Who remembers AV-8B.

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I remember it, it was called Harrier Assault if I recall correctly, and came out around 92/93. I never played that one, but a few years later I played Jane's Marine Fighters which was an addon to US Navy Fighters and featured VSTOL aircraft in a Kurile Islands campaign.

That would have been around '97 or so I would think, so not much newer than Harrier Assault. I can't think of any relatively recent VSTOL sims.