Humiliating IIS Servers for Fun and Jail Time

[carlospolop]

🤖 Automated Content Update

This PR was automatically generated by the HackTricks News Bot based on a technical blog post.

📝 Source Information

• Blog URL: https://mll.sh/humiliating-iis-servers-for-fun-and-jail-time
• Blog Title: Humiliating IIS Servers for Fun and Jail Time
• Suggested Section: Network Services Pentesting > 80,443 - Pentesting Web Methodology > IIS - Internet Information Services; also cross-reference Pentesting Web > Deserialization > Exploiting __VIEWSTATE and File Inclusion/Path Traversal

🎯 Content Summary

Overview:
The post is a practical IIS/ASP.NET bug bounty methodology focused on finding Microsoft IIS servers and exploiting common IIS-specific weaknesses. It does not describe a single CVE; instead, it documents a collection of reconnaissance, file-discovery, path-normalization, upload-filter-bypass, authentication-bypass, WAF-bypass, and ASP.NET exploitation techniques. The most severe impact described is remote code execution when web.config or ASP.NET machineKe...

🔧 Technical Details

IIS fingerprinting and scoped target discovery: IIS infrastructure can be found before active testing by combining Shodan certificate/org/title queries, Google dorks for aspnet_client, _vti_bin, and ASP.NET extensions, and active header checks for Server: Microsoft-IIS/10.0 or X-Powered-By: ASP.NET. At scale, httpx -l targets.txt -td | grep IIS | tee iis-targets.txt extracts IIS targets from a larger list.

HTTP/1.0 internal topology disclosure: Some IIS/Exchange/OWA front ends leak internal hostnames and RFC1918 IPs when sent HTTP/1.0 requests, for example curl -v --http1.0 http://example.com. A redirect such as Location: https://192.168.5.237/owa/ plus X-FEServer: NHEXCHANGE2016 reveals internal Exchange topology that can support later SSRF, vhost mapping, or infrastructure recon.

HTTPAPI 2.0 virtual-host recovery: A generic HTTPAPI 2.0 4...

🤖 Agent Actions

Done — I updated:

• src/network-services-pentesting/pentesting-web/iis-internet-information-services.md

Added non-duplicative IIS/ASP.NET content from the blog, including:

• passive IIS discovery/dorking and active fingerprinting
• IIS-specific fuzzing targets/extensions
• cookieless-session path confusion to read /bin DLLs
• HTTPAPI 2.0 vhost brute-forcing example
• reverse-proxy/IIS path normalization bypass
• stronger IIS shortname resolution workflow (shortscan, BigQuery, targeted ffuf)
• IIS upload quirks
• HPP/WAF bypass note
• updated ## References with the blog and supporting sources

Validation performed:

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This PR was automatically created by the HackTricks Feed Bot. Please review the changes carefully before merging.

[carlospolop]

🔗 Additional Context

Original Blog Post: https://mll.sh/humiliating-iis-servers-for-fun-and-jail-time

Content Categories: Based on the analysis, this content was categorized under "Network Services Pentesting > 80,443 - Pentesting Web Methodology > IIS - Internet Information Services; also cross-reference Pentesting Web > Deserialization > Exploiting __VIEWSTATE and File Inclusion/Path Traversal".

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• MD Files Formatting: 977 files processed

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Bot Version: HackTricks News Bot v1.0