As long as its the game of the year edition of Oblivion, Id go with that. IMO you have much more to do, and it'll keep you busy for a longer period of time. Yes i know that The Orange Box has 5 games, but those games eventually end (excluding TF2.) But Oblivion has been one of my favorite games since it came out, theres just SO much to do.
My vote goes to Oblivion (as long as its GOTY edition)
I've got oblivion GOTY i had a tough desicision beetween a few games just like you but could only choose one. im happy with oblivion already played 40+ since xmas and i cant get enough of it. but if you are not a hardcore gamer get orange box or something else oblivion is something you will spend many many hours playing and if your not a hardcore gamer you will never get into it.
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