winky

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wink +‎ -y

winky (comparative more winky, superlative most winky)

1. tending to wink; winking
   • 2009 July 12, Susann Cokal, “Bleak Housekeeping”, in New York Times‎:

     Dickens aficionados will delight in winky references to his novels, as well as to his biography: Jenny Wren of “Our Mutual Friend” lends a nickname to Miss Ricketts; Alfred’s brother’s name is Sydney (as in Carton); and the One and Only’s death has left a “Drood”-like novel unfinished, occasioning wild speculation about its conclusion.

winky (plural winkies)

1. An emoticon or smiley that shows a winking face.

Perhaps the same as etymology 1, above. The Oxford English Dictionary, however, suggests derivation from winkle, a variant of periwinkle, plus diminutive -y. Attested since the 1950s.

winky (plural winkies)

1. (slang, childish) the penis.
   • 1982, Robert Lipsyte, Inside Sports, page 71:

     “They never shower with us,” says Shipley, glancing up from his calculator. “I’ve never even seen their winkies.”

   • 1984, Frederic Young, Many Ingenious Lovely Things, page 23:

     She had seen him naked many times and that was how he was. But this! His winky was — well, enormous now. And standing up. And looked positively gigantic and very stiff and proud!

• “winky, n.2.”, in OED Online ⁠, Oxford: Oxford University Press, January 2018.