He Hurts Me 99 Times for His Young Assistant

I've been in love for six years, but my wedding has been called off 99 times by the man who claims to love me most, the mafia boss, Daniel Reed.

The first time is on a private island off the coast of Sorellia. He promises me a secret wedding. But an hour before the ceremony, he gets a call saying that his new assistant, Emily Jennings, has been taken by a rival family.

Without a word, he leaves me behind and sails off into the night.

The second time, we're standing at the altar, exchanging vows. His underboss then leans in and whispers, "Emily's in trouble."

Daniel tears off his boutonniere and walks out without looking back.

Emily has been kidnapped again—this time, near the border district.

He leads an armed raid that very night while I'm left behind, becoming the laughingstock in the mafia's VIP lounges.

No matter when I schedule the wedding, Emily always ends up in danger. And Daniel always runs to her without hesitation.

Eventually, I realize I will never win against the reckless Gen Z assistant who constantly drags him into chaos.

After the 99th cancellation, I decide to break up with him and disappear from Valemont.

I move out overnight, erase every trace of myself, leaving nothing behind.

But I never expect him to go completely mad. He shuts down the ports, searches every villa, and unleashes his entire family's intelligence network just to find me.

His eyes burn red like a wild animal on the edge of collapse.

"Elara," he growls, "just give me one more chance."

It was the 99th wedding I had planned with the mafia boss, Daniel Reed.

The venue was a private yacht anchored just off the coast of Valemont Harbor. A custom white carpet stretched across the rear deck, and in the distance, the Statue of Concord stood quietly over the golden sea.

This time, I didn't send out invitations. I didn't ask a single friend to come.

Only a few close family members attended, treating it more like a routine gathering than a wedding ceremony.

Just a few days earlier, I had been ambushed during a family meeting by Daniel's longtime enemy. I escaped alone, twisting my ankle in the process.

It was still swollen, so I couldn't wear my heels. Still, I pushed through the pain and confirmed the final vow sequence with the bishop.

Daniel didn't seem to care at all. His face stayed blank, and I couldn't see even the slightest concern in his eyes, for me or the wedding.

During the pre-ceremony break, he didn't come to the bridal suite. He didn't even glance at my injured foot.

He stayed in the VIP lounge on the main deck, crouched down, placing a bandage on his Gen Z assistant, Emily Jennings.

She had scraped her toe on the way there.

He held her foot in his hands and gently blew on the wound, as if calming a startled animal.

From across the deck, my