Island Dog, I owe you a big thanks! I had actually tried to record my tapes to mp3 using my stereo, it didn't work. But having read your post, I tried again with my sons "Spongebob Boombox". I don't know why, but it worked...whereas the stereo still won't.
I'm guessing it's a pre-amp issue or, the fact that I need an adapter for the Aiwa. But you just saved me $140. I would have bought that deck had this not worked.
It's worth mentioning that Audacity worked wonders with my cassettes. They still don't sound perfect mind you, but a lot of the hiss and pops are gone.
I was actually able to post an old song I wrote on my blog. I'm world wide! (Ugh)LOL
Thanks ID. I appreciate it.