Chapter 49
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Translator: penny
Chapter: 49
Chapter Title: Exclusive Maid Sylvia
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"Urgh."
The stimulation from Erzebet's boot built up relentlessly until it finally hit its limit. I couldn't hold back any longer.
My balls tightened slightly, and semen began pouring from them.
Thus, the sperm carrying my genetic information met the prostate fluid and surged through my urethra.
Splurt, spluuurt—
"Haaah!"
Even though it wasn't spilling inside a woman's pussy but merely onto the sole of her boot, an overwhelming pleasure invaded my brain.
Squish—
Erzebet pressed down firmly on my throbbing, ejaculating cock with her boot. Her movements seemed indifferent, but they only heightened my pleasure and excitement even more.
Spluuurt—
After a week of ejaculation control, the sheer volume was incredible.
Like a broken showerhead, the semen gushed out, staining Erzebet's black leather boot with thick white fluid.
"Haaa..."
My cock pulsed and heaved for a good while, expelling every last drop.
"Haa... haa..."
Once the intense orgasm subsided, a wave of profound weakness washed over my entire body. With the pleasure gone, the foreign object lodged in my ass felt even more intrusive.
Earlier, excitement had turned it into pleasure too, but now in the wise man phase, it was just an unwelcome intruder.
"Hng..."
I lay sprawled on the bed, feeling the weight of Sylvia's plump ass pressing down on my face.
My limp body and spent cock. Erzebet ground her boot into my softened member and said,
"The bet... looks like a draw."
"Urk."
There might be a slight discrepancy, but effectively, Sylvia and I had climaxed simultaneously.
It wasn't intentional, but as Erzebet said, it ended in a tie.
Thud—
Sylvia, who had reached her peak while squirting on my face, rolled to the side and collapsed onto the bed.
Only then could I escape the weight on my ass and the stifling heat under her skirt hem.
"Haa... haa..."
Even after the climax, Sylvia continued panting heavily. Her full breasts rose and fell, proudly asserting their presence.
Her flushed face and ragged breaths suggested she was still lost in the throes of pleasure. I'd heard women's orgasms last longer than men's, so it made sense.
Erzebet watched her with evident interest before turning her gaze to me.
"I've never seen the head maid so disheveled. In a way, you're quite impressive."
Squish—
"Eek."
I flinched at the sensation of her leather boot crushing my cock and balls. She was relentlessly stepping on my already oversensitive, spent member... too cruel...
I writhed even as I mustered the courage to ask Erzebet,
"S-so... what happens now?"
The bet was over. Time to settle it, but the tie made things ambiguous.
"Hmm. What to do."
Squish—
"Urgh."
Erzebet seemed to enjoy stepping on my cock, continuing to grind while savoring my reactions.
Enduring her not-quite-footjob footjob, I first pleaded to address the immediate discomfort.
"F-first... please take this out of my ass..."
Getting my cock stepped on was fine. For many men, being made to cum by a beauty like Erzebet trampling their dick was a dream come true.
But with the Aneros still plugged in my ass, even that lost its appeal. Whenever pleasure built, pain and discomfort from my rear overshadowed it.
There had been faint pleasure-like tingles from the Aneros midway, but the unease persisted.
Yet Erzebet refused my plea.
"Can't do that."
"Wh-why..."
As I begged, she shrugged as if it were obvious.
"Why? It was a draw. I have no obligation to grant your request. And."
Squish—
Erzebet ground down on my cock, flashing a wicked smile.
"Even if you'd won, did you think I'd honor your wish?"
What.
"Th-that..."
Seeing my shocked reaction, Erzebet smirked and drove the point home.
"Recall it properly. I said I'd consider leniency, not that I'd fully forgive you."
"!"
Such wordplay on me... devilish woman... Erzebet...
'Wait, she really is a devil.'
The Demon King at that. Was naive me at fault...?
As I berated myself,
"However, since you entertained me, we'll end it here for today."
Slide—
Erzebet slowly lifted her boot from my cock.
'It's over. Over?'
If that's it for today, then no extreme penis ban and ass penetration...?
Fortune amid misfortune. Mission accomplished, I suppose... I felt relieved yet conflicted.
Ultimately, I gained nothing but a plugged ass. I'd lost my youth's seal today.
'I'm done for.'
Losing the seal was just the beginning. I'd gradually be trained into a bitch, spreading my ass everywhere...
As I sank into gloom, Erzebet spoke again.
"Also, I'll grant you a reward."
"R-reward?"
"Indeed. For teaching womanly pleasure to Sylvia, my longtime loyal servant."
"..."
At Erzebet's words, I looked at Sylvia, still panting. She trembled slowly amid unending waves of pleasure.
Her sweat-matted hair and flushed face were endearing.
"If you wish, I'll assign Sylvia as your exclusive maid. You're the only one who'd have the head maid as a personal servant. How's that for my reward?"
At Erzebet's offer, I nodded eagerly.
"I... I want her..."
No need to think. Sylvia was the perfect maid. As exclusive maid, we'd share all sorts of naughty fun ahead.
I willed strength into my flaccid, cum-drenched cock and declared my desire for her.
Erzebet nodded.
"Honest in your lust. Very well."
Clack—
Erzebet placed her boot on the bed. The leather boot soaked with my semen.
She looked down at me coldly and commanded,
"Lick it clean. And swear your loyalty to me."
The next morning.
In my private bedroom, where the mock sun of the demon realm shone brightly through the window.
"Ugh..."
I clutched my aching ass and woke up.
The hotel-like, pristine white king-size bed.
I gently pulled back the fluffy covers and silently gazed at Sylvia sleeping nude beside me.
'...She's beautiful.'
Sylvia, my exclusive maid as of yesterday. We'd been together before, but now we'd live as such ongoing, and I was thrilled.
Though Erzebet forbade handjobs and ass play by decree, everything else was permitted.
I'd barely earned that by licking my own cum off her boot.
Licking one's own semen—disgusting experience. Surprisingly sweet, though, and manageable. Women said it tasted good, and they meant it literally.
'Together from now on...'
To me, doomed to relentless ass training, Sylvia was a ray of hope, a sanctuary. I wanted to keep spoiling myself in those vast, soft breasts...
As I quietly admired her awake,
"Mm..."
Sylvia, who had been breathing steadily, slowly stirred from sleep.
She let out a soft moan, fluttered her eyes open briefly, then closed them again.
Pretending to sleep wouldn't work. She'd been caught.
"You're awake?"
"..."
Silent for a moment, Sylvia finally replied in a tiny voice.
"...Yes."
She turned away from me shyly, hiding her face. Then she pulled the covers over her nude body.
She must remember yesterday—immensely embarrassed.
'Hehe.'
So cute.
Swish—
Then, from under the covers, her tail moved, slyly fetching her neatly folded maid outfit from the wardrobe.
Rustle—
She wriggled inside, changing at astonishing speed. After drenching my face yesterday, showing her changing was too embarrassing, huh.
"Haa."
Once dressed, she sighed deeply, resuming her usual cool, stern expression to face me.
Sylvia slipped out of bed, bowed politely, and apologized.
"I showed you an unsightly side, Master Yeon. I'm sorry. Yesterday too..."
Though her bowed head hid it, her slightly reddened ears confirmed she remembered everything clearly.
Climaxing from my tongue service, grinding her pussy on my face in ecstasy, and squirting wildly.
I took her shoulders and lifted her up.
"It's fine, Sylvia. I enjoyed it too. ...Though my breath was a bit cut off yesterday."
"Eek..."
At my mention, she flinched and bit her lip slightly.
Her blushing face was adorable. Teasing the cool, stern maid was this fun.
Still, too much might backfire later, so I'd stop here. I didn't want her hating me.
I handed her the crystal orb by the bed.
"Here. A message from the Demon King. Take a listen."