Season one ended with Mr. Pickles causing Grandpa to be taken to the mental asylum. But when Mr. Pickles realizes Grandpa is now safe from him behind the asylum walls, he hatches a new plan to bust him out.

When Tommy mistakes a little person as a child his own age, he gets caught up in a big crime.

When a prison bus of serial killers breaks loose in Old Town, Sheriff recruits Mr. Pickles as a K-9 cop-dog to help track them down.

With a metal thief loose in Old Town, Tommy and Mr. Pickles seek the help of an Old Super Hero, who they come to find has a strange addiction.

Tommy goes to enter the soapbox derby, and meets an old time greaser in need of help. Grandpa finds the one thing that Mr. Pickles is afraid of.

Tommy sets out with Mr. Pickles to lose his tooth so he can meet the Tooth Fairy. Meanwhile, Sheriff searches for a group of wanted pedophiles.

Grandpa wakes up hungover, and soon finds out that he made a horrible mistake the night before.

Mr. Goodman wonders how easy his life would be if he were a dog, and when he gets knocked unconscious, he soon finds out.

Mr. Pickles gets dog-napped as a gang of bounty hunters race to collect the bounty on his head.

Grandpa is on a quest to discover what really goes on inside Mr. Pickles' doghouse, and to prove once and for all that he's not crazy.