Dorothy, not planning to go on another trip has ended up forced to take one. As she at no point considers the Shaggy Man or any of the other individuals they meet along the way, equals, she is traveling as an orphan (lone traveler). She is also a literal orphan. By crossing through the "ten acre lot", aka a cornfield, she has invoked her orphan magic. The road whether she wants it to or not is taking her to Oz.




http://pussreboots.com/blog/2019/comments_04/road_to_oz.html