CS5 certainly has more features than CS2, the most notable (imho) being content aware fill which is incredibly useful for getting rid of unwanted aspects to images.
Is it worth the money for the upgrade? For your son, probably yes just so he is using the same at home as at college. For you, probably not - if you are happy just using Lightroom you will probably not bother with most of the features in PS, and certainly not the full on power of CS5.
I have had every version of PS since PS6 and while with every new version they have added useful extra features, the bare bones of what I do most with it I could do with PS6. The extra features make working faster and more convenient but an awful lot is still pretty much the same.
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