Oof 8/10. I started out with a combination of FS2002 and XP7, then soon moved to FS2004 (ahem, FS9) upon its release. I lived in Indonesia at the time, so I waited a full month (which felt like an eternity for an over-eager kid) for a family friend to pick up a copy in the US, then bring it with them to where we were.
Of course though, the family computer was a potato and my first run on FS9 (DC-3 over Meigs) was less simulation and more slide show. I would continue using FS9 till 2013 when I finally moved to FSX, but shortly afterwards moved on to P3D2 upon its release.
Really miss the C208 amphibian though. I still can’t believe nobody has come up with a replacement addon for that to this day. I just might start learning 3dsMax out of spite. 