Milk Academy: Chapter 5 - The Lady’s Worries

The day after Hiroyuki had sex with Touka, the Student Council Room was total bedlam during lunch.

The President and Secretary both insisted they were the boy’s girlfriend and refused to back down. They both had homemade lunches and they sat on either side of him at the table.

They held food out for him with chopsticks while their gazes clashed with sparks flying.

“Leave Hiro-kun alone, Touka!”

“Why would I do that when he is my boyfriend!?”
Having two beautiful girls fighting over him was supposed to be living the dream, but instead his face stiffened and an odd sweat soaked his back.

(Wh-what am I supposed to do?)

He was being offered a wiener on the right and a rolled omelet on the left, but one of the girls would complain whichever one he chose, preventing him from eating either one.

“The hell he is! He’s my boyfriend!”

“Hmph. Did you think having sex automatically made you a couple? Well, I did it with him too, so that doesn’t put you ahead.”

“What!? You had sex with him too? E-explain!”

His childhood friend had thought he was only milking Touka and Miyako, so this came as a surprise. She grew pale and grabbed at his arm.

“Well, um…the thing is…”

He had had sex with Touka and he had even taken her virginity. She had come onto him, but he still felt he had a responsibility there.

“Heh heh. You have no chance now, Natsuki. I’m hotter and I have bigger tits, so Hiroyuki is mine!”

“What!? That’s not true, right? You love me more, right?”
The President was triumphant and the childhood friend refused to back down. They both intentionally pressed their boobs against him as they clung to his arms.

They had always been strong-willed, so they were not going to budge. A cold sweat dripped down the boy between them and he did his best to pacify them.

“Um, calm down, you two.”

But his wishy-washiness only angered them.

“Which once of us do you like better! Give us a clear answer for once!!”

“Hey, don’t threaten, Hiro-kun! Now, answer Touka’s question.”

He felt completely left behind as they turned sharp looks his way.

“Uh, well…I…”

He was so busy trying to find something to say he failed to notice the girl sadly watching the scene behind him.

 

I will be waiting in the gym supply room after school.

Hiroyuki found that note in his desk. After the trouble at lunch, he assumed it was from either Touka or Natsuki, but he could not ignore it no matter who it was from.

Once classes were over, he made his way to the supply room near the gym.

(Is whoever it is already here?)

He arrived in front of the small concrete building and cracked the door open to check inside.

“Eh? M-Miyako-san!? And…ehhhh!?”
He doubted his eyes when he saw who it was.

Thinking back, the note’s handwriting had been too neat for those other two and Miyako had always been a possibility, but that was not what had surprised him.

‘Why you are you, uh, dressed like that?”
She had changed out of her usual uniform and put on a school swimsuit.

“There you are, Hiroyuki-san. I was waiting!”

When she noticed him, her face lit up and she ran over. The swimsuit material was thin and it clung tightly to her enormous chest, so the shape of those breasts and the rest of her figure were plain to see.

And since she ran over, the tits crammed inside the too-small suit bounced up and down heavily. The jiggling was on a level not seen with other girls her age and his eyes were immediately drawn to it.

“I’m so glad you showed up.”

“Sure, but…what’s this about?”
She seemed delighted, but he was still confused.

“I did some research into what gentlemen like. …So what do you think?”
He wondered where she had found that bizarre information as she looked alternately between her swimsuit and the boy’s face.

“Well, I can’t deny I like it, but it may be a little too exciting.”

The school’s standard swimsuit had been designed with an ordinary teenage girl’s body type in mind, so it was much too small for her developed figure.

Her chest in particular used up so much of the material that the crotch was riding up so severely he thought her labia were going to slip out at any moment. Her large hips and butt were also left mostly exposed and her plump thighs were below that, so there was no escape from the visual stimulation.

“Really? You think I’m…attractive?” she asked sadly while hanging her head.

“Eh? Of course I do.”

He quickly answered, but a cloud remained over her face.

“Then why won’t you sleep with me? You, um, did it with Touka-san and Natsuki-san, but not me.”

“S-sleep with!? Well, they were the ones who came onto me.”
Miyako’s bad mood was apparently due to being the only one left out of the sex among the Student Council members.

(I never imagined she would be so bothered by it.)

After the other two confessed their love to him, he had honestly kind of forgotten about her, but that must have hurt her.

“Do you not like me? If so, please be honest with me.”

He could see that kind upperclassman’s eyes growing tearful, so he immediately shouted an answer.

“Of course I like you!”
No one in the school disliked her and he was no exception. She was like a cheerful and kind big sister to him.

That was admittedly not the same thing as romantic love, but he still did not want to see her looking so sad. When he gathered his resolve and looked her in the eye, she smiled embarrassedly.

“Really? I’m so glad. …Then will you make love to me like you did the other two?”
She spoke in a reserved and polite way, but she very clearly stated her desire for him. He panicked a little at having the school idol asking this of him.

(Wow, she’s too cute.)

He briefly thought about Touka and Natsuki, but thoughts of Miyako quickly pushed those away.

“Please, Hiroyuki-san. I want to do it too.”

He was unsure how to respond, but she hugged him before he could say anything. Her giant tits squished against his chest and she put on a serious look while holding him tight.

There was no way he could resist now.

“M-Miyako-san…Miyako-san!!”

He hugged her back. As impressive as her figure was, her body felt thin, soft, and warm in his arms.

The sweet scent of her hair turned him on and he started feeling a stirring in his crotch.

“Ahh…thank you for this, Hiroyuki-san.”
They called each other’s names and looked each other in the eye.

Their faces were so close he could have sworn he heard the beating of her heart. She gently shut her eyes and stuck out her lips as that beating grew faster.

(She’s saying I can kiss her, right?)
The girl had taken the lead for the most part before, so his lips trembled with nerves now.

She jumped when his lips lightly touched hers.

After a few more kisses, he stuck out his tongue and she opened her mouth to accept it.

As he slurped up her sweet saliva and tangled tongues with her, his penis grew hard and erect.

She had been tense with nerves, but her breaths were gradually gaining a sexual tone to them. She had also calmed down enough to happily open her eyes a little while enjoying the kissing.

“Pwah…Hiroyuki-san, my boobs feel like they’re about to explode.”

“Then let me see them.”

She nodded, pushed one shoulder strap down her arm, did the same with the other, and then lowered the chest of the swimsuit. Her splendid rocket-shaped breasts were the size of small watermelons, yet they defied gravity to stick out from her chest while maintaining their beautiful shape.

They were much too large to hold in his hands and the small tips were growing hard at the end of the swollen areolae.

“I can never believe how big and soft your boobs are.”

He immediately got to work sucking on those superb breasts. He grabbed one of them in both hands to hold it in place, placed his lips around the entire areolae, and sucked at that.

“Ahn. Ahh…my boob is tingling.”

She shook her long wavy hair while enjoying the mammary pleasure. Even at that unbelievable size, they were very sensitive, so she would let out sweet moans when he so much as stroked his finger across one.

“The milk’s coming out.”

He massaged the entire milk tank and a white liquid soon began to seep from the pink nipple.

“Y-yes, this feels so good.”

She happily lowered the ends of her eyebrows and narrowed her eyes. She really did look best with a smile. He was so happy to know he had put that mile on her face.

He was the only one who got to grope the school idol’s breasts and suck out her milk.

“Nh, ahh, Hiroyuki-san. You’re sucking so hard…ahhh!”

He massaged both melons while moving his mouth from nipple to nipple to suck out the never-ending supply of milk.

(Wow, there’s even more than usual.)

More and more milk dripped out as he milked those two massive things, so he could not keep up working at just one at a time. He finally started sucking at both nipples simultaneously, which was only possible with the extreme size of her boobs.

Her milk had the strongest flavor of the three and he enjoyed that while gulping it down.

“I-I need more, Hiroyuki-san. My boobs aren’t enough today.”

She had grown accustomed to his milking technique by now, so she begged for more.

His job was supposed to be milking her so her chest felt better, but she wanted more than that now.

“Understood.”

He had wanted to have more fun with those amazing tits, but he let the nipples leave his mouth instead.

“Um, I did a lot of, well, research about how to have sex, so…can you let me take charge?”
When he removed his pants with a regretful look at the bare breasts before him, she blushed and made that offer.

“Eh? What kind of research?”
“I am embarrassed to admit I have never had the opportunity to sleep with a gentleman before, so I borrowed some of the special magazines that Touka collects.”

He had kind of guessed Miyako was a virgin and he was happy she had chosen him to be her first partner.

(Wait, was she saying Touka-san collects porn?)

He felt faint upon realizing this girl’s odd sexual knowledge, like the school swimsuit, had come from the President.

“But…are you sure?”

“Yes. I’m older, so just sit back and let me take care of everything.”

The occasionally unusual girl placed a hand on her chest and smiled.

“I think I’ll take you up on that offer.”

“Then can you lie down on your back?”
She pointed to the floor where a gym mat was already laid out. She had everything ready to go.

“Like this?”
He lay down on his back with his erection still pointing up toward the ceiling. It was pretty embarrassing having the girl look down at him while he was bottomless, but his anticipation won out and his penis throbbed.

“Yes, thank you. Now, if you will excuse me.”

She approached on all fours and hesitantly straddled his lower body. She pulled the crotch of the swimsuit aside to expose her vulva and positioned his hard penis against that.

Her tense face stiffened further when her pussy lips and his penis head touched.

“Are you okay? You don’t have to force yourself.”

He looked up worriedly and she shook her head.

“Thank you for your concern, but I want to do this very badly. It would be harder to make myself stop.”

Unlike strong-willed Touka and Natsuki, gentle Miyako showed some fear of losing her virginity, but the desire to have sex was apparently even greater.

“But…could we hold hands while I do it?”

“Of course.”

Relief filled her face as they intertwined their fingers. She was the oldest of the three girls, but these cute mannerisms fit her best.

He felt a flutter in his heart and his dick twitched in its eagerness to be inside her.

“Here I go.”

She held his hands tight and slowly lowered her hips while supporting her body. Her hot and wet vagina pressed against his penis and sucked at the head.

“Ahh, nhhh…you’re entering me.”

She squeezed her eyes shut and moaned. Her vagina was the softest and most mature of the three, but it still must have hurt the first time because tears welled up in her eyes.

“Are you okay? You can go slow if you want.”

It pained him to see her cry, no matter what the reason was, but he could not stop her from working to swallow his dick with her vagina.

As his penis forced open her vaginal walls to move deeper, it arrived at a dead end.

“Y-yes, I am fine. Ahn, so don’t worry.”

This position may have been a poor choice for her first time. Her breathing was already heavy and she had sweat on her brow. He was impressed with how bravely she tried to hide her tension and fear with a smile.

“S-sorry about the delay. I will have it inside me soon.”

She said there was nothing to worry about, but her hips had stopped with his penis only partway inside her. She wanted to have sex with him, but her fear of the pain had caused her to freeze up.

She was working to lower her hips, but the longer it took her, the harder it was to do.

“Just let your hips drop down.”

His voice must have helped her calm down some because she took a deep breath and laughed.

“Hee hee. You’re so kind, Hiroyuki-san.”

“I’m really not…”

She gave him a loving look and he had to look away in embarrassment. His embarrassed look must have helped calm her further because she squeezed his hands back and resumed lowering her hips.

“Ah, hh…o-ow.”

He felt something tear and then his entire shaft was surrounded by soft flesh. A quiet cry escaped her full lips.

“M-Miyako-san, are you okay?”

“Yes, I…am.”

The pain of losing her virginity made her stiffen and a single tear ran down her cheek. But she maintained the same kind smile she always had. That showed she was stronger on the inside than she looked.

(She’s a virgin, but her pussy is so wonderfully soft.)

Her virgin flesh surrounded his erection and squeezed tight. Her vaginal walls had a lot of folds that sucked at the surface of his penis.

“Ahn…my stomach feels so hot and full.”

While he enjoyed how it felt inside her, she somehow managed to support her upper body and worked to catch her breath.

“You don’t have to move, okay?”

For a bit, they simply stared at each other while joined together. They shared something indescribable in that quiet time. The way she gently held him in body and mind reminded him of a mother’s embrace.

To feel each other’s warmth at more than just their point of union, they began to kiss and press their bodies together.

“Ah, nh…It’s not so bad now.”

“Really? It doesn’t hurt?”
She was the one to break the silence first. She gave him her usual gentle smile, lifted her upper body, and looked down at him.

“No, it doesn’t. And now I can pleasure you.”
With the pain faded, she slowly lifted her hips. Just before his penis slipped out, she lowered her hips again. She began a slow up-and-down movement with her butt.

She was moving very slowly, but her oversized breasts still bounced along with it. While milk was leaking from the nipples as they jiggled so softly.

“Ahh, how does this…f-feel?”
She sounded out of breath again as she continued moving her hips. Her vagina was forced open to what looked like a painful extent for her first time, but she still took the full length of his swollen penis.

She secreted a lot of love juices to lubricate their union, but the squeezing of his entire shaft was incredibly tight.

“I-it feels good.”

“Really? That’s good. Nh, nhh.”

She happily narrowed her eyes at his answer.

Her slow movements allowed her vaginal pressure and soft flesh to stroke his penis, which responded by leaking precum from its tip. A sticky mixture of love juices and precum flowed back out through the gap between her pussy lips and his cock.

“Hee hee. You feel free to move too, Hiroyuki-san.”

Her wavy brown hair swayed as she pounded her large ass against his crotch.

“Okay, but tell me if it hurts.”

“I will. Thank you.”

The romantic atmosphere was embarrassing, but her hip movements strengthened the lust within him.

He grabbed her hips with his hands and thrust up at her from below.

“Ahn! Ah, so rough…and so hard.”

He had meant to start slow, but once he got going, he could not stop. His penis rubbed at her vaginal walls and pounded on her womb. The pleasure was enough for his entire body to tremble.

(Ugh…This is too good. I’ll never last long.)

She arched her back at the unexpected roughness of his thrusting. She grabbed at his hands to keep her balance.

“Th-that’s so rough…ahn, ahn!”

His hips picked up speed and her moans grew louder. She had tried to suppress them at first, but that was no longer an option.

At the beginning, she had been using her own hips, but now that she was being pounded from below, the pleasure was too great and she just let him have his way with her.

“That’s a lot of milk.”
He reached out toward the breasts jiggling in front of his eyes. When he massaged them with a gentle touch, the pink nipples quickly began leaking white milk.

He lifted the weighty mounds from below and pinched the nipples, eliciting an even louder moan from her.

“Ahn! If you milk me too…I’ll go crazy!”

The penis thrusting into her and the milking of her boobs was too much to bear, so she collapsed into his arms. The school’s largest tits were pressed against his chest and those milky marshmallows changed shape.

He kept his hips going throughout. He continued thrusting into her to achieve even more pleasure.

“Ahh, Hiroyuki-san, I’m so happy. So very happy.”

He was going at it so roughly, but she was smiling happily while out of breath. He hugged her tight as if he were claiming her body as his.

“Nh, ahh, ahh…please…please kiss me.”

“Of course.”

While he held her close, she lifted her head and presented her lips for him.

“Ahh, Hiroyuki-san.”

A quick touch of their lips was not enough for them right now. They opened their mouths, tangled tongues, and slurped up each other’s saliva.

(Miyako-san is a hell of a kisser.)
She was so emotional her kisses had grown incredibly passionate. He never would have imagined that gentle girl would be using her tongue so actively.

They kept their lips together as if refusing to let themselves breathe.

“Nhh, ah, wait.”

Her rough tongue licked all throughout his mouth and she sent lots of saliva in there.

He had gotten so focused on the kissing that he had neglected everything else. He decided to resume that, but more because he wanted to pleasure her than because he wanted to regain control.

He once more thrust his hips and milked her breasts.

“Ahhh, ahn! That’s so wonderful! I can barely think straight.”

His thin hips thrust against her well-developed butt. Her sexy body bounced above him and his penis stabbed deep inside her vagina every time it fell back down.

“Same for me. I’m so close.”

She shook her long brown hair around and stared into empty space with her flushed face. Her melons dripped milk as they bounced every which way. He could no longer keep them in his hands.

But he did his best to squeeze and massage them.

Milk sprayed from her nipples like she was ejaculating. The warm spray got on his face and chest, but he did not mind. In fact, the milky scent mixed with the scent of her sweat to create a powerful and arousing aroma.

“Ahh, there’s something…there’s something wrong with my body!”

Her moans sounded more intense now. She was probably close to orgasm, but she had never felt pleasure of this magnitude before and she looked somewhat concerned.

“It’s okay. Just let it happen.”

He did not consciously think of it as a way to put her at ease, but he ended up grabbing her wandering hands and pulling them close.

“O-okay, but, ahhh.”

She squeezed his hands back. The sweat on her palms told him how aroused and nervous she was.

(I can’t keep this up.)

Sensing his limit approaching, he thrust even harder to experience an even greater climax. His penis moved in and out of her vagina with great power and speed.

The sensitive ridge of the head rubbed against her flesh, as did the frenulum. Her ample nectar helped the thrusting go smoothly and her powerful squeezing pushed him toward climax.

“You don’t need to hold back, Hiroyuki-san. Finish whenever you’re ready…ahh!”

She had been at his mercy for a bit, but she was moving her own hips again now. Their movements were beginning to synchronize, which doubled the frictional pleasure.

“Ugh, sorry…I really am going to cum soon!”

He did his best to resist the ejaculatory urge rising within him.

Their flesh rubbed together and the mixture of love juices and precum filled the room with an indecently sticky sound. He moved his hips like crazy and his arousal had never been greater. His young penis reached its limit while that tight vagina stroked it.

There was no stopping it now, so he obeyed his instincts by shoving his penis inside her virgin flesh.

“I-I am too! My mind is going blank and- ah, ahhhh!”

The elegant and reserved girl’s face was dyed by pleasure and a look of ecstasy appeared there. That stirred up even greater arousal inside him.

He really could not stop the magma of desire rising from deep within his crotch.

“I-I’m cumming! I’m really cumming!!”

“Okay…do it inside me! Please!”

He was not entirely sure she knew what she was asking for, but he did not have it in him to think about that right now.

Her large butt began to tremble and her vaginal flesh squeezed his penis. He thrust his swollen dick against her cervix like some kind of finishing blow.

“I’m cumming!!” he shouted as his vision went blank.

“Ahh, it feels so good! It’s so good! Ahn, ahhhhhhhhhhhhhhhhhn!!”

Their voices synchronized and his abs trembled painfully hard while gobs of desire raced up his urethra.

Semen burst from the penis head pressed against her cervix. The white liquid instantly filled her vagina and flowed back out from their connection.

“Ahh, I can feel it. Your semen is…inside meeee!”

She must have achieved orgasm at the same time because her limbs trembled and she let out a cry. She viewed him with empty eyes while lots of milk sprayed from her breasts.

(Ahhh…I-I can’t stop.)

They held each other’s hands and squeezed tight as they climaxed. All the while, his erect penis continued to send that milky liquid into her.

“Ahh, nh…s-sorry.”
After having so much cum released inside her, she limply collapsed on top of him. He caught her soft and warm body while they both enjoyed the pleasant afterglow.

“Hee hee. I’m glad I got to have sex with you too.”

Her satisfied smile made him happy too.

“I’m glad too.”

“That’s good to hear.”

Intensely desiring each other through sex was good, but he also enjoyed quietly sharing their warmth afterwards like this.

“Um, could we maybe kiss again?” she asked.

“Kiss? You really like kissing, don’t you?”

“Yes, I’m embarrassed to admit it, but I love it.”

How could he refuse when a girl that good looking asked him for a kiss while blushing?

“Of course we can.”

He held his mouth out and she gently kissed them.

As they continued kissing, his penis began to grow hard once more.

“Um…Miyako-san? It looks like I’m ready to go again.”
“Are you saying- ah-ahn♪”

She looked down to see what he meant and then gasped. But when he squeezed her impressively-sized breasts, she let out a cute cry.

“Can we do it again?” he asked.

“Please. I want to do it as many times as you’re willing.”

The beautiful Vice President answered his request with a blushing nod.

 

“There you two are!!”

Just as Hiroyuki was preparing to penetrate Miyako in the missionary position, the supply room’s door was loudly flung open.

A blonde girl and a redhead girl stood there.

“T-Touka-san and Natsuki-san? What are you doing here?”

He and Miyako completely froze up at the intrusion, but the other two walked right in to approach them.

“What in the world are you doing here!? Actually…that’s pretty obvious, so let me rephrase: why are you two having sex!?”

“That’s right! Why are you cheating on me, Hiro-kun!?”

The President and childhood friend puffed out their cheeks and glared at him, but he was too confused to make sense of the situation.

(Wh-what do I do? Touka-san and Natsuki-san both saw me doing this.)

“Hold it, Natsuki! Cheating on you? If you hadn’t told me to follow you because you ‘know everything there is to know about him’, I would have found him sooner!”

Touka began arguing with her fellow accuser and it sounded like they had begun searching for him after he failed to show up at the Student Council Room after school.

“Okay, yes, I may have checked a few wrong places first…but you have no room to talk! This punches a pretty big hole in your ‘Hiroyuki only has eyes for me’ theory!”

Those two had worked together for exactly as long as it took to track him down, but they had resumed arguing the instant that was complete.

“Nonsense. He’s clearly only doing this because it was necessary for Miyako’s treatment for- hey, how long are you going to lean over her like that!? Get off of her! And you get away from him, Miyako!”

Touka waved her hands like she was trying to shoo the bottomless boy away from the Vice President. He came back to his senses and hopped up from Miyako while Miyako covered her bared breasts with her arm.

“By the way,” said Natsuki. “Why are you wearing a swimsuit, Miyako-san?”
“Um, well…uh.”

The ponytail girl looked alternately between her rival in love and the boy and neither of them could figure out how to explain this.

“Was she doing cosplay for you!?” asked Touka. “Is that how she seduced you away from me!?”

“Why didn’t you tell me you wanted me to dress up for you!?” asked Natsuki. “Here, I can do it for you right now!”

“Hey! Not before I do, Natsuki!!”

Inspired by Miyako’s swimsuit, those two began digging through the gym bags they were carrying. The other two could only blink in confusion at the rapid turn of events.

“Look, Hiroyuki. These are the gym clothes I used today! All boys like bloomers, right?”

“That’s not what you want, is it? You want a naked apron, don’t you? Well, you’re in luck, Hiro-kun, because I happened to bring an apron for home ec class today.”

They held the two outfits up to their chests to show them off while also glaring at each other.

“U-umm.”

The boy hoped to calm them down, but they ignored him and began a race to be the first one changed.

(Th-they’re actually stripping down right here!?)

They quickly stripped off their uniforms right in front of him. Once she was down to only panties, Touka put on her gym shirt and sports bloomers. Natsuki removed even her panties before putting on the apron.

“Okay, Hiroyuki,” said Touka. “My breasts are in need of a milking, so take care of that, would you? And if you insist, we can have sex too.”

“If he insists!? You’re just horny for his dick!”

“And you’re not!?”

“Shut up!”

“Um…please try to calm down, you two,” said Miyako.

Touka and Natsuki were completely out of control, but it no longer seemed like anything he could say would stop them. But just as he was panicking, the oldest girl moved to intervene.

“That reminds me! Why were you having sex with Hiro-kun, Miyako-san!?”

“And why were you so eager to do it with her, Hiroyuki!?”
Miyako’s smile was normally enough to pacify those two, but it was powerless this time. Now their criticisms were directed at the upperclassman girl too.

“Because I wanted to do it. Love should be shared, not hoarded.”

Miyako usually tried to avoid conflict, but she refused to back down here. She was smiling like always, but her eyes were giving off a powerful aura.

“But Hiroyuki is mine!”

“No, he isn’t! He’s mine!!”

The three girls’ gazes clashed, making sparks fly. The President and childhood friend were claiming to be the boy’s girlfriend again, but now Miyako had joined the fray, further increasing the tension.

Hiroyuki could only gulp and watch over this seemingly endless battle.

“Hey, Hiroyuki!? I wasn’t kidding about my breasts needing a milking, so get to work already.”

The silence was broken by a blushing Touka.

Her breasts filled her gym shirt to the bursting point and she used her arms to push them together to show off their overwhelming size.

“Hiroyuki-san, please milk my breasts!”

Miyako already had her school swimsuit pulled down to expose her breasts, so she jiggled those melons for him with a gentle smile and grabbed at his arm.

His heart pounded at the softness of those tits larger than even Touka’s.

“No! I’ll milk those things if you really need it, but stay away from Hiro-kun!!”

In her naked apron, Natsuki surprised them all by grabbing the other two girls’ breasts in her hands and beginning to massage them.

“Kyah! Wh-what do you think you’re doing!?”

“What’s come over you, Natsuki-san?”
The other two were caught by surprise, so they cried out and twisted their bodies. They were unsure how to respond when another girl suddenly began groping them.

“If that’s how it’s going to be, then I’ll milk your breasts, Natsuki. And then you can leave my Hiroyuki alone.”
The strong-willed President was not going to let the other girl have the upper hand. She grabbed her romantic rival’s chest through the apron and squeezed. She snorted triumphantly after feeling her classmate’s breasts.

“Hmph. You think you can challenge me with these pitiful things? You know how much Hiroyuki loves boobs, don’t you? He can’t get enough of mine!”

She sounded proud of herself and smiled smugly.

The boy was shocked to find she thought of him as an unabashed tit-lover, but he also could not deny it.

“Kh…s-size doesn’t matter! Besides, that would make Miyako-san #1!!”
Natsuki must have known the truth of his love of boobs because she briefly fell silent, but then she argued back while groping the older girl.

“You think Hiroyuki-san likes mine best? He does seem to enjoy touching them and sucking on them.”
The gentle girl stared off into space while recalling what she and the boy had done together.

“Mhhhh, Hiro-kun! How much have you been cheating on me!?”

The way the older girl refused to join the argument threw the other two off.

They must have decided questioning Miyako further would accomplish nothing because they glared at the boy to redirect their jealousy-fueled anger toward him.

“Eek. I-I’m sorry.”

Whatever his reasons had been, he had still ended up in some sort of relationship with all three of them. They were right to call him a cheater. Yet it also felt wrong to choose any one of them here.

He cared about Touka, Natsuki, and Miyako, so he could not just abandon two of them.

“Fine. I can prove who’s #1 right now,” announced his childhood friend as if to say this would never end otherwise.

She got down on all fours and stuck her healthy butt out toward him.

Since she was only wearing an apron, her butt was entirely bare and he could even see her pink vulva. She was an athletic girl, so her thighs and hips were fit, without a bit of excess fat.

“Wait, what the hell is wrong with you?” shouted the shocked President.

But Miyako clapped her hands together and nodded.

“That’s a great idea. We can let Hiroyuki-san decide.”

The gentle girl got down next to her underclassman and bent her back to lift up her butt covered in nylon. The crotch was covered in love juices and sperm after their previous sex, so it had a powerful scent.

“Forget Touka and have sex with me.”

“Please have sex with me too, Hiroyuki-san.”
“Eh? Eh? Wait. What is going on here?”
He could not believe those two were suddenly asking him for sex and he looked over at the President hoping for assistance.

“Hmph. An interesting idea, but a pointless one since I will so obviously be the winner!”

“W-wait, T-Touka-san!?”

She shook her blonde hair, took up her position on Natsuki’s other side, and showed off her butt in the tight bloomers. Her model-like legs drew stunning lines and her skin was so youthfully beautiful he wanted to stroke it.

“Eh? Um, are you sure?”
The three hottest girls in school were wiggling their asses in front of him and begging him for sex. He had only just had sex with Miyako, but his dick was already big and hard.

“Of course I’m sure. So give it to me already, Hiro-kun.”

“Give it to you? He will clearly go with me first.”

“I want to have sex too, Hiroyuki-san.”

Their sweet seduction subconsciously drew him toward them.

His mouth went dry with tension and arousal, so he gulped.

“O-okay. In that case…”

He wanted to start fucking them right away, but he made himself simply place his hands on one butt first.

“Ahn, I knew you would choose me, Hiro-kun.”

The redhead girl let out a sensual sigh. He had no deep reason for choosing her first. Maybe because she had bene the first to ask for it just now.

He grabbed her bare butt and pulled it toward him. He held the base of his rock-hard penis and pressed the tip against her slit.

“Wait, Hiroyuki! Why are you choosing her instead of me?”

“Hiroyuki-san, I want it too.”

“Heh heh. Look who won this round.”

“I’ll give you each a turn, so please wait.”

The girls on either side turned sad looks back toward him, so he rubbed their dissatisfied butts and tried to gently placate them.

“Fine, but hurry it up.”
The President was not happy, but she remained silent while puffing out her cheeks.

“I’m putting it in now.”

With that, he pushed his dick inside his childhood friend’s vagina. It was already wet with nectar, so the head was quickly swallowed by her pussy lips. He pushed past the resistance of her tight flesh to quickly stab deep inside her.

“Kyahhhhh! Ah, ah…I’m filled with you.”

Caught off guard, the girl cried out and arched her back, sending her trademark red ponytail flying.

Her relatively smooth vaginal walls squeezed him tight, so he felt close to cumming after simply entering her.

“I’m so jealous, Natsuki-san.”

Miyako let out a heated sigh as she viewed her moaning underclassman getting fucked. She rubbed her plump thighs together and wiggled the butt sticking out from her school swimsuit.

“Hurry up and give it to me.”

On the other side, the blonde President pouted her lips and glared up at him. She spoke in a commanding way, but the look in her eyes was desperate and the wiggling of her hips showed a great longing.

Struck by that girl’s unusual display of honesty, he pulled his penis out of his childhood friend. The sensitive ridge of the head rubbed at her tight vaginal walls and the pleasure was enough to send a tingling through his hips.

“Nhh, kyah! D-don’t pull it out!”

Natsuki of course puffed her cheeks out at having the penis taken from her so soon.

“I’m putting it in Touka-san now, so wait just a bit.”
He rubbed his childhood friend’s butt and grabbed the President’s bloomers. He slid the navy blue crotch and the underwear below aside to expose her vulva.

“Kyah! W-wait, Hiroyuki.”
Her pussy lips glistened bewitchingly with nectar. She had been begging for it, but she tensed up once the penis head actually pushed against her vaginal entrance.

“I see you’re putting me off until last.”

“Only because I just did you earlier, Miyako-san. I’ll put it in you next, so wait a little longer.”

The older girl gave him a look with sadly damp eyes when he asked her to wait. He felt bad, but he penetrated the President all the same.

She had more folds of flesh than Natsuki, but she squeezed so tight he had a harder time entering her. He pushed the full length inside regardless.

“Kyahh! All at once? Ah, ahhn.”

She tried to suppress her voice, but the intense thrust pushed a scream out of her. She arched her back while moaning in a high-pitched voice he rarely heard from her.

“Y-you can move all you want,” she said.

Penetrated so deep the penis head reached her cervix, she leaned her body forward but also narrowed her angled eyes in satisfaction. He had to suppress the urge to start working his hips as hard as he could until he came. Instead, he stopped after just a few thrusts.

“Okay, you’re next, Miyako-san.”

“Ahhhn…i-it’s over already!?”

He pulled his penis out of the President and inserted it in the final girl. Since they had fucked once earlier, her recently deflowered vagina was still hot and wet.

“Ahh! I can feel you inside me.”

The school swimsuit girl’s vagina was already soaked with love juices. Her vaginal walls were the softest and had the most folds of the three, so they gently squeezed at his entire penis.

(Ugh, it’s so good inside her I’m about to cum already.)

All three of them had given him their virginity and he had notice the differences then, but they were even more obvious now that he could compare them directly.

Natsuki had the tightest pussy. It rubbed his entire penis every time he moved his hips. Conversely, Miyako’s vagina was so much softer than the other two. He felt like his entire lower body was melting while penetrating her.

Touka’s vagina produced the most love juices. She squeezed tight and was plenty soft, so he could thrust more smoothly while experiencing superb pleasure. They were all different, but they all felt so good he could not get enough of it.

“Hey, come on back to me, Hiro-kun.”
“You!? He clearly wants to put it in me. So hurry up and do so, Hiroyuki.”

“I’ll be there soon enough, so please wait a little longer.”

After a few thrusts, he would move on to the next girl, but doing three girls at once was not easy.

Whoever he was inside, the other two would beg him to do them instead. He focused on keeping an order going to be fair, but with the hottest girls at school seductively wiggling their hips at him, he quickly lost track of whose turn it was next.

The three girls were on all fours while he fucked them doggy-style – a scenario that turned him on so much. His breathing was heavy and his instincts took over as he thrust into their vaginas.

“Ahh, yes…that’s so good, Hiro-kun.”

“I think I, nh, need to be milked!”

“Y-you’re so deep…I want more.”

The supply room was filled with moans and the wet sounds of rubbing sexual flesh.

“Should I massage your breasts too?” he asked while reaching for the chest of the President who he was currently fucking. He leaned over her from behind while his erect penis pushed past the crotch of her bloomers to enter her vagina.

“Kyah! I-if you touch my breasts now…ahn, ah!”

“Then do you want me to stop?”
He buried his face in the sweet aroma of her blonde hair and asked that teasing question, so the selfish girl shook her head wildly.

“I-I never said, nh, that. Do it if you want to.”

He groped her enormous tits through her gym shirt and, despite trying to sound like she could take it or leave it, she twisted her body and let out sweet moans. Their soft gropability was obvious even through the shirt.

“Ahh, ahn! My milk is coming out.”

He found the small points at the tips of her large breasts and teased them with his fingers until a wet stain appeared on her white shirt. Her voice grew much more sexual as he penetrated her vagina and milked her at the same time.

“Hiro-kun, stop giving Touka all the attention!”

“Please…please milk me too.”

While he focused on one of them, he was naturally neglecting the other two. To draw the titty-loving boy’s attention, they began massaging their own chests while still wiggling their butts.

“Okay, can do.”

He began penetrating Natsuki in the center while reaching his hands out to grab Touka and Miyako’s breasts to either side of her. He pulled up the President’s gym shirt to bare her breasts and enjoyed massaging and milking the Vice President’s ginormous boobs.

“Yes, that’s so good, Hiro-kun. M-more.”

Natsuki let out heated moans as he thrust into her, but the other two were not satisfied with just the groping of their breasts.

“Hiroyuki, that isn’t enough. Hurry up and put it in me!!”

“Nh, ahh…my boobs feel so good…please do it more.”

His penis felt warm vaginal flesh wrapping around it and his hands felt milky tits. He thrust his hips as his lust desired while also massaging their boobs.

His urge to ejaculate rapidly grew and his lower body began to tingle.

“Hiro-kun, do my breasts too.”

“If you need someone to massage your breasts, I can do it. Hiroyuki can continue doing mine.”

To avoid losing the boy’s groping hand, the President took an unexpected action. She reached out her hand and began massaging the tits of her romantic rival next to her.

“W-wait…ah, ahn…what are you doing, Touka!?”
“If I do that too, it will be my turn sooner, won’t it?”

Natsuki of course protested the sudden touch from another girl, but Miyako reached over from the other side to do the same.

“I-if that’s how it’s gonna be, then I can do the same to you.”

All three girls were now groping each other’s tits to avoid having them steal the boy away. So much milk flowed from six breasts of differing sizes, forming a large stain on the mat.

“Y-you’re all so damn hot.”

He pounded his hips against Miyako’s large butt through the skintight nylon while sticking his middle finger in Natsuki’s vagina. He bent his finger as if trying to scoop the love juices out and rubbed at her vaginal walls while she shook her red ponytail.

“Kyah! Wh-what? I-I want more than a finger…”

“Sorry, Natsuki-san. Just wait a bit longer.’
After fingering her enough to coat his finger in nectar, he began penetrating her next. And he began fingering Touka and Miyako’s vaginas instead.

“Ahhn, don’t think you can satisfy me with a finger…ahh!”

“Ahh, so deep…I can feel it so deep.”

“Hiro-kun…more, more…please.”

The girls moaned while milk flowed from their breasts. When his penis penetrated them, their back would arch in ecstasy.

He wished he could enjoy them forever, but his limit was fast approaching.

“Ugh, I’m going to cum soon.”
The look in their eyes changed once he told them that.

“You can…you can cum inside me, Hiro-kun.”

“I want it inside me too, Hiroyuki-san.”

“No! You’re only allowed to cum inside me!”

They worked to convince him to fill them with his semen. After the cosplay and now this, he could tell exactly how strongly they felt about him.

“Ahh, yes…just stay in me and cum.”

He was thrusting inside his childhood friend’s tight vagina, but he soon moved on to Touka and Miyako. Their pussies were all soaked and sucked at his dick as if to milk the semen out of him.

“No, you’re not allowed to cum inside Natsuki!”

The selfish and domineering President stuck out her bloomers butt and demanded he cum inside her. He never could have imagined this just a few weeks before.

“Hiroyuki-san, I’m feeling really good too.”

The girls’ voices grew louder and their hips began to tremble. Their vaginal walls also shook while repeatedly squeezing at him.

“Ugh! That’s it! I-I’m cumming!!”

While thrusting inside every vagina he saw and rubbing against the flesh within, he could no longer keep the desire from rising up from deep within his crotch.

“I-I’m really close too…ah, ahhh!”

“Hurry up, nhh, and cum.”

“I feel…I feel funny!”

Milk squirted from the breasts squished against the mat and their long hair shook wildly.

Just as he pulled his penis from the President’s vagina, the hot magma raced up his urethra.

His cock was soaked with love juices and precum and glistened stickily as a milky liquid erupted from the tip.

The white spray splattered down across the butts and backs of the girls in front of him.

“I-it’s so hot. It’s burning my butt!”

“How much are you going to squirt out…ah!”

“There’s so much…of it.”

His unbelievably erect penis soaked the school’s idols with an even more unbelievable amount of semen.

(I-it’s so good I can’t stop.)

More and more semen shot out to land on the girls until his ejaculation finally ran out of steam. He had been filled with orgasmic pleasure the entire time, so his mind had gone blank.

He had cum once before this, but he had still left all three butts soaked and dripping with cum before he fell back onto his butt.

“Ahh, ahh…ahhhhhhh.”

The strength rapidly drained from his hips and a pathetic cry left his mouth.

“Come on, Hiro-kun. You should have come to me before you got this pent up.”

“That’s right. Just tell me and I’ll get you off at any time.”

‘And why didn’t you cum inside me!?”
The girls recovered first and they did not seem at all satisfied. They fixed their clothing, lined up in front of him, and gave him heated looks.

“Umm…c-can you give me a second?”
His body still refused to do what he told it so soon after climax, so he gave them a bitter smile, but they refused to wait.

“You need to have sex with just me this time!”

“No, you’ll do it with me, won’t you?”

“Hiroyuki-san…I want more.”

The Student Council members were already asking for a Round 2.

“And you never did properly milk me! You need to do it right.”

“I-I want you to lick my boobs, Hiro-kun.”

“Feel free to suck mine as much as you want.”

Touka pulled up her gym shirt, Natsuki pushed the chest of her apron into her cleavage, and Miyako pulled down the chest of her school swimsuit. They all pressed their bare breasts against him with while milk and a sweet aroma coming from the tips.

“W-well, if you insist.”

He had only just ejaculated, but when he felt a heat growing in his crotch again, he began sucking the milky titties offered to him.

“Ah, ahn!”

Moans echoed through the supply room long after everyone was meant to have left school for the day.