The Archmage's Loophole
Ted grabbed Eileen by the waist and spun her around.
When he pressed down lightly on her lower back, urging her to bend over, she complied submissively, offering no resistance at all.
She had reached a point where she would quietly submit, no matter how he chose to handle her body.
Eileen is really starting to get trained, Ted thought with a smirk.
Ted slipped his hand between her thighs, forcing her legs apart, and began to rub her pussy right over her puppy-patterned panties.
"Is it really alright if I soak the panties you just put on?" Ted teased.
"Do whatever you want with me...♥ Honestly, I'm starting to think that no matter what you do to me, I'll love it...♥"
She's been wonderfully trained in such a short amount of time, Ted thought.
Ted rubbed her pussy a bit harder, molding the fabric to define a lewd, highly erotic cameltoe outline over her panties.
However, the band-aid stuck over her vulva prevented the crease from defining too deeply.
"This band-aid is getting in the way. Can I take it off?"
"Ah, wait! I only put that on so your semen wouldn't leak out... but I guess it can't be helped."
Eileen reached out her hand and cast a spell silently, without even chanting. She wasn't called an archmage for nothing.
"Now, you can take the band-aid off...♥ I've cast a barrier that specifically prevents your semen from leaking past my hymen."
"Hahaha! A barrier designed solely to trap semen inside your pussy? That is incredibly lewd. I love it."
Riiip!
Ted slipped his hand inside Eileen's panties and peeled the band-aid right off her pussy.
"Ah! You're so rough...♥"
He then stroked her pussy over her panties again, recreating the tantalizing cameltoe look he had seen on her earlier that day.
Molding that lewd sight with his own hands made him incredibly aroused.
Just a little while ago, I couldn't have even dreamed that I'd be able to make Eileen mine like this.
Eileen herself had acknowledged that she was his secret girlfriend and told him he could touch her body as much as he wanted.
For all intents and purposes, he had completely conquered the legendary archmage hero.
Right now, I've claimed her unofficially... but one day, I will definitely make her mine in the eyes of the world.
Once he achieved enough renown to be recognized by her prestigious family, he would be able to openly claim her as his own. Ted had just found himself a brand-new goal.
A new ambition had taken root in his heart.
Rub, rub, stroke, stroke.
"Mnh...♥"
As he continued to rub her pussy through the fabric, Eileen's excitement reached a fever pitch.
A lewd, dark wet spot began to spread over the cameltoe of her puppy-patterned panties.
"Eileen, every time your pussy gets wet, it gives off such a lewd, delicious scent."
"I-I'm so embarrassed... Does it... smell weird?"
"It's the absolute best. I want to breathe it in for the rest of my life."
Inhaaaale!
"Kya!"
Ted buried his face deep into Eileen's crotch, taking a massive, deep sniff of her scent.
Eileen instinctively tried to squeeze her thighs together in embarrassment, but she quickly forced them wide open again, letting Ted do exactly as he pleased.
"I-I'm glad... you like the smell of my pussy..."
Eileen's face flushed a brilliant crimson.
No matter what wild things they had already done, she still couldn't get used to a man burying his face so shamelessly into her most intimate parts.
"Now then, shall we officially claim your new 'first time'?"
Ted pinched the fabric of her panties right over her labia majora.
Just as he had done earlier that day, he pulled the fabric to the side, completely exposing her pussy and her tight little anus.
"Huh? You're not taking my panties off?"
"I actually prefer pulling them to the side rather than taking them off entirely."
"What a unique fetish... Well, if that's what you like, I don't mind..."
Eileen was so docile now that it was hard to believe she was the same proud woman who had looked down on him and tried to bully him just hours ago.
She was utterly head over heels for Ted—or more specifically, completely addicted to his massive cock.
Slide.
Ted began to rub his robust, massive Neo Armstrong Dick over Eileen's exposed pussy.
Since she was already soaking wet, his shaft slid easily against her flesh, pushing deep inside her pussy and knocking right against her hymen.
"Huh?! You're... you're going to put it in?"
Eileen began to panic, her body tensing up. Even though she had pleaded with him so much, was he really going to break her hymen after all?
"Yeah, I'm putting it in."
"I-Is that... really your decision?"
"That's right. It's my decision."
Ted wore a mischievous, sadistic smirk.
"Now, I'm taking your first time!"
"Ah! Ah, no, I really can't! I don't want to lose you over a moment of fleeting pleasure...!"
The moment Eileen let out a panicked cry—
Squish!
Ted's thick cockhead lightly tapped against Eileen's anus.
"...Ah!"
He had acted as if he was going to force his way into her pussy, but in reality, he was just coating his shaft with her abundant pussy juices to lubricate it for her anus.
"You tricked me! Wait, more importantly... you're going to put it in my butt?!"
"The only thing your family inspects is your hymen, right?" Ted chuckled, rubbing his cock against her puckered star.
As he teased her tight entrance, Eileen's arousal flared up again at an explosive rate.
"T-That's right... Yes! They only inspect the hymen... Why didn't I think of that?!"
If they only cared about the hymen, then her back door was completely fair game!
The moment she reached that conclusion, Eileen eagerly kicked off her panties and used both hands to pull her butt cheeks wide apart.
"Ted, you are a lewd genius...♥"
"Praising me like that only makes me want to shove my cock into your tight little asshole even faster, Eileen."
"Yes... please, take me...♥ Now that I know there's such a perfect loophole, I can't hold back anymore...♥"
Ted rubbed his thick head against her puckered rim a few more times, and then—
Press.
He aligned his cockhead perfectly with the center of her anus and began to slowly push inward, applying firm pressure.
"I-It feels so strange...♥"
It was completely different from when he had poked her with his finger earlier.
A shaft of a completely different dimension of thickness was stretching her tiny, virgin anus, forcing its way inside.
Since the resistance of her tight sphincter was much stronger than expected, Eileen pulled her butt cheeks even wider, desperate to accommodate his massive size.
Squeeeze.
Her tight ring stretched a fraction more, allowing the massive crown of his cockhead to slowly wedge itself inside.
"I knew it wouldn't be easy, but your asshole is even smaller and tighter than I thought, Eileen."
Ted pulled his cock back for a moment, and then—
Pop!
"Ah!"
He shoved his index finger deep into her tight anus first.
He began pumping his finger in and out, massaging the tight ring of muscle to loosen it up.
"Ngh...! Haah...! Ahhn~♥"
"Before I shove my massive cock inside, I need to train your tight little asshole a bit more, Eileen."
"Train...?"
Eileen reacted to the word, looking back at Ted through the mirror.
Oops. Did I offend her? Ted wondered.
Normally, a proud archmage would be furious to hear someone talk about "training" her like an animal.
But...
"...A man training me to be his lewd little pet... I couldn't have even imagined this a few hours ago...♥"
Eileen squeezed her anus and pussy even tighter, clearly getting incredibly aroused by the dirty talk.
Thank goodness she's such a shameless nympho! Ted thought, relieved.
Reassured, Ted continued to pump his finger inside her, stretching and massaging her tight ring to prep her for the main event.
And then—
Pop!
"Haaahn~!!"
He suddenly slipped a second finger inside her tight rear.
Her sphincter had loosened just enough to accommodate two fingers at once.
Thanks to her magical scent, even her anus gave off a sweet, incredibly lewd fragrance.
A place that should normally be dirty was emitting such a heavenly scent. Her body truly seemed designed solely for degenerate pleasure.
She was a breathtaking beauty with a perfect body, a lovely voice, immense talent, and a prestigious lineage—yet she was completely submitting her lewd flesh to him.
There was absolutely no way he could stay calm under these circumstances.
"Eileen, your asshole is incredibly elastic. It's stretching so easily."
Highly aroused, Ted slowly spread his two fingers apart inside her rim.
Streeetch—
Her tight ring stretched like soft rubber, gradually exposing the pink, lewd depths of her anal canal.
"Heeut...♥ My... my asshole is being stretched open by a man...♥"
Eileen's breathing grew ragged as her excitement peaked.
"Have you ever played with your butt before?" Ted asked.
"Y-You're asking something so embarrassing! You're the first person to ever put anything in there...! And the first to ever look inside...♥"
"Then you're just naturally gifted. It stretches so beautifully."
"Do you... like my body...?"
"Yeah. It's the most delicious, lewd body in the world, Eileen."
It clamped down tightly, yet stretched with perfect elasticity. Her butt was practically custom-made for anal sex.
"With this, shoving my cock should be too hard."
Ted aligned his massive cockhead with her stretched opening once more.
He pushed the head halfway in, slipping his fingers out as he did.
Slide!!
"Ah!"
Eileen let out a sharp gasp as she felt the thick crown wedge itself firmly into her tight rear.
The head was finally inside.
"Now, let's get the rest of the shaft lubricated."
Ted began to rub his palm vigorously against her soaking wet pussy.
"Heeung...♥"
Her sweet, sticky love juices coated his entire hand.
"You've produced so much high-quality lubricant, Eileen."
He slathered the juices all over his thick shaft, coating it evenly.
"Now, let's begin in earnest."
Thrust!
In one smooth, powerful motion, Ted buried his massive cock all the way to the hilt inside Eileen's tight anus.
"Heeeeeung~!!!"
Eileen's back arched like a bow, her entire body trembling violently.
At that exact moment—
Realizing for the first time in her life that a man's thick shaft had penetrated deep inside her body, Eileen was hit by an overwhelming orgasm, causing her to violently squirt from her urethra.
Squirrrt!! Squirt! Squirrrrt!!!
Judging by the sheer volume of fluid spraying everywhere, she was undoubtedly more aroused than she had ever been in her entire life.
"A... a cock is inside me for the very first time...♥"
Eileen stared at Ted through the mirror, her face flushed with pure ecstasy.
"With this... you've really become my man...♥ I'm going to make you my husband...♥ I won't ever let you go... Even if I have to spend the rest of my life running away from my family... I will definitely become your wife...♥"
Now that she had felt his massive, delicious cock deep inside her, she would never be able to think of another man for the rest of her life.
No matter how legendary of a hero she was, in front of Ted's Mega Armstrong Cannon, she was nothing more than a lewd, helpless female begging for more.
"Ted...♥ I love you...♥ I love your cock so much...♥"
With his thick shaft filling her up, Eileen's mind and heart were completely dominated by Ted once again.
To feel intense ecstasy rather than pain during her very first time having anal sex—Eileen's body was truly a masterpiece of pure, unadulterated degeneracy.
"Is that a promise? Even if you don't get pregnant, you'll still be my wife?"
"Yes, I will...♥ Even if you try to reject me, I'll force you to marry me♥ Once a woman tastes such a magnificent cock, she can never look at another man again♥ I want to throw everything away and just spend my days worshiping your dick...♥"
"Haha, Eileen, you really lose all rational thought when you're aroused."
"This is all your cock's fault...♥ You have to take responsibility for me...♥"
Eileen gently swayed her hips, grinding her tight rear against his shaft.
The friction sent a wave of intense, tight pleasure straight to his core.
"In that case, we need a ring to seal our vow."
"Ah... but I don't have a ring on me right now..."
"What are you talking about? There's a perfect ring right here on your body."
Ted reached down and toyed with her wet vulva.
"N-No way...♥"
"Oh, yes way."
With those words—
Slide.
Ted gently slid his left ring finger into the tiny opening of her intact hymen.
"Ahhn~♥"
The tight membrane wrapped snugly around his ring finger like a custom-fit band, squeezing it tightly.
"Using my hymen as an engagement ring... I've never heard of anything so twisted, you absolute pervert...♥"
"Thanks for the compliment."
Eileen slowly arched her back and tilted her head up.
Ted leaned over and captured her lips, pulling her into a deep, passionate kiss.
His cock was buried deep in her anus, his left ring finger was wearing her hymen like a ring, and his right hand was vigorously kneading her breast.
"I want to do our engagement properly once I've officially won you. For now, let's just make a private vow, Eileen."
"Yes...♥ I'll do whatever you say...♥"
When pushed to her absolute limits of arousal, Eileen became as obedient as a perfectly trained pet.
"Will you be my woman for the rest of your life?"
"Yes...♥ I'll give you my everything... I'll be Ted's woman forever...♥"
She was so overwhelmed with pleasure that she readily offered up her entire existence. Ted hadn't expected her to surrender so completely, and he couldn't contain his joy.
I've really done it. I've completely conquered my very first hero.
A surge of raw excitement rushed through him. Ted began to knead her breasts roughly, while his finger pumped her hymen with exquisite precision, careful not to tear the delicate membrane.
At the same time, he accelerated his thrusts inside her tight rear, beginning a relentless, heavy anal pounding.
Squish! Squish!
"Ngh! Haah, haahn~♥"
The sensation of having both her virgin hymen and her tight anus stimulated simultaneously was a bizarre, overwhelming pleasure beyond description.
The thrilling fear that her hymen might tear with a single wrong move, combined with the sheer ecstasy of having both her forbidden holes violated, drove Eileen's mind and body into a state of pure madness.
Squish! Squish! Plack! Plack!
The rhythm grew faster and more frantic, until—
Pop!
For safety's sake, Ted slipped his finger out of her hymen and gripped her slender waist with both hands.
And then—
Whoosh!
Using nothing but his raw physical strength, he lifted Eileen completely off the ground. Treating her like a living sex toy, he began to bounce her up and down on his shaft, executing a brutal Lift-and-Carry Anal.
"Ah! This strength is insane...! You're bouncing me like a cheap sex toy! I love it... I love it so much...♥"
Ted bounced her body up and down on his rigid cock, picking up a ferocious speed.
"Eileen, you're so damn hot, I'm about to blow!"
"Yes! Do it! Fill my asshole to the brim with your warm cum!!"
Spurrrrt!!
Ted finally let loose, shooting thick ropes of hot semen deep inside her virgin anus.
Following his vaginal creampie earlier, he had now successfully claimed her back door as well.
"Heeeeeut...♥"
Feeling the hot, thick torrent of semen flooding her anal canal, Eileen was pushed over the edge into another screaming climax.
Squirt! Squirrrt!!
Once again, a fountain of lewd fluid sprayed wildly from her urethra.
Eileen looked down at her dripping, twitching urethra, and a sudden, wicked realization dawned on her.
"...♥"
She looked up at Ted, her voice dripping with sweet, seductive temptation.
"Ted...♥ There are still other holes of mine that have never been filled...♥"
"Come to think of it, I haven't cum inside your mouth yet. Of course I have to take care of that."
"Ah...♥ We did stop halfway with my mouth. But that's not the hole I was talking about...♥"
Pop.
When Ted gently lowered her back to the floor, she reached back and slowly slid his slick shaft out of her anus.
She spun around to face him, her eyes heavy with lust.
"Look, Ted...♥ Two of my virgin holes are still waiting for your warm cum...♥ Won't you fill them both to the brim...♥"
With one hand, she pulled her lips open to show her pink tongue, and with her other hand, she parted her thighs to expose her tiny, twitching urethral opening, inviting him to corrupt her completely.