This phrase is the opposite description of male-to-female trannies, A.K.A. "Chicks With Dicks." The word pudendum describes a woman's external genitalia.
"Hey, brosef, what's up with that new student, Jack? He looks like a chick."
"Don't worry, broheim, he is one of those Dudes with Pudes. Jack used to be Jill."
"Don't worry, broheim, he is one of those Dudes with Pudes. Jack used to be Jill."
by SmellsLikeaMan December 18, 2019