1736 Canting Dictionary / F / FLUSH in the Pocket [adj,money]
full of Money. The Cull is Flush in the Fob, the Spark's Pocket is well lin'd with Money.
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Entry taken from 1736 Canting Dictionary, by Nathan Bailey.
Flush In the Pocket in the 1811 Vulgar Tongue
Also see examples in Canting Songs and Slang Rhymes collected by John S. Farmer (1896).