Nikki Finn from Who’s That Girl?

Nikki Finn played by Madonna in ‘Who’s That Girl?’ is a free-spirited woman who has just gotten out of jail after wrongly being convicted of her boyfriend’s murder. The Philadelphia native is now on a quest to prove her innocence. She meets lawyer Loudon Trott who she convinces to help her. Nikki Finn more or less is Madonna playing her self. Late 80’s style is super fun and playful. As far as sizing goes you want tops to fit snug maybe size down on your purchase, while bottoms should be based on your comfort level. It should be high waisted so keep that in mind for the length you want. The jacket should be oversized so maybe go a size or two up. I included flat-head studs so you could stud your own jacket to match. You may need an awl to poke through the leather as you stud. Be sure to brush out the curls off your wig and don’t be afraid to let it look messy!

Madonna from The Virgin Tour

From the start of her decades-long career of pop stardom, Madonna embraced a scandalous, envelope-pushing image. As tame as it looks through modern eyes, Madonna’s penchant for wearing cropped tops, short skirts, and singing about “sensitive” topics like virginity raised eyebrows in the 1980s. She unabashedly titled her debut concert tour The Virgin Tour, and wore this lacy, white getup consistent that turned the culturally traditional bridal aesthetic completely on its head.

Breathless Mahoney

In Dick Tracy, lounge singer Breathless Mahoney kept her performances fresh with an array of form fitting dresses. No dummy to the world of crime, this platinum blonde was rarely without red lips or flashy bracelets. Except of course when she was dressing up as The Blank.

A League of Their Own

A League of Their Own stars Geena Davis, Madonna, and Rosie O’Donnell as members of the Rockford Peaches, a team in the All-American Girls Professional Baseball League. Go ahead and try sliding for home plate in this dress, but just remember that there’s no crying in baseball.

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