Start with high-confidence history & philosophy of math books, then narrow by subgenre or adjacent topics.
Symmetry
Marcus du Sautoy
The Joy of X
Steven Strogatz
The Mending of Broken Bones
Paul Lockhart
A Little Book of Coincidence
John Martineau
One, Two, Three
David Berlinski
The Simpsons and Their Mathematical Secrets
Simon Singh
Fabulous Fibonacci Numbers
Alfred S. Posamentier, Ingmar Lehmann
Everything Is Predictable
Tom Chivers