"Vorrei scaricare alcune canzoni e film italiani. Per favore, mi sapete dire dove cercare/cercarli/trovarli?"
Hi, you can use eMule (need to install a software) or piratebay.org (you need a torrent client).
Beware that downloading copyrighted material can be illegal in your country. You decide what to download or not anyway. If you are doing it a few times and for private use only, it is unlikely you will be ever prosecuted.
You can find some free stuff on the Internet Archive, e.g. this http://www.archive.org/details/Boccaccio701962, but it is a trailer only. Many songs are available on youtube. You just have to know what to look for. E.g. this beautiful Italian song about "history": http://www.youtube.com/watch?v=K-VpPGI2S50 Googling for its title, adding the search keyword testo or lyrics, will point you to the lyrics.
Btw I've got some very good English-Italian bilingual subtitles here: http://ninuzzo.freehostia.com/various.html I have edited them by hand. I own these movies, but you have to get them in order for these subs to be useful to you.