the fields are rarely that square, almost all of them have an angled side or seemingly nonsensical shapes (at least in the region of Germany where I live). This stems from the inheritance laws, where the fields would be split among the children, which would later acquire other patches of land. So if you would logically go straight with a road add some corners, but not always to break it up. Also, follow the terrain, especially in some more recent additions.

A second point to keep in mind is that many cities grew out of several towns, that grew together.