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# Retro-Proxy-Stack
A Docker Compose orchestration layer that bundles existing proxy tools to help legacy Windows 9x/XP clients (Outlook Express 6, IE 5/6) connect to modern services.
A collection of Docker configurations designed to bridge the gap between modern internet services (email, web) and legacy clients (Outlook Express 6, IE 5/6 on Windows 9x/XP).
**Note:** This project is purely a configuration layer. All core functionality is provided by the respective upstream projects.
**Note:** This project is an orchestration layer. All core functionality is provided by the following upstream projects:
## Architecture & Credits
- **[Stunnel](https://www.stunnel.org/):** Used for SMTP/POP3/IMAP protocol/TLS translation.
- **[WebOne](https://github.com/atauenis/webone):** Modern-to-legacy HTTP proxy for browsing.
- **[WRP (Web Rendering Proxy)](https://github.com/tenox7/wrp):** Visual-rendering proxy that converts modern web pages into clickable image maps.
## Features
- **Legacy Mail Proxy:** Uses `Stunnel` to translate non-SSL legacy client connections into secure TLS 1.3 tunnels for modern servers. *Note: Best used with your own private mail server (like Synology MailPlus) that supports standard basic authentication (PLAIN/LOGIN).*
- **WebOne Proxy:** An HTTP proxy that strips modern security requirements and complex scripts, allowing vintage browsers to access the modern web.
- **WRP (Web Rendering Proxy):** A visual proxy that renders modern webpages as clickable image maps for hardware that cannot handle modern web standards.
## Included Tools
- **[Stunnel](https://www.stunnel.org/):** Handles secure TLS translation for legacy mail clients.
- **[WebOne](https://github.com/atauenis/webone):** An HTTP proxy that strips modern security requirements, enabling vintage browsers to access the modern web.
- **[WRP (Web Rendering Proxy)](https://github.com/tenox7/wrp):** A visual proxy that renders modern webpages as clickable image maps.
## Services
| Service | Role | Host Port | Purpose |
| :--- | :--- | :--- | :--- |
| **Stunnel** | Mail Proxy | 25, 110, 143 | Bridges legacy mail clients to modern TLS-enabled servers. |
| **WebOne** | HTTP Proxy | 8081 | Allows retro browsers to access the modern web (strips TLS/scripts). |
| **WRP** | Visual Proxy | 8082 | Renders modern sites as image maps for very limited hardware. |
## Setup
1. **Configure:** Update `stunnel.conf` with your upstream mail server details.
2. **Launch:** Run `docker compose up -d` to start all services.
3. **Configure Clients:**
- **Mail:** Set up accounts in your legacy client (Outlook Express 6) using the host's IP. Disable "Secure Password Authentication" (SPA) and use no encryption (the proxy handles it).
- **Web:** Set your browser's proxy settings to `host-ip:8081` (WebOne) or visit `http://host-ip:8082` (WRP).
## Quick Start
1. **Launch:** Run `docker compose up -d` to start all services.
2. **Mail Client Configuration:**
- Configure your client (Outlook Express 6) to use the host's IP address for SMTP/POP/IMAP.
- **Crucial:** Disable "Secure Password Authentication" (SPA) in the client's account settings.
- Set connection security to "None" (the proxy handles the encryption).
3. **Retro Browsing:**
- **For WebOne:** Set your browser's proxy settings to `host-ip:8081`.
- **For WRP:** Navigate to `http://host-ip:8082` in your legacy browser.
## Documentation
For full details on architecture, service mappings, and configuration, see [GEMINI.md](./GEMINI.md).
## Configuration
- All infrastructure and service mappings are defined in `compose.yml`.
- Mail proxy settings are defined in `stunnel.conf`.