Writer: Connie Burge
Director: Kevin Inch
Air Date: 10/14/99, 12/16/99, 6/22/00

Prue discovers someone trapped within a painting at the auction house and unwittingly repeats the Latin spell hidden under the picture casting her into another dimension with a man who's been stuck there for 70 years! Meanwhile, Piper asks their new neighbor for help renovating her new night club and Phoebe secretly casts a smart spell to help her compete for a new job. When Piper also gets stuck in the painting, Phoebe's new smarts enable her to read the Latin spell to free them all only to be tricked by the man in the painting. The man is really a warlock. He saves himself and then torches the painting. Although the smart spell is over, a cunning Phoebe tricks the warlock and his warlock lover into the painting with her. Piper freezes the warlocks within the painting while Prue, Piper, Phoebe and the cat escape back into the real world.

Soundtrack: Collective Soul - Needs

Writer: David Simkins
Director: Richard Compton
Air Date: 10/21/99, 12/30/99, 8/24/00

Piper books special musical guest star Dishwalla at her night club only to learn that the band's manager (guest star Larry Holden) has made his own evil arrangement. Prue, Piper and Phoebe find out the band's manager has made a demonic deal to trade female groupies in exchange for fame and notoriety. Meanwhile, Piper struggles emotionally with her feelings when Leo (Brian Krause) returns to help the Halliwell sisters save the fans and their young neighbor Jenny who have all fallen prey to the demon.

Soundtrack: Gordon - Fortified Grapes, Dishwalla - Counting Blue Cars, Dishwalla - Find Your Way Back Home, Dishwalla - Stay Awake, Dishwalla - Until I Wake Up

Writer: Javier Grillo-Marxuach
Director: Martha Mitchell
Air Date: 11/04/99, 1/06/00, 8/17/00

The Halliwell sisters realize that Phoebe's bizarre dreams about murdering men are connected to a demon femme fatale called a Succubus who is really killing men and draining their testosterone to reproduce. Prue unwittingly casts a spell to catch the demon and turns into a guy! Posing as bait for the man-killer, Prue goes by the name Manny. Soon the Succubus zeros in on Prue, who finds her maleness has rendered her powerless to the demon's feminine charms. Phoebe uses her psychic connection to the Succubus to help Manny, who's really Prue, reject the demonic charms and bring back a very relieved and womanly Prue. Enriched by her experience as a man Prue convinces Piper to ask Leo out to the Animal Rights benefit concert starring the Cranberries.

Soundtrack: The Cranberries - Promises, The Cranberries - Just My Imagination, Filter - Take A Picture, Orgy - Blue Monday

Writer: Valerie Mayhew and Vivian Mayhew
Director: Jim Conway
Air Date: 11/11/99, 3/09/00

A trio of film students are the victims of a heart-stealing evil witch (guest star Brigid Brannagh) who escapes from over 200 years of entombment hunting for her magical scepter. Leo returns to help get the staff into the hands of the only person who can use the wand for good, The Chosen One, and bumps into Piper with her new love interest, Dan. Trying to put the awkwardness aside Leo, Piper and Phoebe find the Chosen One who turns out to be a reluctant teenager named Kyle while Prue stumbles across the magical scepter. Ignoring Leo's warnings, the Halliwell sisters attempt to find and defeat the witch and barely escape with their lives. Protected only by a fake courage potion concocted by Prue, Kyle saves the day destroying the evil witch by using the magical scepter. The victory becomes bittersweet when Leo faces Piper's choice to end their difficult romance and begin a new one with Dan.

Soundtrack: Paula Cole Band - Free, Bree Sharp - Show me

Writer: Sheryl J. Anderson
Director: Mel Damski
Air Date: 11/18/99, 3/16/00, 8/31/00

Prue and Piper give in to their fears that the men in their lives may be Warlocks and cast a mind-reading spell to find out the truth. Meanwhile, a group of brain-zapping Warlocks called "Collectors" are after a young man, Eric (guest star Greg Mehlman), who has translated ancient tablets that contain all historical events in the past and future. Eric destroys the actual stone tablets, limiting the knowledge to his own mind and becoming prey to the "Collectors" who want the power of the tablets. Using Eric's father as bait, the "Collectors" lure Eric to them and zap Phoebe when she tries to help out. Prue and Piper use their ability to read each others minds and trick the Warlocks into zapping each other right out of existence saving Eric, his father and a bewildered Phoebe. Luckily, Prue and Piper find out their recent flames are not Warlocks, although Jack (guest star Lochlyn Munro) has been playing tricks on Prue with his twin brother. Piper takes a romantic leap of faith and heads off for the weekend with Dan.

Soundtrack: Sugar Ray - Every Morning, Sugar Ray - Falls Apart

Writer: Zach Estrin and Chris Levinson
Director: John Behring
Air Date: 12/09/99, 3/02/00, 8/10/00

Don't go near the water. The Halliwell sisters face the truth about their mother's death years before when they revisit the long-closed summer camp and lake where she mysteriously drowned. Prue, Piper and Phoebe witness two more present-day violent drownings and meet Sam (guest star Scott Jaeck), a homeless man who they find out was once their mother's White Lighter. To save the young campers who are returning to the newly opened camp, Prue must face her greatest fear and follow in her mother's fatal footsteps to destroy a watery demon. Meanwhile, Leo and Piper learn that they aren't the first White Lighter and witch to fall in love.

Soundtrack: Melissa Etheridge - Angels Would Fall, Sarah McLachlan - I Love You

Writer: Constance M. Burge and Sheryl J. Anderson
Director: Craig Zisk
Air Date: 1/13/00, 4/30/00, 8/03/00 (8PM)

When the Charmed Ones barely escape an attempt on their lives by a mysterious hit woman known only as "Ms. Hellfire," Prue assumes the assassin's identity in order to find out who hired her. While Piper and Phoebe race against time to protect the next potential target on the hit list Prue's undercover work gets her entangled with a ruthless criminal (guest star Antonio Sabato, Jr.) who ultimately leads the Halliwell sisters to a confrontation with their old enemy, Barbas (guest star Billy Drago).

Soundtrack: Earth To Andy - Still After You, Moby - Find My Baby

Writer: David Simkins
Director: Michael Zinberg
Air Date: 1/20/00, 6/15/00, 9/07/00, 2/8/01

A dateless Phoebe comes to the aid of Cupid (guest star Michael Reilly Burke) when a demon of hate named Drazi (guest star Clayton Rohner) steals Cupid's powerful love ring and sets out to destroy all his recent love matches. Cupid's future looks bleak as he watches the couples he's paired go from loving mates to sparring enemies and the bad vibes are spreading into the relationships of the Charmed Ones. Prue uses her newly discovered power of astral projection, to help Piper and Phoebe kill Drazi, but Drazi returns from the dead to wreak havoc in the love lives of the Charmed Ones a second time. Phoebe convinces Piper to freeze the demon of hate, returning Cupid his love ring, so that the second time they try the demon is banished forever. All returns to normal in the love lives of the Charmed Ones and many others. Even Phoebe gets a thank you kiss from Cupid that leaves her smiling.

Soundtrack: Ginny Owens - I Wanna Be Moved, Melanie C - Ga Ga 

Writer: Javier Grillo-Marxuach
Director: Craig Zisk
Air Date: 1/27/00, 4/13/00, 12/28/00

Detective Morris puts his job on the line when he allows Phoebe to take a seemingly abandoned baby home so the Charmed Ones can protect him from a vengeful ghost Phoebe has seen in a terrifying vision. When Prue and Piper discover that the ghost has systematically been killing off the men in the family, they ask the matriarch (guest star Stephanie Beacham, "Sunset Beach") to help find the reason for the murders before the baby boy meets the same fate. Meanwhile, Jack tries to persuade Prue to accompany him on a business trip and Piper's relationship with Dan takes an exciting turn.

Soundtrack: Pocket Size - Human Touch, Martina McBride - I Love You

Writer: Valerie Mayhew and Vivian Mayhew
Director: Anson Williams
Air Date: 2/03/2000

When Piper suddenly comes down with a mysterious and life-threatening illness that appears incurable, Prue and Phoebe ignore the code which prevents witches from using spells for personal gain and cure Piper with an "Awakening spell." The spell has an unfortunate side effect of spreading the dangerous disease to other patients in the hospital. Determined to save innocent lives, Piper puts her own life in danger insisting her sisters help her reverse the spell. Unable to watch Piper die, Leo risks his own code of ethics saving Piper at the last minute. Altered by life's recent events, Prue says good-bye to her job and Jack. Piper learns she spoke Leo's name in the hospital after he saved her and she has some explaining to do to Dan which gets even more complicated when Piper learns Leo's White Lighter wings were clipped for saving her life. Unfettered by his recent suspension from his job, Leo tells Piper his mortality will allow him to fight to win her love back.

Soundtrack: Citizen King - Under The Influence, Tori Amos - Lust, Bush - The Chemicals Between Us, Everything But The Girl - Five Fathoms

Writer: Chris Levinson and Zack Estrin
Director: Don Kurt
Air Date: 2/10/00, 6/08/00

Warner Bros. recording artist Janice Robinson guest stars on this Valentine's Day episode where Phoebe's new college buddies use a book of spells to turn a pig, snake and rabbit into 24 hour manly dates. Their romantic intentions turn scary when the former beasts begin attacking innocent students and plot against their creators to maintain their two-legged status. Piper's attempts to escape the night club for a romantic Valentine's Day dinner with Dan is interrupted when Phoebe's attempt to reverse the spell turns all the patrons into animals. Prue, who is trying to adjust to her new unemployed lifestyle, joins her sisters at the night club and assists them in turning the patrons back into people. The snake and the rabbit did-in their own pig buddy when he protested their violent ways and after The Charmed Ones caught the two the police were ready to take them away to spend the remainder of their human lives in jail. Eventually, Piper heads off to her romantic evening with Dan despite a brief fantasy about Leo, who's constant presence and new job at the night club are making Dan very uneasy.

Soundtrack: Judith Owen - I Promise You, Janice Robinson - Nothing I Would Change, Janice Robinson - Finally Taking Over You, Janice Robinson - The Search For Love

Writer: Michael Gleason
Director: J. Pare
Air Date: 2/17/00, 5/21/00

Phoebe is haunted by her past life as a devious witch back in the roaring 1920's and casts a spell to visit her past life finding Piper married to Dan and Prue a successful photographer. Phoebe is horrified to find out she was seduced by an immortal Warlock named Anton to destroy Prue and Piper. The eerie attacks on Phoebe's present life were brought on by a curse that Prue and Piper cast on Phoebe in her past life destroying her in 1924 and all future lives. Phoebe's only hope is to find an enchanted necklace that can protect her from the curse, but, when she goes back in time to retrieve it she is trapped. Anton appears in the present ready to join the evil Phoebe who now has the enchanted necklace on to protect her while the present Phoebe is being strangled to death back in time. Prue and Piper manage to divert the evil Phoebe's powerful fireball rage onto Anton and as he burns out of sight they tackle the evil Phoebe tearing the necklace off her. When the good Phoebe is able to return they immediately place the necklace back on her saving Phoebe from their own curse to destroy her. The entire event was confusing for Phoebe who is heartbroken by her past evil ways and Piper who learned although she was married to Dan in a past life, Leo was her lover. Piper apparently had to choose between Dan and Leo before, and, Leo knew it all along.

Soundtrack: Owsley - The Homecoming Song, Wilco - Can't Stand It

Writer: Sheryl J. Anderson
Director: Jim Conner
Air Date: 2/24/00, 5/07/00, 8/03/00

The criminal mastermind, Bane Jessup (guest star Antonio Sabato Jr.), returns rekindling the sparks between him and Prue. When Bane narrowly escapes an attack by a powerful demon named Litvack (guest start Steve Railsback) he kidnaps Prue planning on forcing her to use her powers to save him from certain death. After Piper and Phoebe discover Prue in a compromising situation with Bane they are reluctant when Prue tries to convince them to help her destroy the demon anyway. Meanwhile, the mutual attraction for Prue and Bane is difficult for Prue to deny and a spell that Phoebe cast to help Piper decide between Leo and Dan only adds to her confusion.

Soundtrack: Marie Wilson - Making It Up As I Go Along, Beth Hart - Just A Little Hole

Writer: David Simkins
Director: John Behring
Air Date: 3/30/00, 7/13/00, 8/16/01

Prue gets her first professional assignment photographing "the unluckiest woman in San Francisco" (guest star Amy Adams), but the photo shoot turns into a rescue when Prue realizes the woman is so tormented by her run of bad luck that she's willing to end her own life. When Prue learns the woman's string of tragic events are actually the work of a Darklighter (guest star Arnold Vosloo) Prue soon becomes his next tormented victim. Piper and Phoebe rush to save their sister from her own desperate suicide attempt while Leo intervenes making a selfless sacrifice in order to put an end to the Darklighter's powers.

Soundtrack: Bif Naked - Lucky, Tara MacLean - Higher

Writer: Teleplay by: Javier Grillo Marxuach and Robert Masello
Director: Kevin Inch
Air Date: 4/06/00, 6/29/00

Prue, Piper and Phoebe are visited by an old family friend, Aunt Gail (guest star Anne Haney, "Mrs. Doubtfire"). Aunt Gail asks the Charmed Ones to help stop a demon named Cryto (guest star Cameron Bancroft, "Beverly Hills, 90210") who steals the skin from corpses. The Halliwell sisters learn that their Aunt has betrayed them, trading their powers for eternal youth and beauty. As the Charmed Ones plot to regain their powers, Piper has doubts about wanting her powers back at all claiming that being a witch is keeping her from a chance at true love.

Soundtrack: The Eurythmics - 17 Again, Catatonia - Valerian

Writer: Zack Estrin and Chris Levinson
Director: Michael Schultz
Air Date: 4/20/00, 7/06/00

The Halliwell sisters battle a demon of illusions who begins terrorizing the area by bringing horror film characters to life. While releasing celluloid villains the demon accidental releases Phoebe's favorite film hero, Billy (guest star Chris Payne Gilbert), who remains in black and white. Enjoying his new found ability to bring psycho killers from the screen to the real world, the demon sends an ace murderer and knife-wielding corpse to kill Prue, Piper and Phoebe. With Billy and Leo's help, The Charmed Ones vanquish the killer characters and join the demon in an on-screen battle of good vs. evil. Although Piper and Phoebe almost get trapped when the movie prematurely ends, the on-screen witches are able to conquer the demon on his own turf and leap back to the off-screen world while Phoebe says a heart-tugging good-bye to her two-dimensional boyfriend.

Soundtrack: Nina Gordon - Tonight & The Rest Of My Life

Writer: Teleplay by: Brad Kern, Story by: Peter Chomsky
Director: Joel Feigenbaum
Air Date: 4/27/00, 7/20/00, 2/01/01

Piper is interrupted from her excitement of booking Musical Guest Star The Goo Goo Dolls at the night club by Dan who informs her that Leo has a wife. While Piper discovers Leo has secrets, Phoebe is trying to help Charlene (guest star Rebecca Cross), the ghost of a fellow student who was killed by a demon known as Libris (guest star Scott Lincoln) who wanted to stop the publication of Charlene's thesis proving the existence of evil. Charlene helps vanquish Libris before he can do harm to his next victim, Phoebe, but Charlene is kept from crossing over to the other world until she helps Prue capture a murderer. Prue's friendship with a murdered girl's father turns out to have a spiritual connection to Charlene and when Charlene helps send the murderer to jail for his crimes both the murdered girl's father and Charlene are able to find peace and Piper faces Leo's previous life as a mortal by visiting the wife he had in his previous life.

Soundtrack: Goo Goo Dolls - January Friend, Goo Goo Dolls - Broadway, Faith Hill - That's How Love Moves

Writer: Teleplay by: Constance M. Burge and David Simkins
Director: Craig Zisk
Air Date: 5/04/00, 9/14/00, 11/23/00

A doctor (guest star Matthew Glave) who treated Piper when she was dangerously ill has been trying to uncover the reason for her miraculous and magical recovery. The doctor accidentally acquires the powers of all three Halliwell sisters during a blood transfusion and begins using his powers to harvest organs from innocent victims in a desperate effort to save his own dying sister. While Prue, Piper and Phoebe are trying to put an end to the doctors house calls Prue is assigned to photographing a handsome actor (guest star Jim Davidson) and ends up in the tabloid newspapers.

Soundtrack:  Bush - Letting The Cables Sleep, Smash Mouth - Then The Morning Comes

Writer: Teleplay by: Sheryl J. Anderson
Director: Michael Zinberg
Air Date: 5/11/00, 11/23/00

Musical guest star Paula Cole performs at the club as Prue gets into a battle with a strange supernatural man that sends her into another dimension. While Piper, Phoebe and Leo try to discover what's happened they learn that the evil she's trapped with is one of the Four Horseman of the Apocalypse who's destiny is to bring about the end of the world. Much to Leo's dismay, the three remaining evildoers strike a pact with Piper and Phoebe to work together to save Prue and the fourth horseman from their demise in the other dimension. After wrestling with the reality that saving Prue will bring about the end of the world, Piper and Phoebe make the ultimate sacrifice and refuse to help the remaining horseman save their friend...and Prue. The selfless act actually saves Prue anyway and pulls both Prue and the Fourth Horseman back to the real world where the Halliwell sisters face the sacrifice they were about to make to save the innocents of the world.

Soundtrack: Paula Cole Band - Amen, Paula Cole Band - Be Somebody, Everything But The Girl - Compression

Writer: Teleplay by: Brad Kern & Zack Estrin & Chris Levinson
Director: Shannen Doherty
Air Date: 5/18/00, 11/30/00

A fast-talking genie (guest star French Stewart, "3rd Rock from the Sun") grants each Halliwell sister a wish in exchange with an infernal evil counsel to set him free. Prue's wish for the thrill of first love turns her into a rebellious and powerless 17-year-old, Phoebe's wish for an active power propels her to flight and Piper's wish that Dan get over her turns him into a dying old man. The adventure soon turns into a death wish when Prue is attacked and killed by a dragon demon who is in cahoots with the genie. Even Leo's healing powers couldn't bring Prue back to life, but, the genie offers to go back in the bottle to save Prue and return all to normal. When this still doesn't bring their sister back Piper rubs the bottle releasing the genie again and wishes Prue back to life so that The Power of Three can vanquish away the dragon demon in a burst of flames. Meanwhile, Dan's heartbreak is compounded by the new knowledge that Piper is a witch. The Charmed Ones use there remaining wishes to free the genie but make him mortal and give Dan peace of mind by erasing his horrorifying experience and newfound knowledge of evil away.

Soundtrack: Filter - I'm Not The Only One, Beth Hart - Delicious Surprise, Modern English - Melt With You