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Obviously Apple wants to sell touch updates, and, in order for that to happen there has to some noticeable, tangible, perceived value that's enough of an incitement for end users to fork over the cash.

A bug fix to existing features isn't enough - Apple is very unlikely to charge for any such update since there is little incentive for most users to pay for it (and such a move would likely do more to piss off end users than anything else). If there are major performance improvements and/or additional useful features that have a marketable value, Apple will likely charge.

Right now, there isn't enough info about 2.2 to say what's in store.
 
No, iPhone owners do NOT pay APPLE, they pay AT&T for service. They pay the same as any other 3G unlimited data phone owners do. They should not receive any extra benefits because they are paying for cell phone service.

Have you went and compared monthly prices for the iPhone and other 3G smart phones at AT&T? If you had you would see that iPhone users are charged $10 more every month than any other smartphone plan on AT&T's network. I personally am happy with the charge for large upgrades to the iPod Touch versus being charged $10 a month just for having and iPhone on AT&T's network. But I am sure that if you looked you could find an iPhone user that would be happy to pay for you upgrades if you in return paid their $10/month. If everyone has such a problem with the iPod Touch upgrades, then why don't they just buy iPhones?
 
There's not necessarily any correlation between the size of the version number increment, and the probability of being charged for it. The software version numbering scheme is an arbitrary construct.

In fact, Apple has demonstrated different behavior in this regard in the past.

For example, upgrading to Mac OS 10.1.0 was free for people who had previously purchased Mac OS 10.0.x. On the other hand, upgrading to any subsequent 0.1 revision of Mac OS (10.2.0, 10.3.0, 10.4.0, 10.5.0) has always required a purchase.

Yes, but that was for computer software, which is vastly more complex than a mobile device's software.
 
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