Going back in time from Dogs of the Rings…
Bilbo lived in the Shire.
In a hobbit house.
Which is when Gandalf the Grey shows up.
The idea is an adventure. With a bunch of dwarves.
Bilbo was all for it. Where, when, and how high he asked.
The dwarves provided Bilbo with his own war steed. “This is all going to be so great,” Bilbo said.
On the way out of the Shire, though, the dwarves and Bilbo encountered an obstruction.
“Hmmmm,” thought Bilbo. And sat down to think about it. Then, with hobbits-esque logic, he said, “Gotta go. Big guy said so.”
Whereupon the image of the Mothers of the Shire transformed.