I don't know how to pull that of really. First thing to come in mind is AutoPlay but that won't help.
Why not just make ISOs and pretend you have a soft modded Wii with the Homebrew channel and pretend that Dolphin is a USB loader with a external drive or something.
I don't know...
EDIT:
If I were you I'd be more worried about how the games will run seeing that your specs is kinda low stated in your profile.
Don't expect miracles with a Core 2 Duo 2.2 GHz CPU and a NVidia GeForce 8600M GT GPU
Why not just make ISOs and pretend you have a soft modded Wii with the Homebrew channel and pretend that Dolphin is a USB loader with a external drive or something.
I don't know...
EDIT:
If I were you I'd be more worried about how the games will run seeing that your specs is kinda low stated in your profile.
Don't expect miracles with a Core 2 Duo 2.2 GHz CPU and a NVidia GeForce 8600M GT GPU