What a lovely idea! I'm 72 so roughly contemporary. Did she like pop music? You could get some of the hits from each decade.
There's also a series of books called The 1940s Britain in Pictures, one for each decade, at least the early ones.
What sort of family would you not want to marry into?
What do you miss from back in the day?
What made you fall in love with comedy?
"Old fashioned" expressions that young people have never heard.

