1. You need a software programme to import the cassette tunes. I use Roxio Creator 2010, a paid for one but I believe Audacity is a freebe. I have a soundcard and attach a stereo phono lead from the headphone socket of the cassette player to the microphone input of the sound card . Some without soundcards still have such an input (look at your PC manual). Then I play the cassette through the PC's speakers and use Audio capture in Roxio with the input setting "Sound through speakers" (or similar.) Using Roxio you can split up the songs , fade in and out etc then convert to MP3. Then you can manually name the song and get audio tags via the internet and Roxio or other software. Then in i tunes you can "add file (or folder) to the library"
I have a line in socket on my laptop, so where can I get a lead that has the small jack from the headphone socket on my tape player to the small socket on my laptop. I tried on Maplin but could not understand all the different leads.