Meaning
The 'other man' a woman keeps on the side, secondary to her main partner — the man 'pon di side'. Modern relationship slang, close in meaning to the older 'bunna man' (the man a woman cheats with). The female equivalent is the 'matey' or 'side chick'.
Examples
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Dem seh she have a sideman pon di side.
They say she has another man on the side.
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Him find out him a di sideman.
He found out he's the side guy.
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Nuh badda wid no sideman business.
Don't get involved with any side-man situation.
Origin
A modern compound — 'side' plus 'man' — for a secondary/outside male partner; overlaps with 'bunna man'.
How it’s used
The 'other man' on the side. Compare 'bunna man' (older), 'matey', 'spousy', 'programma'.