When a girl winks at a guy and then proceeds to stick her pinky up his butt often taking him by suprise
Eric: I was fucking veronica last night and then outta no where she gave me the winky pinky!

Ron: You shoulda known what was coming after the wink...
by laxdude409 February 9, 2012
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"So how was it last night?"
"The foreplay was good, but he had a pinky winky..."

"He's hot but his pinky is so winky!"
by Scram704 September 23, 2009
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A cock which is both short and thin, presumably while erect. Use of the term is usually accompanied by the holding up of the pinky finger, so as to compare it with the alleged pinky winky.
Johnny: "Would you like to go on a second date with me?"
Suzie: "I would, but I don't think we're compatible."
Johnny: "What?!? What was it specifically, if you don'y mind my asking?"
Suzie: "It's not you! It's just that you have, well, a pinky winky."
Johnny: "Ouch! You didn't have to insult me."
Suzie: "What? That's a specific term. Look it up on Urban Dictionary. It means a short, thin cock."
Johnny: "Oh, well I knew it was short, but I always thought it was pretty thick..."
Suzie: "It's actually both the thinnest and the shortest pinky winky I have ever observed in person. And for that I thank you sir!"
Johnny: "I really hate you right now."
by StonerWithATinyBoner November 16, 2014
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Its what you have to do to train your girl to become a anal master, you gotta finger her with 2 in the pink and one in the stink and that one is the be the pinky.
Ana:Last night Darrel did the pinky winky on me and I think I ready for his whole 2 inches!
by Pinky Winky creator April 9, 2020
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verb: best described as a purple nurple of the penis. ie, grabbing hold of a soft penis and twisting it either clockwise or counter clockwise
Person A: everything okay man?

Person B: not really bro, last night my girlfriend gave me a pinky winky and it still hurts
by kristeyen June 17, 2015
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verb: best described as a purple nurple of the penis. ie, grabbing hold of a soft penis and twisting it either clockwise or counter clockwise
Person A: everything okay man?

Person B: not really bro, last night my girlfriend gave me a pinky winky and it still hurts
by kristeyen June 17, 2015
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