Ok, need more download ot Ipod help

Ok, So I have downloaded a shit load of music from "LimeWire" I havve all the songs in 2 seperate locations, in a folder on my desktop and I can see/play them from Itunes as well. However, I can't Drag/Drop them from Itunes onto my Ipod, and when I drag and drop them from the desktop folder to my Ipod I then can't find them in my Ipod. I'm an Ipod idiot it seems.

BTW, other music that I have in Itunes that I CAN DRAG AND DROP to my Ipod all have a "#" in front of the songs but the songs I downloaded from limewire have no numbers in front of each song in the "Brian's Limewire Tunes" folder in Itunes. Can anyone help me?

 

click file add songs to library and upload them into itunes so it can convert them for the ipod.

 

Go to the file menu in itunes go to upload folder and there is also upload file, click the upload folder, find the location of your music folder click it highlight all the music and upload it, and when your done sync your ipod.

 

THANK YOU!!!!