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"Hey cousin, its Roman . . . Do you want to see a movie?"
I want to mow down pedestrians with my Ferrari.
What do either of these have to do with free roam in a game like GT5?
Free-roaming isn't what makes those games what they are; it's the sandbox elements attached to that free-roaming ability (despite there being obvious barriers in GTAIV, opened as you progress through the story - a classic "open-world" mechanic), the pseudo-functioning world built to accommodate the free-roaming and various other activities (like shooting things, running stuff down, or just admiring the view) could be anything: a forest, a city, Deimos, the human body etc.
Imagine you're just off for a drive around the Nürburgring Nordschleife, in some car you've had in your garage for a while now, but only just got around to playing with. You set off at a spirited but leisurely pace, just messing around really, and meet your inevitable understeer moment at Breidscheid, only to find the gate is open...
I don't expect that will ever happen in the game, but it'd be cool, as a start, to be able to drive on any part of the circuit in a single layout (i.e. a layout without barriers or obstructions; an open layout). What would be possible is "generic" areas, as seen in the course creator, or the SSR tracks, that mesh together to make a sort of loose network of roads on which it may be possible to set your own circuits or point-to-points for. Online this would be very popular, I feel, depending on exactly how it is handled.