This might have been true in the 90's, but, that doesn't really hold up anymore. It's not difficult to read a little bit of documentation on the packages on website and a few man pages. More often than not I find that is the real issue with windows users: They have become accustomed to everything being done for them rather than doing the work necessary to shape and mold your operating system as you see fit.
I have never had a single issue with wine once I understood it and the handfull of games that lack support in wine probably aren't worth playing like COD or whatever other corporate hog shit is being shoveled out these days.
I was playing Fall out 4 on wine not that long ago, actually.