What to Watch After City Hunter ’91?

I just finished watching the last episode of City Hunter’s 4th season (City Hunter ’91). Believing it to be the “true” finale of the series, I was a bit crushed when I didn’t even get a happy ending between Ryo and Kaori. Fortunately (or unfortunately), I realized that there are several movies. After reading some posts here on Reddit, I’ve seen some debate about the best order to watch them, even mixing them in with different seasons of the series.

Now that I’ve reached the end of City Hunter ’91, I’d like to understand what actually comes next, so I can also pick up on the ongoing storyline—mainly the one between Ryo and Kaori.