While I can overlook any "creepiness" due to age because the writer/singer is not the same as the 'character' singing (the "You're Sixteen" example), I have always had a problem with guys in their 70's singing "Isn't it time we go steady again?" Because in that song it clearly is being sung from an older point of view and just sounds silly when they sing it.
The other lyric that give me pause is:
"Took me back darlin' to that time in my car
When you cried all night cause we'd gone too far"
It just paint a bad picture.
Kermit - what cracks me up about this thread is that when you listen to hip hop or some of the rap music, much of it is utterly filthy.
Whatever is in the BB catalog is tame by comparison. Using a lens from 2016 to measure the 60's or 70's is absurd and inappropriate because it is not contemporaneous.
The mores were entirely different and as Don mentioned, was not a feminist-based agenda.
Trying to assign a connotation or taking a trip through Brian's cranium is impossible. Only he knows his conceptualization process.
When they hand out condoms in high school, there is a presumption that you can never go too far," just use protection.
That was not even on the radar screen back-in-the-day.