Sort of...
I was thinking that if I could all my videos in one playlist I could sort of have my TV channel that plays all my anime, doramas etc in a random order, and It could just play in the background. I've been getting a bit fed up with starting and stopping Keyhole to keep the sound in sync =(

Only the problem is, if I set everything to random, and I have a show I haven't seen yet in the playlist, then I could end up seeing the last episode before I see the first. Is there any way to make a playlist play in a random order only for the items that have already been played once?

I just think it would be really cool if you could set it up just like a real TV channel complete with schedules and adverts =D

Edit:
This thread might explain it better: http://xbmc.org/forum/showthread.php?p=288623

Have whatever program you use only pull the 'random' shows from a certain directory. Keep new stuff in a different directory. Problem solved.

I was hoping for a more automated solution =(
Though it wouldn't be as annoying, I would still have the problem of shows appearing in the wrong order.

What I'm trying to do is to randomize which show is played, but each episode in a show played in the right order. E.g Show 1 episode 1 -> Show 5 episode 1 -> Show 3 episode 1 -> Show 1 episode 2 -> Show 2 episode 1 -> etc

I thought that I could have a playlist of playlists and shuffle the playlists, but (at least in vlc) you can only set shuffle for everything in the whole playlist, not individual playlists in a playlist...

Hope that makes sense....

Maybe Mogulus can do what you want: http://www.mogulus.com/

Or you could just watch Japanese TV live... (keyhole etc)

Why do you want the shows in random order? Cant you just make your own order? On real tv stuff comes up on a set schedule :p

Because I'm lazy =D

I couldn't find anything on the net, so I decided to make a python script to do it. It works, but since I'm a bit rusty at programming, it's a bit dodgey. There's probably a better way to do it with plugins and stuff but, meh..

If anyone wants the script it's here: http://pastebay.com/7659 Just copy and paste and save as *.py
Also to make it work you need a file called config.txt with the first line as the directory where all your files are (each series stored in a folder) and the second line as where your vlc install is.

You'll also need to set vlc so that it shuts down it gets to the end of a file.