How about - is the world a better or worse place now than when you were younger?
or
what would you do different if you had your whole life over?
or
do you still have sex? Maybe not 
Sounds like a great project - my friends cousin did something similar for his family and although it was 30 mins long and I hardly knew anyone in it it was great viewing. I am sure they will be well pleased.
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I have two prejudices - I am anti HDV for consumer camcorders, and I eat mooks who claim to be pro wedding vidders and ask dumb questions. www.zaskarfilms.com You tube channel 'zaskarfilms'
JVC DV5001e (big cam), Sony PC6E (tiny cam), Vinten pro5, PAG light, SM58, Sony ECM50, Sony C-76, 0.5x convertors for sony, Rode video mic, Vegas 7.
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