Jason,

 

>>1) If the image is not one of our controls (controlname property doesn't exist) I want to use the cuteeditor image property box.

 

Can you explain it in details?

 

>> 2)  If I remove IMG from the tag configs, how will I trap the double click event to fire off my own dialog?

 

Go with the solution 2. Modify the exisitng image tag dialog and add your own code.