Lollipop Boy is a gender-swapped version of Lollipop Girl shown in the episode "Fionna and Cake." He is featured in the opening theme song. Lollipop Boy likes tabletop games, video games, and soda water, and is on a low carb diet. Lollipop Boy is based on the show's production assistant, Patrick Seery.
He has brown hair the same length as his female counterpart, with the part on his forehead sticking up. Unlike Lollipop Girl, he wears glasses. He wears a green- and blue-striped outfit.