The film utilizes a group of men, the 'Ladies Man Fan Club,' who are infatuated with the protagonist, believing him to be gay, as a primary source of comedic discomfort. Their portrayal leans on harmful stereotypes, presenting their identity and obsession as a target for ridicule rather than with dignity or complexity, contributing to a negative overall depiction.

The Ladies Man features characters who cross-dress or are subject to gender-based mistaken identity, primarily for comedic effect. These portrayals often rely on stereotypes and present gender non-conformity as a source of ridicule, contributing to a problematic depiction rather than affirming transsexual themes. The humor is frequently at the expense of the characters' gender presentation.