Option1- When barbosa left them on that island elizabeth found a jewel of some sort and brought it back to see if jack knew what it was but as soon as jack grabbed it elizabeths hand a bright light happened that caused them to go unconscious for a bit til they wake up to see they are now the opposite gender and with the clothes they were currently wearing not fiting properly they switch clothes
FemCaptainJackSparrow: https://www.deviantart.com/quantumbeauty...
(Just imagine her wearing the dress like garment elizabeth was wearing at the time)
MaleElizabeth: https://www.deviantart.com/howelljenkins...
(Just switch his clothes to what jack was wearing)
Or
Elizabeth isn't completely turned into a man when the item changed them Elizabeth gained a dick between her legs and since elizabeth didn't fully change they won't switch clothes
Option2: During the final battle with barbosa when the coin jack smeared his blood on was in the chest with rest it landed on the coin that had elizabeths blood on it still (As for why the crew that was cursed didn't change genders is cause they are all male so...) this caused a light to shine from the chest that blinded the three remaining people in the cavern and when the light faded both jack & elizabeth were changed
FemaleJack: https://www.pinterest.com/pin/1097759283...
MaleElizabeth: https://www.pinterest.com/pin/1520669249...
All three are confused on what happened and jack & elizabeth swap clothes as the ones they are currently wearing were not fitting properly
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