A sad or crying smiley. Compound of the word "cry" and the word "smiley"
Examples of a cryley: :'( or :(
Text conversation
John: "Hi Anne. I can't do this anymore. I am sorry."
Anne: "Are you breaking up with me? :)"
John: "Sort of. But what's up with the smiley?"
Anne: "Obviously the smiley was a typo. It should've been a cryley :("
by Thild November 2, 2010
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