Why are some US states "squarish" in shape?

You are factually incorrect. The colonialist line-drawing exercises were the borders like Virginia’s southern border - nice straight lines that derive from royal charters drawn up in London without regard to local geography. The first two colonies chartered, which eventually became the states of Virginia and Massachusetts, were given such borders. Other states were given charters (and hence boundaries) boundaries after settlement had already occurred.

A good example of this is Rhode Island. Roger Williams was banished form the Massachusetts Bay Colony in 1636 and settled at the head of Narragansett Bay at Providence. Soon afterwards, other religious dissenters settled Portsmouth and Newport on Aquidneck Island. In 1642 Warwick was founded on the west shore of Narragansett Bay. Each settlement was separate and Warwick was the only chartered one, with ill-defined boundaries. It wasn’t until 1663 that they were chartered as a single colony and given boundaries.

That charter makes extensive use of natural water features, and only draws straight lines where such features were lacking:

(Emphasis added where appropriate.)

If that’s not evidence of a preference towards using waterways as natural boundaries, I don’t know what would convince you.

A charter from King Charles II setting forth the boundaries of a colony is a colonialist line-drawing exercise. The choice of rivers or other waterways is exactly as artificial and arbitrary as a straight line.

What exactly are you arguing? Yes, governments without interest in the social, economic, or political disposition of an “uninhabited” area prefer arbitrary boundaries such as rivers and straight lines.

That’s not the only circumstance in which boundaries are established. Organic formation of boundaries happens after the human settlement and social/political/economic development of an area. They grow where the edges of a social, economic, ethnic, linguistic or other natural grouping is found.

Ummmm… am I missing something, or are you two getting into a protracted argument over semantics? Paperbackwriter seems to be using the word “natural” to mean “occurring in nature”, and thus rivers are by definition natural because they occur in nature. Acsenray is simply using a different definition of “natural”. That’s the only thing you’re actually disagreeing about.

I am also now puzzled in the light of ascenray’s latest post. At first, I understood his position to be that rivers weren’t preferred as boundaries. I think I have shown they were.

Now, however, it seems he’s saying that rivers are as arbitrary as any other boundary. If that is indeed the case, then I suppose so, but by that definition any boundary is “unnatural”, no matter where or how drawn.

(Note that I’m not saying ascenray moved the goalposts, just that my understanding of his original position has changed.)

The Hudson isn’t the border between Massachusetts and New York because the Berkshire Mountains come first, creating a natural barrier.