As far as the initial upload problem, you have to set up Limewire to share this drive, otherwise nobody "outside" can see the files. This is so your personal and private documents and files stay that way. Go to Options > Sharing and set up which drive and any particular folders within it you want to share. If it's all of them you can just define the drive letter. Then refresh Limewire (go into the Library tab and click refresh) and try getting your friend to search for one of your files again. I hope that should work. You should also define which other folders on your computer you want to share so that you don't end up sharing something you'd rather not!