The role of Modern web application firewalls (WAFs) in protecting web applications is very crucial. They filter malicious traffic and enforce access policies. It’s a well-known fact that web applications encounter high risk and destruction if they don’t have firewalls. Therefore, this paper aims to explain software license enforcement testing and Uniform Resource Locators (URLs) access controls that are useful for cybersecurity professionals. The key insights include how WAF handles URL-based access controls and license enforcement mechanisms. Additionally, it underlines the importance of core methodologies involved and case studies with a vendor-neutral and research-driven focus. The discussion comprises mitigating or bypassing procedures of WAFs in risk scenarios. This paper also examines the techniques of common license enforcement and testing processes to check how robust they are. Furthermore, a novel holistic testing framework is proposed to ensure that the URL access constraints and licensing restrictions are enforced properly. This framework is unified, and it is a blend of traditional penetration testing and WAF systematic evaluation. In the end, the paper discusses the real-world examples, threat models, and future work to improve the effectiveness of WAF and integrate testing strategies for industry best practices like OWASP, NIST, and MITRE. Real-world examples include a major cloud breach caused by WAF bypass, an authentication bypass vulnerability that affects license-restricted features, etc.