I used to get really conditioned with record albums because they play one side at a time. I bought a turntable that could play both sides. 8 track tapes split an album into 4 parts leaving some awkward silence or switching tracks while a song was playing. Casette tapes had 2 sides and you had to turn the tape over until they made players that reversed tapes. CDs played the entire album. I have a home CD players that holds 5 CDs on a turntable that can be set to shuffle play mode to play a couple of songs from one CD and move to another.
My experience from listening to radio stations is I'm conditioned to expect a certain song to follow a certain song because the stations do it. They have automated playlists that don't seem to change. Some stations I can tell the day of the week and the time by what songs are being played. Each station has their own group of songs that they play and some more often than others. The country western stations seem to be the worst. I was at a friends house working on his car. In 3 hours there were several songs that they played 4 times.
I've noticed that an I pod, on shuffle play, seems to play songs in a certain order not a random order as I find myself expecting a certain song to follow the one that's playing and it does.