Top books on r/HowToHack

Violent Python

Hacking: The Art of Exploitation, 2nd Edition

The Web Application Hacker's Handbook

Black Hat Python

The Hacker Playbook 2

Penetration Testing

Practical Malware Analysis

Metasploit: The Penetration Tester's Guide

The Basics of Hacking and Penetration Testing, Second Edition

Rtfm: Red Team Field Manual

The Basics of Hacking and Penetration Testing

Hacking Exposed 7

The Shellcoder's Handbook