Shuffle mode seems to always play similar/same songs

I don't know if its my imagination but when I use shuffle mode it seems to play similar or the same songs. Often I don't hear a lot of the music I know is there (1500+ songs). I've tried just restarting shuffle a few times which seems to start a shuffle at a different point.
Does anyone know if shuffle changes its variety of songs when its used or does it tend to repeat the same shuffle sequence.
Thanks

I don't think its your imagination, I have noticed this also. There are many posts about this issue.
I have created a smart playlist for Not Played, and I shuffle from that when I want to hear different music.

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Always plays the same song

When I want to listen to one of my play list (on shuffle or not) it always plays the same song over and over and does not go to the next song in the list.
I tried re-initiating my ITouch but it has not solved the problem. I also downloadeded the 3.o version of Itunes and the new upgrade in case that was the problem. Still an issue.
Any advice?

you haven't got the 'repeat' button selected by accident have you? (sounds daft but people have done it before and not realised)
tap the screen while music is playing to bring up these controls.
under the time and scrubber bar on the left handside, see those arrows? if they are blue (tapped once) it will repeat the whole sequence of songs (an album, a playlist, etc.) tap it again a '1' will appear on them. this repeats the current thing playing. tap it again to remove these settings.
the arrows on the right will be highlighted blue when it's set to shuffle.
the arrows on the left highlighted when it's set to repeat.

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Do you have the the Repeat feature turned one? It is the arrowed racetrack on the left side of the Now Playing Screen right below the scrubber bar. Tap it until it is white for no repeat.
Next:
- Reset the iOS device. Nothing will be lost
Reset iOS device: Hold down the On/Off button and the Home button at the same time for at
least ten seconds, until the Apple logo appears.
- Unsync all music and resync
- Reset all settings
Go to Settings > General > Reset and tap Reset All Settings.
All your preferences and settings are reset. Information (such as contacts and calendars) and media (such as songs and videos) aren’t affected.
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On the iPod's Now Playing screen, there is a Shuffle button. The symbol looks like two arrows crossing. Is that set to ON?
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Hi all,
I'm the happy owner of a 2G iPod nano (first generation) that I was given a few weeks ago. I'm using it together with iTunes 9.0.1 on my mac, and I have a question about the autofill feature.
Is it normal that autofill always chooses the same songs out of my library to fill the ipod with ? No matter what I do to those tracks (listen to them on the ipod, try do delete them in "manual" mode), they always come back when I sync with autofill. I do have quite a substantial amount of other tracks that I like as well, but it feels like autofill picked once and for all the tracks it likes most
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Sorry about that ; "rude" is not the word I should have used ; "abrupt", maybe, would be closer to how I felt. And yes, my ipod is actually a 2GB one (2G was a typo).
Let me explain a bit more what I'm trying to achieve, and what I wanted autofill to do automagically for me
My itunes library is abuot 35GB, so there is more than enough music to choose from. This is also why I am sometimes not creative enough when it comes to filling my ipod: I choose a few albums that I know I want to hear, I sync my podcasts, but all that often leaves me with maybe half a gig left on the ipod.
When I discovered autofill I was very happy because it chose stuff for me to top up the ipod, and so I ended up with plenty of good surprises : albums that I actually like, and had not listened to for a while. But when I synced the ipod again and again, I realised that autofill did not surprise me any more ; it only chooses high-rated albums and that's it. This is why I asked (naively, it seems) if this was normal behaviour.
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Autofill always choosing the same songs ? (Itunes 9)

Hi,
I'm the happy owner of a 2G iPod nano (first generation) that I was given a few weeks ago. I'm using it together with iTunes 9.0.1 on my mac, and I have a question about the autofill feature.
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Shuffle mode seems to always play similar/same songs

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