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Number 1 single in the US on May 26, 1990 was Vogue by Madonna.
It can be found on her second album, I'm Breathless, published in 1990. This dance-pop song became and immediate hit and stayed number 1 from May 19 to June 9. 
Vogue-- The song Vogue by Madonna was the number one single on May 26, 1990. 

Madonna was a symbol of feminine power showing how young women could take control of their decisions and gender. Madonna created controversy and this song contributed to her status as a rule breaker. The music video featured revealing outfits which were common to Madonna's styling.