Everything was going exactly as I had planned, so I turned my focus back to the sexy MILF on the bed and lightly patted her cheek.
"Auntie, wake up."
"Huh...? Takashi…? How could I..." Michiko woke up with a cute expression on her face.
"You had an intense orgasm just now, and you fainted a little."
"Orgasm...? That…"
Realizing that she had fainted from pleasure, her face flushed red with embarrassment.
"Don't be embarrassed, Auntie. This is just the beginning; you're going to faint a lot tonight. After all, didn't I say I am going to fuck you senseless for the whole night? Even if you scream and cry your lungs out to beg me to let go, believe me, I won't let you go. Hehe."
My sinister laugh made her shudder, and a strong mix of fear and anticipation washed over her as she realized I was dead serious, and to make her fear come true, I immediately positioned myself above her for a deep, thorough penetration in the missionary position.
"Oh, still so tight!"
Surprisingly, the cunt I had just brutally fucked showed no signs of loosening, just a slight, cozy softness from before.
Squelch! Squelch! Squelch!
With each powerful thrust, the wet, obscene sounds grew louder, and drops of her lewd juices trickled onto the sheets beneath us, soaking them.
"Ahhh…"
Leaning down as I plunged deeper into her, I captured her mouth, sucking her tongue into my mouth and ravaging it fiercely.
Michiko's kissing skills were the same as her blowjob skills, basically letting me do what I wanted.
Obviously, there was nothing to complain about. I took my time, biting her lip and forcing her to swallow my saliva while kissing even more passionately.
I continued to pump into her from below, repeatedly striking her cervix. The building momentum sent my pleasure soaring to its peak, and I soon climaxed, flooding her womb with another massive load of my hot, thick semen.
Splurt! Splurt! Splurt!
"Haaaaanng..."
Michiko let out a long, pleasure-filled moan, but I wasn't even close to being done with her. This was only the beginning. Over the next hour, I ejaculated three more times inside her, drowning her senses in pleasure and leaving her in a dizzying, permanent haze of satisfaction.
Her lower belly now had a soft bump from all the semen packed into her womb.
After I finally pulled out, I stuffed her torn panties into her pussyhole to keep the semen from spilling while I rushed to my room to grab a few sex tools, one of which was a butt plug I decided to use on her pussy.
Her greedy cunt eagerly swallowed the plug, sealing itself shut as if it didn't want to lose any of the semen inside.
"Damn, such a greedy MILF pussy."
Marveling at the sight, I instantly gave this naughty pussy a good slap.
Smack!
"Ahhhh…"
Even in her half-conscious state, Michiko's body trembled, shuddering as she climaxed again.
'This bitch… So lewd…'
As they say, mature women are often the most insatiable.
Speaking of her insatiable nature, I also noticed that Michiko's uterus was a little small; it could barely hold a few shots of my semen.
But I wasn't worried. After a few nights with me, I was sure it would be remodeled into a much more qualified semen bag.
Suddenly, an idea struck me. With a smirk, I picked up a small cup from the bedside table and filled the cup with fresh, thick cum with two shots before gently shaking her shoulder until she woke up.
"Uh-oh…"
Smiling to myself, I saw Michiko wake up, but she was so tired that she couldn't even move a finger. So I lifted her up, hugged her from behind, and handed the cup full of semen to her.
"Come on, this is my fresh semen. Drink it while it's warm."
This time, I didn't even bother to wait for her to speak before I activated the Eros Touch and brought the cup directly to her mouth.
Right away, tingling sensations surged in her body, and the pleasure continued to rise once again. At this time, when she smelled the strong odor of the semen in the cup that was literally being forced to her mouth, she subconsciously opened her mouth and gulped it down in one swallow.
What was surprising, though, was what happened next.
After drinking the semen and realizing what she had done, she didn't pretend to gag or show any disgust. On the contrary, an ecstatic look appeared on her face as she licked her lips clean with her finger.
Seeing this, I couldn't help but click my tongue in wonder.
'Tsk tsk, you promiscuous bitch!'
This promiscuous bitch really needed some punishment, but since I had just plugged her pussyhole, I decided to use her other hole.
Smack!
"Ahhn!"
Acting on my thoughts, I smacked Michiko's ass hard, drawing a shameless moan from her lips as I pushed her forward. Climbing onto her back, I placed my cock between her soft, plump ass cheeks.
Realizing what was about to happen, she shouted in protest.
"N-no… Not this hole… I have never used it."
But hearing those words only made my cock throb with excitement, and I simply forced her head down into the bed, muffling her pathetic protests.
Gulp!
Realizing that all struggle was futile, Michiko swallowed nervously, her body trembling. For some reason, I felt she was both aroused and terrified of being ravaged by my cock in her virgin ass.
Looking down, my cock was indeed a little too big for this MILF's untouched asshole.
To prepare her, I scooped a little semen from the cup and, with one finger, pushed it inside her tight asshole, using the slippery cum to coat her insides.
"Mmmm!"
Suddenly being invaded in a place no one had ever touched, Michiko squealed softly. She tried to resist reflexively, her muscles tensing, but she was too exhausted from the brutal fucking I'd already given her to put up any real struggle.
While enjoying Michiko's reaction, I carefully lubricated her asshole with my semen. After a moment, I positioned my cock and slowly slid it into her back.
My cock slid past her soft and slippery ass cheeks and directly into her asshole, penetrating it.
"Oh~"
Fucking an asshole was a completely different kind of pleasure than fucking a pussy. Of course, for Michiko, it was nothing short of torture at first.
"Ow! It hurts! It hurts!!!"
My cock pierced her untrained ass, causing her to groan in pain as she clawed at the bedsheets. Even with all the lubrication, her ass was tighter than her pussy but just as soft, which was incredible.
"Ahh… It hurts… Stop."
As I pulled my cock back slightly, I noticed a trace of blood on it. But that was no problem at all; everything could be healed later. For now, I used Eros Touch to turn her pain into pleasure and started to thrust slowly while simultaneously stimulating her lust.
Gradually, her body grew hotter, and her ass started to loosen around me. What had started as a painful, uncomfortable stretch began to transform into a strange, tingling fullness for her.
"Mmm...! It doesn't hurt as much...but it's so strange...ah... Oh god..."
Soon, the initial pain faded completely, replaced by waves of pleasure that made her blush furiously as she buried her face in the pillow. Seeing this, I picked up the pace, and Michiko's lewd moans grew louder and more uninhibited.
Watching this sexy, once-pure MILF, now with tears of pleasure in her eyes as I fucked her ass from behind, a rush of satisfaction and conquest filled me.
After a few minutes of hard pumping, I couldn't hold back anymore and came deep inside her bowels.
"Ahhh...!!"
The feeling of ejaculating inside her ass was unlike anything else.
The same was true for Michiko. She was so overwhelmed she blushed furiously, and the sensation drove her into another orgasm, making her roll her eyes back with a mixture of shame and ecstasy.
Noticing her reaction, I reached around to cup her small, firm breasts, kneading them as I kept thrusting into her slippery ass nonstop.
Under such intensity that continued for hours as I had promised, she fainted seven times, only to be jolted awake again by the relentless stimulation. By the time I'd climaxed five more times, she was lying on the bed like a battered, boneless jellyfish.
Her belly looked swollen from all the cum I'd pumped into her.
Although I could've gone longer, seeing her bleeding ass and swollen, well-fucked pussy, I decided to stop for now. I called my secretary and ordered her to bring a few of my personal female doctors to give Michiko some treatment.
'After all, it will be bad if I break my little precious MILF on the first day.'
Of course, before leaving, I didn't forget to take a hot selfie with the ruined MILF in the background. For a final touch, I shoved a string of anal beads deep into her ass and cranked the Eros Touch to max, ensuring her unconscious body would be wracked with pleasure even as she "slept."
Once done, I took a few bites of her soft flesh here and there, leaving my mark, then turned her onto her stomach and tucked her under the quilt like a broken doll.
Having been tossed and used so thoroughly by me, she'd probably need a full day of rest, which was perfect since I'd planned to visit Nobita's house tomorrow anyway.
Stepping out of the room, I glanced over and saw that Shizuka's bedroom door was closed. I didn't bother with her for the time being.
The opportune time to target her hadn't come yet.
Now, I was only eagerly looking forward to tomorrow, when I would begin training my dear MILF Slave No. 2 and have some fun with her.
'Hehe.'
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Author's Note:
This fanfic is completed on Patreon and Kofi, there you can read the full story right now.
https://ko-fi.com/shadowparadox
https://www.patreon.com/ShadowParadox
Be ahead of everyone. Come on, guys, show some support, so I can confidently write this story's prequel.