answer:I have done this a few times (long ago). Basically, you just hook your tape player's audio out into your computer's audio in, grab some recording software, and go. There are many, many ways to do it that will give you varying quality/ease. But since you're starting with tapes, the quality is never going to be amazing, so I wouldn't start spending too much (unless you have some compelling reason that you need to max out on quality). If you don't already have a tape player with an audio out, you should be a able to find a decent one from on craigslist for free or next to it (I gave a away one a few days ago). And if you're computer has an mic in (you can buy an audio interface if you don't have one), plug in the necessary cables (depending on the tape output), grab some software like Audacity , and just start going for it. You'll also have a final step of adding to iTunes (or what you use) where you can convert it to mp3/aac, or if you're picky, you could use lame. It's pretty labor intensive if you want to go song by song, but it will work.