Rearranging songs in library/playing songs

Hi there,
Is there a way to rearrange songs in the library? I tried to drag the song to where I wanted it but that won't work. Anyone know if there is a way to do this?
Also, I find it annoying that itunes cuts off the last bit of the current song playing and then starts the next song right away. Is there a way for itunes to play the song right through?
Thanks,
Chris
Windows XP

No such thing as “too many songs”. :-D
See: How to Transfer Music Between the Computer and iPod
And: Transfer music manually
The iPod offers three ways to transfer music from your computer. You can select one of the following update modes from the iPod Preferences menu in iTunes (Edit=>Preferences=>'iPod' tab):
1) Automatically update all songs and playlists. This is the default mode, in which your entire music library, including playlists, is automatically synced to your iPod. If the music library on your computer exceeds the iPod storage capacity, you are prompted to select a different update method.
2) Automatically update selected playlists only. With this option, iTunes automatically copies the playlists you have selected to the iPod when you connect it to the computer.
3) Manually manage songs and playlists. You can also choose to transfer music to the iPod manually. This allows you to drag and drop individual songs and playlists from iTunes to the iPod.
Manage the iPod either Manually or via Selected Playlists.
How to Create a Smart Playlist
Deleting Songs or Playlists from your iPod

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Rearranging songs in library/playing songs

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