I've never wanted to sideload an app until recently. I discovered that the recent generations of iPhones and iPads can achieve native performance with the Dolphinios GC/Wii emulator, but the app can only be sideloaded. Apple doesn't have a problem with emulation in general (there are NES/SNES/etc emulators available for download in the App Store), but they do not allow JIT compilation for security reasons which these newer generation emulators require.
Currently sideloading is a pain so I still haven't done it. If it becomes as easy as Android I personally would be pretty happy just for this use case.
Ironically I'm a bit disappointed by how powerful the hardware is getting these days because of the software limitations. Don't get me wrong, I fully admit my days of running custom OSes is over, I only use my iPad as an entertainment device and am happy to keep it very simple. I just feel power users should be able to sideload an app or two without needing to use an Xcode debugger or whatever.