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The Witch Trial
(September 30th 1999)
A powerful demon named Abraxas steals the Book of Shadows and resurrects some of the trio's old foes (Jeremy, The Woogy Man, and Nicholas.). In the meantime, Prue is struggled with Andy's death and Piper tries to own a nightclub.
Morality Bites
(October 7th 1999)
Phoebe has a vivid premonition foretelling her own death--burned at the stake for killing a man with her powers--in the year 2009. To prevent her execution, the sisters travel to the future.
The Painted World
(October 14th 1999)
Prue discovers that the world of art can be dangerous when she's trapped inside an enchanted painting, along with a warlock who's been imprisoned for 70 years. Phoebe casts a spell to make her IQ higher in order to pass a job interview.
The Devil's Music
(October 21st 1999)
Piper opens her night club, but business isn't doing so good. A demon, which has a pack with a band agent, lives by swallowing innocent girls. Leo casts a magic in order for the demon and the band to Piper's night club. Meanwhile, Prue and Phoebe try to help Piper out with her new night club.
She's A Man, Baby, A Man!
(November 4th 1999)
An evil demon called a Succubus is luring men to their deaths, so Prue goes deep undercover by casting a spell that transforms her into a man.
That Old Black Magic
(November 11th 1999)
An evil witch escapes a 200-year imprisonment and seeks to destroy the Charmed Ones. The only hope is to find a ''Chosen One'' who can use the witch's wand for good, rather than evil.
They Are Everywhere
(November 18th 1999)
The sisters run afoul of a group of warloacks knownas ''The Collectors,'' who gain knowledge by draining human brains.
P3 H2O
(December 10th 1999)
At the long-closed summer camp where their mother drowned years before, Prue , Piper and Phoebe witness two more violent drownings and meet Sam (guest star Scott Jaeck), the homeless man who 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 footsteps as she tries to destroy the watery demon. Meanwhile, Leo and Piper discover that they aren't the first White Lighter and witch to fall in love.
Ms. Hellfire
(January 13th 2000)
The sisters are targeted by a hit woman known as Ms. Hellfire, and Prue goes under cover to find out who hired her, flirting with a cold-blooded criminal (guest star Antonio Sabato Jr.).
Heartbreak City
(January 20th 2000)
A demon sets out to destroy Cupid and all his recent love matches, putting the relationships of the Charmed Ones in danger.
Reckless Abandon
(January 27th 2000)
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 the vengeful ghost Phoebe has seen in a terrifying vision. When Prue and Piper discover that the baby was actually given up by his family, they race against time to convince the matriarch (guest star Stephanie Beacham, "Sunset Beach") to tell them the reason the ghost has systematically killed all the men in the family before the baby falls prey to 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.
Awakened
(Febuary 3rd 2000)
When Piper suddenly comes down with a mysterious and life-threatening illness which the hospital staff is unable to cure, Prue and Phoebe ignore the code which prevents witches from using spells for personal gain and cure Piper with an "Awakening Spell," with the unfortunate side effect of spreading the disease to other patients in the hospital. Determined to save innocent lives, Piper puts her own life in danger to reverse the spell, forcing Leo to break another code in order to protect her. Prue makes a life-changing decision regarding her career.
Animal Pragmatism
(Febuary 10th 2000)
On Valentine's Day, Phoebe discovers that the girls in her college study group have used a book of love spells to turn three animals into men for a romantic evening, but they unfortunately retain dangerous animalistic qualities and begin attacking innocent students. While Janice Robinson (recent hits "Nothing I Would Change" and "Search for Love") performs at the club, Phoebe accidentally creates a real zoo when her attempt to reverse the spell turns all her patrons into animals. Meanwhile Prue tries to adjust to her new unemployed lifestyle, and Piper's Valentine's Day dinner with Dan is complicated by the constant presence of her former guardian angel-turned-mortal, Leo, who is now working at the club.
Pardon My Past
(Febuary 17th 2000)
Phoebe travels to 1924 and confronts an immortal warlock (Christopher Tyler) who forced her to destroy Prue and Piper in a past life.
Give Me A Sign
(Febuary 24th 2000)
When criminal mastermind and Prue's former flame Bane Jessup (Antonio Sabato, Jr.) is attacked by a powerful demon named Litvack (guest star Steve Railsback), he manages to escape, but kidnaps Prue to force her to use her powers to save him from certain death. The mutual attraction between Prue and Bane is even stronger upon their second meeting, and after Piper and Phoebe "rescue" Prue from a compromising situation, she convinces her reluctant sisters to trust Bane enough to follow his plan to destroy the demon. Meanwhile, the spell Phoebe casts to help Piper decide between Leo and Dan only adds to her confusion.
Murphy's Luck
(March 30th 2000)
A Darklighter (Arnold Vosloo) sabotages a woman's daily life, leading her to consider suicide.
How to Make a Quilt Out of Americans
(April 6th 2000)
A family friend (Anne Haney) wants to stop a skin-stealing demon (Cameron Bancroft).
Chick Flick
(April 20th 2000)
The Halliwells battle an illusion demon who has the power to unleash celluloid villains on society and brings to life Phoebe's favorite film character, Billy (guest star Chris Payne Gilbert), who remains in black and white while everything around him is in color. Using his newly discovered ability to bring psycho characters out of horror movies, the demon sends an axe murderer and a knife-wielding corpse to kill Phoebe, Prue and Piper, but they force him back into the movie and join him in an on-screen battle of good vs. evil.
Ex Libris
(April 27th 2000)
HIT ALTERNATIVE ROCK BAND ''THE GOO GOO DOLLS'' GUEST-STAR - Phoebe tries to help the ghost of Charlene (guest star Rebecca Cross), a fellow student who was killed by a demon known as Libris (guest star Scott Lincoln) to prevent the publication of her thesis proving the existence of evil. With Prue's help, Phoebe and Charlene try to vanquish Libris before he can kill Phoebe, but are surprised to learn that Charlene's ghost cannot move on to the next plane of existence until she helps Prue solve the murder of another young woman. Meanwhile, Piper's efforts to get the nightclub ready for a performance by ''The Goo Goo Dolls'' (latest hit ''Broadway'') are interrupted when Dan reveals unsettling news about Leo's past.
Astral Monkey
(May 4th 2000)
A doctor investigating the sisters' strange talents imbues three monkeys with their abilities, then accidentally receives all their powers at once, which threatens to drive him mad. Piper: Holly Marie Combs. Phoebe: Alyssa Milano. Prue: Shannen Doherty.
Apocalypse, Not
(May 11th, 2000)
The Halliwells face their most deadly, powerful challenge to date: the Four Horsemen of the Apocalypse. Circumstances force the sisters into an alliance with the super-demons after one of the Horsemen and Prue are sucked into another dimension.
Becareful What You Witch For
(May 18th,2000)
The sisters have angered the Infernal Council so often that they want to teach the Halliwells a lesson. It involves a genie (French Stewart) who is sent to grant them each a wish. However, the sisters are unaware that there are darker intentions at work.