Make An Appointment 
Anything by Alain De Botton.
The man could write a shopping list and I’d read it.
Start with The Course of Love. Compulsory reading for anybody wanting to stay in love and trying to understand sex.
Currently working my way through Self-knowledge published by The School of Life.
I have a bit of a crush on Alain…move over George Clooney!
Related:
She Said, She Said by Anne M Reid
Trans: Exploring Gender Identity and Gender Dysphoria (Ed) by Dr Az Hakeem
Heartline by Dr Brendan Carson
The Sunday Philosophy Club by Alexander McCall Smith
Let's Pretend This Never Happened by Jenny Lawson
Eleanor Oliphant is Completely Fine by Gail Honeyman
Book Reviews and Recommendations
Painful Yarns: Metaphors and Stories to Help Understand the Biology of Pain
The Joy of Sex by Dr Alan Comfort
The Danish Girl by David Ebershoff
Vintage Maugham Short Stories
Women's Stuff by Kaz Cooke