I think you have more guts than me. The general consensus seems to be that it depends on the game and the system you're running with. Wine has definitely made good progress over the years and some games do work very well as they would on Windows out of the box. As for other apps, I guess it really depends on what those proprietary folks deliver and whether or not Wine can catch up to it working.I think wine has become advanced enough to run just about every program I want to, and most of the games I play as well.
I think the experience would be too much of a hassle for me to manage and it just feels really weird using stuff that's meant for Windows on Linux. Leaves a bad taste in my mouth.
Kudos for getting it to work though. I always see people complain about it but I think if you're willing to put in the work, you can make it happen. Linux FTW!