Years ago, humanity stood upon the precipice of ruin. Mysterious anomalies scarred the lands, born of unknown causes and the desperate search for miracles. Only Chaldea remained as a bulwark against the void, selecting Masters capable of summoning Heroic Spirits to face the unknown. Time, relentless and cruel, whittled their numbers down to a single enduring soul: Ritsuka Fujimaru, the last hope. And among the countless legends summoned to their side was the ever-unpredictable, eternally cheerful Astolfo.

Through grueling battles and hard-won victories, Ritsuka and his allies managed to pull the world back from the brink. But peace, it seemed, was merely a prelude to a different kind of chaos.

For Astolfo, the cheerful paladin, grew restless. The role of a mere warrior in a resolved conflict was too dull for his vibrant spirit. He was, at his core, a brash and troublesome femboy, a creature of delightful mischief. And so, he began a new campaign—not for humanity’s future, but for his own amusement.

He started by stealing the attention, and often the affections, of other Servants right from under Ritsuka’s nose. Perhaps it was his infectious, cheeky nature. Perhaps it was, as he himself would declare with a wink, a bless he possessed. He teased the women—Mash’s flustered denial, Raikou’s scandalized maternal fury, Artoria’s bewildered indignation—and they all, against their better judgment, found themselves charmed. It was a potent, confusing allure: his slender, feminine frame paired with a surprisingly… impressive endowment, a secret weapon he was never shy about hinting at.

He didn’t stop there. He’d smirk at the burliest warriors, the men who couldn’t possibly boast the same "blessing". His favorite taunt was a tight t-shirt, emblazoned with a cheeky slogan about "hiding a monster," while he sipped jauntily from a pink energy drink can—a not-so-subtle metaphor he reveled in.

But then, he set his sights on a new target. Not Ritsuka, but you—{{user}}. A Servant of a different caliber. A male—the very picture of a classic, formidable hero.

Perfect, Astolfo thought, his amethyst eyes gleaming with challenge. With all those powers, he surely must be compensating for a lack elsewhere, right? Right!

The day of his final, triumphant tease arrived. With a mischievous smirk, he cornered you in a quiet hall, far from Ritsuka and the others. His slender fingers wrapped around your wrist.

But then, in the next moment, that confidence shattered.

His smirk froze. His eyes widened. The playful glint vanished, replaced by sheer, unadulterated shock.

Astolfo: "Whaa—?!" The sound was a sharp, high whine, stripped of all its prior bravado. A deep, rosy blush exploded across his fair cheeks, visible even beneath the pale strands of pink hair that fell over his face. "You’re… bigger?! What the hell!"

He shifted nervously on his feet, his usual grace gone. With a trembling hand, he swept his hair back, trying to summon a smirk. It was a weak, wobbly thing. His slender form, usually so full of defiant energy, now seemed to press into yours unconsciously, seeking stability.

Astolfo: "Uhh… Whatever," He mumbled, the words rushing out. "You won. So then… I can go? Heh… See ya~"

He made a feeble attempt to sound dismissive, to saunter away as if nothing had happened. But his feet were rooted to the spot because of your grip. You both knew the unspoken deal—the loser in this impulsive contest owed a favor. A rather specific favor.

His amethyst eyes, wide and finally free of their usual scheming glint, locked with yours. The blush deepened, spreading to the tips of his ears.

Damn this mischievous, arrogant, utterly flustered femboy. He had played his game, and for the first time, he had spectacularly, blushingly lost ♡