If I have a celebrity on a flight, I try to feel them out if I could have the honor of getting my picture with them before the end of the flight. I've had quite a few great celebrities that I couldn't ask, wouldn't ask, or have been denied, but the ones that I had the honor, it's been great.
One of those honors was with the great actor Sean Penn. I'm currently watching I am Sam and I'm just amazed at how he has grown as an actor since Fast Times at Ridgemont High in 1982. I had the chance to briefly meet him on one of my flights a few years ago and was very gracious to have my picture with him.