S1, E1: Will Truman (Eric McCormack), a handsome, successful Manhattan lawyer, and Grace Adler (Debra Messing), a beautiful, self-employed interior designer, are best friends. In fact, they're absolutely perfect for each other -- except that Will just happens to be gay. When Grace receives an unexpected marriage proposal from her boyfriend, Will tries to be supportive of her decision but finally tells her that she's making a mistake, even though he's putting their friendship at risk. The situation is complicated by interference from Grace's socialite assistant, Karen Walker (Megan Mullally), and Will's outrageous friend, Jack McFarland (Sean Hayes).