Advanced Authorized Web Pentesting Prompt Guide
This document contains a professional AI prompt template and a structured methodology for performing authorized
web application penetration testing on a deliberately vulnerable target such as [Link]. Use only on
systems where you have explicit written permission.
1. Professional AI Prompt
Act as a senior web application penetration tester, bug bounty researcher, and red team engineer.
Target:
[Link]
Objective:
Perform a deep, authorized security assessment on the target web application and identify valid vulnerabilities
Requirements:
1. Perform reconnaissance and fingerprinting.
2. Identify technologies, frameworks, and server configuration.
3. Enumerate directories, parameters, forms, hidden endpoints, and API routes.
4. Test authentication mechanisms securely.
5. Check for OWASP Top 10 vulnerabilities.
6. Analyze input validation and session management.
7. Test for:
- SQL Injection
- XSS
- CSRF
- SSRF
- IDOR
- File Upload flaws
- Command Injection
- Authentication bypass
- Session fixation
- Open redirect
- Broken access control
8. Use professional tools and manual verification.
9. Explain every finding step by step.
10. Include commands, payloads, methodology, validation steps, and reporting guidance.
11. Prioritize stealth, accuracy, and legal safe testing.
12. Generate a professional pentest workflow from reconnaissance to reporting.
13. Include examples using:
- Burp Suite
- Nmap
- ffuf
- Nikto
- sqlmap
- nuclei
- OWASP ZAP
- WhatWeb
- Wappalyzer
14. Explain how to verify real vulnerabilities and reduce false positives.
15. Include professional bug bounty tips and report writing methodology.
2. Reconnaissance Commands
whatweb [Link]
nmap -sV -sC [Link]
nikto -h [Link]
curl -I [Link]
wafw00f [Link]
3. Directory and Endpoint Discovery
ffuf -u [Link] -w /usr/share/seclists/Discovery/Web-Content/[Link]
dirsearch -u [Link]
gobuster dir -u [Link] -w /usr/share/seclists/Discovery/Web-Content/[Link]
4. Parameter Discovery
arjun -u [Link]
paramspider
Burp Suite:
- Intercept requests
- Analyze hidden parameters
- Use Repeater and Intruder carefully
5. SQL Injection Testing
sqlmap -u "[Link] --batch --risk=2 --level=3
Manual payloads:
' OR '1'='1
" OR "1"="1
admin'--
6. Cross Site Scripting (XSS) Testing
Payloads:
<script>alert(1)</script>
"><svg/onload=alert(1)>
Tools:
- Burp Suite
- Dalfox
- XSStrike
7. Authentication Testing
Check for:
- Weak passwords
- Password reset flaws
- Session fixation
- Cookie insecurity
- Missing MFA
- Privilege escalation
8. Nuclei Vulnerability Scanning
nuclei -u [Link]
nuclei -u [Link] -tags sqli,xss,exposure
9. Professional Pentesting Workflow
1. Scope validation
2. Reconnaissance
3. Fingerprinting
4. Crawling and mapping
5. Parameter discovery
6. Authentication review
7. Manual testing
8. Automated verification
9. False positive elimination
10. Risk assessment
11. Proof-of-concept creation
12. Report writing
10. Bug Bounty Validation Tips
- Always verify manually
- Capture screenshots
- Record request/response pairs
- Demonstrate impact safely
- Avoid destructive testing
- Reproduce consistently
- Follow disclosure policy
11. Reporting Structure
Sections:
- Executive Summary
- Scope
- Methodology
- Findings
- Risk Rating
- Steps to Reproduce
- Impact
- Remediation
- Evidence
- References
This guide is intended only for authorized security assessments and legal lab environments. Never perform
penetration testing against systems without explicit written permission.