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Season 1 |
| 1 :01x01 - The Time She Came to New York (Oct/25/1999) | | Sarah Merrin moves to New York City in order to search for her biological father. | | Guest Stars: Rosie O'Donnell as Receptionist, Denis Arndt as Archer Fitzwith, Paul Whiteman (2) as Sax Player, Armin Armani as Guy In Airport, Jesse Burch as Delivery Guy, Marc Damon Johnson (1) as Transit Cop #2, Edward James Hyland as Transit Cop #1, Jodi Taffel as Receptionist, Adam Stradlin as Fan, Ajgie Kirkland as Security Guard, RuPaul as William Landford, Alan Fudge as Judge Kaliff, Michael Crider as Eddie, Tom Pardoe as Mike L, Scott Alan Smith as Lawyer, Laura Jane Salvato as Assistant D.A., Niecy Nash as Clerk | Director: Michael Engler Writer: Amy Lippman, Christopher Keyser | | | | | | |
| 3 :01x03 - The Time They Threw That Party (Nov/08/1999) | | Romy and Sarah throw a party in order to make some money. Meanwhile, when another man flirts with Joss, Maguire becomes jealous. | | Guest Stars: Gabrielle Wagner as Woman #1, Barrett Downing as Woman #2, Matthew Fauman as Fred, Heath Lourwood as Guest, Sarah Danielle Madison as Googly Girl #1, Sharon Brathwaite as Googly Girl #2, David Douglas as Patron #1, Hilaire Lockwood as Patron #2, Dan Cashman as Stu, Lee Shackleford as Sad Sack Man, Diane Robin as Woman Boss, Allan Steele as Mike #1, Patrick Fabian (1) as Spencer, Michael Beardsley as Careless Party Goer, Robb Derringer as Kenny, Eric Matheny as Andy Beam, Joshua Preven as Brian, Michael Yavnieli as Larry, Cece Tsou as Party Woman | Director: Ellen S. Pressman Writer: Mark B. Perry | | | |
| 4 :01x04 - The Time She Got Mobbed (Nov/15/1999) | | Sarah gets a job offer by a man who may be more interested in Sarah herself than her musical talent. Meanwhile, Romy lands a role on a soap opera. | | Guest Stars: Lou Casal as Vinnie, Jayne Taini as Woman, Kevin Fabian as Billy, Craig Watkinson as P.A., John Brantley Cole, Jr. (1) as Customer, Mike Viola & The Candy Butchers as Themselves, Kim Oja as Dee Dee, Romy Rosemont as Mollie, Marla Adams as Lauren, April Winchell as Karen, Rino Romano as Tony, Faye Grant as Joan, Robert Cicchini as Mitchell, Bruce Nozick as Director | Director: Michael Engler Writer: Ivan Menchell | | | |
| 5 :01x05 - The Time They All Came Over for Thanksgiving (Nov/22/1999) | | Sarah hosts Thanksgiving and invites Maguire, Spencer and Tony. | | Guest Stars: Zare Oysepyan as Twin #2, Zorab Oysepyan as Twin #1, Steven M. Gagnon as Guy #2, Jody Wood as Guy #1, Stephen Hornyak as Lawyer, Elizabeth Mitchell (1) as Ashley, Robert Cicchini as Mitchell, John Billingsley as Jerome "Jerry" Hagan, Rino Romano as Tony, Patrick Fabian (1) as Spencer, Allan Steele as Mike #1 | Director: Ellen S. Pressman Writer: Christopher Keyser, Amy Lippman | | | | | | |
| 7 :01x07 - The Time They Had Not (Dec/13/1999) | | Sarah is hired as a personal shopper. Meanwhile, Joss's sister makes a surprise visit; and Romy meets Joan, much to J.B.'s chagrin. | | Guest Stars: Eugene Alper as Cab Driver, Mark Robman as Santa, James Kline as Caroler #1, Peter Neushul as Caroler #2, Sheri Izzard as Caroler #3, Michelle Weir as Caroler #4, Tammy Townsend as Casey House, Michael Santorico as Nurse, Megan Gray as Courtney, Molly Weber as Jennifer, Faye Grant as Joan, Jenifer Lewis (1) as Joss's Mother, Heidi Mokrycki as Audrey, Wendell Wright as Joss's Father, Jane Daly as Dr. Jan Adams, Daniel R. Escobar as Ramon, Jorge Luis Abreu as Med Tech | Director: Steve Robman Writer: Darin Goldberg, Shelley Meals (1) | | | |
| 8 :01x08 - The Time the Millenium Approached (Dec/20/1999) | | New Year's brings a string of bad luck for all: Maguire is mugged, Joss is fired, and Romy boots Sarah. However, J.B. is able to land his dream date for the night. | | Guest Stars: Denis Arndt as Archer Fitzwith, Brian Munatones as Another Customer, William Stanford Davis (5) as Pawn Shop Owner, Wesley Thompson as Police Officer, Pamela Gordon as Adele, Don Perry as Peter, Dick Miller (1) as Doorman, Tom Pardoe as Tom, Samantha Smith (4) as Jessica, Robia LaMorte as Angela, Allan Steele as Mike, Denise Poirier as Customer | Director: Robert Berlinger Writer: Richard Greenberg | | | |
| 9 :01x09 - The Time They Decide to Date (Jan/10/2000) | | Joss, Romy and Sarah hold a competition to see who can find a relationship first. | | Guest Stars: Elizabeth Mitchell (1) as Ashley, Tom Pardoe as Tom, Marguerite MacIntyre as Nancy, Cathy Lind Hayes (3) as Lucy, Coleen Maloney (1) as Irish Woman, Randy Kovitz as Instructor, Sharron Leigh as Nurse, Gabriel Mann as Ethan, Arreale Davis as Alleya, Shirley Prestia as Arnetta, Shawn Christian as Randall, Allan Steele as Mike, Patrick Fabian (1) as Spencer, Mailon Rivera as Cyril, Larry Poindexter as Oliver, Jay Harrington as Walt, Taylor Sheridan as Connor | Director: Ken Topolsky Writer: Amy Lippman, Christopher Keyser | | | |
| 10 :01x10 - The Time She Turned 21 (Jan/24/2000) | | When Sarah's job as an au pair becomes increasingly stressful, she decides that she doesn't want a 21st birthday party. | | Guest Stars: Brandon Kaplan as Aubrey, Chelsea Parnell as Kid #2, Devyn La Bella as Kid #1, Judy Kazemetz as Unruly Mom, Joe Hart (1) as Cop, Elizabeth Mitchell (1) as Ashley, Andrea Abenoza as Leya, Allan Steele as Mike #1, Patrick Fabian (1) as Spencer, Eric Matheny as Andy Beam, Mia Korf as Sophie, Erika Christensen as Flynn | Director: Daniel Attias Writer: Mark B. Perry | | | |
| 11 :01x11 - The Time They Got E-Rotic (Jun/14/2000) | | Sarah and Spencer begin to develop a relationship over the Internet. | | Guest Stars: Bill Harper as Kevin, Jayne Taini as Woman, Justin Jon Ross as Adam, Sarah Carroll as Giggling Girl #1, Shira Roth as Giggling Girl #2, Kellum Lewis as New Acting Teacher, Christina Wilson as Young Actress, Benny Quan as Karaoke Singer, Joanna Canton as Tara, Elizabeth Mitchell (1) as Ashley, Harry Groener as Unknown, Jonathan Antin as Hugo, Amy Aquino as Unknown, Wentworth Miller as Nelson, Patrick Fabian (1) as Spencer, Mia Korf as Sophie, Andrea Abenoza as Leya Cantrell, Jolie Jenkins as Molly, Daniel Von Bargen as Mr. Halloway | Director: Michael Engler Writer: Krista Vernoff | | | |
| 12 :01x12 - The Time Everything Changed (Jun/21/2000) | | Molly goes with Sarah to an audition where Sarah must sing for a jingle. | | Guest Stars: Bergen Williams as Cop In Ambulance, Carmen Mormino as Ems Worker, Nicole Tocantins as Customer, P. J. Marino (1) as Cop At Scene, John Ciccolini as Patron, Patrice Walters as Neighbor, Stephan Fuller as Passerby, Christine Krench as Bystander, Stephon Fuller as Passerby, Vince Donvito as Lab Tech, Nick DeMauro as Murray, Bert Rosario as Store Owner, Vincent Angell as Detective Sam Douglas, Jolie Jenkins as Molly Hatcher, Mark Tymchyshyn as Mr. Hatcher, Tom Pardo as Tom The Bartender, Joel Christian as Man, Robert Catrini as Detective Elgin, Ray Laska as 1st Cop, Alex Morris as 2nd Cop | Director: Ellen S. Pressman Writer: Christopher Keyser, Amy Lippman | | | | | | | | | | | | | | | | | | | | | | | | |
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