Finch's old friend Bert visits with surprising news--he is now a sexy woman named Brandi. This causes problems for Finch when he becomes attracted to Brandi. Meanwhile, Elliott tries to get Nina to be nicer to her assistant.

Finch's old buddy Brandy - a transsexual woman whom Finch knew as Bert - joins Finch at their high school reunion. Meanwhile, Maya and Elliott decide to become intimate, but without any strings attached.