John Gregorio (also known as Donald Dorio) is Grace's crush from high school.
According to Grace, John "was high school" for her because of her infatuation with him. During this time, he dated Judi Lombardosi, who according to Grace had ridiculously huge breasts. John later becomes an artist mainly using water color.
After seeing Grace's feature in a magazine where her boobs appeared bigger than they actually are, John calls her up and invites her to his gallery opening. Grace comes wearing a water-bra thinking it is the only reason he wanted to meet up and ends up leaking them on John's paintings.