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...well, it's not a music player.. Imagine the situation you browse your music collection (in total commander, windows explorer or whatever and you are just looking for a random song to play... You can have all your music files loaded in one big playlist eg. in winamp and turn on playlist shuffling, or you can use JPS and just press a hotkey whenever you want to listen to one random song or another hotkey when you want to repeat a currently played song... but JPS doesn't actually play the song, it runs it in your music player (winamp etc.).
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You are right that the thing you are describing is an uncomfortable workaround.
But that isn't the way a modern media player works.
Winamp (itunes, windows media player etc.) has a media libary that allows you to automatically index folders of your hardware and build a database.
Afterwards it lets you play random songs from it and/or all song of some gerne, or author based on ID3.
You can also make pretty complex smart playlists in winamp.
I can say winamp to play me random Rock songs with a duration from 4 minutes to 5 minutes from the time 1980 to 1990.
Your programm tries to solve a problem that doesn't exist.