After Resetting Countless Times, I Became a Cross-Dressing Icon in Mihua Town

[Recommended Pre-Order: After Cosplaying as Tomie, I Became a Professional Victim] -> Wait, how did you die again? Kurokawa Kaoru, former mafia boss, on his nth life, had finally gotten the life he'd always dreamed of: a henpecked father, a mother who doted on her "daughter," a normal school life, and a broken version of himself. It was all just about perfect... Except it totally wasn't! Kurokawa Kaoru swore to heaven that he really didn't have a cross-dressing fetish, so he decided to run away from home. Important detail: He was wearing the pink lace Lolita dress his mother had lovingly prepared for him. He never expected to run into a classmate on the way, then get caught up in a roller-coaster murder case. After witnessing the famous scene of a silver-haired mafioso turning into a little kid (?), he looked at the man drawing a Beretta M92F and gave a dry laugh. Kurokawa Kaoru: "...Actually, I'm in the same line of work as you. Believe me?" Silver-haired mafioso (pulling the trigger): "Go to hell and say that!" Some Miya setter just passing by: "So why am I here???" * One day in his nth life, when Kurokawa Kaoru's father held a gun to his head and asked why he wouldn't take over the family mafia business, Kurokawa Kaoru finally snapped. Kurokawa Kaoru: Let me ask you this. Look in my eyes and tell me. You worked your tail off as a mafioso, clinging to the Vongola's coattails until you made your family the foremost among their allied families. But because you were their ally, you had to experience being blown up on a plane, thrown into a shark tank and bitten to death, and shot to death in a hail of bullets...among countless other ways to die. Would you still do the job? Answer me! (At the top of his lungs!) Hearing the click of a gun being cocked, Kurokawa Kaoru used every trick he'd ever learned to squeeze out what he considered his most coy smile. "I'm sorry, Father. Instead of fighting and killing, I prefer wearing dresses and drinking coffee!" Father: ? His mother, who had appeared from who-knows-where: "So I've gained a daughter without the pain of childbirth, right? Don't worry, Mom will buy you the most expensive dresses and teach you to become the world's finest lady." Kurokawa Kaoru: ? From that moment on, Father never got a word in edgewise in that house again. [Bonus Scene] After putting on white lace stockings, gently stroking his waist-length hair, and picking up a pink embroidered parasol barely thirty centimeters in diameter, Kurokawa Kaoru elegantly left home and stepped onto a peaceful street where nothing would suddenly explode and no naked man would come charging at him shouting "Vongola." A yawning boy came toward him, wearing the Inarizaki volleyball team's uniform, with brown hair and a steamed bun in his mouth. Some Miya setter: "Are you... Kurokawa Kaoru?" Kurokawa Kaoru: I'm your dad (crossed out). Still Kurokawa Kaoru, but in a cutesy voice: "Hehehehehe... You must have mistaken me for someone else!" As he said this, Kurokawa Kaoru turned away and picked up the phone. "Uncle X, could you help me kill someone? I'm waiting online. It's urgent." Some Miya setter: "So you really are Kurokawa... Mmph!" (Mouth covered.) Passing classmate: "Why don't you shut up? Do you have a death wish?" Some Miya setter: ? [A Few Friendly Reminders] 1. The pairing is with a Miya setter. No secondary pairings. 2. Our Kurokawa Kaoru really doesn't have a cross-dressing fetish. I'm the one who insists on making him do it! (Very loudly!) 3. No character bashing. Please discuss the story in a friendly manner. 4. Let's all enjoy reading this story! 5. The cover was commissioned for private commercial use. Theme: Don't be pessimistic. Keep hope alive.