1999 was the first year the Funday Pawpet was broadcast. Back then, the show did not have a proper name, being generally referred to as the Florida Furry Puppet Show. In addition, none of the characters were named.

At the turn of the millennium, the show - not to mention various characters - finally got its name. In addition, technical upgrades to the show's production, like camera switching, video effects, and playback of pre-recorded material, were beginning to show up this year.

• It begins... (11/28)
• It continues... (12/05)
• POOT! (12/12)
• Christmas 1999 (12/19)
• The Happy New Year Y2K Show (12/26)
• Full House (01/02)
• New Stage! (01/09)
• The Funday Pawpet Show (01/16)
• Bearclaw & Yappy (01/23)
• Best & Worst of Pawpets (01/30)
• Poot Board (02/13)
• Mutt & Ferret (02/20)
• Satellite of Fluff (02/27)

• Anthrocon 2000 Pawpet Show (07/03)

• Carrot
• Snail
• Rocky Raccoon
• Scritch
• Mutt
• Fuzzle
• Mini Yappy
• Bitch Voop
• Speedy
• Arthur
• Java
• Monty the Python
• BJ Wolf
• Slim
• Mini Bearclaw
• Seal of Disapproval
• Skippy
• Evil Carrot
• Beet
• Elitist Baby
• Cow
• Ezra
• Scream Guy
• Shak
• Temp Ferret
• Hump D. Camel
• SK-Unk
• Frantic Ferret
• Chocolate Moose

• Only five shows were broadcast in 1999.
• 29 characters first appeared this season.