Shuffle starts on same song on playlist when switched on, can I change this

Does anyone know how to set it so it starts at the song i was last listening to when the shuffle was switched on and not the same song each time I switch on my shuffle without using my shuffle function?

On the Ipod's Settings page, shuffle is off. I use a cassette adapter in my car. As soon as the ipod connects, it starts playing the first song. I still can't figure out how to set a default song or playlist. Thanks for your help.
MacBook Mac OS X (10.4.9)

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