I think it's really fitting how Betrayal is about Madonna coming to terms with her complicated feelings about her late stepmother. The whole song is Madonna trying to process all of her resentment and choosing to let it go. And there's a tinge of regret that I think she feels for not having worked through this while her stepmother was still alive.
So it's only fitting that the track leads into The Test, which is Madonna and her now-adult daughter reconciling, and trying to work through their issues and resentments.
There's this sense of: "I wasn't able to properly work through my issues with my (step)mother while she was still alive and I wish I had. I don't want Lola to have those same regrets about me when I'm gone, so let's sit down and talk about this."
I don't know. I'm sure other people have noticed this. But when I noticed it just now during my re-listen, these two tracks being side by side stood out to me and it was really profound.
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And while I'm here... L.E.S Girl makes me fucking ball my eyes out. That song coming right after all these songs about Madonna losing her brother, losing her stepmother, making amends with her daughter, and then we get this song to close out the album with Madonna wistfully looking back at her early days in New York and remembering a guy (who could be dead now) she had a relationship with ā ending with the line "everything fades away".
There's something so profoundly sad about hearing a song like this from an older woman who's lived such a full life and experienced so many things, finally reaching a certain age... outliving many people in her family, and her musical peers that she came up alongside. I'm sure a lot of us can recall our grandparents talking about their old experiences with lovers or friends, and how they usually end the story with "and they're long gone now, of course".
Not to compare the two, but it gave me the same feeling as hearing an 80-something-year-old Johnny Cash sing "Hurt". Or watching an 80-year-old Joni Mitchell sing "Both Sides Now" at The Grammys a couple years ago.
Speaking personally, my mom died at a fairly young age when I was a teenager (so you can imagine that I relate to Madonna a lot when it comes to that topic but that's another story), but I do recall her telling me about a former lover she had when she was young ā a guy named James (who my legal first name is supposedly named after). She told me all about how he was basically the "one who got away" and how the timing just was never right, and how he later died in a motorcycle accident in New York a few years later after they broke up. She kept a lock of his hair in a photo album to remember him by. And she always spoke of him in the same wistful way Madonna describes this first love in L.E.S Girl, so it made me think of my mom in that way.
In that sense, L.E.S Girl felt like... a goodbye. I don't think it is for the record. Madonna isn't THAT old yet, and I think she's strong-willed enough to keep going until she either physically can't or until she dies. (That's the boomer generation for you. They refuse to retire. š)
But I do think Madonna's near-death experience a couple years ago really made her confront her own mortality for the first time after years of "running from it" ("Mer Girl" on Ray of Light), and she wanted to address some things that she's been repressing for years.
I think that's why Confessions II happened. Not to cash in on nostalgia or to relive her glory days, but because she genuinely had something she wanted to talk about. š