Hi.
did request something like this too. Here :
viewtopic.php?f=7&t=23063
btw, if you define some "strange" Shortcut / Global Hotkey it is cancelling the risk of "Oops problem" ^^
For example in Winamp's Playlist File Remover I defined [Ctrl+F12] as a Global Hotkey for this feature...
It is quite hard to accidently press thoses key together =)
The risk is for Very big files, as the Windows Trash (at least on XP) has a hard limit of max ~ 4go. If your trash is filled with 2,5 Go files, every file bigger than 1,5 go will be directly deleted.
To avoid this issue you could set a specific folder, as in Winamp's plugin.
cheers