Almost 6 years later and now I've updated my old Mac tutorials to real proper ones that actually aren't super confusing and bad... Also they should be more reliable and you don't have to pay for an "emulator". More or less everything you need to know (besides controllers) is in these videos
These updated videos are updated for "2018" because wine staging (at the time of making the videos) weren't compatible with the MacOS High Sierra update *.
* allegedly only computers with SSD's or SSHD's are affected, so old computers might be fine with the old guides.
* If you update to Mojave and it doesn't work, re-install the game and it should be fine.
If you have issues with the game crashing/not opening, try this:
Part 1 - Installing the game
Part 2 - Getting skins and tracks into the game
Part 3a - Updating snapshot
Part 3b - Installing an update
Part 4 - Accessing the editor
Part 5 - Stock model replacement
* Stock model replacement is the same, except for the new folders, which in my case is:
Install folder: ~/Applications/Wineskin/Mx Simulator/drive_c/Program Files/Mx Simulator
Personal folder: ~/Applications/Wineskin/Mx Simulator/drive_c/users/YOUR_USER_NAME/Local Settings/Application Data/Mx Simulator
~ means your home folder
Using controller (links are in the video description):
The reason for this new topic is just to have all of the old junk out of the want, but still keeping the posts in that thread.
If you look for the old "2017" WineHQ/Wine Staging guides, they are in the spoiler below
For those of you that still wants to take a look at the (very) old thread, it can be found here.