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In 2006, Richardson's oil painting of a naked, burly and muscular Anton Oliver caused a sensation, and sold for more than $16,000.
Regrettably - or fortunately, depending on your point of view - Mr Chin yesterday said he planned to pose "full frontal, robed and chained".
"That was a bloody nice painting, but it's not for me."
Asked how he looked naked, Mr Chin replied: "That's for me to know and you to find out."
The Dunedin City Council has been commissioning portraits of its mayors since the 1940s.
All but one hang on the council chamber walls.
Mr Chin's predecessor, Sukhi Turner, so disliked the portrait painted of her in 1998, she bought it for $6000 and commissioned a photograph instead.
The council will decide on Monday whether to confirm Richardson's commission