As the tour name suggests, Madonna proves she can be blond (feminine) and ambitious (masculine) at the same time. She translates this gender play by wearing a sexy corset underneath a blue suit. Nobody better to design her transgender costumes than Jean-Paul Gaultier.
During Express Yourself, the jacket comes off to fully reveal the pointy bra corset, representing the Man Machine from Metropolis, the movie that served as inspiration for both the music video and the factory stage design in the opening segment. For the third song, she covers back up with a black track suit jacket, featuring red, yellow and whites stripes.
Blond ambitious Madonna wears a long blond pony tail extension. On the European leg, the pony tail is gone in favour of a curly but still blond hairdo.
For the first time she uses the headset microphone, which in the industry from then on will get the name "the Madonna".
The second segment opened with the raunchy and controversial performance of Like A Virgin on a velvet red bed. The golden pointy bra corset by Gaultier would become one of Madonna's most notorious signature costumes of her career.
As the stage gets a more religious setting, Madonna dresses accordingly in a less skin revealing black robe, enlaced with an M on the back. Around her neck she wears a rosary. For Papa Don't Preach, she takes off the black robe except for the see-through gown.
To promote the release of her latest flick, Madonna dedicated an entire segment to Dick Tracy. To honour the character of night club singer Breathless Mahoney, she wore a green showgirl outfit. Only for the first song, she covers up with a long black gown. The theater curtain in the background tops off the cabaret atmosphere. Both stage and choreography are inspired by classic movie performances of Fred Astaire and Ginger Rogers.
Mocking the Material Girl nickname, Madonna appears with her buddies Niki and Donna, dressed in flashy pink bathrobes and wearing hairnets, all in a beauty salon setting. Halfway through the song, she reveals a pink coat, embroidered with dollar signs. Cherish is performed without that pink coat, only featuring a black corset and the fluffy pink fur. For the segment finale, Madonna is dressed only in black undergarments. The stage setting is influenced by art deco paintings of Tamara De Lempicka.
Madonna re-appears for a first encore in what looks like black and white polkadot pyjamas. The grand finale however is a lot more stylish, with black bustier and bowler hat, highly inspired by Liza Minelli's Cabaret. The choreography with all the dancers uses black chairs as centerpiece.