Chapter 54: Chapter 54

She relaxed her anus to allow me deeper inside even as she tightened around me.

I leaned forward, adjusting my position to rub against the upper wall to minimize the pain as I entered.

「Ugh…uhh..all the way…push♡」

She smiled as if to say it was all right.

It was hard to move with the sensation of almost getting my cock cut off by the tightness, but I managed to push it in all the way.

Her face slightly grimaced, but her voice was normal.

「Is it all in..? It’s not as painful as I thought.」

I gave her a moment to adjust before I slowly started to pull out, but she unwrapped her legs from mine and reached for my neck.

She pulled me down to face her.

「Stay like this just a little longer… just a bit…」

She said it didn’t hurt, but I could feel her body trembling slightly.

The app had listed anal as her weak spot, but it seemed like she wasn’t feeling it much at the start.

「Suck..♡ slurp…slurp…♡ mmm…nice..」

She grabbed my face and kissed me.

We licked and sucked each other’s soft lips and tongues, exchanging saliva.

She seemed more relaxed as her insides slowly loosened up.

I let go of her face and grabbed her thighs.

Her ass lifted into a better position for penetration.

I pulled back my hips and started to move.

「Ah…! Uhh…it’s so big..」

She grabbed the bedsheet tightly as she began to focus on the sensation in her anus.

I started to seriously search for her weak spot, prodding here and there, observing her reactions.

「Ah♡ Oh..♡ right there, poke more♡」

Rubbing her back elicited sweet moans and requests.

I quickly lifted her ass to rub the spot she wanted more intensely.

At the same time, I gently stroked her spine with my hand.

Goosebumps rose on her skin, and her waist movements intensified.

Her ass met my movements, rubbing against her weak spot, and her moans grew louder.

「Keep cumming Don’t stop..rub..ahh♡ hee..」

As her waist began to lift into the air, I could thrust more forcefully.

It seemed like a new sensation for her as she flailed her limbs around in the throes of climax.

I adjusted my pace so that we could climax together.

Soon after, she stretched her legs that had been folded, and I ejaculated inside her.

「Ugh…♡ Ugh..uhh..! Ugh…I’m cumming through the ass..♡」

We maintained the position briefly, enjoying the afterglow.

I was initially worried, but seeing her like this reassured me.

The inside of her ass wriggled around my cock, but it was a pleasant tightness as my energy drained.

Her anus didn’t caress or scratch with fine wrinkles like a pussy, but the tightness alone was exquisite.

I started to pull my cock out slowly.

It came out smoothly until the tip, which got stuck.

The well-spread part didn’t want to detach from the hole.

I forcibly pulled, and the tip started to show.

Pop!

「Ahhh♡♡ Ah…ah…」

It came out with quite a loud sound.

In front of me was her swollen, gaping anus, trying to close.

But it was wide enough for a 100-won coin to fit, so it didn’t close easily.

I watched for a while, but no blood came out.

I lay beside her, propping my arm under her head.

She rested her head on my arm and turned to me.

「It’s still a bit numb. But it felt good♡ We…seem to match well down there..♡」

She snuggled up to me with a smile.

I squeezed her soft breast and slid one of her legs between mine.

She looked up at me as if checking, and asked,

「How was my ass? Did it feel good here too? How does it compare to my pussy?」

Her continuous cute questions made me pat her head.

She understood and clung closer to me with a bright smile.

Feeling her warm body temperature, we rested quietly when I felt her thigh getting wet.

Reaching down, I touched a sticky liquid.

Following it, I found it was flowing continuously from her smooth pussy.

Being focused on anal sex, it seemed she was aroused.

I scooped out the pussy juices with my hand.

「Ugh..♡ Touch deeper inside.」

When I only caressed the entrance, she whispered in my ear, frustrated.

I plunged deeper into her drenched pussy.

Avoiding her weak spots deliberately, she twisted her body and rubbed against my fingers as if masturbating.

Watching her actions quietly, she then took my hand and guided it herself.

「There, not there..♡ A bit higher..ahh♡ Right there..♡」

I bent my fingers to scrape the walls of her pussy.

Seemingly, the G-spot was her favorite spot as I kept feeling the rough texture.

「Ahh..♡ I think I’m gonna come..keep there..♡ Go on..♡」

She closed her eyes and started moving my hand faster.

Her aroused pussy couldn’t hold on for long and soon signaled its climax.

Pshhh…

As she clenched around my fingers, a bit of squirt was released.

I watched her blissful expression as I slowly withdrew my fingers.

Awakened by the sensation, she was embarrassed by her actions and turned away her eyes, face down on the bed.

In the heated atmosphere, she silently spread her ass and flexed both holes without saying a word.

I got up and positioned myself over her taut ass.

Holding my cock, I alternated between placing the tip at the entrance of her pussy and her anus, testing her.

I inserted the tip into her pussy to get it lubricated, then continued rubbing it at her anus without penetrating.

When I didn’t proceed to enter, she whispered softly,

「Please… put it in my ass. I want to feel that spine-chilling sensation again.♡」

Her anus, returned to its tight state, resisted entry.

I positioned myself and pressed down from above.

「Ahh…♡ Ugh..♡」

Although it was tough to get the head in, the rest slid in smoothly afterward.

The inside was mushy and warmed up, much more pleasant than before.

She accepted my cock without pain, diligently tightening around it.

I gently pressed down on her waist with one hand, lifting her ass.

With her upper body pressed against the bed and her lower body raised, I moved more comfortably this time.

Putting more force into my cock, I curved it upwards and rubbed the spot I had felt before.

Her voice grew sweeter as I prepared to thrust forcefully, pulling the head to the entrance.

「Kyahhh♡♡」

A sudden high-pitched moan burst out.

I seemed to have touched a yet unknown weak spot, so I repeated the motion.

「Kuhh♡ Stop it! That’s driving me crazy♡ Ooh..」

From her reaction, I could tell it was right around the entrance.

Pressing the inside with the tip seemed to be the right move as she moaned each time I withdrew.

I gathered her ass inward, narrowing the hole, and then bumped the head with enough force to not slip out.

Each time I pulled back, the flesh came with it, quite erotically.

「Fuck my ass harder! Please♡ I really love that♡♡」

She loudly expressed her pleasure spots.

I thrust deeply, rubbing towards the spine, then pulled out forcefully to pressure the sphincter.

Glancing below the bed, I noticed that each piston action splattered a bit of pussy juice.

Slapping her ass sent it farther.

Intensively stimulating her weak spots, the inside tightened again.

Feeling the signal that she was about to climax, I continued moving.

The tremendous pressure soon brought me to orgasm.

Unable to hold back, I ejaculated deep inside first.

「Ahhhh♡♡ Ooh..♡ Your cock is twitching so hard…♡ Ugh!」

As my cock pulsed, she also climaxed.

Each time my semen hit the walls, she arched her back and lifted her ass, seemingly overwhelmed by the sensation.

After a lengthy climax, I collapsed over Shin Ah-young.

She seemed to enjoy the weight on her, exhaling softly and closing her eyes.

Feeling each other’s breath, we rested a bit before I withdrew my cock from her ass.

Then, she felt the emptiness inside odd and fiddled with the hole, inserting her hand.

Her hand came out coated with white semen.

「Ugh…the swirling inside feels weird. But it’s your semen, so it’s okay.」

That gave me an idea.

I quickly grabbed a paper and showed it to her.

[Squirt your semen out.]

「What…!? That’s too embarrassing… No.」

[I want to see it. Just this once.]

Persistently pleading, she finally nodded slightly.

Hesitating on how to do it, she then pulled a paper cup from a drawer and handed it to me.

「Just this once, please don’t let it spill.」

With that, she grabbed the desk, crouched down on the floor, and presented her ass.

I positioned the paper cup under her anus and watched.

As she exerted force, the hole protruded and retracted until a white fluid dribbled out.

Then with a farting sound, frothy semen dropped.

「Ugh…no..it’s too embarrassing. This…」

Despite her will, sounds emerged involuntarily.

Seeing her embarrassment made me think it was a good decision.

Drip… Drip…

The hand holding the paper cup warmed up.

Looking inside, I was surprised by the amount I had ejaculated.

I showed it to her, and she urged me to throw it away quickly, yet couldn’t take her eyes off it.

The quantity seemed to shock her as much as it had me earlier.

I set the paper cup on the desk and massaged her ass while checking on her.

[Was it okay for your first time doing anal? Doesn’t hurt, does it?]

「No…actually, it felt good. It doesn’t hurt now either. It was nice to experience such pleasure.」

She stroked her belly and beamed a big smile.

Then she touched my cock and continued,

「Being able to offer my virginity like this… I’m happy.」

At that, I pounced on her again.