Send your friend a magnet link of one of your files, then whilst they are uploading it they can Browse your files, & vice versa.
To help with your uploads, go to LW Library window, find your shared folders & select the files & use the Describe button. The tags help the files to be found in searches in the same way mp3 id3 tags help in searches.
System details will help us to try to see where your problem is.
For a start you can configure your software firewall:
User Cant Connect - LimeWire