Ep 18. Double Date

In Who's the Boss? season 1 episode 18, titled "Double Date," the audience is treated to a comedic and heartwarming story of relationships and misunderstandings. Tony Micelli, the live-in housekeeper and former baseball player, has a date with his new girlfriend, Angela Bower, who is also his employer and a successful advertising executive. However, their plans quickly become complicated when Tony's friend Bernie, a bachelor and notorious womanizer, offers to set him up on a double date.

At first, Tony is hesitant, knowing that Angela would never approve of Bernie's lifestyle. But he convinces himself that he and Angela are just having a casual relationship and that a double date would be harmless. Meanwhile, Angela is also facing her own dilemma when her ex-husband, Charles, unexpectedly drops off their son, Jonathan, for the weekend. She is torn between wanting to spend time with her son and not wanting to cancel her plans with Tony.

As the night progresses, both Tony and Angela face a series of misunderstandings and mishaps that threaten to ruin their evening. Tony's date, Sandy, turns out to be a high-strung and emotional woman who constantly needs reassurance. Bernie's date, Linda, is a beautiful woman who immediately catches Tony's eye, despite his loyalty to Angela. Meanwhile, Jonathan feels neglected by Angela and becomes jealous of the attention she is giving to Tony.

Amidst all the chaos, Tony and Angela find themselves questioning their relationship and their feelings for each other. When Angela realizes that Jonathan is feeling left out, she decides to invite him to join their double date, much to Tony's dismay. However, as the night comes to a close, Tony and Angela have a heart-to-heart talk that clears up all their misunderstandings and reaffirms their feelings for each other.

Overall, "Double Date" is a lighthearted and charming episode that showcases the strong bond between Tony and Angela, despite the obstacles they face in their unconventional relationship. It also highlights the importance of communication and understanding in any relationship, whether romantic or platonic. With its witty humor and heartfelt moments, this episode is a classic example of the endearing qualities that made Who's the Boss? a beloved sitcom of the 1980s.