Disney Dining does not punish people for having an odd numbered party.

The only limitation is the number of tables in the location and how many of those tables the location has released for booking (it's up to them, not Disney Dining, and it would be for reasons like having previously booked a large group, like a wedding reception

). The Dining agents will always tell anyone who books two separate tables that those tables cannot be guaranteed to be together (unless the location has stipulated that they can accommodate such requests at certain hours of the day, like the beginning and end of the serving period) and it doesn't mean that it won't happen. It simply means that Disney wants to make you aware that although the restaurant will do their best to keep parties together (especially those with small children) unforeseen circumstances could arise to prevent that.

Rather than promise something and then disappoint you, Disney will warn you that sometimes things don't go perfectly to plan, even at Disney World.

You can go to the location and be patient, telling them that you're willing to wait for two tables together. In my experience, this works really well.
Hope that helps clear up any confusion. Happy booking!
