A winky face denotes playfulness.
It is used as a way to convey the playful sentiment in a medium, such as text, where emotions can't otherwise be displayed.

Depending on the context, it can be flirtatious, but usually denotes joking.
Oh yeah? You're momma wears army boots ;)

The "winky face" is the semicolon followed by the bracket.
by JFBP October 15, 2015
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The winky face is used to imply to the opposite sex (or same if you sway that way),
that your keen as a bean for their Dick or Vagina!
Jess: Chris asked me if I was free tonight
Chloe: did he put any emoticons?
Jess: Yeh he put a winky face at the end of the sentence
by Jessiiedee November 05, 2013
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The secret code that means a girl wants your cock inside her used mainly in text messages and facebook chat. It also acts as an early warning that a fat girl likes you giving you time to par her fat arse.
Dave: I got a text from Candy the other day
Steve: What did it say?
Dave: Come to mine at 8 ;)
Steve: She gave you the winky face? Your defo in for a good fuck tonight
by superpimp22 October 21, 2010
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a word created by un0fficialjay which means lemme suck ya toes and suck ya bottom lip while you sleep or awake
Aye bitch, tryna winky face tonight ?
by un0fficialjay December 23, 2017
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Specific flirting mechanism never to be used by: family, old people, clergy members, uggos, etc.
Uninteresting troll: hey sexy ;)
Scared recipient: please stop misusing winky face
by Cshizz December 22, 2012
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Cumming in your Girlfriends eye, so as which she has to perform a 'winky face' by closing one eye.
by ebjebjebjeb December 29, 2012
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