-san’s toes with my dick!”
“…Jeez, this slippery precum is getting all over my toes, you know? You really are a hardcore masochistic pervert, Masato! You should reflect on just how lewd you are!”
Raising her voice, Haruna stomped down forcefully.
“Ooooh! That really hits! Your toes are digging into the head of my penis!”
“Could you stop narrating everything? Seriously, you’re way too disgusting!”
Getting worked up, Haruna put strength into her toes and twisted his penis upward.
“Uhaa! Haruna-san, you’re really skillful! That’s amazing!”
“If you’re enjoying it, then it’s not much of a punishment, is it?!”
Still gripping his penis with her toes, Haruna began stroking it violently up and down.
“Uhaaaaaaa! Amazing! So intense! It feels so good!”
“Honestly, you’re a hopeless masochist. Getting this worked up just from having it roughly stroked with my foot…”
A shiver ran through Masato at her contemptuous tone and gaze.
‘Haruna-san in this queen-like mode really is great too!’
Being able to casually change both her personality and the kind of play with a single hypnosis suggestion was a huge advantage.
“Hmph, I’m starting to find this a little amusing myself. In that case, how about this?”
Haruna trapped his dick between both of her feet, intertwined her toes around it, and began stroking it vigorously as though shaking it.
“Uwaaaahhh! Aaaaaah! Amazing, this is amazing, Haruna-san!”
“Hmph, your pre-cum is splattering everywhere, you know? If you want to ejaculate, then hurry up and do it! You masochistic pervert!”
While hurling insults at him, Haruna accelerated the speed of her footjob as much as she possibly could.
“Uoooooh! I’m being violated by Haruna-san’s foot-job! This punishment feels so good!”
“Stop saying disgusting things and just cum already! Come on, cum!”
Under Haruna’s merciless footjob assault, Masato’s mind went completely blank.
“Uwaaaaaaaaaaaaaaaaaaaaaah!”
With a roar, he violently sprayed semen.
“Kyaa! Seriously, just how far are you going to shoot it, you masochistic pervert?!”
“Aaaahhh, I’m sorry, Haruna-san! O-ohhhhhh!”
Even while apologizing, Masato continued firing semen from his penis over and over again.
“Seriously, you really are a hopeless pervert!”
“H-hehehe… Sorry, Haruna-san… But it felt sooo good.”
“If you’re enjoying it, then there’s no point in calling it punishment, is there?”
“H-hehehe… Sorry, Haruna-san… But it felt sooo good.”
“If you’re enjoying it, then there’s no point in calling it punishment, is there?”
“Well, don’t sweat the little details…Phew. Anyway…”
When it came to perverted matters, Masato’s mind worked remarkably fast and he had already come up with a new idea for her training.
“Haruna-san, since you went to all the trouble of putting on a school uniform, why don’t you pretend you’re young again and shave your pubic hair?”
“Hah!? Why the hell do I have to do something like that!?”
“Because it’s my preference, I guess.”
“You pervert…Why should I have to go along with your preferences?!”
“But for a private tutor, keeping your pubic hair shaved is proper grooming—common sense, right?”
Haruna had shouted angrily, but the moment he said the words『common sense』uncertainty flickered in her eyes.
“………Y-yeah… c-common sense…? Right…”
“Exactly, exactly—common sense. Since you’re already undressed, come on, let’s just shave it!”
Masato took the shaving tools out of the toy box.
“Why do you even have something like that ready?”
“I bought it in case the need ever came up!”
“That’s seriously creepy…”
“Come on, stop complaining and hurry up and shave! Not being hairless is just improper!”
“Improper… y-yeah… that wouldn’t be good…”
Haruna seemed to somehow convince herself and took the shaving tools.
First, she spread shaving cream evenly over the area, then brought the razor to it.
“Hehehe, I’m looking forward to this~”
“It’s not really that interesting, is it?”
“Of course it is. It’s not something you get to see very often!”
“W-well, I guess that’s true… Even Takayuki-san has never seen me like this…”
That single remark delighted Masato all over again.
‘All right! I beat her fiancé again!’
Feeling an even greater sense of superiority, Masato turned his gaze toward Haruna’s crotch.
“Th-then… I’m starting.”
Blushing deeply with embarrassment, Haruna began shaving.
Jori, jori…
With each scraping sound, Haruna’s pubic hair was shaved away.
“Ooh—Haruna-san’s slit is becoming more and more exposed!”
“Q-quiet… You’re distracting me.”
“Sorry, sorry. Hehehe… Then instead of giving a running commentary, I’ll just take a nice, long look at Haruna-san’s pussy.”
Saying that, Masato leaned his face closer.
“D-don’t stare so much… Seriously, you really are a pervert…”
Her face completely red, Haruna continued shaving.
‘Ooooh…! There’s something really appealing about the contrast of an adult having such a completely smooth crotch!’
Masato could feel a brand-new fetish awakening within him.
“…I think that should do it?”
Haruna stopped moving the hand holding the razor.
“Yeah, that looks great! I can see Haruna-san’s pussy completely!”
“U-ugh…This really is embarrassing after all…and my crotch feels kind of cool and drafty…”
“But it looks so clean and neat—it’s really nice! It’s beautiful!”
“R-really…?”
Haruna did not seem entirely displeased by the compliment.
‘Hehe, at this rate, I’m going to mold Haruna-san more and more into my ideal type!’
“Oh, right, Haruna-san. What are you going to tell your fiancé?”
“Eh!? W-well…I-I’ll figure out some way to talk my way around it.”
“Really? Hehe, well, good luck with that…”
Masato was a little worried, but imagining Haruna trying to deceive her fiancé actually excited him.
‘Hehe, just you wait. Someday, I’m going to steal Haruna-san away from you!’
Masato’s competitive spirit toward her fiancé burned even stronger.
★ ★ ★
“Hey, Haruna-san, have you ever watched your fiancé masturbate?”
Masato suddenly asked Haruna, who had come over as usual for their tutoring session.
“Hah!? Of course I’ve never seen anything like that!”
Haruna, who was wearing a school uniform again today, gave him a look that seemed to say,『What the hell are you talking about? Are you stupid?』
“But it’s common sense for a private tutor to learn about masturbation from her student, right?”
“…W-was that how it worked…? Y-yeah… I guess that might have been common sense…”
Under the power of hypnosis and suggestion, Haruna would believe even the most absurd things.
“Alright then, today I’ll show you how a man masturbates, Haruna-san!”
Masato took out his gradually hardening penis and began stroking it as if deliberately putting on a show for her.
“…S-so that’s how you stroke it?”
“Yeah. You grab the shaft like this and stroke it up and down!”
Haruna kept stealing glances at it.
“Hehe, Haruna-san. Since we’re at it, give me something to use as material. Show me your breasts.”
“W-why should I!?”
“Because it’s common sense.”
“…If it’s common sense, then I guess it can’t be helped.”
Haruna lifted up her uniform, exposing her breasts.
“Ooh, those are some nice huge breasts! They’re perfect material!”
Excited, Masato began stroking his penis faster and faster.
His penis suddenly rose at an even steeper angle, curving upward.
“S-so it gets that much bigger…”
“Yeah. When you’ve got some top-quality material to look at, you get an erection faster and it gets nice and hard too!”
Haruna’s huge breasts weren’t just big—they were beautifully shaped as well.
“Hehe, Haruna-san, aren’t your nipples getting hard too? You’re getting turned on watching me masturbate, aren’t you?”
“N-no, I’m not! More importantly, aren’t you an idiot for enjoying showing off your masturbation like this? Don’t you have any sense of shame? Pervert!”
Even as she insulted him, Haruna’s eyes remained glued to his penis.
‘Hehehe, no matter what she says, Haruna-san really is fascinated by watching a man masturbate.’
Using the thrill of showing himself masturbating in front of a woman as even more stimulation, Masato vigorously stroked his penis.
“Doesn’t it hurt when you do it that hard?”
“Far from hurting, it feels insanely good! Masturbating while someone watches is the best! It feels this good, so your fiancé is really missing out by not masturbating in front of you, Haruna-san!”
“Would you stop comparing Takayuki-san to a pervert like you!?”
With his competitive spirit toward Takayuki burning, Masato launched into his final sprint.
“Uoooooooh! Haruna-san! I’m going to cum! Watch me! Watch me cum!”
“F-fine, I get it already… geez…”
Masato thrust his hips forward violently and ejaculated toward Haruna’s face.
“Kyaaaah!? H-hey, why are you spraying it on me?!”
“Sorry! I wanted to mark you, Haruna-san! Uhaaah, there’s still more coming!”
“Marking me? What are you, a dog!? Hyaun! Even on my breasts—kyaa!”
Being able to spray Haruna like that left Masato feeling deeply satisfied.
“But I’m still hard! It won’t go down at all! I want to have sex with you, Haruna-san!”
“Hah!? No way. I have a fiancé.”
“But having sex with your student is common sense, right?”
“…U-ugh… c-common sense… No, but… that’s…”
Apparently, having a fiancé created a major obstacle to the hypnosis.
‘Damn, the hypnosis isn’t working!? Haruna-san really is tough after all…I guess she’s not going to be as easy as Serina-san…’
Masato reluctantly tried making a different request.
“Then, Haruna-san. If I can’t use your pussy, let me use a different hole.”
“A different hole?”
“Yeah. I want you to let me use your anus. That wouldn’t count as cheating, so it should be fine, right?”
“Hah!? M-my anus…?”
“By the way, have you ever had anal sex?”
“No, I haven’t! Obviously!”
That single remark delighted Masato yet again.
‘Haruna-san’s ass—a place even her fiancé has never penetrated! I’m definitely going to experience it!’
With fierce determination, Masato pressed Haruna further.
“Haruna-san! It’s common sense to cooperate so your student can concentrate on his studies, right!? So please, let me use your ass! Please! I’m begging you!”
Masato pleaded so desperately that he looked ready to prostrate himself before her.
“Ugh…………F-fine…I guess it can’t be helped… It’s common sense, and if you’re going to beg that much… then okay.”
“Alright! Then I’m going to use your ass, Haruna-san!”
Thrilled at the thought of his first experience with anal sex, Masato pushed Haruna down onto the bed.
“H-hey, could you not be so aggressive?”
“No way! Ahh, this is so exciting. Even if it’s anal sex, just thinking that I get to have sex with you, Haruna-san, is getting me worked up!”
Masato pulled off her panties, then pressed his already-recovered penis against her ass.
“Yaaahn, why are you already this hard again?”
“Hehe, maybe your fiancé has poor recovery? If it’s you, Haruna-san, I can get hard again right away!”
With his competitive spirit toward Takayuki burning, Masato pushed the head of his penis into her anus.
“Hyaan! A-are you really going to put it in there!?”
“Hehehe, I just cum, so there’s still semen on it—it can work like lube! It’s fine, it’s fine! Come on, relax.”
He shifted them into a position close to side-by-side so it would be easier to insert.
Then, he slowly began pushing his cum inside.
“Yaaahn…! M-my anus is stretching… Aaaah…! I-it’s going in…!”
“Ughh, the squeeze is incredible, Haruna-san’s ass! Ahh, I-I’m putting it all the way in!”
Resisting the force trying to push him back out, Masato slowly inserted his penis all the way to the base.
“Nnngh! Hiiih! Th-that deep…!”
“Ugh…! Amazing, this is amazing…! Haruna-san’s anus is wrapping tightly around my dick and clinging to it!”
Masato was deeply impressed by the unique sensation of pressure and suction.
“How about you, Haruna-san? Does it hurt?”
“Y-yeah…It doesn’t hurt as much as I expected. Actually, it feels a little good…”
“Hehe, I see. That’s good. Then, is it okay if I start moving?”
“M-move slowly, okay?”
Perhaps understandably anxious about her first time having anal sex, Haruna looked over at him worriedly.
“It’s okay. It’s already settling in nicely. Alright, I’m going to move.”
Masato pulled his penis back out until only about half the head remained inside, then pushed it in again.
A dull nugujyu sound echoed out as an intense squeezing and contracting sensation closed around him.
“Ughh, amazing!”
“Nfuu, it’s so big…! It’s so tight, but what is this… it feels good…!”
Seeing Haruna’s ass twitching made Masato even more excited.
“Getting pleasure from your anus—Haruna-san, you really are a pervert!”
“I-I’m not a pervert…! D-don’t lump me together with you!”
“But it feels good, doesn’t it!? Come on, come on!”
Pressing his hips tightly against her buttocks, Masato began thrusting his penis in and out.
“Kuhiiii!? Yaaah, n-no…! T-too rough…! Your dick is going in and out of my ass! Akuh! Nnguh! Nhaaah!”
With every thrust, moans escaped from Haruna’s lips.
“You really are lewd, Haruna-san! Feeling that good from your first anal sex!”
“Nngh! E-even if you say that, i-it’s your dick that’s the problem!”
“Hehe, my dick is pretty good, isn’t it? Better than your fiancé’s, right?”
“…Th-that’s… th-that can’t possibly be true…”
Seeing Haruna hesitate, Masato became convinced of his victory.
“My dick really is bigger than his, isn’t it?”
“…Th-that’s… I-it only feels bigger because it’s in my anus…!”
“Hehehe, but when you watched me masturbate earlier, you were staring pretty closely at my dick, weren’t you? So how does it compare?”
“…Th-that’s… u-ugh… Size doesn’t matter…!”
From that exchange, Masato realized that his penis was bigger than her fiancé’s.
‘Now that Haruna-san has realized it too, maybe she understands that my dick is superior. Hehe… Someday, I’ll fill her pussy too!’
Renewing his determination, he began thrusting his hips even faster.
Then Masato reached a finger toward her clitoris and pinched it.
“Nhiuu!? H-hey, don’t touch there… hiiii♪”
“So this is an erogenous zone for you too, Haruna-san! Then I’ll play with your clit while thrusting into your anus!”
Masato moved his finger in small, rapid motions, rubbing the little nub as he pounded his hips harder and harder.
“Hiaaah! Hii! Hiiiii♪ Ahaaaah! Kuun! Ahn! Afuuu♪”
As though a dam had burst, Haruna began letting out cries of pleasure one after another, overwhelmed by the sensation.
“This feels better than sex with your fiancé, doesn’t it!? Come on, come on!”
“Nnh! Hiiii! Th-that’s not…! Hiiin! Hiah, aaaah♪”
It seemed Haruna could no longer completely deny it.
‘I can make Haruna-san feel better than her fiancé can!’
With his confidence and conviction growing stronger, Masato continued playing with her clitoris while thrusting into her a.
Haruna’s clitoris grew even harder, while her ass repeatedly contracted wildly around him.
“Aaaah, this feels so good, Haruna-san! Kuuu! Kuaaah!”
The squeezing around him became intense once again, but Masato forced his way through it and drove his penis deeper inside.
“Nngh, aguunnn!? S-so deep! D-deep inside my ass! N-no! Nooooooo♪ Nn-oh, nhooooooo! E-even though it’s my ass, I-I can feel it resonating in my uterus!?”
Gyuuuuuu! Her anus squeezed him so fiercely that Masato nearly had the breath knocked out of him.
“Guh… u-aaaah! N-not yet…!”
Even as he sprayed pre-cum, Masato resumed violating her anus.
“N-nooo♪ Don’t violate my ass anymoreee♪ I’m gonna lose my minddd♪ I’m gonna turn into a pervert who gets off through her anus♪ Ohoh♪ Ohoooo♪ Ohoooooooo♪”
Haruna convulsed as her entire body arched backward.
“Uohh, aaaahhh!”
Her anus clenched around him with an intense, twisting, milking motion, sending a vivid wave of pleasure racing through him.
“Uaaaahhh! I’m cumming, I’m cumming, Haruna-san! Take my semen inside your anus! Uoooooooooh!”
With a roar, Masato launched into his final burst of thrusts.
“Nhooooooh! Your dick is amaaazing! Getting my anus fucked feels incredibleee♪ Nhoooooooooooooooooooooo! Nnhiiiiiiiiiiiii!”
Haruna let out almost animal-like cries of pleasure as her anus contracted wildly over and over again.
For something meant to be an excretory organ, it was moving in an unbelievably obscene way.
“Aaaah! What an incredibly lewd hole! You’re way too erotic, Haruna-san! Kuuu! I can’t hold back anymore—I’m cumming! Uaaaaaaaaaaaaah!”
Reaching his limit, Masato drove his dick violently deep into her anus and ejaculated.
“Ahih! Hih! Hiiiiiiiiiiiiiiiiii♪ H-hot, it’s so hooot♪ You’re shooting semen inside my ass! Ahaaaaaaaaaaaaaah~~~♪”
“Uhaa! This feels amazing! Haruna-san, cum! Cum from your ass with my semen inside you!”
“Afuuu! I’m cumming♪ I’m cumming from my assーーーー♪ Nhiiiiiii♪ Nhaaaaaaaaahーーーーーーーーーーーー♪”
Haruna writhed with her whole body as she repeatedly climaxed through her anus, while squirting from her pussy.
“Hahaha, Haruna-san, you’re cumming like crazy. Getting off this much from your very first anal sex is way too perverted.”
“Haaah, haaah, haaaah, haaaah♪ I-it’s because you shoved your dick into meee…♪ Aah, inside my belly… it feels all sloshy and full of semen…♪”
With an ecstatic expression, Haruna basked in the lingering sensation of having been filled with semen in her ass.
“Alright, I’m pulling out, okay? …There!”
“Nnhiiii!? Hiah, aaaah♪”
When Masato yanked his penis out in one swift motion, a large amount of semen gushed thickly from her anus.
“Hehehe, what a great sight. Seeing semen leaking out of your anus—something your fiancé has never seen—is the best.”
“Haaah, haaaah…♪ Y-you’re way too much of a pervert…”
“Hehe… But it felt better than with your fiancé, didn’t it?”
“…S-shut up… I-I couldn’t help it… Haaah, aaaah…”
From her completely relaxed expression, it was obvious that this sex had felt better than what she had with her fiancé.
‘Hehehe, next time for sure, I’m going to shove my dick into Haruna-san’s pussy.’
Renewing his determination, Masato sprayed the rest of his semen over Haruna’s buttocks.