Dartpaw86: I just realized that my library had it set to all compatibilites. Setting it to Windows 10 only (My OS) a bunch of games were removed, yet... one of which was Riven. But I have previously played Riven on Windows 10 and it worked perfectly fine.
So should I take this with a grain of salt and install my entire library regardless?
Ixamyakxim: If I were going to BUY it and it wasn't "officially supported" I'd ask around. If I already owned it and it wasn't "officially supported" I'd fire that bad boy up and see if that horse can run! ;)
Because like you found out, who knows! I'm sure GoG errs on the side of caution - if they have a checklist of 10 things they want to see in a game to call it "Officially Supported" for System X, and it only meets 9 of those but runs fine 6 or 7 times out of ten it isn't supported. But like I said, if I already owned it there's no harm in giving it a shot.
Though to be honest, I'm now a little paranoid of which will work and which won't. I'm not too scared of older games. But Sam and Max Season 1, when I was playing on Window 7, had a TERRIFYING glitch during the end credits, (despite supported). Yet Sam and Max Seasons 1 and 3 are supported with X but Season 2 isn't. If the non-compatibility makes it prone to tons of creepy glitches I'm honestly too scared to even load it.
Then there's the possibility of said games damaging my harddrive if not compatible. I'm not sure if that's worth the risk.