My very first flight sim was the first Personal Computer flight sim ever written. Sublogic FS1 for the TRS-80 back in 1980. Ok, really the version released for the Apple II was the first. The TRS-80 version was released a few months after that. Still that's almost 30 years of flight siming and I've bought most of the flight sims produced for the PC ever since.
The first ED sim I bought was either Flanker 1.5 or 2.0 (Can't really remember). I also bought LOMAC and that's the one (of the ED sims) I've played the most. My favorite all time Sims were Falcon 3.0, Falcon 4.0 (and F4AF).