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double whammy 

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!
double whammy by ttttttttravis February 8, 2007

Double Whammy Friday

Double Whammy Friday is an unofficial internet observance that occurs when two unofficial holidays align together.

1) Free Use Friday (falls 11th to 14th of October) depending on year

2) 14th of October

When Free Use Friday happens to fall on the 14th of October (this happens roughly every couple years or so) then two things are fair game.

1) A couple must engage in sex whenever even just one member asks for Sex

2) you text your crush you like them, and if they like you back you must go on a date with them.

Both of these are allowed on Double Whammy Friday. However because of how the calendar works, the day alignment falls only every 5 years or so and thus it does not occur every year.
Friend 1: Bro, apparently this year there is going to be a Double Whammy Friday, because the calendar checks out

Friend 2: Yo bro nice, you should ask your crush out then.

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.
double whammy by Light Joker June 29, 2005

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!
Double Whammy by Ademma January 3, 2008

Double Whamover 

The day before new years (new years eve) and new years day when you get hung over new years eve and go out and get hung over all over again new years night.
Bob and I pulled a double whamover new years 2010!

double whammy 

"i wanna double whammy that girl" or "i just double whammied my midterm"