Madonna’s 1980s hits such as Holiday, Into the Groove and Like a Virgin are brilliantly captured on The Immaculate Collection (1990).
If you want a deeper exploration of her musical psyche and kinetic songwriting though, I’d advise listening to the post-True Blue albums.
In the late 80s, having conquered the charts with 19 hit singles, she was ready to challenge herself with more personal lyrics and a richly collaborative approach with her producers and musicians.
Dubbed her “divorce album”, 1989’s Like a Prayer was recorded at the worst point in Madonna’s marriage to Sean Penn, as the giddy pace and crashing glass of Till Death Do Us Part testifies.As well as capturing the emotional chaos of her marriage, Madonna delved into her Catholic.
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