When playing songs with shuffle turned on is it possible to have Winamp play the entire playlist without repeating songs?

No, as far as I know it isn't. It's not actual shuffle play like you have on a stereo...winamp doesn't remember which songs have already played. It just plays tracks randomly.

A shame actually, you'd think the guys from nulsoft would have taken care of that problem...it's version 2.75 for crying out loud!

It says in the new features for 2.76 that shuffle was fixed.

I think repeated songs are more problematic with long playlists (sounds like). My only problem that I have noticed is that even in 2.76, when I open mp3s from my harddisk into the playlist from several folders, click on play in the main window, the first song always gets played twice.

Maybe it's something in the .ini file that I assume doesn't get overwritten when you install a new version of WinAmp.

Read this article from the winamp.com/news section

Tho' I've got no idea about grog's problem (repeating of 1st track) :confused: