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shot in the dark 

to take a somewhat random chance at something; a hopeful attempt
"Hey, shot in the dark here... you want to do something sometime?"
shot in the dark by GAT4 August 30, 2009

Shitting in the dark 

A metaphor used for when you're committed to a situation but are unsure how it is going to turn out. When you are "shitting in the dark" you have to complete the task whether you know what your doing or not. It may turn out to be messy or it may be a success.
Bob really left me "Shitting in the dark" on this one.

Dark Side of the Moon 

A monumental album recorded by Pink Floyd in March of 1973. Set the tone as the defining concept album, along with Sgt. Peppers Lonely Hearts Club band by the Beatles. Contains nine tracks, including their first true hit, Money. The last two tracks, Brain Damage and Eclipse, are typically played together on FM radio.
Speak to Me/Breathe
On the Run
Time
Great Gig in the Sky
Money
Us and Them
Any Colour You Like
Brain Damage
Eclipse

dark side of the moon 

Famous Pink Floyd album released in 1973 that deals with issues of insecurity, insanity, death, and war. Small amounts of interviews done with various crew members are intertwined within it and is rumoured to correspond with The Wizard of Oz. 11th Best Selling Album in the world.
Dark Side of the Moon is fifteen times Platinum.

Stab in the dark 

Basically means taking a complete guess at something.
Take a stab in the dark as to what the answer to this Physics question.
Stab in the dark by History! December 11, 2016

Dark Side of the Force 

A pathway to many abilities some consider to be unnatural.
The Dark Side of the Force is a pathway to many abilities some consider to be unnatural.