Recently, the fast emerging of 5G networks, the Internet of things (IOT), and cloud computing enhanced the user expectation towards the internet and fastened the digital transformation of most enterprises and leading entities. These emerging technologies led to the wide spreading of web-oriented and web-based services that are accessible over the internet from any place in the world. However, web applications are not always secure, and contain varies vulnerabilities. Many vulnerabilities exist in current web developing, one of most the famous vulnerability is the Cross-Site Scripting (XSS) which is a critical vulnerability that can lead to identity theft and/or data violation. Many research effort has been carried out in this field addressing the detection accuracy. This study aims to automate XSS vulnerability detection in web applications with an improved detection accuracy over that of traditional human penetration testing operations. This research main objective is to ensure and maintain the developed web application's security against unwanted attacks.