Season 4 (2001)
Episode 2: “The Real Me”
Season 4 kicked off with a bang in its second episode anyway, bringing in guest star after guest star. Comedian Margaret Cho appeared as fabulous fashion show producer Lynne Cameron alongside “boyfriend” Orlando Pita, played by the real-life hairdresser himself. And it wasn’t just Orlando who appeared as himself, Heidi Klum, Ed Koch and the now late, great makeup artist Kevin Aucoin all made cameos as Carrie Bradshaw went from columnist to fashion model, or at least “non-model” fashion model.
After roles in “Spy Kids” and “Get Carter,” Scotsman Alan Cumming joined the episode too, as Oscar, or rather just “O,” a monkey for Dolce & Gabbana who helped dress Carrie in jeweled underwear. After leaving “Sex,” Cumming turned up in “X2” where he played the creepy-but-good-guy, Nightcrawler.
Before the episode was over though, one more famous face made an appearance. Tony Hale, who later went to star as Buster in “Arrested Development” appeared as Tiger, a photographer’s assistant. His role was brief — “I’ve got some Steely Dan,” he said, suggesting mood-music for Samantha’s nude photo shoot. But the suggestion was in vain. In typical Samantha fashion, she was happy to disrobe for the snaps without any sounds at all.
Episode 3: “Defining Moments”
After deciding she and Mr. Big could remain friends and do friend-like things, the two journeyed to a jazz club where Carrie found herself hit on by one of the club’s performers — jazz man Ray King, played by Craig Bierko. Bierko stuck around for a two-episode arc, playing Carrie like an instrument, before she decided Ray was as freeform a man as the music genre he loved. Bierko moved on to “Boston Legal” as Jeffrey and more recently he played Jack “Gator” Gatley in the ill-fated 2008 Fox comedy, “Unhitched” alongside Rashida Jones.
Episode 7: “Time And Punishment”
When Brad stole Samantha’s cab, he gots more than he bargained for. Samantha took him home and the two not only tumbled between the sheets, but taught each other about personal grooming. Brad was played by Ted King, who prior to “Sex” played Inspector Andy for almost two dozen episodes on “Charmed.” Post-“Sex,” King went on to play hot mobster Lorenzo Alcazar on “General Hospital.”
Episode 10: “Belles of the Balls”
After a slew of one-night stands, Samantha encountered hotel owner Richard Wright, played by James Remar, a man who initially refused to employ her for her PR services due to her one too many indiscretions. Her charm and her sassy lip end up getting her the job and the man, who stays around for longer than a brief liason. Remar, who had the only full-frontal male nudity in the show, found a host of post-“SATC” work, including playing Harry Morgan on “Dexter,” in the 2006-2007 season.
Episode 11: “Coulda, Woulda, Shoulda”
“Charlie’s Angels” star Lucy Liu played herself for an episode of “Sex” as a client of Samantha Jones PR, until a Birkin bag famously came between the two women. Liu must have enjoyed the “Sex” experience, as she later signed on to star in the “SATC” style “Cashmere Mafia” program on ABC.
Episode 17: “A ‘Vogue’ Idea”
Candice Bergen made her first “SATC” appearance as Carrie’s stern Vogue editor, Enid Mead. Mead was hard on Carrie, so the sex columnist turned to Ron Rifkin’s Julian Fisher for help, until that is, he stripped to his Versace underpants in the sacred Vogue closet. Bergen continued in “Sex” for several episodes and she makes an appearance in the movie version of the series. As for Rifkin, he went on to star as the evil Arvin Sloane in “Alias,” and more recently, Saul Holden in “Brothers and Sisters.”
To go back and read about Bradley Cooper, Donald Trump and Jon Bon Jovi in “SATC” Season 1 & 2, click HERE.
For more on Matthew McConaughey, Kyle McLaughlin, Sarah Michelle Gellar and more in Season 3, click HERE.
For more about the appearances of Ron Livingston, Evan Handler, Molly Shannon, Nathan Lane and more of Season 5’s guest stars, click HERE.
And for the guest stars of “Sex and The City’s” final Season 6 including Geri Halliwell, Jason Lewis, Blair Underwood and Tatum O’Neal, click HERE.