Yes, around Mt. St. Helens. Mom is 70
I took my Mom last summer for a scenic flight around Mt. St. Helens. On the way back I asked her if she wanted to go upside down. She said no and I did not push. A few minutes later, she said "well, since we are already up here". I told her what to expect, slight pitch up, then roll over. "If I do it right, you wont even feel it." After I asked her how it was. She said it was fine. "Yes Mom, it is more a visual thing than what you actually feel". She said " I would'nt know, I had my eyes closed."
She has flown in all of my airplanes, one time each.