Ulfhedjinn: My gaming obsession is re-rolling. I can't play stat-based games without compulsively re-rolling my character over and over again for some reason. Even in MMOs it's rare for me to reach higher levels without re-rolling. ):
Space 1889 and Megatraveller 1 & 2
I think you'd enjoy the char creation there. Those three games I really enjoyed creating my chars. Those are also 3 games I home come to GIG.
As for my obsession... I don't think I really have one. I play too many different types of games to really focus on one game. I like FPS (Crysis, Call of Duty), RTS (although its my less played genre), MMOs (UO and waiting for Darkfall), strategy (Civ series), soccer manager (Soccer, by Wizard Games is my favorite), trading (Merchant Prince II), hell I eve play a lot of Solitaire.
Maybe my obsession is reading, I've been pretty much nonstop reading since I was in elementary school. I used to read 5 books a week, now its down to about 2. Mostly military based, sci-fi, fantasy, historical fiction, nautical fiction, stuff like that.