[Western Crossover] Stark's Love Life

This is probably a story about how a Stark wins back the person he loves.

Someone who truly loves you won't flirt with you. They'll just cherish you carefully, no matter how good they are at flirting.

Annie had loved that person for a very, very long time, so long that even he couldn't remember just how long.

But Annie died while flying to rescue him. Annie got the chance to make a contract with an entity. It brought him back to life, and once the contract was fulfilled, he would have to give up his body.

Once, twice, three times, and more. He kept dying, kept watching the person he loved get into danger, and kept watching him fall in love with someone else.

Annie gave a weary smile. "Is this the last time?"

"Yes. Good luck, Annie."

"Thank you."

On the other side, Tony looked at this unfamiliar child. Wait, I remember Annie Stark as a perfectly normal kid, not this withdrawn, expressionless, slow-witted guy.

He looked like a world-weary old man who had given up on life.

The pursuer is the rich, handsome Stark, reborn in the first life.

The love interest is an autistic Stark who has gone through countless cycles.

They're not brothers and aren't related by blood. It's probably sweet with shards of glass mixed in. I'll try to make it both angsty and sweet.