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tough nut to crack 

Something or some situation very difficult to deal with satisfactorily. You may use just 'tough nut' too.
Property division is a tough nut to crack in divorce.
Iraq has become a tough nut for the U.S. government.

Nut Sack Crack 

Nut sack crack is the crevice between the testicles created from placing your finger in between them.
Joey: Hey, Jim, come check out this nut sack crack.

Jim: Oh wow, dude, that's some nice sack crack!

Joey: Thanks, man, I work out.
Nut Sack Crack by Psicotik November 9, 2012

hard nut to crack 

Someone or something that is difficult to deal with, understand, or influence.
Joanne is a hard nut to crack, but I think I can get her to agree to the contract.

tough crack to nut 

an extremely attractive woman that no guy can score with
“Yeah, she’s as hot as a firecracker but you’d better forget it, pal. That’s a tough crack to nut.”

crack a nut 

Man 1: "Wow, that stripper's lap dance actually made me crack a nut!"
Man 2: "I need to go there more often..."
crack a nut by Nutcracker April 23, 2014

A tough crack to nut

A female that is difficult to seduce
Brenda is beautiful and we had a wonderful time, but she's a tough crack to nut.