Top Definition
What occurs when someone is telling an anecdote and you expect the outcome to be the complete opposite of what it actually is. Named after a date set-up gone bad.
(On the phone)

A: I hear you and Jake hit it off! He's standing right here...I just invited him to go dancing with us tonight.

B: I never want to see him again.

A: Well this is awkward.

************************************************
C: So I told my boss to f-off before going streaking through the office.

D: So you're fired?

C: No. She gave me extra vacation time to deal with the stress.

D: Wow, Jake moment...
by Viv283 February 02, 2012

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