Hothead Paisan made its debut in 1991, and was initially published four times a year by Giant Ass Publishing. The series was part of an underground 'zine explosion which happened in the early 1990s, and instantly snared a loyal cult following. DiMassa published Hothead Paisan from 1991–1996; the whole series has been collected into the anthology The Complete Hothead Paisan, published by Cleis Press. It contains all 21 issues, plus 20 extra pages. Hothead Paisan is rage therapy for the marginalized and disaffected, the fed up,and anyone sickened by society's ills. Her readers comprise a full spectrum of gender, orientation, race and class. Hothead literally started out as journal material to vent and deal with anger issues by DiMassa when first entering into drug and alcohol recovery. The first issue, published as a mini-comic, was twelve pages long and elicited a roaring response, giving rise to the ongoing series, and soon after, a line of merchandise called "Groovy Crapola" which included shirts, mugs, hats, rubber stamps, etc. Hothead has no filter and reacts viscerally and violently to the injustices of the world. Her acting out of the fantasies that "normal" people have but would never act on holds her appeal; she does it for us unapologetically and uproariously. Her cat Chicken brings in a more spiritual, wise element. Hothead's best friendRoz is an older psychic blind woman who is a pacifist and almost endlessly patient with Hothead. These and other characters make Hothead Paisan a well-rounded experience which speaks to the many facets of the reader's emotional landscape. According to DiMassa, the themes reflected in Hothead Paisan are "less about anything particularly lesbian, and more about a slant on how unbalanced society is" and represents a "matter of astuteness among fans than really gayness.. although ninety percent of them are gay." This societal imbalance is explained in the Gabrielle Dean's feminist analysis of the comic strip which postulates that Hothead is a "phallicized dyke" who is "at the mercy of her own rage against society, which she expresses by castrating men who are exaggerated stand-ins for the patriarchal order. In 2002, a candy bar named after Hothead Paisan — the "Homicidal Lesbian Terrorist" booster bar — sold out quickly in San Francisco, where DiMassa was living at the time.
Other work
DiMassa illustrated the Pussycat Fever chapbook by the late Kathy Acker, along with Freddie Baer ; My Gender Workbook by Kate Bornstein; and Sexing the Body by Anne-Fausto Sterling. DiMassa illustrated Jokes and the Unconscious, a graphic novel written by poet and writer Daphne Gottlieb, which was published by Cleis Press in 2006. DiMassa has contributed to numerous comic/literary anthologies from the early 1990s to the present, the most recent being Live Through This, which is a collection of prose and art by women describing the role that art has played in dealing with issues such as addiction.
Current work
DiMassa currently does a bit of cartooning/illustrating, but focuses mainly on oil painting and street art pieces often based on Hothead Paisan and Chicken.