Sending them would be done through email or some other method which is outside of the scope of iTunes.
Depending on the song quality and length, these files could be big, and too many would not fit in a single email.
You can copy the songs to a separate folder quite easily, by
- Open a windows explorer to the folder where you want the songs to be copied.
- Select all the songs in the playlist in iTunes
- Drag the songs from iTunes, and drop them on the Windows Explorer
Then you would have the actual songs to transfer using your favorite method.
And they can be deleted when you are done.