Since you mention "The Second Time Around" and Akiba has put me in mind of songs from musicals, what about "The Sadder-But-Wiser Girl" from "The Music Man"?
Like the two threads. "Growing Older" truly differs thematically from "Growing Old."
BTW, "When The Children Are Asleep" is a fav. of ours, too. We have a repetoire of responsive duets, -- lots of fun. Think I'll go launch a thread on the subject, -- see what else is out there.
Fine concept, here.