Wine

Wine (Wine Is Not an Emulator) is an application that allows Windows software to run on Linux. This article deals with installing, configuring and maintaining a general purpose Wine environment on Gentoo.

Installation
Enable the USE flags of choice and emerge :

Media
Generally want your Wine environment to support as much media as possible so the recommendation is to enable as many of the following USE flag.

Prevent wine from adding menu entries and desktop links
To delete already added menu entries you have to delete the corresponding files from.

Tools and Interfaces
Tools with mostly graphical interfaces to Wine, so users do not need to use the commandline.
 * - Qt4 GUI configuration tool for Wine
 * - Wine-doors is a package manager for Wine
 * - Easy way to install DLLs needed to work around problems in Wine
 * - Set of scripts to easily install and use Windows games and software

Debugging
If you find a bug and want to file a bug report you'll probably be asked to try the latest version, and if you are not running testing, you'll need to un-keyword it:

Now when you update it you should make sure the custom-cflags USE flag is enabled, as debugging will be impossible without it.