Between 1985 and 1990, Madonna solidified her status as the "Queen of Pop" with a series of iconic albums and films. In 1985, she starred in the hit film Desperately Seeking Susan and married actor Sean Penn. Her album True Blue (1986) was a global success, featuring hits like "Papa Don't Preach" and "Live to Tell." She continued to push boundaries with her 1989 album Like a Prayer, which was both critically acclaimed and controversial for its provocative themes. During this period, she also starred in films such as Shanghai Surprise (1986) and Dick Tracy (1990), further showcasing her versatility as an entertainer.

Madonna (Circa 1985-1990)

Retrained with more styles to give her more variety.

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