It's probably over-engineering, but if it were me, I'd probably run a web server on the PC with the comics. Then you can grab them on the tablet inside the network (or outside, if you mess around with router ports, but ick) right out of the browser. It's a common enough problem that there's a bunch of options.
http://superuser.com/questions/231080/extremely-simple-web-server-for-windowsMint, I've heard good things about. My impression is that they sort of take Ubuntu and change whatever strikes them as weird, so it's more in line with the rest of the industry. I admit that I haven't tried it, though.
And yeah, the USB thing is great. After some bad Linux experiences in college (yes, you can configure every little thing, but why the heck would I want to waste my time doing that!?), I've used the LiveCDs whenever I had a Windows problem to keep up with how things developed. When I started playing with Windows 8 (pre-releases) for a project at work...well, I like the direction they're trying to go, but I don't like how it's panning out, so I shoved Ubuntu on a cheap netbook to see if it could replace Windows.
Turned out that it's pretty where I need it to be (though to be fair, other than MS Office, most of the software I use is already the free stuff), so when the Windows 7 laptop WiFi crapped out, that was pretty much the end of Windows around the house. More to the point, I'd definitely give a (non-Android) Linux tablet a chance, the way a lot of them have been moving.