5.1: A Witch's Tail Pt. 1
Original Air Date: 9/22/02
Piper, Phoebe and Paige come to the aid of Mylie, a Mermaid-turned-human, when she shows up looking for their help after a pact she made with an evil Sea Hag begins to go drastically wrong. If she can find a man to claim his true love, she can remain human, if she cannot, she must give her immortal life force to the Hag. Meanwhile, Phoebe attempts to divorce Cole, until he shows up claiming to want her back. Paige, after having a spell backfire and changing her hair red, must also juggle her new position as a full fledged Social Worker, as well as being a Charmed One. Piper must protect her unborn baby, and face her fear of water (stemming from their mother's death)when she develops panic attacks, when faced with danger.

5.2 A Witch's Tail Pt. 2
Original Air Date: 9/22/02
Piper, Paige and Leo struggle to convince Phoebe, now a mermaid, to come back to her life as a Charmed One, when she decides to "swim" away from her problems with Cole. Meanwhile, Piper casts a spell to stop her panic attacks but instead of facing her fear, she suppresses it, endangering herself and her baby, when a sea Demon comes after her mermaid sister, Phoebe. In order to help Phoebe, Paige takes drastic measures and enlists the aid of Cole, and his newfound demonic powers.

5.3 Happily Ever After
Original Air Date: 9/29/02
An evil witch traps the Halliwell sisters in distorted versions of classic fairy tales, where Phoebe attends a ball as Cinderella and meets Prince Charming, Paige has a taste of Snow White's poisoned apple, and Piper encounters a big, bad wolf, as Little Red Riding Hood.

5.4: Siren Song
Original Air Date: 10/06/02
Cole and Phoebe both fall under the spell of the Siren, who lures husbands to her and entrances their wives to follow with the intent to kill, leaving Piper and Paige to figure out how to save Phoebe. Piper, upset with Leo because he does not understand the challenges of being pregnant, and Leo, frustrated that Piper does not realize the demands of being a Whitelighter, have their personas switched magically by their unborn child.

5.5: Magic Wears a Mask
Original Air Date: 10/13/02
When a demon coerces a boy into turning him into an evil comic book villain so he can steal an Elder's powers, the boy transforms The Charmed Ones into comic book heroes with superhuman strengths to prevent this from happening.

5.6: The eyes have it
Original Air Date: 10/20/02
While seeking the advice of a fortune teller regarding her missing power of premonition, Phoebe discovers that there is a demon who has been stealing the eyes of Gypsies. Meanwhile, Piper wants to see a doctor about her baby, but Leo is concerned about the threat of exposure.

5.7: Sympathy for the Demon
Original Air Date: 11/03/02
Barbas, the Demon of Fear, returns and tricks Paige into giving him Cole's powers, and plots revenge on the Halliwell sisters by playing them against their darkest fears.

5.8: A Witch in Time
Original Air Date: 11/10/02
Phoebe opens a time tunnel while saving the life of her new boyfriend, enabling a warlock to come back and kill two of the Halliwell sisters.

5.9: Sam I Am
Original Air Date: 11/17/02
Paige gets to know the Whitelighter in her, when she meets her first charge, a man named Sam, unbeknownst to her is actually her real father. Meanwhile Cole tries every possible way to get himself vanquished by the Charmed Ones. Piper and Leo have problems in finding a magical creature that does the babysitting part, and things go bad to worse when they're poisoned by a Darklighter, leaving Sam as the only one who can save them.

5.10: Y Tu Mummy Tambien
Original Air Date: 11/21/02
When a man named Jarec desperately needs a witch's body to contain the spirit of his lover Isis, he kidnaps Phoebe. When Cole discovers this situation he offers up Paige in exchange for a mummified Phoebe, because time would stand still for her and Cole is full of hope of winning back Phoebe's love sooner or later.