I'd have to go with:
Oblivion
Bioshock
What about you?
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Battlefield. First game was Bad Company 1 and I had no freakin clue as to what I was doing. Played Battlefield 3 and I had somewhat of a clue as to what I was doing but I was still a noob. Learned really quickly the ins and outs of BF3 (and mind you I played on the 360 version) and now I extremely look forward to BF4 on Xbox One here in a couple of days. Other than that though I would have to say Grand Theft Auto... I started off playing Vice City, which was ok, but overall I disliked it. Then I played about an hours worth of San Andreas and I hated it very much. Finally I was convinced to get GTA 5 and it was an absolutely amazing game. I've already sold it back to Gamestop but only because I 100%'d the game and I got to like level 60 in the GTA Online.