Started my first flight sim in 1982, - psion flight simulater on a Sinclair ZX81.
I later modded it to be a blind-flying bombing simulator.
First time H2H was in 1984, 2xSinclair Spectrums and a programme called Delta Wing. Hacked into it to work with a microdrive to load, so you could start the game on both computers in just 13 seconds. Modem was calld RS232.
First time online properly was MS-CFS Warbirds, then Airwarrior, then Dawn of Aces, then AH. That was in 2000.
Tried some other stuff later, noteably Il-2, but got stuck with AH. The best