I was watching Tron: Legacy, and thought for a moment that if Flynn is trapped within this 'Digital Frontier' that he created, wouldn't he be able to control his own appearance and aging? If not, then how exactly does time work in 'the Grid'? The only clue I can see is that time is measured in cycles, however I'm assuming that thousands of 'cycles' occur every second, making the amount of time that has passed within the 'Grid' to be millions of cycles that have happened between the time that Kevin Flynn is trapped and Sam Flynn finds himself in his dad's cyberspace. Last I checked, no one has lived for millions of years.

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I quote from the Tron Wikia:

A Cycle (also known as a TRON Cycle or TC) is a measurement of time used on the Grid. Interpreting the dialogue of TRON: Legacy, a cycle is a fair amount of time, roughly equivalent to a year.

Kevin Flynn mentions that a millicycle is about 8 hours. The metric prefix "milli" denotes one thousandth, which would mean that a cycle is about 8,000 hours (for comparison an Earthly year, by the Gregorian calendar, is about 8,760 hours (twenty-four times three-hundred-and-sixty-five)). But that measure is speculative and non-canonical. For more info on possible time measurment, see Kevin Flynn's page.

The specially released TRON: Legacy tie-in magazine guide includes a timeline of the Grid, explaining that time moves faster in the system because its only limit is the speed at which electrons can move in circuitry. The guide states that one year in the real world equals about 50 Cycles in the Grid, which would mean that Kevin Flynn was trapped inside the Grid for roughly 1,000 years from his viewpoint. This would seem to be confirmed within the movie itself by Castor's line that Clu had been trying to obtain Kevin Flynn's Identity Disc for about 1,000 cycles.

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So if he was trapped in there for 1,000 years... why didn't he die of old age, or why did he age at all? – KronoS May 1 '11 at 14:26
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though question. I guess you cannot age in the virtual world, at least tron didn't. Therefore I cannot give you an in universe explanation for his appearance as an old man. Especially since CLU 2 looked like a young Flynn. There's also a lot more info on the wiki thought, but it's inconclusive: tron.wikia.com/wiki/Kevin_Flynn#Age Maybe a continuation of the series will shed some light on it, but I wouldn't count on it. – XQYZ May 1 '11 at 17:05
The reason Tron didn't age is because he's a program, and programs don't age (e.g. Clu 2). – Keen May 1 '11 at 22:40
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Humans in the Grid seem to age at the same rate they do outside the Grid. However, the amount of time they experience in the Grid is much more than they would experience outside the Grid. Flynn was in the Grid for ~20 years, and he aged ~20 years during that time. However, he experienced decades, if not centuries of time passage during his time in the Grid.

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Any reference for this, or is this just an observation. Appears that there's really not much out there for clarification. – KronoS May 1 '11 at 19:52
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Observation. Flynn went from looking like 80's Jeff Bridges to 2000's Jeff Bridges while being in a computer for 20 years. – Keen May 1 '11 at 20:52
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It may be that after running for an extended period without external input the programs within the grid (including Kevin Flynn) started looping through the same states. There's evidence that nothing was changing until Sam entered the grid. Clu had completed his purge and had taken over. Kevin Flynn had moved out of Clu's reach and was using passive resistance to keep Clu from escaping the grid. Clu's attitude at the games was profound boredom, as if he'd seen it all a thousand times. So it's possible that everything in the grid had started looping through the same states, experiencing the same stretch of time over and over again without realizing it. Sam's entry broke the loop.

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interesting thought. – KronoS Jan 17 at 14:05
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