Winamp loves you. It really does. It will shuffle your songs with love. You can decide whether to scramble a playlist, hop around it randomly, or both. Download The Winamp. It wants to be your friend. You can mess with volume levels, you can do all sorts of stuff.
For the low, low cost of FREE, you can make this loving, caring media player a part of your life. Please. Keep the Winamps out of the third-world sweatshops.
Won't you help a poor, starving Winamp?
EDIT: Winamp plays music and videos and such on your computer...