Sasha visits her sister and her new puppies in Los Angeles, leaving Charlie and Itchy in charge of the Flea Bite until she returns.

A magic multiplying box spells three times the trouble when Charlie overbooks his afternoon between a date with Sasha, his poker buddies, and a fight with Otto and his gang.

Itchy gets sent to the pound and has to break out with help from Killer.

Charlie falls into a coma and has a dream of becoming a 1930s era detective to find out about a cat-scheme.

Charlie and Itchy are sent on a seemingly nefarious mission, unaware that who they believe is Annabelle is in fact her demonic cousin Belladonna.

Bess is being threatened by her ex Manfred and wants out to be with Itchy. Itchy tries everything to protect her but it's Charlie who saves Bess. Itchy is later hypnotized by a magician who turns him into a superhero.

Charlie needs a vacation, and manages to convince Itchy into taking one, but with so many bad things happening, Charlie can't even go a block without being someone's Guardian Angel.

Itchy becomes infatuated with a pedigree named Bess, who, through a number of miscommunications, thinks it's Charlie who likes her.

While traipsing in a snooty Nob Hill area, Charlie and Itchy are lured into a trap set by a bratty dog-hating kid named Teddy.

For having messed up three missions in a row, Charlie's put on probation by Annabelle so isn't allowed to do, say, or even think anything bad until he does a good deed. When Carface and Killer take over the Flea Bite Café and turn it into an arcade, Charlie and Itchy have to cross-dress to get the café back.

Bess and Sasha plan a double date with Charlie and Itchy, unaware that the bickering buddies have had their personality souls swapped by Annabelle.

A new, rule-abiding canine named Lance the Wonder Pup arrives from Heaven, only bringing headaches to those around him.

Anabelle assigns Charlie and Itchy to find a home for a little puppy. The puppy turns out to be extremely wild and impossible to find a home. Charlie, however, discovers that Sasha is impressed with his nobility he is when caring for the pup.

Itchy is unable to properly beg for food, unlike Charlie, who masters it quite often. Under Charlie's guidance, Itchy begs a spoiled rich girl for ice cream, who, in return, takes Itchy as a new pet. Meanwhile, Carface and Killer have picked the same house as their next target in a string of burglaries.

It's David's 10th birthday and he's received a voice recorder. However, it gets him study hall from the vice principal, so Charlie and Itchy bust him out for a day of fun but must watch the clock to get their human friend back in time.

Carface and Killer steal Itchy's Heavenly Collar, so Charlie, Itchy, and Sasha plan to get it back. When the plan involves Sasha flirting with Carface, Charlie's jealousy gets the better of him.

Charlie auditions to be the new spokes-dog for Gulpo Dog Food, but the company picks Itchy instead. Now Itchy's famous and Charlie's left sulking in the Flea Bite Café, leaving everyone wondering, 'Will success spoil Itchy Itchiford?'

Annabelle assigns the duo on a mission to help a boy named Leon join his Little League team. What Charlie doesn't know is that this is Itchy's twentieth mission, and if successful, he will be reallowed entry to Heaven. With the separation between him and his best friend at stake, Charlie struggles with moral dilemma: to deliberately tank the mission or help out and let Itchy go back to Heaven.

Sasha wants a 'perfect dog' and Charlie takes advantage of being hit by a car to smother her in love and kindness, until she goes mad.

Charlie and Itchy are assigned to return a cat named Dilly to her owner, but when Dilly gets taken in by a dog-hating cat lady, the duo must use a Miracle Dog Tag to become cats to rescue her.

Charlie volunteers to go get notes that David's crush Alex left in her mom's car, but Sasha must go with Charlie instead. Charlie, however, doesn't see women as good partners for this type of thing. Sasha decides to show Charlie what women can do.

Itchy is frightened by a wilderness movie, but Charlie tells Itchy that every dog has wolf blood in them, even Itchy. And so Charlie decides that they are going on a trip into the wild, so Itchy can live up to his heritage. They encounter a lost girl scout named Charlotte, and help her find her troop.

Charlie decides to try Kibbleland's new game, but he becomes selfish to not only think of himself and nobody else, not even Sasha. This becomes serious when Belladonna tricks Sasha into playing the game as a big tornado approaches and sucks her into the world of Kibbleland. The duo must find a way to rescue her before she's trapped forever.

Assigned to guard a crystal, Charlie and Itchy continue goofing off, but Charlie becomes convinced he's seen a UFO and Itchy doesn't believe him. The 'aliens', actually Carface and Killer, break into Charlie and Itchy's home and steal the crystal, prompting Charlie to get it back.

Charlie has been lying a bit too much lately, so Anabelle makes his nose grow every time he tells a lie. Charlie must start telling the truth or face the consequences.