Chapter 353: Side Story — Dorothy's Case (3)
Translator: RaidenTL
Chapter 353: Side Story — Dorothy's Case (3)
“You’re quite bold, President…!”
Dorothy chuckled softly.
With every step I took, the pressure in my groin felt as if it would burst, but I ignored the irritation and walked briskly forward.
I gently laid Dorothy onto the crisp white sheets and removed her remaining underwear.
“Hmm…!”
Before she was fully exposed, Dorothy instinctively pressed her legs together, looking genuinely embarrassed.
Cute.
Without forcing her, I slowly climbed on top of her.
My shadow fell over her small frame. Strands of light purple hair, damp with sweat, clung to her flushed cheeks. She gazed up at me intently, her eyes filled with a deep, aching longing.
Her soft, ample breasts spread slightly as she lay back, creating a captivating silhouette. My gaze drifted from her impressive curves down to her slender waist, her wide hips, and the glistening heat between her beautifully sculpted legs.
Her skin was fair, smooth, and radiant.
Wow…
For a moment, I lost myself. Dorothy, completely bared to me… she was breathtaking.
“So beautiful, it’s driving me crazy…”
This incredible woman was mine. A profound sense of happiness welled up in my chest, so intense that I couldn’t suppress my smile.
“Come to think of it, President, you’ve always had naughty thoughts when looking at Big Sis, haven’t you?” Dorothy asked with a mischievous glint in her half-lidded eyes.
I nodded. There was no point in hiding the truth now.
“I’ve wanted to do this until I’ve had my fill.”
“Nihihi, aren’t you being a bit too honest?”
“Your body is just too seductive.”
“Mmm… I’m happy. Come here. You can do whatever you want with me…” Dorothy whispered seductively, cupping my cheeks with both hands.
“Are you not scared anymore?”
“What are you talking about? I’ve been calm from the start.”
A small laugh escaped me. As I leaned in to kiss her again, I used my free hand to discard my pants, fully exposing my lower body.
My erection finally met the cool air, standing firm before her.
“Huuu… haah…”
Dorothy pulled her lips away from mine. A silver thread of saliva trailed between us, glistening at the corner of her mouth. She lifted her head slightly, her eyes widening as she took in my size.
“Isaac…”
Dorothy swallowed hard, her expression tensing.
“You’re not trying to kill Big Sis, are you…?”
She was trembling ever so slightly.
Did she suddenly get scared?
I sat up and gently stroked her thigh. Her skin felt like silk beneath my touch.
“It’s okay. Spread your legs for me.”
“…Okay.”
At my quiet command, Dorothy’s face flushed a deeper crimson as she slowly parted her thighs.
A small patch of light purple hair came into view, and beneath it, the delicate, pink slit hidden between her pale thighs. She was already slick, a steady flow of moisture glistening against her skin.
This is… Dorothy.
“If you keep staring like that, Big Sis is going to be really embarrassed…”
Her voice wavered. Feeling my gaze focused so intently between her legs, her face turned a brilliant red.
“You’re truly beautiful.”
“Don’t say things like that…” Dorothy muttered, covering her eyes with her arms in a whiny, bashful tone.
I leaned back down, hovering over her. The head of my member pressed against her entrance, and I began to rub against her slowly.
“Huh-ahh…!”
Dorothy arched her back, visibly startled by the contact. I immediately halted my movements.
“Ah, Isaac…”
“What’s wrong?”
“No, it’s just… the sensation is so intense. It feels so good it’s almost dangerous… Isn’t this a little risky? Ah, n-not that I’m complaining…!”
The friction against her sensitive core must have been overwhelming. To reassure her, I offered a gentle smile and stroked her hair.
Dorothy took a deep breath, then smiled softly. “No, it’s okay…”
I shifted my hips again, sliding against her to help her get used to the sensation.
“Huh-ah…! Uh, ugh…!”
Dorothy squeezed her eyes shut and bit her lip, turning her head to the side as her breath came in ragged gasps.
Squish, squish…
Our fluids mixed, creating an erotic, squelching rhythm that echoed in the quiet room. I let out a low grunt; the pleasure was already becoming difficult to manage.
“Haah, haah…”
Dorothy’s breathing eventually began to steady as she grew accustomed to the feeling.
“Huh, ugh… Isaac… It’s okay… You don’t have to hold back so much…”
She looked up at me, her face drenched in lust. It was hard to believe this was the same girl who usually wore a mask of mischief. Now, she looked entirely vulnerable, a woman lost in desire.
My own breathing grew heavy with excitement. Soon, her voice rose in a sticky, lingering plea.
“Put it in…”
That request shattered the last of my self-control. I firmly intertwined my fingers with hers.
The head of my shaft slid between her slick folds, brushing against her labia. She was so warm, so incredibly soft. I slowly pushed my hips forward, guiding myself inside.
“Ahhh…! It’s too big…!”
Dorothy arched her back dramatically, clenching her teeth to stifle a cry. Her tight heat gripped me snugly, persistently drawing me in as her body stretched to accommodate my size.
As I pushed deeper, I felt a slight resistance give way. Dorothy’s eyes snapped shut.
“Ahhh, ah…!”
She furrowed her brows, a strained cry of pain escaping her lips. A small amount of blood trickled from where we were joined.
I was only halfway in, but my protective instincts kicked in, and I stopped.
“Are you okay?”
“Ah, ah… it hurts…!” she gasped, her voice hoarse.
I stroked her hair, giving her a moment to breathe and adjust.
“Haah, haah…!”
Dorothy panted, her eyes shimmering with tears.
“I’m sorry, Isaac… It’s just a little more than I expected, um…”
“I’ll wait. Take your time.”
“Yeah… thank you.”
I kissed her cheek, and she leaned in to meet my lips, seeking comfort.
Smooch, kiss, slurp….
Eventually, she pulled away and whispered, “…I’m okay now. You can move.”
“Don’t push yourself.”
“Push myself? I said I’m fine. I’m comfortable now.”
Whether it was the natural lubrication easing the way or her sheer willpower, I wasn’t sure, but I began to move with extreme care.
“Okay.”
I smiled and slowly rocked my hips, still only halfway buried within her.
“Hngh, huff, haah…”
Dorothy let out a heated moan. Her walls enveloped me, tight and pulsing. The pressure and warmth were absolutely enchanting. She let out a soft, suggestive laugh through her heavy breathing.
“I feel fine now… it’s really no big deal, is it…?”
“Does it feel better?”
“I’m okay… ugh… it doesn’t hurt anymore. It actually feels good… Isaac, you’ve finally become one with Big Sis. Isn’t it an honor?”
“Yeah, it’s an honor.”
“Nihihi… huff… does it feel good inside me?”
“It feels amazing.”
“That’s a relief…”
“…?”
I looked into Dorothy’s eyes, and my heart sank. I immediately stopped moving.
“…Why did you stop?”
“Why are you crying?”
“Huh? Oh.”
Tears were streaming down her cheeks uncontrollably.
“What is it? What’s wrong? Does it hurt that much? Should we stop?”
“No, it doesn’t hurt anymore…”
Dorothy seemed flustered by her own tears, wiping them away with an awkward smile.
“Actually… you know?”
“Yeah?”
“I’m just really happy right now. Being with you like this… my heart feels a little overwhelmed. Nihihi, that’s so corny… You can ignore me.”
A surge of affection washed over me. I brushed her hair back and kissed her forehead.
Suddenly, the journey we had shared flashed through my mind. The three years at the academy—a time that felt both short and like a lifetime. I remembered the day we brought down the Floating Island and fell through the sky together, her face lit up with a brilliant smile.
Dorothy, who once wanted to destroy the world with me, and Dorothy, who had endured centuries of loneliness for my sake.
— Are the two of you in love with each other right now?
That old question echoed in my mind. A flood of emotion surged through me, culminating in a single whisper.
“I love you, Dorothy.”
I had never doubted this feeling. I had always liked her, and with every passing day, that feeling had only deepened into something profound.
Dorothy’s tear-filled eyes widened. She regained her composure, a smile of pure devotion spreading across her face.
“Big Sis loves you too. Forever.”
We had finally reached this moment. I would love her endlessly, and we would be happy.
Smooch.
I gave her a light kiss and looked at her playfully.
“Come to think of it… you said you were feeling relaxed, right?”
“Yeah?”
“Actually, I’ve only put in half.”
“What? O-only half…?”
Dorothy’s eyes went wide. As I slowly thrust deeper, she let out a moan that was almost a scream.
“Huh, ah…!”
She squeezed her eyes shut, her back arching higher and higher. A wave of pleasure crashed over me, but I held onto my reason, stopping when I was about two-thirds deep. If I went any further, I was afraid she might actually faint.
“Haah, haah…!”
Dorothy opened her eyes, panting with her mouth agape. Her breasts bounced with every ragged breath. Her internal muscles pulsed, gripping me with incredible force.
I began to move slowly, savoring the friction.
“Ugh, uh, haaah…! Haah…!”
Caught between pleasure and the sheer fullness of it, Dorothy let out moans that sounded like sobs, clutching my hands tightly.
Squish, squish…
The erotic sound of our union echoed rhythmically.
“Ugh, ugh, ahh, this… feels so good…!”
Her cries of pleasure spurred me on, and my pace quickened instinctively. Dorothy twisted beneath me, her body a map of pure sensation. The thought that this woman I loved so much was reacting this way because of me filled me with ecstasy.
“Ah, wait… Big Sis is in danger…! I can’t think…! Ugh, something is building up, I feel like I’m going to…!”
“I’m close, too…”
My shaft throbbed violently. I wanted to make our first time last, but her walls were clenching around me so tightly, begging for my release.
“Ugh…!”
I felt like I was going to explode.
…It should be fine now.
I wanted to bind her to me, to fill her with my seed. There was no reason to hold back. I accelerated my thrusts, driving into her with everything I had.
Squelch, squelch!
“Haah, haang…! Isaac, give it to me…! Haah, Big Sis is almost…! Hah!”
Overwhelmed by the urge to release, I lunged forward. I plunged deep into her softest depths, the head of my member pressing against her womb before I erupted.
Dorothy’s eyes widened in shock. Before she could scream, I sealed her mouth with mine.
“Mmmph…!!”
She muffled her cry into the kiss. With her body pinned and our fingers locked, she could only shake as I filled her. Her internals pulsed rhythmically, desperate to take in every drop.
Throb, throb.
I came explosively, the sensation of the hot fluid leaving me and filling her being the most intense pleasure I had ever known. I trembled, a shared climax rippling through both of our bodies.
For a long time, I stayed still, buried deep inside her, savoring the afterglow. I extended my tongue, and Dorothy met it eagerly, our saliva mixing once more.
“Haah…”
I unclasped our hands and lifted my head. Dorothy panted, glaring at me with a mix of exhaustion and mock annoyance.
“Big Sis almost died just now…”
“I’m sorry. I got carried away because it felt so good…”
“I’m not blaming you. It’s all the way in now, right?”
“Yeah. Every bit.”
Dorothy smirked faintly and tried to steady her breathing.
“I’m happy… It finally feels like I’m truly one with you.”
“Does it hurt?”
“It did for a second, but now it’s bearable… I almost fainted, though.”
She stroked the side of my head, a sly smile returning to her lips.
“Your seed is swirling inside me… You really wanted to get me pregnant that badly, huh?”
Ah…
I can’t stop.
“Ugh…! W-wait, don’t move yet…! Haaah…!”
The hypersensitivity after climaxing made even the slightest movement feel like a lightning bolt. Dorothy seemed to feel the same. And yet, I wasn't softening. My lust hadn't subsided in the slightest.
I realized then that my threshold for "post-nut clarity" had been raised significantly.
“It’s not over yet.”
“Huuuugh…!”
When I pulled back, Dorothy’s eyes snapped shut. When I thrust forward again, she let out a devastatingly enticing moan.
“Haaah…!!”
A mixture of her fluids and my white release trickled down her thighs.
“P-painful…! But it feels so good, I think I’m going to die…! What is this?!”
“You’ll get used to it soon…!”
The pleasure was so overwhelming it made my head spin. I wanted to stay in this moment forever.
Squelch, squelch…!
With the addition of my seed, the friction became even smoother, the sounds even more lewd.
“Hnn, haah…!”
As she adjusted, her moans took on a flirtatious, needy tone. She stretched her arms back, gripping the pillow as she bared her smooth underarms.
“This is so good…! I think I’m going to go again…!”
Her beautiful, tear-streaked eyes looked at me with such love.
How could she be so lovable?
I wrapped my arms around her waist, lifting her slightly to drive home with more force.
Squish, squish!
The sound of skin slapping against skin joined the rhythm of the rain outside.
“Uh, aah…!”
Dorothy arched her back, her body trembling in the throes of a second orgasm. I paused for a moment, watching her come down from the peak.
“Haah, haah… I’ve never felt anything like that… Did I look embarrassing?”
“Not at all. You look beautiful.”
“Nihihi… Really? You’re pretty cool too…”
She placed a hand on her stomach.
“My belly feels so full… Phew, I might actually get pregnant today.”
“Shall we think of baby names while we travel?”
“That sounds fun… huugh! Wait, I’m still sensitive…! Haaah…!”
As I began to move again, her moans returned. Finally, as the second wave of release approached, I gripped her breasts and let go.
Throb! Throb!
I felt as if I were floating. I pressed my hips firmly against her, wanting to pour every last drop deep inside.
“Hngh…! Isaac, it’s so hot…! Haah?!”
Squelch! Squelch!
Even as I finished, I didn't stop.
“Hngh, aah…! You’re moving again already…?!”
“I can’t stop…!”
I didn't know why my desire was surging even stronger. It was as if I had turned into a beast, driven solely by the instinct to reproduce. I thrust into her again and again, plowing through her depths.
Bang! Bang! Bang!
It was a fierce, lust-soaked encounter. The initial tenderness had been replaced by a raw pursuit of pleasure. Faced with years of suppressed desire for Dorothy, I had no control left.
“Haah! Hngh, ah, ahng…! Isaac, a little slower…! Haaang!”
Despite her pleas, I couldn't rest. A third time, a fourth, a fifth… I lost count of how many times I filled her.
At some point, we stopped talking. We simply sweated and indulged in each other. No matter how I shifted her, Dorothy took it all, consumed by her own craving. Every time I briefly pulled out, a waterfall of fluid followed.
I wasn't sure how much time had passed. I switched back to missionary and looked at her.

“Haah, ack…! Ugh, hngh, ehh…!”
Dorothy’s eyes had been unfocused for a while. Saliva dripped from her tongue. Her face showed she could think of nothing but this. It was as if she were daring me to unleash everything I had onto her body.
Bang! Bang! Bang! Bang!
As I slammed into her one last time, the final urge swelled. I grasped her breasts and drove deep, a torrent of pleasure surging through me as I released everything I had left.
Throb, throb!
“Huuuuuh…!”
Dorothy moaned, her tongue lolling out. My penis showed no sign of shrinking, but the initial madness had finally begun to ebb.
“Feels good, Your Highness…”
I brought my tongue to hers, intertwining them. Our mouths were dry from hours of kissing. Dorothy eventually pulled away, her voice languid.
“I’m thirsty…”
She used starlight magic to summon a water bottle, took a drink, and handed it to me. She looked utterly exhausted. Guilt finally began to surface.
Did I overdo it?
I looked out the window. Dawn was breaking.
“How long has it been?”
We had been at it for hours. It was only natural she was spent.
I should let her rest.
“Hnng…!”
As I slowly withdrew, a sensual moan escaped her. A copious amount of fluid sloshed and trickled from her. Her body was still trembling from the sheer number of climaxes.
“Hnn, haaah… Isaac, is it over…?” she whispered, her eyes weak. Her purple hair was a mess of sweat. “Big Sis can’t think anymore… my head is so hazy…”
I felt terrible. This was her first time, and I had lost all consideration.
And yet… it still hadn't subsided. I was still firm. My stamina, boosted by [Physical Training Efficiency], was proving to be a double-edged sword. At this rate, one wife might not be enough to handle me.
“Isaac… you still haven’t calmed down, have you…?” Dorothy whispered.
“No, it’s fine. I’m okay now.”
I could exert self-control now. I laid down, and Dorothy turned toward me. I brushed her hair back gently.
“Are you okay? Does it hurt?”
“Honestly, it hurts… I don’t think I’ll be able to walk today. Maybe we should stay another night?”
“I wouldn’t mind.”
“Nihihi, cutie…. Come here.”
I nestled into her arms. Our sweat-soaked skin didn't feel uncomfortable; the scent of our intimacy only made me feel closer to her.
“Huh?”
Dorothy grabbed my rigid member and wedged it between her thighs and her entrance.
“How is it?”
“It feels good.”
“That’s a relief.”
She smiled with satisfaction.
“Let’s rest for a bit, and then do it again?” she whispered into my ear, her tone alluring.
“Do you think you can?”
“Even if I can’t, I want to… It feels too good.”
I hugged her tightly.
“Isaac.”
“Yes.”
“I really love you.”
“I love you too.”
Eventually, she fell into a deep sleep. I followed shortly after.
*
Perhaps because it had been so intense, I dreamed of her again. I woke up in the middle of a climax.
Throb!
“Ugh…!”
As I opened my eyes, I felt a chilling wave of pleasure. Dorothy was there, my member in her mouth, sucking rhythmically. The room was bright with morning sun. She pulled away and swallowed.
“Ugh, bitter…”
She frowned for a second, then beamed at me.
“Did you sleep well? Sorry, I didn’t mean to wake you.”
“Dorothy, just now…?”
“I thought this would make your dreams better. Your face while you were sleeping was so funny.”
I realized it again. I truly was a successful fan.
“…Shall we go wash up?”
“Hyaa?!”
I stood up, scooped her into my arms, and headed for the shower.
“Aah, haaah…!”
Naturally, I ended up pouncing on her again under the water.
It was only the second day of our two-week trip. We had plenty of time left.