Proxy Bypass

An HTTP proxy server acts as an intermediary between a client (like a web browser) and a web server. It processes client requests for web resources, fetches them from the destination server, and returns them to the client.

Summary

Methodology
References

Methodology

Discover Proxy Configuration

Windows, in the registry key DefaultConnectionSettings

Software\Microsoft\Windows\CurrentVersion\Internet Settings\Connections\DefaultConnectionSettings
Software\Microsoft\Windows\CurrentVersion\Internet Settings\ProxyServer

Windows:
```
netsh winhttp show proxy
```
Linux, in the environment variables http_proxy and https_proxy
```
env
cat /etc/profile.d/proxy.conf
```

PAC Proxy

PAC (Proxy Auto-Configuration) is a method to automatically determine whether web traffic should go through a proxy server. It uses a .pac file that contains a JavaScript function called FindProxyForURL(url, host).

proxy.pac
wpad.dat

Example:

function FindProxyForURL(url, host) {
    if (dnsDomainIs(host, '.example.com')) {
        return 'DIRECT';
    }
    return 'PROXY proxy.example.com:8080';
}

Tools:

PortSwigger - Proxy Auto Config - This extension automatically configures Burp upstream proxies to match desktop proxy settings. This includes support for Proxy Auto-Config (PAC) scripts.

Common Bypass

Try several way to reach the Internet
- IP address
- Domain categorized in Health/Finance
Use another proxy reachable in the same environment

Weak regular expression for URL can be abused to bypass the proxy configuration

user:pass@domain/endpoint?parameter#hash
e.g: microsoft.com:microsoft.com@microsoft.com.evil.com/microsoft.com?microsoft.com#microsoft.com

Trusted Websites: Living Off Trusted Sites (LOTS) Project
- Amazon Cloud: AWS endpoints
- Microsoft Cloud: Azure endpoints
- Google Cloud: GCP endpoints
- live.sysinternals.com

User-Agents

Tools related User-Agent: curl, python, powershell

User-Agent: curl/8.11.0
User-Agent: python-requests/2.32.3
User-Agent: Mozilla/5.0 (Windows NT; Windows NT 10.0; fr-FR) WindowsPowerShell/5.1.26100.2161

Platform related User-Agent: Android/iOS/Tablet

Mozilla/5.0 (Linux; Android 14; Pixel 9 Build/AD1A.240905.004; wv) AppleWebKit/537.36 (KHTML, like Gecko) Version/4.0 Chrome/129.0.6668.78 Mobile Safari/537.36 [FB_IAB/FB4A;FBAV/484.0.0.63.83;IABMV/1;] 
Mozilla/5.0 (iPhone; CPU iPhone OS 18_0_1 like Mac OS X) AppleWebKit/605.1.15 (KHTML, like Gecko) Mobile/15E148 [FBAN/FBIOS;FBAV/485.1.0.45.110;FBBV/665337277;FBDV/iPhone17,1;FBMD/iPhone;FBSN/iOS;FBSV/18.0.1;FBSS/3;FBCR/;FBID/phone;FBLC/it_IT;FBOP/80]