Will & Grace (1998)

Season 3: Episode 14

Will is torn over ending his newfound relationship with Matt, a rising TV sportcaster who is extremely reluctant to let the world – especially his macho business associates – know about his sexual preference, so he continues to refer to Will as his ""brother."" Meanwhile, as Grace does her best to help Will decide, Karen is livid when she discovers that he helped draft her husband's will, which will award much of his estate to charity.