Individual skill
exploiting-http-request-smuggling
Detects and exploits HTTP request smuggling caused by Content-Length/Transfer-Encoding parsing discrepancies between front-end and back-end servers, using Burp Suite Repeater (auto Content-Length disabled), the HTTP Request Smuggler extension, and smuggler.py. Use during authorized tests of multi-tier architectures behind a reverse proxy, load balancer, or CDN to find desync flaws and bypass front-end controls.
skills/exploiting-http-request-smuggling/SKILL.md
Source commit 54a798831d2266a3ca61ce68a7acb80b81160d57
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- Last checked
- Nov 9, 2026
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- Repository last updated
- Aug 31, 2026
- License
- Apache-2.0
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- ai-agents Repository topic
- claude-code Repository topic
- cybersecurity Repository topic
- incident-response Repository topic
- mitre-attack Repository topic
- penetration-testing Repository topic
- red-team Repository topic
- security Repository topic
- cloud-security Repository topic
- malware-analysis Repository topic
- penetration-testing Declared skill tag
- request-smuggling Declared skill tag
- http-desync Declared skill tag
- web-security Declared skill tag
- burpsuite Declared skill tag
- owasp Declared skill tag
- writing Derived category
- security Derived category
- testing Derived category
- security-application Derived category
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# Exploiting HTTP Request Smuggling
## When to Use
- During authorized penetration tests when the application sits behind a reverse proxy, load balancer, or CDN
- When testing infrastructure with multiple HTTP processors in the request chain (nginx + Apache, HAProxy + Gunicorn)
- For assessing applications for HTTP desynchronization vulnerabilities
- When other attack vectors are limited and you need to bypass front-end security controls
- During security assessments of multi-tier web architectures
## Prerequisites
- **Authorization**: Written penetration testing agreement explicitly covering request smuggling (high-risk test)
- **Burp Suite Professional**: With HTTP Request Smuggler extension (Turbo Intruder)