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digging a hole for a living 

- I hate working in this office!
- It still beats digging a hole for a living, doesn't it?

digging for chocolate 

white hoes trying to score rich black men.
That white bish over there needs her power bill paid so she's here at the club digging for chocolate.

Digging The Grave 

Essentially the same thing as robbing the cradle, except reversed. When a young person is dating a much older person.
Carol just got to college and she's already digging the grave for her new professor

digging for iron 

When a male or female performs oral sex on a female within a week or so of said females period ending. The iron taste and smell coming from the blood of the period causes this effect.
Guy- yo I ate out my girlfriend last night, her pussy tasted like iron bc she was just on her period.

Guy 2- wow, sounds like you were “digging for iron”

Digging Spoon 

A spoon in which dumb people dig screaming "I smell it. I smell the fun!"
Look at billy committing digging spoon. What a loser.
Digging Spoon by trent2325 May 17, 2019

digging straight down

person 1: bro should we go digging straight down?
person 2: bro NO

person 1: why???
person 2: because its suicide