[6] While attending college, Gregory was exposed to the underground comix movement, one of the first times she had seen widespread works by female comic artists.
At school, she contributed full-page strips called "Frieda the Feminist" and other artwork to Phil Yeh's campus humor paper, Uncle Jam, as well as art for the Women's Resource Center newsletter.
She also created the strip Feminist Funnies in 1974, expanding it in 1976 for her own original comic book Dynamite Damsels, after it was rejected by Wimmen's Comix due to an alleged similarity to her other work.
[9][6] In 1971, she began college at California State University, Long Beach, where she was exposed to the feminist movement and comic influences such as Nanny Goat Productions members Joyce Farmer and Lyn Chevli.
Though she chooses not to use labels with regards to her sexuality, Gregory is a long time participant in bisexual newsletter North Bi Northwest and other LGBTQ organizations.
[19] In addition to her comics, Gregory has been employed in many different day jobs, such as a marine biologist, production artist, market researcher, and most recently, a maintenance worker at McCaw Hall.