The Cheeky Little Sister's Challenge
"Wait!"
Sophia, her top already stripped off and her face flushed with eager anticipation, thrust her palm toward me as I approached the spot where my little sister sat. I wasn't some damn dog, but I stopped anyway. There was no telling how she'd react if I ignored her and kept walking, and I had zero interest in being skewered on one of those vicious ice spears I'd seen her conjure in the training hall.
"What now? Got another problem?"
"The victory condition is making the other person climax, correct?"
"That's right. Any method you want."
Sophia chewed on her lower lip, clearly deep in thought. Then, as if a realization had struck her, she spoke in a rush. The desperate look on her face was just the cherry on top.
"Then... that means I don't necessarily have to let that thing inside me, right?"
"That thing? You mean my cock?"
"Damn it, yes, your cock. So, am I wrong?"
Even as she fired the question back at me, I could see the fierce determination in her eyes—the desperate attempt to safeguard her virginity.
I toyed with the gold coin in my hand and answered, "If you take the first move and manage to make me climax five times in a row, then yeah, you could pull it off without penetration."
Of course, the odds of that happening were smaller than a flea's ass. The overwhelming gap in combat ability between Sophia and me was matched by an even larger gap in sexual experience. She could barely bring herself to put a dick in her mouth without blushing. How the hell was she supposed to make me cum?
Still, even if it was a faint hope, it seemed to give her some mental comfort. Her expression relaxed a little as she glanced at the gold coin in my hand.
"Fine. Then toss it."
"You pick, Sophia. Heads or tails?"
The currency of the Regian Empire featured all sorts of designs—from the Emperor's face to portraits of the Goddess Elysia. I still had no idea how they knew what the goddess looked like well enough to draw her, but that was beside the point.
For deciding who got the first move in our little coin toss, one side of the gold coin bore the lion that symbolized the Empire. The other side showed a map of the entire realm. I remembered being genuinely impressed by how detailed the engraving was the first time I saw one after possessing this body.
"I'll take the lion."
"Got it. Here we go."
I flicked my thumb. The coin spun rapidly as it soared into the air, climbing about three heads higher than me before pausing at its peak and falling back down. I caught it in my palm with the same spinning motion, then quickly covered it with my other hand.
Sophia watched the entire coin toss—the one that would decide her fate—in complete silence, not even blinking once during those short two seconds.
She let out a small sigh. "Hurry up and move your hand, Arwen."
When I carefully lifted my hand, Sophia let out a short cheer.
"M-map! That means I win, right?"
The gold coin resting on my palm sparkled under the glow of the luminous stone lamp, especially the raised portions of the map.
"You look really happy, Sophia. Seeing my little sister so thrilled at the chance to serve her big brother makes me happy too."
Sophia shot back at my provocation with a confident smirk. "Keep talking your nonsense. Whatever. You won't even get a chance to attack."
I almost asked her how someone with zero experience with men thought she could make me cum, but I swallowed the words. Win or lose, I was far more interested in experiencing whatever kind of service this proud girl had prepared for me.
What would Sophia choose? The safe but effective option of her mouth? Those hands that had spent years gripping a sword hilt and building muscle? Those watermelon-sized breasts full of soft fat? Or maybe she'd rub my cock against those attractive eleven-pack abs of hers?
I pointed at the clock on the table. "You have ten minutes. Try to satisfy me in that time."
"Whether you get satisfied or not is completely irrelevant to me."
"If I'm not satisfied, there won't be a climax either, you know?"
"Stop nitpicking and sit over here. Take that thing out already."
"Yes, yes. As you wish."
Let's see how long that confidence lasts.
Following Sophia's instructions, I pulled out my cock and sat down in front of her. The position felt strangely familiar—then I realized it was the same one Melina had used when she teased my dick with her tiny feet.
Footjob? Not sure if that's a good choice.
As expected, Sophia pressed her foot against my limp cock. The sole was slightly damp and warm, probably from sweating during her long walk here.
"Hurry up and get that filthy cock rock hard."
With those degrading words directed at her older brother's manhood, Sophia began wiggling her toes, stimulating me. She trapped the glans between her big and second toes, then rubbed the sensitive area where the shaft met my balls with her rough heel in slow, deliberate strokes.
She seemed to have learned a thing or two from somewhere. First Melina, now Sophia—was the student council full of girls who got excited about tormenting men with their feet? Or maybe it was because of their aversion to male genitalia that they instinctively chose the farthest part of their body.
At least the thicker skin on the soles would reduce some of that soft, sticky sensation. But my cock, which had tasted the ultimate pleasure with many women, wasn't going to be satisfied with such clumsy intentions. Blood refused to gather in my lower abdomen. I wasn't even half-hard yet.
Sophia couldn't hide her panic when my cock showed no real reaction despite her expectations. Her caresses gradually grew rougher until they were less like service and more like an ill-tempered child's angry kicking.
I gave her my honest, cold assessment. "This is disappointing enough to make me regret getting my hopes up. It's nowhere near as good as what Cordelia showed me the other day."
"..."
The mouth that had been bragging so confidently before the match fell silent.
"Shouldn't you show a little more sincerity? If your technique is lacking, at least use your breasts. Keep in mind that your turn will be over soon."
Less than five minutes remained of Sophia's time. After checking the clock, she quietly reached behind her back. With a soft click, the white fabric covering her chest slid helplessly onto the bed. Her unsupported breasts swayed heavily.
Sophia wrapped one arm tightly around them, trying to hide her nipples as much as possible, but she couldn't completely cover the pink flesh spilling over her pale breasts. Seeing my arrogant little sister reluctantly bare her chest with that resentful expression finally got a reaction from my cock.
Sophia didn't miss the slight hardening and desperately rubbed her feet against her brother's manhood, but her skill was still far from enough to make me cum. I kindly suggested she might as well sandwich it between those pretty breasts, but she only snapped back irritably that I was being noisy.
In the end, the remaining five minutes flowed by meaninglessly, like dirty water disappearing down a drain after rain. I checked the time and announced the end in a cheerful voice.
"Well, time's up~ Now it's my turn, isn't it?"
"A-already?"
While Sophia turned her head in disbelief to check the clock, I sprang to my feet and approached her. When she saw her older brother standing before her with his heavy cock swinging, her face turned deathly pale—completely unlike her usual self.
"No, if something that big goes in, it'll definitely tear—"
"Don't worry. I have no intention of turning my little sister's one and only precious virginity into a painful memory."
"Don't act gentle when you're just a horny beast... W-wait!"
Before Sophia could clamp her legs shut, I buried my face between her thighs. Then I grabbed her panties and yanked them down hard. She tried to resist by pressing her ass firmly into the mattress to keep her precious pussy hidden, but—
"You can't break the rules just because you're embarrassed. It's my turn to attack now. Don't interfere, Sophia."
"Why do I have to end up like this..."
Unable to argue, Sophia muttered a resentful sigh and obediently lifted her hips. Thanks to that, her plain underwear slid down easily and caught around her ankles.
With my face buried in her crotch, I looked straight into her eyes. A not-unpleasant scent of flesh tickled my nose.
"This is your first time having a man go down on you too, isn't it, Sophia?"
She turned her head slightly, avoiding my gaze. "Yes... At least I never imagined I'd end up like this with you, Arwen."
"Don't worry. Cordelia was embarrassed at first too, but later she started begging me to lick her. Since you're sisters, maybe your sexual preferences are similar?"
"S-shut up. From now on, it's exactly ten minutes. After ten minutes, it's my turn again... Haaah?!"
Sorry, Sophia, but you'll never get another chance to attack.
"Mmmph, putting it in without warning, what the— Hngh!"
Sophia's complaint was erased by her own moan. My tongue had conquered the secret hole of Sophia Reinhardt—the one no man at the Academy could approach, the object of admiration for countless students.
Her vaginal entrance tightened around the intruder as if trying to identify it. The stimulation was so intense I wondered if she'd been training her inner muscles the same way she trained her arms. The twitching hole gripped my tongue so fiercely it felt like I was kissing Sophia.
Instead of saliva, her love juices flowed thickly from the lewd kiss between my tongue and her pussy. The obscene wet sounds of my tongue and my little sister's hole filled both my ears as I remained buried between her thighs.
At the same time, I ran both hands along her legs to concentrate the stimulation in one spot on her groin—slowly moving from her calves to her thighs, then to the inside of her pelvis. I could feel her foster sister's crotch twitching faintly against my skin.
Sophia cried out in a voice close to a scream. "Haaahng♡ Did you use some suspicious drug? Inside me... it's..."
I took over her words in a relaxed, understanding tone. "Your lower belly feels like it's on fire? That's the sign right before a woman climaxes. It's okay, don't hold back. Just accept it. It'll feel better if you do."
"No, nooo! It's so squishy! It's completely different from when I do it alooone!"
Whether she lacked the strength to push me away or not, Sophia wailed in a desperate voice even as she failed to shove aside the brother who was tormenting her with his tongue. Or perhaps she simply chose not to push me away. Doing so here would mean admitting her own defeat.
Her resolve regarding this match was admirable, but as with everything in this world, resolve alone wasn't enough to solve everything. Eventually, the moment of scoring arrived for Sophia as well.
"How about it? Feels like you're getting close, doesn't it?"
"Mmmh♡ I-I don't knooow."
"Stop pretending. Your pussy is trembling this much."
"It's not trembling, what are you— Haaaaang?!"
Even Sophia, who had desperately denied the evidence of her pleasure, could no longer resist the oncoming climax. She let out an ugly moan as if her lower belly had been branded with a hot iron, her groin convulsing violently.
"Ughhhk♡ This can't be, me—getting like this from Arwen♡"
"Arwen? You're still calling me by name? Seems like you haven't grasped the situation yet."
I pulled my mouth away from Sophia's pussy, which was gushing love juice like squeezed fruit. Checking the time, I saw it had only been eight minutes. I hadn't even used up the full ten minutes of my attack turn.
"Looks like there's still time left?"
A successful point. Which meant it was still my turn to conquer Sophia.
"Haa... haa... J-just let me rest a little..."
The usual dignified Sophia had completely vanished, replaced by a girl begging in a pitiful voice. But—
"There's no way I'm letting you rest. Spread your legs already. We're starting right away."