when 2 bad things happen. usually its something bad, then something worse to make things even more f'd up.
bob -- DUDE I just got fired!! and I think I just got shot in the foot!
tim -- double whammy!
a two part difficulty, a dual disadvantage
The high cost of health care and his lack of medical insurance was a double whammy.
When there is two waves in one go. They both come at the exact same time and hit you twice as hard.
Woah, that was a double whammy!
fucking things up in both holes.
"i wanna double whammy that girl" or "i just double whammied my midterm"
The occurrence of two SUPER AWESOME things/events at one time.
It's my birthday... and prom! What a double whammy!
When you stick up both of your middle fingers. Created by Ricky from the tv show Trailer Park Boys
"(sticks up both middle fingers) Now this is the double whammy i only bring this out for special occasions" - Ricky
When a girl gets fucked by two (2) guys.
Guy#1: So we're really going to settle this bet by whoever can get that girl first tonight bro ?
Guy#2: Yes , it's just to see who's the smoothest....and no ties ! No double whammy !
Guy#1: Double what !?