I know these lists get posted all the time, but I'm not asking what song is your favourite, I want to know what you class to be objectively (or as objectively as you can be with something so subjective) the best song of each album. What you class as the best could be lyrics, production, mixing, impact, vocals - the choice is yours. Also no cop-outs with selecting more than one track. Mine are.
Madonna - Borderline (Lyrically the best on the album, versatile)
Like a Virgin - Dress You Up (amazing guitar break, catchy)
True Blue - Live to tell (combo of lyrics, vocals and production)
Like a Prayer - Like a Prayer (it's one of the greatest pop songs ever written)
I'm Breathless - Vogue (it's one of the greatest pop songs ever written)
Erotica - Where life begins (this was hard - hehe - but I think production and smart lyrics carry it. But I think this album will heavily divide opinion. D&D is my personal fave, but I think it's objectively a kinda messy song)
Bedtime Stories - Sanctuary (production, vocals are on point)
Ray of Light - Frozen (hard to pick just one, but I think Frozen is immaculate and so unique)
Music - Don't Tell Me (great lyrics, great productions, unique)
American Life - Nothing Fails (lyrics, production, choir *chefs kiss*)
Confession on a dancefloor - Hung up (perfect use of a sample, danceable, sexy, thumping, instantly catchy)
Hard Candy - Devil wouldn't recognise you (found this album difficult, but this has the best lyrics I think)
MDNA - Masterpiece (I don't think another song is remotely close to it on MDNA)
Rebel Heart - Joan of Arc (best lyrics, lovely production, meaningful - though Ghost town feel close)
Madame X - Crave (catchiest, nicest production, lush sounding, vocals relatively in tact)
Confessions 2 - One Step Away (this was SO HARD, my fave is bizarre, but I don't think it's objectively the best... OSA has great production, superb lyrics and feels unique)