Madonna has performed "Dress You Up" on four of her world tours, namely The Virgin Tour in 1985, the Who's That Girl World Tour in 1987, the 2009 leg of the Sticky & Sweet Tour, and Rebel Heart Tour in 2015–16. On The Virgin Tour, "Dress You Up" was the opening song of the set. Madonna wore a blue see-through crop-top, revealing her characteristic black bra. She also had lacy leggings and crucifixes around her ear and her neck. As the beat of the song started, Madonna entered the stage and posed on the stairs before reaching the microphone to sing the track. A performance of the song from the Virgin Tour was included on the VHS release "".