Working on a couple of themed playlists to burn to CDs. Much easier than the old days of constructing mixtapes. No more spending massive amounts of time shuffling song orders around trying to create "feel" and then making the tape, finding it didn't work, and starting all over. There was just a whole lot of paper and pen work before even beginning taping.
Now I usually just dump a bunch of songs into a playlist and run through it on random a few times. I might go ahead and decide on a few beginning or end songs or know I want to transition certain songs together, but for the most part, the organic order suggested by random play works as well as anything I can do.
As a current example there's one song I'm removing because it doesn't work anywhere. It isn't a bad song, just disrupts any flow it's in. Otherwise, all the other songs from pop, punk, jazz, classical, and "other" genres work well together.