FlyGuy

This, in 2007, was FlyGuy by Trevor van Meter.
Maybe it's a bit pretentious to list it under Visual Art; after all, it was just a Flash animation of a guy with the look of an office worker who flew under your control (you simply guided him with the indicators) and encountered people and objects with whom he sometimes interacted.
But it was so fairy-tale-like, naïve, and surprising that it was worth losing yourself in for a while. of time.
After all, a winged armchair offering you tea, a guru sitting on a cloud with a different maxim every time, and a flying photocopier aren't things you see every day.
The background music was banal but delightful, and the UFO found flying very high up (where the sky becomes black and starry) was a surprising gag.

It died, along with Flash, in 2001. Now it's on YouTube with a commentary track, but it's no longer controllable, or on the usual Internet Archive, where it works entirely via a Flash emulator.

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