It does sound as if he's feeling some pain, possibly, from what you describe, and you know your snake better than any of us. Maybe he pulled a muscle on one
of his "missions"? Or your "massages" are not as soft as you say? No, I don't think he got sore from laying around in his hide...that's what snakes do all the time.
It's rather unusual for a snake to be "wagging their tails" too, unless it's a member of a species that does caudal luring (like copperheads or green tree pythons do).
I sure hope he's OK...bummer that he got chilled & hasn't eaten in a while too.