Okay, my last post said I couldn't get the DVD to read, however that is a known issue with other games due to DRM. Now, there is a patch online that will allow you to play the game with 'no-cd' in the drive, however I will not tell you where to get it because it may be illegal to do that.
Going back to the game, once you have the patch, drag and drop the patch to the file directory where the game is installed, easiest way to do that is go to "Configure" on the Crossover Games app menu bar. then click "Manage Bottles..." submenu. the "Manage Bottles" config pops up, click "NSFPROSTREET" bottle, on the tabs click 'Advanced' tab, and on the bottom right it should have another tab called 'Open C: Drive in finder" it it will open all the programs you have installed, just like you do in a windows machine, open up the proper folder for the game and drop the patch in its folder.
While your still in the 'Manage Bottles' config and still have 'NFSPROSTREET' selected, on the tabs click 'Control Panel', then select 'winecfg', on the bottom click 'Launch selected Item' It will begin to launch it, depending on your Mac, it may take a few seconds. The 'Wine Configuration' will open, THIS IS IMPORTANT IF YOU WANT THE GAME TO RUN PROPERLY, click on the 'Graphics' tab, and on the 'Window Settings' selection, click and select "Emulate a virtual desktop" and it should default resolution to 800x600. Click 'Apply' and 'Okay' to close the config window.
Its prolly best to go ahead and restart Crossover Games at this point, once Crossover Games is relaunched, go ahead and run the game, the game should run without the cd in the drive, and also it will be windowed, IF you run the game in full screen it will be distorted and hard to read. Going windowed will set the game to its right resolution.
NOTE: The game tends to crash if you try to play it at a higher resolution with the in-game settings; LEAVE THE GAME AT ITS DEFALT GRAPHIC SETTINGS, and it should run without much trouble. You may play around with the graphic settings and resolutions but the game will tend to crash when loading.