How to control shuffle play order?

Hi Everyone
I have an Ipod shuffle I think its 4th gen.
On the computer control panel I can delete songs  Import songs in the library.  I can check and uncheck.  I can rate songs, I can follow all the advise from users and help forums online.  I cant seem to understand what I'm doing.  I do all the above taks thinking it is controlling the play back on the shuffle when I take the shuffle off the usb cable and putton the headphones. 
Yet the shuffle plays sequential or shuffle the same exact songs ... I'd say 20 songs  of the 120 songs that has been downloaded to it.
Help! How do I play other songs and control my play order in the earphones.

HI gerrlinggal
thanks!
I had  to go to  play list  by highlight one song and right click the choose menu flyout Lawrence's" Ipod
This worked with one song i saw the syncing icon sync notice  at the top banner.  I had to highlight all new songs and preform that function as a group of songs
That worked .
Q.   But it did not over right songs and cant seem to find how to access the shuffles list of songs on the IPOd/shuffle.  So I can delete the old songs. ?????    The menu in the ITunes manger is difficult and seem to show only songs on iTunes.
I really had to get lucky finding.  the above  previous trick.

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