If money is tight, you may want to buy a CD from Amazon.com instead of buying a digital track for 99 cents. CDs these the sword days, especially used ones on Amazon, are really cheap. You can buy many of your favorites for just a few dollars. Then when you get it, burn the songs from the CD to make them digital downloads. So for the price of 1 or 2 songs, you've just gotten 10 to 15 songs.
If you tend to spend a lot on music, you may find a subscription service to be a much more affordable route in the long run. These services typically cost no more than $10 a month, and they open up a world of music. In fact some have near 20 million different songs that you can listen to and download.
When choosing a music service, consider the apps it provides. Will you be using your phone or tablet to listen to music. Many large providers offer convenient apps that allow you to listen to music on your mobile device when you have a subscription. Pay attention to whether this is provided and if it costs extra.
iTunes often looks a bit disorganized because it has a lot of columns. However, you can do something about that. Simply click inside the title bar and deselect any columns you don't need. When you're done, you'll only have the columns that are most useful to you.
Watch the file sizes of your music downloads carefully. A normal music download will be somewhere between 2 megabytes and 5 megabytes. If you see something much less or much more, there could be something fishy about the file. It may be spyware and not the song you were hoping it was.