Not to mention that it would look silly coming out of a waste basket, but the problem is, the Trash in OS X sits in the Dock, and so there's not any *room* for the icon to get larger like the Grouch used to do.
If someone was going to do this, it'd take some tricky coding and some replacement trash icons.
But I had him installed on all my old Macs. I was young, and it was brilliant. I used to trash all kinds of important things just to hear him sing his little song
. I probably still have the Classic extension installed on my old Macs if anyone desperately wants it.
The problem was it would encourage young people to delete things
.