>>264955964
About the comfort, you can do a bunch of relatively easy mods to it that massively improves things. For instance https://www.studioformcreative.com/ sells some of these, but you can make those things yourself easily if you have straps and velcro lying around. The front one basically distributes weight to your forehead, and the back weight also means less weight on your face. Using a power bank as a counterweight is a nice solution usually.

As far as apps working on your future Rift S, it depends on the app/dev. You can check if the app you want is cross-buy here https://www.oculus.com/experiences/quest/section/2335732183153590/