How to play All Star Tennis '99 on Mac

PlatformsOperating system

Game summary

Play as 8 world class ATP / WTA tour players (including Mark Philippoussis, Richard Krajicek, Conchita Martinez & Jana Novotna) as well as 4 fictional players through a range of tournaments on grass, clay, hard court and rebound ace surfaces. Lob, volley, smash and serve past computer controlled players in singles or doubles, 4 player multiplayer doubles, and 8 player multiplayer singles and doubles tournaments.
First released: Aug 1999

Play All Star Tennis '99 on Mac with Parallels (virtualized)

The easiest way to play All Star Tennis '99 on a Mac is through Parallels, which allows you to virtualize a Windows machine on Macs. The setup is very easy and it works for Apple Silicon Macs as well as for older Intel-based Macs.

Parallels supports the latest version of DirectX and OpenGL, allowing you to play the latest PC games on any Mac. The latest version of DirectX is up to 20% faster.

Our favorite feature of Parallels Desktop is that when you turn off your virtual machine, all the unused disk space gets returned to your main OS, thus minimizing resource waste (which used to be a problem with virtualization).

All Star Tennis '99 installation steps for Mac

Step 1
Go to Parallels.com and download the latest version of the software.
Step 2
Follow the installation process and make sure you allow Parallels in your Mac’s security preferences (it will prompt you to do so).
Step 3
When prompted, download and install Windows 10. The download is around 5.7GB. Make sure you give it all the permissions that it asks for.
Step 4
Once Windows is done installing, you are ready to go. All that’s left to do is install All Star Tennis '99 like you would on any PC.
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