Winamp winamp winamp it really whips the llama's ass :) for music (I can also manage music on my iPod, look ma no iTunes!). And recently they added Android device WiFi sync in the latest beta, so it's double win for me :D
What I love most about Winamp is the Q (Queue and Jump) feature. When on a playlist you just press Q, and a song enters a temprary queue (but you don't leave your current playlist), and the ability to use skins (I hate that in iTunes, everyone has the same layout, so boring!)
Here's a pic of my Winamp:
VLC for video.