| name | offensive-waf-bypass |
| description | WAF bypass techniques checklist for Azure Front Door and Application Gateway. Covers encoding bypass, header manipulation, and Azure-specific evasion strategies. |
| domain | cybersecurity |
| subdomain | web-security |
| tags | ["waf","azure-front-door","application-gateway","evasion","web-security"] |
| version | 1.0 |
| author | openshield |
| license | Apache-2.0 |
| nist_csf | ["PR.AC-3","PR.AC-5","SI-3","PR.DS-1","DE.CM-1"] |
WAF Bypass Techniques — Azure Focused
When to Use
- When testing web applications protected by Azure Front Door WAF or Application Gateway WAF.
- When payloads are being blocked by default CRS (Common Rule Set) rules.
- When validating the effectiveness of custom WAF rules and rate limiting.
- When assessing if the backend origin can be reached directly, bypassing the WAF.
Key Concepts
| Term | Definition |
|---|
| CRS | Common Rule Set, the base rules used by Azure WAF (e.g., OWASP 3.2) |
| Front Door | Azure's global CDN and security layer with integrated WAF |
| App Gateway | Azure's regional load balancer with integrated WAF |
| Origin Bypass | Directly connecting to the backend IP/hostname to skip WAF inspection |
Evasion Strategies for Azure WAF
1. Origin Bypass (Direct-to-IP)
If the backend application (App Service, VM) is not restricted to Front Door/App Gateway IPs, an attacker can bypass the WAF entirely.
curl -v https://<backend-ip-or-dns>/api/test
2. Encoding and Obfuscation
Azure WAF (CRS) can sometimes be bypassed using specific encoding combinations that the WAF doesn't normalize but the backend does.
- Double URL Encoding:
UNION → %2555%254E%2549%254F%254E
- Case Variation:
SeLeCt instead of SELECT
- Comment Injection:
UN/**/ION SE/**/LECT
3. Header Manipulation
Some WAF rules can be confused by malformed or duplicate headers.
- Duplicate Headers:
X-Forwarded-For: 1.2.3.4 followed by X-Forwarded-For: 127.0.0.1
- Large Headers: Sending headers larger than the WAF's buffer (e.g., > 8KB).
Remediation Reference
- Restrict Access to WAF IPs: Ensure backend resources only accept traffic from Azure Front Door or App Gateway Service Tags.
- Enforce WAF Prevention Mode: Ensure WAF is in "Prevention" mode, not just "Detection".
