The Waylon Jennings version has that world-weary quality to it plus it has Jessie Colter ( a very pretty gal AND his wife) singing backup - makes it easy to believe he's singing it to her.
If you like 'Amanda' as sung by Waylon Jennings - you'll probably love 'Storms Never Last' and maybe even 'Dreaming my Dreams of you'. They both have that sadness to them plus a lovely melody. Storms Never Last makes a nice duet. I'll try and locate the Lyrics and put them in this thread.