I've just tried it with my main computer (MC10.0.100), as the other computer is hooked up to the TV and uses a remote. Entered Theater view, cleared "playing now", made selections, enqueued them, checked "playing now", files were listed, and no other files were listed. Clicked "play" button with mouse, First song started playing (a second or two maybe), immediately crossfaded out and the entire playlist was replaced. The same thing happens on the other computer (mc10.0.98) whether I use the remote to press the "play" button on the Theater mode interface, or just press the button I've assigned as "play". Two different systems, two different (but similar) versions of MC, two different control interfaces (mouse and remote), identical results. Interestingly enough, if you click on the "playlists" button, the playlists I made are listed under "recent playing nows", and can be played from there just fine. Hope this helps. If there's any other info you need, or anything else I can do to help, just let me know.