Maybe with family sharing. Your best bet for simplicity's sake would be to set up your iTunes library on a shared external hard drive with the contents of everything. Use ONE iTunes account, log into that account on both computers and use the separate computer to access the same library. My wife has our iTunes on her laptop as well, she just doesn't use it as often. And her laptop iTunes' library is the same as the desktop because it shares the external drive. I would not recommend a bunch of different iTunes accounts because then you will be buying apps twice, etc.