A sequel to My Girlfriend's Wedding. Pictures from Life’s Other Side focuses almost entirely on a later cross-country trip, this one also including Clarissa’s illegitimate, preadolescent son Joe and a couple of dogs, with Clarissa and Joe taking over the commentary and the whole family trading off various sound and camera duties.

Daniel Boone leads settlers into Kentucky, but must battle Shawnee Indians who have been persuaded by a French renegade that Boone and the settlers are there to kill them and steal their land.