Go to properties and under playlists you will see something to the effect of
Manually advance playlists and you would want this to not be checked.
From: Pc-audio [mailto:pc-audio-boun...@pc-audio.org] On Behalf Of Samuel
Sent: Monday, May 22, 2017 6:02 AM
Subject: Winamp Not Playing Lists Properly
Recently, I have found that when playing files in Winamp, it doesn't
play files in a list one after the other. It plays one and then stops.
I have to choose to go to the next file by pressing B and then X to
start playing. What could I have accidentally done to set this, and how
could I change it back? I'm using Winamp 5.65. Thank you.