If my young cousins in a 3rd world country are any indicator, sideloading will lose its "fear factor" because these kids are doing insane things with devices these days, stuff I wouldn't have been able to nor had any will to do in their day. Even more so the ones in 1st world countries!
Definitely less "insane things" these days than back in the day. I remember jailbreaking Sony PSPs for all my classmates in middle school :D Later when iOS became big, the only common "insane" thing was app store account sharing.
e.g. I agree with you.