Parallels Workstation - + Professional-grade Virtualization for PCs:
Wine - Open Source Software for running Windows applications on other operating systems.
JoyToKey - JoyToKey enables users to control the keyboard using any USB compatible controller (Dualshock 3, Xbox 360, etc.)
CodeWeavers CrossOver - Don't buy a Windows license, don't reboot and don't use a Virtual Machine. Try a free trial of CrossOver to run your Windows software on Mac, Linux and Chrome OS.
ScpToolkit - Windows Driver and XInput Wrapper for Sony DualShock 3/4 Controllers. SourceForge is not affiliated with ScpToolkit.
WineBottler - WineBottler is an App to manage and wrap your Windows apps into convenient OS X apps.