50. Grand Theft Auto: Vice City (PS2)
When it's at its best, GTA is a fantastic franchise, and this was one of the finer moments in the series. Rockstar might as well have called it GTA: 80's, because the game is packed full of pop culture references from the period, including multiple references to Miami Vice and Scarface.
My 49th game is the second game in a fairly well regarded series with just a handful of entries, that originated in the mid-late 90's.