I suggest to add another "check-box" called: "set as a wedding primary picture"
The report would display both pictures by default on the main page. The primary picture (e.g - a photo from a current time) and the "wedding primary picture", which is a very symbolic picture.
Note that you can reuse the same picture for the individual and the family with the [Pick...] dialog.
I think that display both in the report is a good idea. Let me know if this thread should be moved to the Report Generator Suggestion.
What I meant was that there should be two primary pictures of a family.
1. a wedding primary picture
2. a "regular" or "current" primary picture. (e.g -Father+Mother+children)
Both picture should be displayed at the same time on the main page of the report