Competitors in the annual male-only event made the precarious dash under rainbow bunting and cheered on by crowds clutching pink balloons who lined the street in Chueca, a gay neighbourhood in central Madrid.
Rules state that mens' heels must be at least 10 cm (4 inches) high and the shoes are measured before the race.
Many men donned wigs and skirts for the event, while a few increased the challenge by running the 100 metres or so wearing platform boots.
The race is part of the World Pride Madrid festival, which also features concerts and other events to celebrate diversity.
(Reporting by Sonya Dowsett and Alba Asenjo; Writing by Angus Berwick; Editing by Alison Williams)
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