Yes, same far from defending Trump. But in theory, if DHS would have followed the Obama bill, he should have denied him entry as he can't use VWP anymore.
If customs is triggered by what countries one has visited in the past, know that only someone who has means no harm has these in his or her passport. All others will remove this evidence prior to flying...
I've always had two standard US Blue passports. All I was required to do to get them was write a explanation as to why I needed it and await approval. The most common reason is travel to Israel and other Middle Eastern countries, keeping them separate reduces some of the headaches.
I was just there last summer. They gave me a bar-coded receipt in lieu of the passport stamp.
There's still an issue that if you visit Jordan from Israel you get a stamp from Jordan that states the entry point.