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1.
A term to be used in a situation when you do not know whether to Congratulate OR Apologize to the other person. It is often followed by a question mark or stated as a question because you do not know whether its a good or a bad thing
Ex:

Female Friend 1: I just found out I'm pregnant.
Female Friend 2: Congratsory??
by Fe Dubrovna February 04, 2010
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