Oh goodness, there are so many to choose from...
I'm fighting off the urge to jot down a list of books, cause like you said, you got to start somewhere, and it's probably not going to be with 10-20 books at the same time.
I will suggest 2 to you, because I have one in mind, and though it's not very long, it is a heavy piece. The other, I hope, would counterbalance that by offering a considerable amount of humor, while still lending some philosophical insight on which to start growing.
The first one is The Prophet by Khalil Gibran. It's only about 100 pages, but it's comprised of poetic compositions (not necessarily poems, since there's no rhythm pattern, but they are written "poetically") from the perspective of the titular "prophet" who speaks to the people of a village on the day he plans to leave. He speaks on things like love, family, reason and passion, food, houses, etc. All in an attempt to express the rights and wrongs of these areas of life.
The second one is Lamb: The Gospel According to Biff, Christ's Childhood Pal ("Lamb" for short) by Christopher Moore. This is a (this part is emphasised, if not obvious) fictional story about the years between when Jesus was a child and when he showed up in Jerusalem at the age of 33. In that time, Moore writes a fictional account of how Jesus, along with his faithful wingman Biff, seek out the 3 wise men, who all are skilled practitioners of Eastern religions, and how their teachings influences Jesus in his quest to understand exactly what it is he's supposed to do, being the son of God and all.
This story has it all: Chinese concubines, yetis, a love triangle with Mary Magdalene, the invention of "Jew-jitsu" and elephants doing yoga.