Will & Grace Season 3 Episode 21 The Young & The Tactless

Grace accidentally meets the man of her dreams, a doctor named Leo, for whom she has an instant connection with. At the same time, Karen is trying to set up Will with her cousin, Barry, who is a tad bit dim-witted. Despite Will's initial reluctance, Karen persists and Will eventually agrees to go on a double date with her and Barry, along with Grace and Leo.

During the date, Barry proves to be quite tactless and unintentionally insults Leo with his lack of sensitivity towards Grace's past struggles with infertility. Meanwhile, Grace and Leo hit it off, but as they start to get closer, Grace becomes increasingly insecure about their age difference.

As Will tries to smooth things over with Leo and Barry, he also has to confront his own feelings of jealousy towards Grace's newfound happiness. Their friendship is tested as they grapple with their own insecurities and the challenges of navigating new relationships.

Throughout the episode, the characters struggle with vulnerability and honesty, ultimately learning to communicate and support each other in their respective journeys towards love. With witty banter, heartwarming moments, and relatable themes, "The Young & The Tactless" is an emotionally resonant episode that showcases the dynamic chemistry between the beloved characters of Will & Grace.