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Season 2 |
| 13 :02x01 - Take Me Out to the Ballgame (Jun/06/1999) | | After ending her relationship with Mr. Big, Carrie dates a member of the New York Yankees. However, when Carrie sees Mr. Big, she realizes that she's not over him. Meanwhile, Miranda becomes annoyed with 'men talkers', Samantha is unsatisfied with her boyfriend's shortcomings, and Charlotte's boyfriend repetitively adjusts himself. | | Guest Stars: Rob Bogue as Paul Ericson, Chantal Lonergan as Young Girl, Chris Noth as Mr. Big, Jason Testa as Pot Head Guy, Keira Naughton as Yuppie Woman, Maggie Kiley as Woman #1, Marilyn Dobrin as Female Vendor, Larry Doby, Jr. as Large Baseball Player, Jamie Goodwin (1) as James, Mark Devine as Yankee Joe | Director: Allen Coulter
Writer: Michael Patrick King (1) | | | |
| 14 :02x02 - The Awful Truth (Jun/13/1999) | | After Mr. Big sends her flowers, Carrie invites him to her birthday party. Samantha struggles to talk about her boyfriend's shortcomings with him and they wind up in therapy. Meanwhile, Miranda forces herself to talk dirty to her boyfriend and Charlotte gets a puppy. | | Guest Stars: James Kyson Lee as Man, Chris Noth as Mr. Big, Willie Garson as Stanford Blatch, Marilyn Sokol as Dr. Velma Rubin, Amy Povich as Woman #1, Neil Pepe as Aaron, Neal Jones (1) as Richard, Robin Irwin as Woman #3, Molly Price as Susan-Sharon, Daniel Gerroll as Mr. Marvelous, Jamie Goodwin (1) as James | Director: Allen Coulter
Writer: Darren Star | | | |
| 15 :02x03 - The Freak Show (Jun/20/1999) | | Carrie dates a bunch of freaks until she meets Ben. However, she ruins their relationship when she turns into a freak. Samantha goes on her first date with Harrison, Charlotte dates Mitchell Sailor, a.k.a. "Mr. Pussy", and Miranda quits dating all together. | | Guest Stars: Thomas Pescod as Date #3, Charlie Schroeder as Mitchell Sailor, Grant James Varjas as Date #1, David Wike as Luke, Chris Noth as Mr. Big, James Joseph O'Neil as Date #2, Sam Freed as Doctor, Ian Kahn as Ben, Marc Kudisch as Harrison, Claudia Besso as Monica, Jamie Denbo as Woman In Bathroom, Saidah Arrika Ekulona as Nurse, | Uncredited: Eric Keith as Guy in Bar | Director: Allen Coulter
Writer: Jenny Bicks | | | |
| 16 :02x04 - They Shoot Single People, Don't They? (Jun/27/1999) | | Carrie starts to think she likes being single until her magazine cover shoot doesn't well. Samantha dates William, who turns out to be a jerk, Charlotte tries to get a date with Tom, an actor, and Miranda has to fake an orgasm. | | Guest Stars: Wendy Hoopes as Lennox, James Lascesne as Nevin, Ajay Mehta as Busboy, Matthew Morrison as Young Busboy, Lawrence Rosenberg as Downtown Guy, Seth Ullian as Cute Waiter, Willie Garson as Stanford Blatch, Camille Hickman as Woman, Adam Dannheisser as Editor, Bradley Cooper as Jake, Mark Feuerstein as Josh, Tom Gilroy as Tom, Robert Montano (2) as William, Hope Adams as Waspy Woman, John Cleary as Deaf Man, Teddy Coluca as Garbage Man | Director: John David Coles
Writer: Michael Patrick King (1) | | | |
| 17 :02x05 - Four Women and a Funeral (Jul/04/1999) | | Charlotte falls for a recently widowed man at a funeral; Carrie tries to make up with Mr. Big; Samantha becomes detested by the New York social scene after she tries to seduce another woman's husband; Miranda has panic attacks after buying her own apartment. | | Guest Stars: Chris Noth as Mr. Big, Shannon Williams as Josephina, Ellen Tobie as Shippy Shipman, Barbara Spiegel as Realtor, Rhasaan Orange as Assistant, Jimmy Noonan as Bouncer, Michael DeVries as Richard "Dick" Cranwell, Lisa Butler as Maitre D', Felicity LaFortune as Sandy, Susan Willis as Older Woman, Kurt Deutsch as Ned, Seth Barrish as Morgage Guy, Porter Beerman as Hostess | Director: Allen Coulter
Writer: Jenny Bicks | | | | | | |
| 19 :02x07 - The Chicken Dance (Jul/18/1999) | | Miranda's interior decorator falls in love with her friend from London, announce that they're getting married after only a few days of knowing each other, and ask the girls to be part of the wedding. | | Guest Stars: David McCann as Doorman, John Mese as Dave, Grace Naughton as Busy Female Executive, Mary Jane Wells as Mrs. Healy, Chris Noth as Mr. Big, Kevin Hagan (1) as Mr. Healy, Paul Haber as Cute Investment Banker, Carrie Preston as Madeline Dunn, Stephen Barker Turner as Jeremy, David Beach (1) as Bandleader, Buzz Bovshow as Man, Mike Dooly (1) as Martin | Director: Victoria Hochberg
Writer: Cindy Chupack | | | |
| 20 :02x08 - The Man, The Myth, The Viagra (Jul/25/1999) | | Carrie tries to get Mr. Big to know her friends better. Samantha starts hanging out with a seventy-something millionaire. Miranda starts to date a bartender. | | Guest Stars: Chris Noth as Mr. Big, Chris McGinn as Testimonial, David Eigenberg (1) as Steve Brady, Sean Runnette as Comic, Dina Paisner as Housekeeper, Bill McHugh as Ed, Spiro Malas as Carlo, Bruce MacVittie as Allan Miller, Donald Trump (1) as Himself | Director: Victoria Hochberg
Writer: Michael Patrick King (1) | | | |
| 21 :02x09 - Old Dogs, New Dicks (Aug/01/1999) | | Mr. Big has annoying habits that Carrie tries to change. Meanwhile, Charlotte begins to date an uncircumcised man, Samantha runs into an ex who's now a drag queen, and Miranda has trouble working around Steve, the bartender's, late night schedule. | | Guest Stars: Hedda Lettuce as Drag Queen #1, Doan Jaroen-Ngarm MacKenzie as Drag Queen #2, Charles Parnell as Business Guy, Ruth Ray as Russian Woman, Chris Noth as Mr. Big, Amy B. Harris as Bingo Woman, Lisa Gorlitsky as Brooklyn Woman, Crystal Allen as Beautiful Girl, Alex Draper as Mike, David Eigenberg (1) as Steve Brady, Lorraine Farris as Waitress, Kent Fuher as Drag Caller | Director: Alan Taylor
Writer: Jenny Bicks | | | | | | | | | | | | |
| 25 :02x13 - Games People Play (Aug/29/1999) | | Carrie meets a new guy at her therapist's waiting room, Samantha meets a man who likes to 'score' when his team does, Miranda flirts with a Peeping Tom, and Charlotte joins a bridge club to meet a guy. | | Guest Stars: Anne Lange as Dr. G., Jason MacDonald (1) as Emerson, Steve Scionti as Wall Street Guy, Jodi Stevens as Mid-20's Hot Girl, Oliver Vaquer as Waiter, George Hahn as Great-Looking Guy, Scott Glasgow as Ted, Willie Garson as Stanford Blatch, John Dossett (1) as Don, Maureen Cassidy as Preppy Woman, Jon Bon Jovi as Seth, Steve Albert as Sports Announcer, | Uncredited: Dar Billingham as Maid of Honor | Director: Michael Spiller
Writer: Jenny Bicks | | | |
| 26 :02x14 - The Fuck Buddy (Sep/05/1999) | | Carrie makes a date with her 'special friend', Samantha makes love to the couple next door, Miranda dates a high-strung man, and Charlotte decides she needs to ask more men out. | | Guest Stars: Lydia Radziul as Waspy Woman, Timmy Reifsnyder as 13 Year Old Boy, Jon Patrick Walker as Eric, Ben Weber as Skipper Johnston, Dean Winters as John McFadden, Victor Pagan as Jesus, Anne O'Sullivan as Mid 30's Woman, Louis Aguirre as George, Divina Cook as Marlene, Jeff Goldstein (1) as Alex, David Lansbury as Kevin, Kate Miller (1) as Girlfriend #1 | Director: Alan Taylor
Writer: Merrill Markoe, Darren Star | | | | | | | | | | | | |
| 30 :02x18 - Ex and the City (Oct/03/1999) | | Big drops the bomb that he's engaged to his 26 year old girlfriend, which angers Carrie. Miranda gets back to Steve as 'friends who have sex', Charlotte tries to overcome her fear of horses, and Samantha meets Mr. Too Big. | | Guest Stars: Chris Noth as Mr. Big, Bridget Moynahan as Natasha, Mark McGann (1) as Carriage Driver, LaChanze as Hostess, Michael H. Ingram (1) as Groomsman, John Enos as Mr. Cocky, David Eigenberg (1) as Steve Brady, Peter Davies (1) as Carrie's Man Diner, Ali Costello as Waitress, James Saito as Korean Man | Director: Michael Patrick King (1)
Writer: Michael Patrick King (1) | | | |
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