Colette's First Night

"Congratulations on clearing the first round!"

Pop! Pop!

We'd weathered a brutal match and safely seized victory. That night, we held a small celebration at home.

"Honestly, you really had me on edge. O-of course, I never doubted thy victory for a moment, mind you."

The participants were my companions, plus Ursula and her companions… pretty much the usual members.

Ursula had tried to avoid contact as much as possible until the A-Class Tournament began, but once it started she clearly couldn't keep still and had been showing up often.

"Still, well done on snagging that win. Rudis may rank only 8th, but anything above 8th is generally said to be Masters with S-Class experience, near-S-Class.

"To break a former S-Class Master, even with a Lesser Hero in the mix…"

"Yeah, he was tough."

Whenever I'd faced former-S or near-S types in the arena and elsewhere, I'd always benched Colette before challenging them, but…

I was glad I'd gone through with it this time. Thanks to that, Colette had safely become a Hero.

"Rudis-shi's first match last year, he ran into Sario Shard and was defeated～"

Patty filled us in.

"Which means Rudis got knocked out in the first round two years running by Masters who climbed all the way to S-Class.

"That's a little pitiful."

Kanan caught on and said it out loud.

"Ahaha… it really is."

I agreed. Of course, I fully intended to climb to S-Class myself.

"Fufu, can't be helped. That kind of luck is part of one's true strength.

"… Oh? Mind you, I shall not let thee climb to S-Class so easily. Brace thyself."

Ursula said it in fine spirits.

"I know. I won't let my guard down for a second. I'll go all out, every single match."

"Mm, dependable."

Ursula nodded along, mhm-mhm.

"… Next match is 46th-place Guenza, huh. I feel like I've heard that name somewhere…"

"Good memory. He's thy colleague.

"… One of the five A-Class Masters under my command."

"Ah, right."

"He's a relatively earnest, hardworking man. But…

"Honestly, by now he's no match for thee.

"Past that, the only one to be wary of is the 1st-place Aldis.

"Up through last year he was S-Class rank 17. Long S-Class experience, and within the S-Class border he stands among the lower-S-Class-tier strongmen.

"The other A-Class 2nd through 7th aren't much different from Rudis.

"… Oh, my words may have been such as to invite carelessness. Take heed, take heed."

"Ah, of course."

"… Now then, as a victory celebration I'd love nothing more than to lead thee to ejaculation right here with my mouth and breasts to thy heart's content, but…"

All through our conversation, Ursula had been snuggled up to me, kissing me, fellating me, sandwiching me in paizuri, getting me off. Lately, this had become par for the course whenever I talked with her.

"There's another with whom thy seed must be planted today. I'll yield to today's heroine.

"Now, the preparations seem to be in order. The main stage of the victory celebration commences."

So saying, Ursula peeled off me.

Then everyone lined up to my left and right, forming an aisle.

A wonderful aisle of large breasts to either side. I walked straight through it, and at the end… was the bed.

At its center, stark naked, Colette waited.

I walked straight forward and stepped up onto the bed.

"Colette…"

"Naoto-sama…"

I stood before this magnificently beautiful, uncommonly adorable Colette.

Back when she'd been a mere secretary trainee, she'd hidden these big, beautiful eyes behind her bangs and never once let her stunning looks show.

Likely from a lack of confidence, she'd undervalued herself against the overwhelming beauty she possessed, and refused to expose it.

But once she'd become my companion and started training as a Lesser Hero… she'd changed.

She'd gained confidence and stopped fearing to show her looks.

As a result, she'd trimmed her bangs a little… and revealed this beautiful face.

Wonderfully adorable big eyes, peerless beauty…

Once again… beautiful.

Her body was still on the young side. Her chest couldn't be called large, and her frame was slim.

It wasn't quite as bad as Lyuka's young-girl Ver, but there was still a whiff of crime to it.

… Still, compared to when we'd first met, even her breasts had grown little by little. By now I figured you could call them a B, or pushing it, a C-cup.

A nice handful-sized pair.

Of course, the kind of breasts everyone else had, the ones that spilled over the palm when you grabbed them, were the best. But Colette's normal-sized breasts had their own cuteness.

… And besides, Colette was still in the middle of growing. From here she'd keep growing, and surely one day she'd blossom into the kind of swaying, ample, exploding bust I loved.

Mid-growth breasts had a firmness to them, and you could just sort of tell they were going to get bigger.

But waiting until she was fully grown… I'd hit my limit.

Even with small breasts, Colette was just too charming.

Her plump, soft cheeks, her cute bob cut, all of it set off her charm.

"You worked really hard today. Truly…"

That was the kind of thing I should've been saying, but more than that…

"You… really are wonderful. Truly charming… the best."

I just couldn't stop wanting to praise her.

"Aah, Naoto-sama…"

Colette wore a melted, dreamy expression. My words made her genuinely happy, and she drank them in.

Normally she'd demur with something like I'm nothing special, but today was her big day. She set aside the unnecessary humility and savored her own happiness to the fullest.

Aah… no doubt about it, our hearts beat as one.

"I… love you, Colette. I want to be joined with you. I want… all of you."

In response to my words…

"Aah… I'm so happy, Naoto-sama. All of me belongs to Naoto-sama. Ever since the day you chose me as your secretary…

"I've been waiting all this time for this day! I… love you too, Naoto-sama! I love you!"

Squeeze…

I held Colette tight and kissed her.

Even after doing it with so many already, the first time embracing a girl always made my heart pound and tensed me up like I was a virgin again.

Her plump, adorable slit. Where no one had ever passed before… I lined up my rock-hard, throbbing penis.

"… nn"

Even just that made Colette tense up.

"… You're nervous, huh. It's all right.

"… At first it might hurt a bit. But Colette's a strong girl… you'll be fine. You can endure it."

"… Yes. No matter how much it hurts… if it's to be joined with Naoto-sama, I'll endure it."

Colette smiled gamely back at me.

Kuchuri… a soft warmth touched the tip.

Aah… the System was confirming for me that she wished for this from the bottom of her heart.

There was nothing left to worry about. I was going to take Colette… all of her.

I pushed my hips forward.

Zu… pu, zupupu, zu…!

What an intense tightness.

A grip so fierce my rock-hard rod felt like it would be crushed flat, and my mind went blank. But this was still only the tip… if I shoved the whole thing into a grip like this, what on earth would happen?

Once the question came, I couldn't help but want to find out.

Colette was a virgin. As the experienced one, I should have been the considerate one, going gently, but…

I always told myself that, and yet every single time… no good. Faced with the sensation of a girl I was experiencing for the first time, it was always me who got captivated.

Even as I wore an ahegao face, all I could do was push my penis deeper and deeper into her.

The pleasure rising with every millimeter of insertion only spurred me on…

In no time at all, I was buried to the base.

"Aaaah…!"

"Aaah…!"

Me from the intense pleasure, Colette from the searing pain of being torn apart… we cried out at the same time.

Fresh blood dripped from Colette's crotch, proof of her purity.

"… Sorry, Colette… does it hurt?"

… At last, I'd managed to spare a thought for Colette, even if only a little.

I seemed to have grown somewhat too.

That overwhelming urge to start thrusting wildly right now and savor this incredible pleasure to the fullest… I was somehow holding it back.

"… Just a little.

"But… I'm happy. Finally, finally… I've become Naoto-sama's. I'm happy, so happy, my heart's overflowing…

"I don't feel the pain anymore! Aah, please, more, please move more.

"If I can make Naoto-sama feel as good as everyone else does… there's no greater honor or joy for me…!"

"Colette…!"

I scooped my cute Colette into a tight hug again.

Held like this, her breasts felt larger than I'd thought. Pressing them against my chest, I kissed her.

Chu, chu, chu…

Sucking hard on her lips, rubbing body against body, chest against chest, I lost myself praising Colette's adorableness.

"You're cute, Colette, I love you…"

"Aaah… Naoto-sama."

"Colette… you're a strong, wonderful Garumon. But right now… this cuteness, this dearness, this pleasure… it's the most wonderful thing in the world."

"Aah, I'm so happy…!"

And then… I couldn't hold back anymore. I started moving my hips in earnest.

Zupu, zu, zupu…!

It really was… tight. The plump flesh squeezed and squeezed.

The faint pressure of her breasts stimulated my chest on top of it.

Truly, she felt like the ultimate existence, made solely to bring me to ejaculation.

And yet, this cute, this earnest and sincere, this kind, an excellent secretary, a strong Garumon too…

I was genuinely proud of my own discernment for finding this wonderful Colette.

And I couldn't hide the heart-numbing excitement and emotion at the fact that this wonderful Colette was mine.

"Aaah… Colette, Colette, Colette… aaah…"

"Naoto-sama… Naoto-sama, Naoto-sama…!"

We were so overcome that we could do nothing but call each other's names.

… No, there was one more thing we could do.

So… I did it.

Doku doku doku doku

Vaginal-creampied Colette's omanko.

… nupun

I pulled my penis out and showed everyone watching us Colette's freshly-deflowered private part.

"Everyone… I… Colette was able to offer up body and soul to Naoto-sama like this.

"It's all thanks to all of you…! Kanan-san, Adelia-san, Maika-san, Lyuka-san, Leone-san, Setsuna-san, Yuria-san, Haru-san, Luna-san, Suzanne-san, Patty-san, Sawako-san, Yumi-san…

"Griera-san, Irana-san, Klara-san, Lizalind-san, Kishilia-san…

"Ursula-sama, Libera-san, Mikoto-san, Mira-san, Cellas-san, Saria-san…

"Everyone, thank you so much."

Colette delivered a polite thanks to everyone.

"And from me too… thank you, everyone, truly."

Wraaah!

Everyone answered with a roaring cheer.

"Don't say that… You're wonderful, Colette! You're the best!"

"Naoto, thou wast the best as well! Aah… I want to hurry up and… ahem ahem! A-anyhow, thou art truly the man I had my eye on!

"What a wonderful, charming man thou art…! I've fallen for thee all over again!"

Clap clap clap…

A torrent of cheering rained down on Colette and me. Voices of joy, applause pouring down like rain…

It only heightened the joy of being joined with Colette.

I gave Colette one last kiss and welcomed her as a true companion.

Patty cleaned up Colette's crotch. Colette, Patty, and Luna had teamed up plenty of times for this and that, after all, and Patty seemed especially delighted.

While that was happening, I had Lyuka tell me about Heroes again.

"The Hero class is a legendary existence, but in terms of rank, it's strictly an Ultimate Job.

"They have strong resistance to Demon Lords and Demon Gods, and can receive strong blessings from Goddesses and Dragon Gods.

"They're powerful on their own, but they shine even more brightly with such blessing-granters at their side.

"They have powerful Hero skills, and of course no longer suffer the half-stat drawback they had as Lesser Heroes.

"On the contrary, they're said to be existences that inspire the party and boost stats.

"Whether you deploy them as Attacker, Supporter, or Defender, they're extremely strong."

That was Lyuka's explanation.

"At last, thou hast obtained a Hero.

"Inevitable, really. Few there are who love and are loved by Garumon as thou dost.

"Obtaining a Hero may well be inevitable too.

"Train her well. The Hero defeats Demon Lords. Following Luna and Suzanne, she shall prove a trump card against me."

Ursula sent her cheers my way.

"The four Great Ultimate Jobs are said to be Demon Lord, Hero, Seraph, and Dragon King."

Lyuka added.

"The currently-confirmed numbers are: Demon Lords 9, Heroes 7, Seraphs 5, Dragon Kings 13."

Libera piled on.

Dragon Kings were comparatively numerous. That was why even some A-Class Masters held them.

"Hmm-hmm… so right here, we've got 1 Demon Lord, 1 Hero, 3 Seraphs, and 1 Dragon King, huh."

It was still a bit early to count Ursula as a full-fledged ally, but our camp surely already ranked as upper-S-Class.

So I really couldn't afford to lose at the A-Class level.

"Fufufu… just so. Of course, there are plenty of other powerful classes, and Top-Tier Jobs aren't necessarily inferior to Ultimate Jobs.

"Still, in this world, Demon Lord, Hero, Seraph, and Dragon King are special Garumon, and possessing them is a kind of status.

"Their numbers are limited. Even at S-Class there aren't many who hold them all.

"But if thou canst reach S-Class, thou canst become such a special being.

"Brace thyself and strive."

"Ah… of course."

Of course, more than any status of position or fame, the fact that Ursula, Cellas, and Saria would join my party was the greatest joy.

But if social status followed as a result, there was no reason not to aim for it.

"Looks like Colette's cleanup is done.

"Now then, since we're at it.

"I, Saria. Cellas. Luna. Suzanne. Colette. Burn into thy eyes the alluring forms of we six holders of the four Great Ultimate Jobs of this world, that any would envy."

With that, the six of them struck poses naked.

Erotic, dazzlingly beautiful, bewitching figures…

Aah, I wanted to do it again. Even though I'd just done it so many times with Colette.

"Fufufu, now, savor the rest to thy heart's content.

"Tonight is a victory celebration plus Colette's Hero-inauguration party. Let us enjoy ourselves to the fullest tonight!"

Wraaah…!

Ursula led the toast, and the victory celebration plus Hero-inauguration party plunged into Round Two.

"Nhi! It feels so good! Naoto-sama's ochinpo! Ochinpo feels so good!"

Zupo zupo zupo

Colette swung her hips on top of my penis. The pain was gone from her expression entirely now.

"For the pain to vanish after just four creampies starting from her first sex… truly worthy of a Hero. Wonderful."

Kanan teased.

"Does that even have anything to do with being a Hero…?"

Maika smiled wryly, but,

"It might well be related. Heroes are special beings. It would be no wonder if everything, sex included, were special."

Ursula joined in the teasing.

"Haha… so I'm a special existence in the world too, who can have sex with a special Hero.

"… I consider it a great honor."

Doku doku doku!

So saying, I gave Colette her fifth creampie.

At that moment…

"Fua, ah, aaah…"

Sha, shaaa…!

Maybe she'd loosened from climaxing too deeply… from Colette's crotch came… no, this wasn't squirting, this was clearly piss.

She'd let loose with pee.

Things like this were still childlike… or so I'd thought.

But shown to me like this, mid-sex, it felt unbearably erotic. I was supposed to have no scat tendencies, though…

"Fua, ah, ah… I-it won't stop, the pee won't stop, I-I'm so embarrassed…!

"But, I… I've offered my body and soul to Naoto-sama…

"Even my embarrassing self like this, all of me… I want you to see, aah, Naoto-sama…"

Colette said something so cute…

And I went rock-hard again.

"Oh my… so you really do get aroused by pee…?"

"N-no, that wasn't supposed to be the case for me…"

"Mm. As Master, thou shouldst freely do as thou desirest.

"… If Master saith he wishes to see us urinate, it is the role of a Garumon to answer that wish."

"…"

Even Ursula was saying that for my sake.

When she put it that way, well, if I had to choose see-or-not-see, I did want to see, but!

"… No, for now I'll hold off."

That kind of fetish was irreversible.

If my taste for watching pee deepened, I might end up wanting to be showered in it, or to drink it.

Once that happened there'd be no going back, and that was a little scary.

I wasn't quite ready… yeah, I really didn't want to start gulping down piss.

"Anyway, right now I just want to have normal sex with Colette.

"… Sixth one, here we go."

"Haaah… y-yes. With pleasure…"

Zu, zupu, zupu pu

Tight, tight, Colette's omanko…

Aah, it was truly wonderful.

Was it just my imagination that Colette's breasts felt slightly grown after five creampies?

But it was a fact that Garumon grew when injected with the magical energy that was Master's semen, so…

It might not be my imagination. The thought of Colette's breasts growing more and more from here…

Was just something to look forward to.

Groping Colette's still-small chest, I swung my hips zubo zubo vigorously.

Aah, good, good, it felt good…!

Beloved, dear, cute…

Showering Colette over and over with heartfelt praise and kisses…

Doku doku doku!

Once again… well, normally I'd just say "sixth time." I creampied Colette's vagina again.

… Honestly, just pouring such a relentless flood of semen into the slit of an immature girl whose body wasn't even fully grown…

Was that really allowed in this world?

If so, wonderful.

The next would be the seventh, but…

"This time I want to try her ass. Colette… is it okay?"

"…! I-I'm nervous… But, no way could I be unwilling…

"Naoto-sama, p-please…"

So saying, Colette spread the cleft of her ass and showed me her small pink anus.

… Aah, just… how cute.

Unable to bear it, I lined up the tip of my penis to her asshole.

… T-tight! Too tight! This… might not even fit?

A tightness so fierce my heart almost broke.

"… M-maybe I should wait a little more for you to grow…"

"S-such a thing, I'm fine, please, do it!"

"But, I don't want to hurt you, Colette.

"I'd rather Colette not feel pain or unpleasantness more than I want to do it…"

"That's… but…"

Colette wanted me to do it, but…

"Um, the last bit just doesn't quite open up.

"… In that case, if it's me, Haru, or Ursula, I think we'd fit.

"With one of us breaking her in first… then with Griera breaking her in further… after that, I bet you'd fit.

"… Of course, if you say you want to be the first to take Colette's ass, that's fine too."

Yuria, purely focused on how to make it possible for me to have anal sex with Colette, offered her suggestion.

… Right, with that approach, I might just manage anal with Colette.

As things stood, doing it without hurting her would be too difficult.

Of course, there was the option of waiting until she grew more, but…

Banning anal with Colette until then was painful too.

"… Colette, you're not against it, right?"

"Y-yes. If it's what Naoto-sama wishes… having intercourse with anyone is fine.

"Especially with Yuria-san, Haru-san, Ursula-sama… and Griera-san, I'm fine."

"In that case…"

I decided to have Yuria, who'd come up with the idea first, take Colette's anal virginity.

Since the ass didn't have a hymen, it wasn't something to fuss over much anyway.

If we couldn't do anal as is, then Haru, Yuria, and Griera, who I'd never minded going after me, surely wouldn't be against it.

Ursula wasn't against it either, but she wasn't a full ally yet, so I wanted to hold the line there.

"In that case… is that all right, Colette?"

"… Yes. Yuria-san. If it's Yuria-san, who's always pleasured Naoto-sama for him…

"Please open up my ass so it can take Naoto-sama."

Colette pleaded…

"… Jeez, this child is just too cute…!"

Yuria, excited, shoved her penis into Colette's ass.

"… T-tight! For mine to be this tight, of course Naoto's wouldn't go in…!

"… I-I'll widen it a little with mine… then Griera will widen it more.

"I-it really is a good plan. Otherwise we'd be waiting years for her to grow.

"… Honestly, even if you forced it there'd be no risk of injury, but…"

"Even so, forcing it is a bit much. I'm counting on you, Yuria."

"E-eh… m-more importantly, Colette's so tight inside, I'm already, already… aah…!"

Doku doku doku!

Yuria came inside Colette's intestines.

Watching a girl ejaculate was erotic. I got worked up and enjoyed the show.

… Now then, next was Griera.

"… Colette, this is the first time since we missed our chance back then… You really are an amazing woman."

"… Thank you, Griera-san. Back then, I'd given up on everything.

"… But now, for the trust I have in you… I offer myself to you.

"Please continue to look after Naoto-sama from now on too."

"Ah, of course… Colette, let me have a taste."

Zu, zupu, zupupu…!

Griera's penis went into Colette.

"O, ohhh! T-this is tight… no good, I'm gonna come in no time too…!

"Sorry, I wanted to widen you more, but… this feels too good, this…"

Jupu zupu zupu

Griera thrust hard into Colette.

And then…

"A, ah, ah… Colette…!"

Doku doku dokun!

Griera, dreamy-eyed, gushed plenty into Colette's intestines.

… Now then, lubricated with Yuria and Griera's semen, into the Colette those two penises had widened…

Zu, zupu, zupupu

Ah, ah… at last… I was in!

"Thanks, Yuria, Griera… ua, ah, aaah…!"

But getting in was one thing. Tight! Still too tight!

I-incredible squeeze. This was… amazing. The grip was strong enough to slice through not just a banana but something even harder.

… Amazing, amazing, it felt good…! Too good…!

"Colette, aah, I, I'm gonna… c-come."

"Naoto-sama-aa…!"

Our voices overlapped, and then…

Doku doku dokun!

Having held back to the brink, I poured plenty into Colette's intestines.

"Aaaah… Naoto-sama poured into me-ee…

"I-I'm so happy-y…"

Dreamy-eyed, Colette was filled with bliss.

… I felt the best too.

Somehow, the hardships of training Colette up to this point, the long days of battle, came back to me one by one…

It made me a bit emotional.

No, in reality I'd been making convenient use of the Lesser Hero limitations, so I hadn't really had it that hard, but…

But somehow when you actually achieve something, your mind has this way of overemphasizing the hardship that came before, zooming in on the rough parts to amp up the sense of accomplishment.

Conversely, when you fail, your mind plays up the good parts that came before, zooming in to console you with yeah I failed, but the journey up to here was good, so it's fine.

So right now, I was going to recall the hardship parts to the max and weep with emotion.

"Glad for you, Naoto…!"

Kanan, somehow caught up in the emotion with me, hugged me.

"Yeah, yeah…"

I hugged Kanan back and shared the joy.

"But all of it has been repaid.

"From now on, as the strongest Garumon… as the best girl.

"Colette will be more and more active and bring us joy from here on out."

Then I patted Colette's head once more.

"Yes… Naoto-sama! From now on I'll be even more useful to you!

"So please… continue to teach and guide me from now on too.

"From now on, with all my body and soul… I'll live up to Naoto-sama's expectations!"

Clap clap clap…

Everyone warmly blessed Colette and me.

I pulled Colette in once more and kissed her.