Well, I don't know about anything particularly deep or anything that expresses anything trans (well, maybe?). I'm a complete fantasy and sci-fi nerd and still have my dad's collection of pulp dime novels from the 50's and 60's I've reread about a million times. That being said here is my list.
Favorite author is Robert A. Heinlein. I found him early, which is saying a lot for this day and age but with my Dad's taste in literature was inevitable. My favorites have to be "Stranger in a Strange Land", "The Moon is Harsh Mistress", and "Time Enough for Love". If you can find anything in Audiobook format read by Spider Robinson (himself a great author) you should listen to it. His recording of "Rocketship Galileo" made me fall in love with it all over again.
My favorite series is the the Dresden Files by Jim Butcher. It's billed as Sam Spade meets Gandalf but that doesn't come close to doing it justice. The character development is real and I spend 2 years foaming at the mouth for the next book to release only to read it in three days and repeat the cycle. Buthcher's funny and the books are action packed but the rare moments of guilt, grief and fear about his family are what make me cry real messy tears. That doesn't happy often with a book and I treasure his because of it.
Favorite book has got to be "The Gilded Chain" by Dave Duncan. Technically part of a series but they all stand alone and compliment each other while contradicting each other (it's a plot point in the third book and doesn't rely on the other two but it's SOOOO good). It's the Three Musketeers set in a world of magic serving a Fantasy Henry VIII. What's more, as someone that has fought with European weapons and fenced for decades I can say Duncan really knows his stuff when it comes to the fight scenes.
Honorable mention are books that have shaped me or added whole facets to me. "Lord of the Rings", "The Prophet" by Khalil Gibran, "Diamond Age" By Neal Stephenson, The collected works of William Shakespeare by the Bard himself, the collected works of H. P. Lovecraft and "Alice in Wonderland".
I'll stop here. I have so many wonderful books and authors I could happily drone on endlessly about if you give me half a chance. I prefer physical books to Audio and despise electronic books (I know, I know. They're FINE and if you like them that's honestly great but I want real paper and glue and leather and the smell of dust and the feel and etc.) so I think my collection is actually bigger than my local libraries Sci-Fi/Fantasy section. Last guestimate was around 500 or so but I've never actually counted. It's the last thing packed and the first unpacked whenever I've had to move.
Ramblingly yours,
~Adriane