Why can I not play music I have paid for?

About 2 years ago, for the first time I bought an album from the itunes store on the same computer I currently am using. I was able to listen to it fine. I don't reguarly download from the itunes store, but the music that I have done, for some bizarre reason, I now am refused access to. I cannot figure it out. At first it refused my password (which I was so sure was entirely correct, but nevermind) so I changed it successfully.
I went back to itunes, trying to just simply play a song, and I'm asked again for my password, so I keep entering it, and it says:
'this computer is already authorised. Incuding this one, you have authorised 2 computers out of your available 5'.
This is odd, as I bought the music on this account, my only account, on this computer and have only played it on here. Anyway, I respond to this message with the only option available 'OK', and then I proceed to play the song...but I am asked for my password again, and so I enter it again, and the same message comes up again and I press OK again...and again and again. It is a short and unsatisfying circle with no escape.
I do find apple really quite frustrating sometimes. I paid for music I can't listen to. I would have preferred to pay an extra £3 for the CD to listen to how I wish, on many computers, disc players etc, to avoid the hassle and controlling nature of these programmes. RANT!
Please please help?
many many many thanks : )

Trouble shooting here so please don't take offense at what might seem to be basic questions.
Can you hear through your earbuds when plugged into the phone jack on your iPhone?
Is the sound turned on on the side of the phone?  If you can see orange on the sound switch it is turned off.
Have you tried to restart your phone?  Press both Home and Sleep/Wake buttons at the same time and wait for Apple logo to appear? (LIke rebooting a PC)
Can you check the jumper cable you are using in car with another device to make sure it works? (We had to buy a  male to male adapter with a smaller diameter tip to connect my wifes iPhone 4S to the Aux port in her car because the tip on the actual cable was too wide at the top. But that was because of the size of the opening in her case)

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