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Re:Sir Terry Pratchett has died by lucraft on Thursday March 12, 2015 @12:59PM (#9192107)
Question 1: Are you fairly determined to read them all?

YES: start with The Colour of Magic at the beginning and work your way through

NO / Not sure: Don't start at the beginning, as the first few books are weird and will put you off.

Question 2: What sounds more fun to you, reading about Badass Witches, Badass Policemen or Badass Businessmen?

Your respective starting points are Equal Rites, Guards! Guards! and The Truth.

Re:Sir Terry Pratchett has died by pdpi on Thursday March 12, 2015 @02:39PM (#9192825)
Mort is my go-to suggestion for a starter book. The Death books in general are pretty damn good.
Re:Sir Terry Pratchett has died by tjl on Thursday March 12, 2015 @03:47PM (#9193306)
I agree. The Death books are by far my favourite ones of the Discworld series.
Re:Sir Terry Pratchett has died by noir_lord on Thursday March 12, 2015 @04:29PM (#9193648)
Was The Watch for me but now it just might be The Witches.

I liked the character of Granny Weatherwax but the Tiffany Aching series really brought out her essential nature in a way the other books didn't.

Damnit now I feel sad again.