| Season Two |
| Page Two |
| 28. That Old Black Magic - 11/11/99 |
| Shannen Doherty as Prue Halliwell - Star |
| Holly Marie Combs as Piper Halliwell - Star |
| Alyssa Milano as Phoebe Halliwell- Star |
| Karis Paige Bryant as Jenny Gordon - Star |
| Greg Vaughn as Dan Gordon - Star |
| Brian Krause as Leo Wyatt - Guest Star |
| Lochlyn Munro as Jack Sheridan - Guest Star |
| Brigid Brannagh (Conley Walsh) as Tuatha - Guest Star |
| Jay Michael Ferguson as Kyle Gideon - Guest Star |
| Matthew Senko as Michael |
| John Johnston as Joshua |
| Pamela Kosh as Betty |
| Teddy Lane Jr. as Director |
| Jeremy Rowley as Treasure Hunter #2 |
| Maulik Pancholy as Treasure Hunter #1 |
| Liv Boughn as Heather |
| 29. They're Everywhere - 11/18/99 |
| Shannen Doherty as Prue Halliwell - Star |
| Holly Marie Combs as Piper Halliwell - Star |
| Alyssa Milano as Phoebe Halliwell - Star |
| Greg Vaughn as Dan Gordon - Star |
| Lochlyn Munro as Jack and Jeff Sheridan - Guest Star |
| Jim Antonio as Collector #2 - Guest Star |
| Misha Collins as Eric Bragg - Guest Star |
| Dean Norris as Collector #1/Dr. Stone - Guest Star |
| Eddy (Edouard) Saad as Ben Bragg - Guest Star |
| Marcelo Tubert as Museum Tour Guide - Guest Star |
| 30. P3 H2O - 12/4/99 |
| Shannen Doherty as Prue Halliwell - Star |
| Holly Marie Combs as Piper Halliwell - Star |
| Alyssa Milano as Phoebe Halliwell - Star |
| Greg Vaughn as Dan Gordon - Star |
| Brian Krause as Leo Wyatt - Guest Star |
| Finola Hughes as Patty Halliwell - Guest Star |
| Lochlyn Munro as Jack Sheridan - Guest Star |
| Scott Jaeck as Sam Wilder - Guest Star |
| Pat Crowley as Mrs. Johnson - Guest Star |
| Lucky Luciano as Kid #1 |
| Emmalee Thompson as Young Prue |
| Ferrell Barron as Medic |
| 31. Ms. Hellfire - 1/13/00 |
| Shannen Doherty as Prue Halliwell - Star |
| Holly Marie Combs as Piper Halliwell - Star |
| Alyssa Milano as Phoebe Halliwell - Star |
| Greg Vaughn as Dan Gordon - Star |
| Dorian Gregory as Darryl Morris - Star |
| Billy Drago as Barbas/Demon Of Fear - Guest Star |
| Lochlyn Munro as Jack Sheridan - Guest Star |
| Courtney Gains as DJ - Guest Star |
| Hynden Walch as Marcie Steadwell - Guest Star |
| Antonio Sabato Jr. as Bane Jessup - Guest Star |
| Carlos Castronovo as Wills |
| Tom Simmons as Coroner |
| Wendi Bromley as Ms. Hellfire (Uncredited) |
| Marcus Shirock as Bane Henchman (Uncredited) |
| ??? as Regional VP for Buckman (Uncredited) |
| In this episode Darryl finds out that the girls are witches and Prue deals with her first astral projection (new power). |
| 32. Heartbreak City - 1/20/00 |
| Shannen Doherty as Prue Halliwell - Star |
| Holly Marie Combs as Piper Halliwell - Star |
| Alyssa Milano as Phoebe Halliwell - Star |
| Greg Vaughn as Dan Gordon - Star |
| Lochlyn Munro as Jack Sheridan - Guest Star |
| Clayton Rohner as Drazi - Guest Star |
| Michael Reilly Burke as Cupid - Guest Star |
| Tiffany Salerno as Cindy |
| Brody Hutzler as Max |
| Jonathan Aube' as Kevin |
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