Meaning
A respectful, friendly term of address for a man — like 'boss', 'chief', or 'sir'. 'Yes, bossman!' is a common way to greet or answer a man, especially a customer, a stranger, or someone you want to show a bit of deference to. The female equivalent is 'boss lady' or 'empress'.
Examples
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Wah yuh a look fah, bossman?
What are you looking for, boss?
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Respect, bossman, everyting criss?
Respect, chief, everything good?
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Yes bossman, mi soon come.
Yes sir, I'll be right there.
Origin
From 'boss' plus 'man' — a courteous, slightly deferential term of address, common in vending and service exchanges.
How it’s used
A friendly, respectful way to address a man (esp. a customer/stranger). Compare 'chargie', 'star', 'empress' (for women).