The most recent edition of this event was on 18 February 2018.
Cupid's Undie Run is a kilometre-ish run in your underwear on Valentine's Weekend on Sunday, 9 February 2014 starting from Barangaroo in Sydney, NSW.
Put the hilarity in charity with hundreds of other half-naked or fancy-dressed runners taking to the streets in celebration of their fundraising for the Children's Tumour Foundation.
Cupid's Undie Run takes place in February to coincide with Valentine's Day. Festivities start with a pre-run party, then run and dance around the streets and finish with post-race awards and festivities.