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cool daddy 

the word “Cool Daddy” has many descriptions. A cool daddy is mainly someone laid-back. But the term can be used to also depict a person as a pimp, playa ( player ), thug, Males with financial support deriving from illegal sales ( mostly narcotics, occasionally overweight prostitutes )
A male pimp, dealer, or playa who is unconcerned with the Feds catching up with him and his currupt ways
cool daddy by redevil01 <Philli August 2, 2003
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cool daddy squid 

Someone or something that is beyond cool or awesome; a person or thing that exceeds the normal description of cool, awesome, excellent or amazing.
Dude, that Rush concert was Cool Daddy Squid!
cool daddy squid by Uncle CC September 29, 2010

Cooldady 

A male pimp, dealer, or playa who is unconcerned with the Feds catching up with him and his currupt ways and also with a burning heart, ready to take action.
Hello Cooldady.
Cooldady by Cooldady December 4, 2019
That coondaddy stole my car.
Coondaddy by Yamother3215 November 1, 2010