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Congratusorry 

A word that simultaneously expresses both joy and condolence for the fortunes of another, "congratusorry" should be directed towards an individual when they suffer disappointing results from a situation that typically concludes with a positive outcome. A question mark after congratusorry isn't entirely necessary, but can prove helpful in ambiguous situations. (Also see "seizing defeat from the jaws of victory".)
Jim: My wife just had a baby.
Bob: That's wonderful...
Jim: It wasn't mine.
Bob: Oh... congratusorry?
Congratusorry by Le_Sigh December 30, 2008
Related Words

Congratslyfun 

"Hey Jades, I just got a wicked new job with a really hot boss!"
"Oooh, congratslyfun!!"
Congratslyfun by Civixen March 9, 2008