Meaning
Besides footwear, 'boots' is slang for a condom — 'wear yuh boots' means use protection. Popularised by safe-sex campaigns and dancehall, it frames protection as a piece of gear you put on before the act, and it is more coy and jokey than crude. Documented here for comprehension, it belongs to the everyday, half-humorous talk of sex and safety, a common euphemism heard in songs and warnings alike. The playful image of pulling on your 'boots' has made it a well-known and relatively decent way to speak of the condom.
Examples
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Always wear yuh boots — protect yuhself.
Always use a condom — protect yourself.
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Nuh ride widout boots.
Don't have sex without protection.
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Di clinic gi out free boots.
The clinic gives out free condoms.
Origin
A euphemism casting the condom as protective 'boots' you put on; spread by safe-sex messaging and dancehall.
How it’s used
A coy slang term for a condom ('wear yuh boots' = use protection); also the literal footwear. Safe-sex context.