A Few Best Men portrays a gay character, David, whose journey of coming out and finding happiness with his partner is depicted with dignity and acceptance. While a raunchy comedy, the film affirms the worth of his queer identity and love, with drag queens also contributing to the celebratory atmosphere.

The film features Mia, the mother of the bride, whose transsexual identity is revealed as a central plot twist. This revelation is primarily used for comedic shock and the discomfort of other characters, particularly the male leads. The portrayal leans problematic, relying on the perceived unconventionality of her past for humor rather than affirming her dignity or experience.