Great Program .. some questions tho...

There's no direct support for what you want to do from the Media Player plugin itself, but you could create a new menu on your toolbar, give it the Winamp icon, and then create the Media Control plugin in the menu itself, as shown in this screen shot.

Don't forget that you can set the Media Player to auto-hide when your Media Player isn't running (not handy if you plan on starting Winamp from the plugin, though!).