- In the video demonstrating the toll free number, Jon states that he's had two sexual partners. Presumably this includes Liz, but who's the second? All his other dates have ended extremely quickly, have they not?
- This breakdown of the series gives a sensible explanation; Jon Arbuckle's life is a mirror to Jim Davis' — both are comic strip artists, both grew up on a farm...and Jim Davis has had two marriages with children. And it only goes deeper.
- A more disturbing theory suggests he's had two sexual partners because he owns two pets.
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