I took my 8 mo on her first plane ride. She nursed at take off in an ergo and she slept most of the trip. i sat by the window, DH in middle. About 2 hrs into the flight, baby must have woken up or something because the aisle passenger noticed the baby. She said, "I didn't even see that you had a baby!" She saw that I was nursing and said that's probably why dd had been so good on the plane.
I try to say something positive when I see mamas NIP. I recently was in a restaurant when I saw a new mama struggling with nb and a nipple shield and a cover. BTDT! After the mama got it all together, I approached and offered encouragement and told her things would get easier/better. I know I felt so much better as a new mom when people acknowledged how hard it was to be a new mom.