+18 IF Route: Chapter 4: Anxiety and Hope Come From Behind ♂

--The Demon King's army may come here too.

It was some time after Filia said she would cook that I heard this rumor.

The Demon King...the being who took away the people important to me.

This may no longer be relevant to a criminal who has abandoned the title of Hero and fled, but just hearing his name fills me with hatred.

And yet, I just can't bring myself to pick up my sword and fight.

In fact, the opposite is true.

If the Demon King's army attacks this city, how will we escape?

I'm imprisoning Filia.

Therefore, it is inevitable that I will move slowly.

I was the one who carried it out, and I am aware that this in itself is something that is difficult to forgive.

That's why I'm wondering how to escape.

Rumor has it that the Demon King's army is searching for something.

Considering the situation, it's probably me or Filia.

From the demons' perspective, they would probably want to capture Filia, who had interrupted the Hero's execution.

At the same time, it also involves killing the Hero, who is a threat to the Demon King's army.

That means they're chasing us.

"..."

While worrying about this, I slaughtered the monster.

Not cool-headed. Not cool-headed.

In my head I'm constantly thinking about what to do.

However, if an enemy attacks, my body is designed to move on its own.

After I imprisoned Filia, I started earning money by exterminating monsters on a regular basis.

I am what they call mercenaries and adventurers.

Even if it's a monster that can be defeated while yawning, defeating it will give me enough money to live off and have fun for a few days.

In this world, I'm sure everyone is desperate for people who can contribute immediately.

Fortunately, I'm a former Hero.

I am a coward who runs away after being defeated by the Demon King just once, but I can still fight to my own liking.

It's nothing to brag about, but I'm far stronger than most adventurers out there.

I don't know if that's the reason, but even though I always wear a robe that covers my entire body and hides my face, I have a fairly good reputation in this city.

I live in the mansion where an executed magician once lived, so many people were afraid of me at first, but I have now gained a certain amount of trust.

There's no end to the things to fear, like monsters and thieves everywhere.

Or perhaps they feel a little relieved that nothing happens, even though I live in a mansion where the souls of the dead wander.

Anyway, I was earning money to support my life while imprisoning Filia.

But my mind was filled with anxiety.

I wonder what Filia is doing right now.

I don't think that girl is the one who would have any plans to run away.

When I came back from my last trip, I was surprised to see that our room was clean.

A captive girl cleans the room in which she is locked up.

It's an unthinkable behavior if you think about it normally, but I knew from my life up until then that she was just that kind of girl.

...Filia is not my enemy.

This confinement had made me think that way.

Well, from the beginning she never did anything that I disliked.

But even so, I still couldn't trust Filia.

Recently, the voice resonating from deep within my heart has gradually become less frequent.

I think this is also due to Filia's influence.

The Demon King's army, huh...

Would Filia accept we leaving that room and fleeing the city?

Or would she run away if she could get outside?

……I don't know

Above all, I don't know if I can free Filia myself.

That's how dependent I was on this lifestyle.

"...You're in the way."

While indulging in such thoughts, I slaughtered the monsters as if taking out my anger on them.

•

•

•

"It looks okay."

After returning safely from defeating monsters and doing some necessary shopping, I returned home.

This time, it seems there was a powerful monster mixed in, so it turned out to be quite a lot of money.

To be honest, I didn't notice it at all, but I'll take what I can get.

So, as Filia had asked, I bought some basic cooking utensils and ingredients.

It's certainly cheaper than before.

This way I'll be able to spend more time with Filia than usual.

Best of all, I used the money I saved and the extra money I had to buy some souvenirs.

I can't wait to see what kind of face she'll make now.

Thinking this, I inserted the key into the door and opened it.

"Oh... Welcome home, Trust-sama."

Apparently noticing the sound of the door opening, Filia happily came over to greet me.

There wasn't a trace of malice in her expression.

It's like the attitude of a wife welcoming her husband back from work.

"I'm home"

As I said this, I looked around.

It's beautiful again.

Apparently she cleaning the last time I went out, and it looks like she will be doing the same this time.

Maybe Filia is good at housework.

"I bought it as you said."

I brusquely hand her the cooking utensils.

For some reason, I end up behaving like this in front of Filia.

This is because I still remember how I changed my tone of voice to scare her on the first day of her confinement.

"Hehe, thank you"

However, Filia didn't seem to mind, and after expressing her gratitude, began digging through the cooking utensils I had bought.

I think I've got the basics covered for now, but how about that?

"Trust-sama!"

"What?"

"You shouldn't give something like this to someone you're detaining."

Filia said as she picked up the knife.

"If you give someone a knife, you never know what they'll do. They might just suddenly stab you in the back."

Of course, I have considered it, but I am confident that a blade of that magnitude will be fine.

Above all, I couldn't imagine Filia doing something like that at this point.

If she had the desire, she would have used a spell in the first place.

"That's because I trust you."

Filia looked puzzled at my words.

Apparently, she was surprised that she was trusted.

Then, with a not entirely opposed look on her face, Filia spoke.

"But even if that were the case, it doesn't mean that the knife would be pointed at Trust-sama."

"Is that so?"

"Yes. You never know what a cornered person might do. They might even stab themselves when you are not looking."

I see, is that a possibility?

It's true that I would never know what a cornered person will do.

It's entirely possible that they might take similar actions, just like how I imprisoned Filia.

"So Filia will commit suicide?"

"...I won't!"

"That would be good."

Filia looked dissatisfied as I said that bluntly.

Why is this girl saying things that make it seem like her confinement must be maintained?

It was so funny that I couldn't help but smile inside.

"Well, to begin with, you're the one imprisoning me. Make sure you lock the door properly."

Of course, the door hadn't been closed yet.

I hastily close the door.　

But...is it okay to think of this as I lock the door?

This door is what is trapping this girl inside.

After making sure the door was completely closed, Filia resumed checking the kitchen utensils.

She has a very happy look on her face.

But do girls really like these kinds of gadgets?

...That's not right.

Just as there are many different types of people, there are many different types of women.

For example, Lumina is bad at cooking...

For a moment, I was seized by a feeling that my heart was being squeezed.

Why did I remember that woman's name?

I will never be able to have it again...the name of the precious girl.

She loved me like an older brother.　

"--Trust-sama!"

Filia's clear, beautiful voice brought me back to my senses.

But there's a dull pain in the back of my head.

"Filia...ugh!?"

Immediately afterwards, her lips sealed mine.

I had no idea what was going on.

Even what I was thinking just before that moment disappears.

Now, all I can think about is the girl in front of me.

That's... reassuring.

"Hmmmm... ngghhh..."

It was a clumsy kiss, almost forceful.

But...it tastes sweet, like it makes everything else seem okay.

And a faint sense of pleasure ran up my spine.

"Phew..."

The long kiss ends and our lips part.

When that happened, I finally looked at the girl...Filia.

There were tears in her eyes, and she could only see me in her eyes.

"Let's forget about the bad stuff, okay?"

"Ah, yeah..."

In fact, the shock of that moment blew away all the unpleasant thoughts.

The Demon King's army might come.

About Lumina.

How long can I continue living like this?

Of course, not all of my worries have disappeared.

But for now, I can forget about it.

"..."

Without saying a word, we headed towards the bed.

She accepted the cruel act of confinement.

Filia lies on her back.

I reached out as if being sucked into that body...and something stuck in my mind.

Someday this life will come to an end.

If the Demon King's army comes to this city, this life will end.

It's unclear when that time will be, but what if she turns out to be pregnant?

"From now on, I'm going to fuck your ass so you don't get pregnant."

"……Eh?"

Filia exclaims in surprise at the sudden remark.

I said it without thinking, but now that I think about it, I've never raped someone in the ass.

I hate to say it, but Filia's butt is small.

She is a girl who is truly lovely, so there is nothing unnatural about her.

In fact, it's strange that her breasts are so big compared to her small body.

As I was thinking about this, Filia said with a troubled expression.

"Um... isn't it too late now?"

Well, it's certainly strange to think that after ejaculating into her uterus every day, I should be careful about pregnancy now.

However, I have taken away Filia's freedom and am imprisoning her.

The last thing I want to do is to avoid a situation where she is pregnant and unable to escape when the Demon King's army arrives.

In the worst case scenario, I will spare Filia even if it means sacrificing my own life.

...There were grand reasons like that, but there was also the simple desire to violate Filia's ass.

"Okay then let me fuck your ass."

"I... I understand."

Filia had a strangely complicated expression on her face, but she obeyed when I told her to.

So I take another look at Filia's ass.

As expected, it's a small butt without a single stain.

Despite that, her waistline has a feminine curve.

The buttocks are no exception, and are plump and fleshy despite their appearance.

It's a butt that combines childishness and adulthood at the same time.

...I guess it would be a bit difficult to insert it suddenly.

"Filia, let's go to the bathroom."

"Y-Yes."

I take the hesitant Filia to the bathroom.

It feels like this is the first time I've sensed a hint of rejection since I imprisoned her.

Of course, Filia did as she was told and didn't explicitly refuse.

However, I could tell that the girl was nervous about being fucked in the ass.

It's very refreshing, because every time we had sex up until now, she had an expression on her face that seemed to accept everything about me.

Maybe her butt is her weak spot.

The buttocks are also excretory organs.

It's entirely possible that Filia feels dirty.

"..."

For some reason... I'm really excited.

When I took Filia's virginity, she accepted it all.

About me, about being raped, and about what's to come.

But what about her now?

She looks like a young girl being raped for the first time.

It had been quite some time since I started this lifestyle, but for the first time, I felt like I was imprisoning and training Filia.

"Lie on your back."

I gave that command near the hot water faucet, and Filia timidly obeyed.

If I was simply developing her anus, doggy style would be best, but this time I wanted to watch Filia's expression.

Above all, if she has a negative attitude towards buttocks, I need to slowly change that perception.

If I do that, I feel like I can truly make this girl mine.

If I am going to play with it for a long time, it's best to find a comfortable position.

"......"

I lift up Filia's legs as she lies on her back.

The chains of the shackles that were robbing her of her freedom clinked.

But now, I can't hear any of that.

"Hmm..."

I touch Filia's stiff waist.

It's high-quality skin that is soft, delicate, and plump with a fleshy feel.

However, careful palpation reveals that the muscles and pelvis are firm.

This is probably why this child is healthier than she looks.

"Ah..."

Then I slowly crawls towards her buttocks, rubbing her.

Feeling the slightly cool body temperature, I grabbed her butt.

It feels like soft, plump, and fresh skin.

That's fun and exciting.

I can't help but think that just touching such a lump of flesh is enough, but I can't hide my lust.

"Haa... haa..."

Checking Filia's expression, there was little hint of pleasure.

If anything, she looks nervous.

Her usual gentle expression is nice, but I can't wait to see that face flushed with pleasure.

As if to hide my thoughts, I point my finger at Filia's anus.

"Hiiii...!!"

A scream-like sound echoes, and the anus closes with great force.

It would be difficult to even insert a finger in this.

Then, as if understanding, I start to fiddle around the area around her anus.

"Hmm... mmm... mmm..."

Of course, I don't expect her to open up her body to me so easily.

I made her lie on her back so I could do it slowly and sweetly.

However, I know that this child won't resist.

If that's the case, it's only a matter of time.

"...hhhhh..."

Filia turned her face to the side, trying to hide her embarrassment.

That reaction itself is intriguing, but for now I'll focus on this.

...Fingers alone aren't enough after all.

Thinking this, I turn the faucet a little.

After making sure the water is warm, I pour it over her ass.

"Ahhh.... Hmm...."

She had probably expected this from the sound of running water, but as hot water was poured over her, Filia let out a sweet voice.

It seems like she is feeling some pleasure.

Convinced of this, I let the hot water soak into the skin of her buttocks.

The warmth of the body and the hot water mix together, gradually melting away.

"Haa... ngh... haa... hiuh!?"

I pushed my finger soaked in hot water into her anus, which was twitching slightly.

The fingers immediately gained strength and pushed back, but a little bit of hot water managed to get in.

The sensation seems to be strange to Filia, and she has an itchy look on her face.

"Haa... haa... haa..."

However, Filia's breathing is gradually becoming irregular and intense.

It's not like I am punishing her that harshly.

It seems that she has a strong aversion to having her ass violated.

"Filia"

"Y-yes?!"

It seems she had completely forgotten that I was going to call out to her, she was completely losing her composure.

Deciding that it would be best to let him calm down a bit, I opened my mouth.

"Filia, take a few deep breaths."

"...Deep breath, huh?"

"Yes. Try it."

"Y-yes... in... haa..."

Take small deep breaths repeatedly.

Then, gradually relax your whole body.

"Are you okay?"

"Yes. Thank you, Trust-sama."

Filia seems to have calmed down considerably as she expresses her gratitude, and looks at me with trusting eyes.

I think I can keep this up.

I say it as gently as possible.

"Shall we continue?"

"P-please."

Although she was still a little nervous, Filia accepted it.

When I pointed my finger at her anus again, it seemed to have relaxed a little and the twitching increased.

This will do... I thought, reaching for the soap.

Rub with warm water and body temperature to create a lather.

Then, use my foam-covered fingers to rub the foam into the area around her anus.

"Ahhh... mmm..."

It seemed like she was starting to feel something, and just running my finger over her anus entrance made her jump.

The smoothness of the foam also helps.

Come to think of it, whenever I take a bath, I always cover Filia in bubbles and caress her whole body.

Moreover, since it is the same place, being caressed with bubbles may give her a sense of security.

"Um...ahhhh..."

I thrust my foamy finger into her anus.

Although there are no complex flesh walls like the inside of a vagina, a smooth, gooey feeling spreads throughout the fingers.

The entrance tightly grips, but the inside is enveloped in soft, gooey fluid.

"Nghhhhhh... aaahhhh..."

Since the rectum is primarily an excretory organ, it naturally has no dead end.

So I push my fingers in as far as I can go.

Filia takes the finger in pain.

Staring at her expression without missing a single second, I inserted my finger as far as I could reach.

"Haa... hmm..."

Once I get this far, all I have to do is keep attacking.

In order to make Filia feel good, I rub the flesh on the side of her vagina...the back wall of her vagina.

"Hii...!?"

Filia's expression, which had been struggling to endure the pain, was instantly dyed with pleasure.

Her face seems to say that it must hurt, but before I can give her time to think about it, I move my finger again.

"Ahh... ahhh..."

It was a voice that was clearly filled with pleasure.

A little bit of love juice is also seeping out from inside her intestines.

It seems that this method will allow me to make Filia feel something.

That's because Filia's vaginal training is almost complete.

One reason was that I had been violating her every day, but also because I had been relentlessly rubbing and developing the erogenous zones inside her vagina.

Therefore, if I stimulate her vaginally, I can make her climax no matter how small I stimulate her.

This also applies to the uterus and cervix.

So if I attack that spot from the anal side...

"Hyaah... ahhh..."

As I thrust my fingers into her uterus, Filia gasps.

To intensify the sensation, press on the area around the uterus from the abdominal side.

"Uhh... ngh..."

Naturally, her intestines are not used to being dug into and she will feel pain, but the fact that she is still feeling pleasure in her anus is mentally tormenting Filia.

As her uterus is stimulated from the anus and her strength weakens periodically, I twist my fingers around to widen her anus.

The person in question is so busy that she is unaware of the pleasure being felt in her uterus and the posterior wall of her vagina.

No, even if she noticed, there was nothing Filia could do about it as it was her first time having her anus violated.

"Hiiikk...ahhhhh..."

When I looked, I saw that her whole body was convulsing and her face was red with shame.

Furthermore, she seemed to be in a very tight spot, as even large beads of sweat were rising to the surface of her skin.

This is clearly felt.

The opening of the vagina is particularly proof of this.

Since it was being stimulated indirectly, it was only natural that love juice was oozing from the opening of her vagina, and the more I stimulated her anus with my fingers, the more it overflowed.

The fluid overflows so much that it drips onto the hand that is attacking her anus.

"Ngh... mmm..."

Still, Filia didn't want to show how she felt, so she covered her mouth with both hands.

This reaction makes me feel a shiver well up inside me.

Up until now, Filia has accepted the pleasure I've given her and has never held back from climaxing any longer than necessary.

So this is the first time I've seen a reaction like this.

Then I'll make her cum.

"Mmmmm... hmmm...!?"

The rectal wall presses against the uterus.

Then, as if experiencing intense pleasure, Filia arched her back, exposing her stomach.

If I apply pressure to the uterus from the ventral side as well, the climb to orgasm will begin in earnest.

"Mmhmmmm... mmmmmmm...!?"

She has both hands over her mouth so I can't hear what she's saying, but she's not hiding her moans at all.

She tries to twist her body to escape the pleasure, but it's difficult because I'm pressing on her abdomen.

No matter how much Filia endures, I plan to continue to torture her until she climaxes.

There is no future where she won't cum from getting fucked in the ass.

"Mmmmmmm! Mmmmm!?"

The inside of her rectum gradually became hotter.

Her body was also covered in sweat, her vaginal opening was twitching and overflowing with thick love juice.

Her eyes were flushed with pleasure, and lines of tears ran down her cheeks.

To ensure this pleasure, the uterus is stimulated from both the rectum and abdomen.

"Nghh~~~~~~~~~~~~~~~~~~!!"

She finally reached climax.

Perhaps due to the long time she had endured, her body was twitching violently as she reached an intense climax.

At the same time, her anus and intestines began to squirm and close, squeezing the finger that was thrust in.

The pressure was a little painful, but I slowly twisted my fingers to open up her anus.

"Hmmm... hmm..."

Eventually, Filia came down from her climax.

Even so, the pleasure seemed to be considerable, as her body was twitching periodically.

Filia herself still has some disgust at being violated in the ass, but she has an ecstatic look on her face.

If I make her cum a few more times...or even a few dozen times, she'll no longer feel disgusted.

"Haa... haa..."

Reshape her emotions.

I will turn the feeling of disgust into pure pleasure and make everything mine.

I feel like I've taken the first step.

Of course, I won't stop at just one step.

"...This isn't the end."

When I whispered that in her ear, Filia's body jumped in shock.

Eventually, she lowered the hand that had been covering her mouth as if giving up.

"Y-yes... Ahh ahh ahh..."

Watching her reaction, I resumed my assault on her intestines.

•

•

"Uhhh... ahh... ahhhh..."

For the next few hours, I continued to stimulate the rectal wall, uterus, and posterior wall of the vagina.

Filia climaxed countless times, some of which were only internal.

The opening of her vagina, which has never been touched before today, is twitching violently as if pleading for a cock to be inserted.

Still, I continued to attack her buttocks and change her mind.

The inside of the intestines was washed repeatedly from the anus and scrubbed with soap.

At least as far as my fingers can reach, there's not a single stain left.

To begin with, the pink intestines were spotless from the start.

However, I've been messing around with that color so much that it's now turning redder.

Her anus, which had been so hard, had softened and opened up, and it had been developed to the point where one or two fingers could easily fit inside.

"Will this fit in...?"

To be honest, I thought I needed to develop it with my fingers for a few more days.

I had planned that if I played with it relentlessly every day, it would eventually open up enough to fit my penis inside.

I also figured that by that time her aversion to anal sex would have faded.

However...development is progressing faster than expected.

I thought Filia and I had good physical compatibility, and it seems that's no different when it comes to her rear holes.

"Filia"

"Huh...?"

When I called her name, she turned towards me with an exhausted look on her face.

I waited patiently for her thoughts to catch up, and the light returned to her eyes.

"It looks like it will go in, so I'm going to insert it. Is that okay?"

Based on the reactions so far, we assume there will be no rejection.

However, I want Filia to know that she herself gave me permission to enter.

"Uhh... ugh..."

Perhaps due to the afterglow of her orgasm, Filia twitched.

Or perhaps she was reacting to the sex she was about to receive.

Before long, Filia began to look confused.

Apparently, she likes being raped, but she still seems to have a negative reaction to it.

In that case... I told her, trying to shake up her heart.

"You are being raped every day by a pervert who imprisons women. How can you not be a pervert too?"

I said as I traced the edge of her anus with my finger.

Hearing those words, her eyes met mine.

Filia gazed at me intently, then smiled modestly and murmured.

"...Hentai~"

Filia looked incredibly cute when she smiled like that.

Filia nodded in understanding, her jade green eyes melting.

"You are a boy after all. Of course you have this perverted side."

Filia, who had accepted my perversion, relaxed her whole body.

There was no sense of disgust or rejection there, it was the usual Filia.

...This girl is definitely cuter when she's smiling.

I thought that, even though I was the one who had bullied her so much.

Even so, this girl has a great understanding of men's ugly desires.

Well, she's the kind of girl who would accept being confined, so she's not like a normal girl.

Above all, I'm happy that she accepts my dirty parts.

Looking back now, I think I was attracted to the fact that she accepted my everything.

That's why…….

"Well... what would you think if I told you that it feels good to be fucked from behind?"

That's why I want to accept every part of Filia.

That's what I thought.

"I think it's cute."

When I told her my honest feelings, Filia blushed.

If it wasn't after she'd been thoroughly violated in the ass, people would probably mistake it for something else.

...I guess I don't need it anymore.

"……Eh?"

I took two keys out of my pocket.

One is for the handcuffs, the other is for leg cuffs.

Two chains bind her.

I removed it with my own hands.

"Wh-what does this mean...?"

Filia says the same thing she did when she first began her confinement.

I said to the confused girl.

"Isn't it okay to remove this?"

I actually noticed it on the first day.

That Filia would accept me and not reject me.

But I was still scared.

I was worried that I might lose more important people.

"...Do you trust me, Trust-sama?"

She asks worriedly as she gets up.

Do I trust her... that's right.

I feel like this girl, Filia, will never betray me.

Or rather, I wouldn't mind being betrayed by Filia.

If Filia were to betray me, then life would not be worth living in.

"I'm sorry for everything up until now. That I don't trust you... No, that I couldn't trust you."

Filia smiled happily as I spoke in a naturally gentle tone.

"No... but if it was anyone other than me, you wouldn't be allowed to take it off, right?"

That way of speaking is very typical of Filia, and it makes me feel a bit strange.

In what world would a girl say something like this after having her hands and feet freed from restraints?

Surely, even if you searched the entire world, she would be the only one you could find.

...That's right. I bought something today.

Forgetting that we were in the middle of having sex, I handed her a cloth to dry herself with and headed to our room.

"It may be strange to give this to you in this situation, but please accept this."

I handed over the women's clothes I bought today.

I happened to find some beautiful clothes that fit Filia and impulsively bought them.

"Clothes...? Wow, they're beautiful."

The dress-like clothing is easy to move in and has a black base.

I thought Filia would wear white, but for some reason I thought black clothes would suit her better.

"Um, do you think such a lovely outfit would look good on me?"

She looked a little anxious.

From my life up until now, I know that Filia has some tomboyish traits.

I think maybe she just hadn't been interested in women's clothing until now.

"It would definitely suit you. Would you like to wear it?"

When I asked her with confidence, Filia nodded with a shy smile.

"Okay. Please wait a moment."

Not knowing what to be embarrassed about at this point, the completely naked Filia disappeared towards the door.

So I wait, but she never comes out.

A voice comes from beyond the door.

"Huh? What's this... Ah, is it like this?"

Apparently she doesn't know how to dress.

It seems she's not used to wearing this kind of clothing after all.

Still, the atmosphere is fine.

After waiting so long, Filia came out looking embarrassed.

"Um... how is it?"

Her healthy skin...perhaps due to this lifestyle, her skin has become paler and looks great against her black dress.

The size seems perfect and her large breasts don't seem to be in any way uncomfortable.

I don't know why they were selling clothes for such a distinctive body type, but I'm grateful to that store.

"It's beautiful."

Filia blushed as I honestly said that.

It's adorable how she still retains her sense of shame even after having her butt fondled so much.

While I was admiring her, Filia's gaze, which was fixed on me, turned downwards.

I followed her gaze and noticed my crotch bulging.

This was the result of having been messing around with Filia's rectum for several hours.

Once I become aware of it, the sexual desire that had disappeared until just before will well up again.

Perhaps understanding this, Filia smiled lasciviously...

"Trust-sama, why don't you rape me outside in these clothes to prove to you that I'm trustworthy?"

The tempting offer was one with high risks and rewards.

If she was thinking of running away, now would be the perfect time.

But... I decided to believe in Filia.

I no longer have the option of not trusting this girl.

"Okay. Let's do it outside."

I accepted her invitation.