Heartbreak City is the 10th episode of the second season and the 32nd overall episode of Charmed.


For a complete plot of Heartbreak City, go here.
To read the full script of Heartbreak City, go here.

A Demon of Hate steals Cupid's powerful love ring and set out to destroy all his recent love matches, including the relationships of the Charmed Ones.


Main Cast

Guest Stars


Magical Notes

Book of Shadows

According to Phoebe, Drazi had an entry in the Book of Shadows. However, no entry was seen or quoted.


The sisters made a vanquishing potion for Drazi. It didn't work at the first time as the Cupid's Ring protected him. When Phoebe removed the ring from Drazi's hand, it worked, melting him.



Notes and Trivia

  • The end says: "Dedicated with love to Doug Wood, a special member of our crew". explains: "Doug Wood worked in the industry for 25 years, learning his craft of being a key grip on numerous films, commercials, sitcoms and music videos. The last show that he worked on was Charmed, when he passed away on December 5, 1999".
  • Darryl does not appear in this episode.
  • In this episode, Prue discovers that she cannot use telekinesis while in astral form.
  • Phoebe does not use her power in this episode.
  • When Phoebe and Cupid go into Dan's bedroom, in the window, you can see the blue house, which is opposite the Halliwell Manor. Since you're able to see that house from his window, it's most likely his bedroom is located at the front of the house.
  • Phoebe has an attraction to the Unnamed Cupid in this episode. She would go on to fall in love with Coop, the Cupid later sent to help her find love. She ultimately marries him and they have three daughters. She also gives her first advice of love to others, foreshadowing her future job as advice columnist and love expert.
  • When Piper asked Cupid about her relationship with Leo, Cupid told her that they had created that love themselves, as Cupids are not allowed to help people find love if that love is forbidden.
  • This is the first episode where Prue does not use Telekinesis during her tenure on the show, though she does attempt to. 
  • This is also the first of the two episode where Prue does not use Telekinesis, but uses Astral Projection (the other being "Just Harried"). 
  • This episode scored 5.1 million viewers.
  • Michael Reilly Burke (Cupid) and Holly Marie Combs previously worked together when he guest starred on an episode of Picket Fences. He also had appeared a short while earlier on Shannen Doherty's former show Beverly Hills 90210 (although after she was gone) in four episodes, one of which was named Cupid's Arrow.

Cultural References

  • The title of this episode is a reference to the Cars' song and album "Heartbeat City", or to the Elvis Presley song "Heartbreak Hotel".


Episode Stills


(Cupid walks up behind Phoebe.)
Cupid: You're gonna need a new lock on that back door.
(Phoebe drops the phone, turns around and kicks Cupid in the mouth. He falls onto the stairs.)
(Cut to Prue.)
Prue: Phoebe? (Prue hangs up and runs out of Jack's place.)
(Cut back to the manor.)
Cupid: I'm getting rather used to you kicking love in the teeth.
Phoebe: Okay, who are you and what do you want?
Cupid: More importantly I know who you are Phoebe. And that's why I'm here. I need your help. Charmed Ones kind of help.
Phoebe: I will ask again. Who are you?
Cupid: You wouldn't believe me if I told you.
Phoebe: Try me.
Cupid: Well, for lack of a better name, Cupid.

(Piper opens the box and there's a diamond necklace in it)
Piper: Oh.
Dan: 'Cuz if you want to you can take it back. (Piper kisses Dan passionately. Phoebe looks around the corner and tries to get Piper's attention. Piper opens her eyes and sees Phoebe. She stops kissing Dan.) Hey, is something- (Piper freezes Dan.)
Piper: Phoebe, what are you doing in here? How did you get in here?
Phoebe: We have got a very big problem. (Phoebe pulls Cupid into the room.) Piper, Cupid. Cupid, Piper.
Cupid: Hi, sorry to interrupt. Glad to see things are working out for you and Dan.
Piper: What?
Phoebe: You have to come home really fast.
Cupid: Yeah, a demon of hate stole my ring and he's gonna use it to find all the loves that I've put together so he can destroy them, which will in turn destroy me.
Piper: Wait a minute.
Phoebe: He's telling the truth. The demon's name is Drazi. He's in the Book of Shadows.
Cupid: Yeah, Phoebe's already started working on the potion that will vanquish it.
Phoebe: And Prue's on her way home.
Piper: From where?
Phoebe: From Jack's. Okay, hurry. Kiss very fast.
(Cupid and Phoebe leave. Piper sits back on the bed in front of Dan.)
Piper: Okey dokey.
(Dan unfreezes.)

Piper: You're still gonna have to back up the Cupid claim.
Cupid: Okay, fine. (He points to Piper.) Dan, (points to Prue) Jack, (points to Phoebe) Clay (points to Prue) Andy. My sincerest condolences. Eric in London, Alec in college, (points to Piper) Not Jeremy the Warlock, Joe in college, Barry in high school, Tim in eighth grade, (points to Phoebe) Ken, Kyle, Steve, Mike, Ken again, Brian, Joel, Martin, Peter, Paul, Tony.
Phoebe: Okay, you know I didn't love all those guys, right?
Cupid: Yeah, well, they wanted to love you, but your closed heart sent them away.
Phoebe: My closed heart? I do not have a closed heart.
Cupid: Look, if people get the feeling that there's nothing there, then eventually it's hasta la vista, Phoebe. That explains the recent rush of cancelled dates.
Prue: Okay, so wait, our past relationships, you made those happen?
Cupid: Well, actually, my assignment here's only two years old. I helped you two meet Jack and Dan but most of your prior loves were work from fellow agents.
Piper: Agents?
Cupid: Oh, yeah. I'm just one of many. We work in secret all over the world making connections.
Piper: Did you connect me and Leo?
Cupid: Uh, no. That was the work of you two. Those connections were forbidden to make for obvious reasons.
Phoebe: Um, can we go back to the hasta la vista remark please?

Piper: You know what happens when they cancel.
Prue: Oh, back to square one.
Piper: Do not pass go.
Phoebe: And all accrued nookie credits are thrown out.
Jack: There's a penalty?
Prue, Piper and Phoebe: (in unison) Oh, yeah.

International Titles

  • French: De l'amour à la haine (From Love to Hate)
  • Polish: Miasto złamanych serc (City of Heartbreaks)
  • Czech: Město zlomených srdcí (City of Heartbreaks)
  • Slovak: Láska a nenávisť (Love and Hate)
  • Serbian: Grad slomljenih srca (City of Heartbreaks)
  • Italian: Cupido (Cupid)
  • Spanish (Spain): Corazones rotos (Broken Hearts)
  • Spanish (Latin America): Ataque al amor (Attack on Love)
  • Hungarian: Veszélyben Ámor (Cupid in Danger)
  • Portuguese (Portugal and Brazil): Corações Partidos (Broken Hearts)
  • Russian: Город, разбивающий сердца [Gorod, razbivajuščij serdca] (A City, a Heartbreaking)
  • Finnish: Särkyneitä sydämiä (Broken Hearts)
  • German: Mitten ins Herz (Right in the Heart)
Previous Episode:
Ms. Hellfire
Next Episode:
Reckless Abandon
Episodes: Season 1 - 2 - 3 - 4 - 5 - 6 - 7 - 8
Comics: 9 - 10
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