Ep 19. Three Dates and a Breakup (1)

Frasier season 4 episode 19, titled Three Dates and a Breakup (1), follows Frasier's attempts at dating after his recent breakup. The episode opens with Frasier and his friend Niles discussing Frasier's recent breakup with his girlfriend Cassandra, and his reluctance to start dating again. Niles suggests that Frasier try online dating, but Frasier is skeptical.

Later, Frasier meets a woman named Caitlin, who he finds attractive but somewhat ditzy. Despite some reservations, Frasier agrees to go out on a date with Caitlin. However, shortly before the date, Frasier bumps into Faye, another woman he has been eyeing, and agrees to go out with her as well.

At the same time, Frasier's father Martin also finds himself in the dating game when he meets a woman named Sherry at a bar. Martin and Sherry hit it off, but when Martin later invites her back to his apartment, she is put off by Eddie, Martin's beloved dog.

As the episode progresses, Frasier's various dates begin to come unravelled. His date with Caitlin goes poorly when she reveals that she has a boyfriend, while his date with Faye is disrupted by a series of unexpected events. Meanwhile, Martin has trouble finding a way to see Sherry again, despite his interest in her.

The episode ends with Frasier feeling discouraged and frustrated by his romantic prospects. However, Niles assures him that true love is out there if he just keeps looking, and encourages him not to give up.

Overall, Three Dates and a Breakup (1) is a lighthearted and comedic episode that explores the ups and downs of dating in the modern world. Through its various characters' experiences, the episode touches on themes of vulnerability, rejection, and the search for genuine connection. Despite its comedic tone, however, the episode also has a deeper message about the power of perseverance and the importance of staying open to love even in the face of disappointment.