[Football] I Bought Milan After the Simulator Crashed

One day, you got a simulator.

The good news: You found a bug, and your assets and background stats became infinite.

The bad news: Your actions triggered a System error, and the timeline broke.

So in the new round, you’ll randomly bounce around a scrambled timeline from 2003 to 2018.

You: ?

You, again: .

Whatever. I’m already here, so I might as well make the best of it (looks away).

With an easygoing attitude, you started up the simulator.

Round One: You arrived in 2008. After going on a massive shopping spree around the world (in places like the United States and the Middle East), you turned your attention to Milan. You wanted to buy a football club, but your offer was politely rejected.

Round Two: You arrived in 2003. You were still throwing money around the world like crazy when you ran into Roman Abramovich, who was doing the same thing. You hit it off and were both very interested in buying a football club. Unfortunately, your bid for Milan was a total failure.

Round Three: You arrived in 2009. Since you were already there, you started your usual global shopping spree and kept making offers for Milan, never giving up. You were mentally prepared to fail. You… you actually succeeded.

Round Four: …

Content warnings:

1. The story mixes second- and third-person perspectives. The author's writing isn't great, so it's all made up as I go. Feel free to point out any errors or omissions. This is a Mao Mi fan's ultimate fantasy, so let me have my moment.

2. No promises about updates or story quality. I'll write whatever comes to mind. This was originally part of a short-story collection on another site, but I decided to post it separately. Comments that try to start arguments will be deleted.

Theme: Making up for regrets