Big_Boss: The Watchmaker, I have it on CD but never managed to finish it because the game crashed in a specific location. Always.
If you're talking about the gambling scene - disable sound for that one part (just before checking the bag), it should help.
Back on topic, GOG keeps spoiling me with their classic releases - first SS2, then Omikron and now Undying. Many of my all-time favourites (Planescape, Sanitarium) are here. Some games I was curious about but never had a chance to play them before GOG (Realms of Haunting, Soulbringer, Omikron, Bioforge) are here.
I'd love to see 'I have no mouth and I must scream' on GOG.
Cthulu games (Shadow of the Comet, Prisoner of Ice, Dark corners of Earth) would be great additions to GOG catalogue.