For me it's Caves of Qud. I love roguelikes and games with impenetrable control schemes and UIs. Took me a long long time to get the hang of Dwarf Fortress, but once I did I fell in love. But of course, I was younger then, and had much more time available.
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oblivion, ive put 400 hours into skyrim and only done 1/3 of it. This fills me with for starting another timesink like Oblivion.
X3 rebirth, I own it, but again its such a timesink I havent yet started it.
Look up min-max guides for Oblivion before you dive in. The leveling system is bad. You want your major attributes to be stats you don't use regularly. You can accidentally level too quickly and not have enough points to keep up with the world scaling.
You can try Nehrim for Oblivion and Shadow of Enderal for Skyrim if you are bored. Games designed by Sure AI that require Oblivion/Skyrim but in a new world with a very good story and different leveling systems. You can find them on Steam. I'm currently going thru Nehrim and is good but suffers from that Oblivion leveling, is a bit better in my opinion then in Oblivion but still a pain.