It is very regrettable that Heinlein's work slipped, over the years, from merely right-wing science fiction (eg "The Moon is a Harsh Mistress") into self-satirising lunatic free-marketeer and sexist soliloquising (pretty well any later book including Lazarus Long as a character). As for the first quote from him, above, it is quite idiotic. If that is the worst tyranny, what of extermination, sterilisation, internal exile on reservations, homogenisation as happened to the aborigines in Australia, the excesses of the Court of Star Chamber - and indeed the backward-looking religious lunacies of the Taliban?

As to college policies, many religions (and societies based on them) have tried to compel women to dress "modestly", but I don't know of any societies in which the display of consumer goods in shop windows has been held to justify theft.