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- Bradley Cooper. When a deeply upset Carrie goes out for a night on the town after her New York Magazine cover with the headline “Single & Fabulous?” hits newsstands, she finds young, hot Cooper aka Jake.
- Matthew Morrison. In the same episode as Cooper, the “Glee” and “Finding Neverland” star is credited as “Young Busboy.” Imagine if the two actors’ roles were reversed!
- John Benjamin Hickey. Soon to be seen in “Truth” starring Cate Blanchett and Robert Redford and Off-Broadwayin the play “Dada Woof Papa Hot,” Hickey has been a working actor since the ’90s, so it should come as no surprise there’s a “Sex and the City” credit on his résumé.
- Carrie Preston. This Emmy winner (“The Good Wife”)appeared on the Season 2 episode “The Chicken Dance” as Miranda’s interior designer Madeline Dunn. When Miranda’s friend Jeremy visits, she hopes to sweep him of his feet, but it’s Preston that does the sweeping!
- Aidan Shaw (John Corbett) Aidan Shaw (John Corbett), was simply the better man. The gorgeous furniture designer (come on, he made his own furniture!) loved Carrie above all else, and he made her a better person through the relationship.
- John James Preston, a.k.a. Mr. Big (Chris Noth) In the storied race of Carrie's great loves, there's only one winner, and it isn't Mr. Big. Finally revealed to be John James Preston (and played by Chris Noth), the businessman who was first introduced in the pilot won Carrie's heart in the end—but he isn't quite the best contender.
- Joe (Mark Devine) No one was more criminally underrated than the new Yankee. Carrie snagged herself MLB player Joe (Mark Devine) in SATC's season 2 premiere, but, just like always, her roller-coaster relationship with Mr. Big got in the way.
- Jack Berger (Ron Livingston) When he was good, he was great; when he was bad, he was terrible. Jack Berger (Ron Livingston) had a lot in common with Carrie, from his profession as a writer to his flair for the dramatic.
Oct 6, 2016 · John Slattery Bill Kelley - Season 3, Episodes 1-2: Where There’s Smoke & Politically Erect Carrie meets Mad Men’s silver fox John Slattery at an FDNY benefit in Staten Island while he’s in ...
- Chelsea Hassler
Jan 20, 2021 · How many boyfriends did Carrie Bradshaw have? Here's a list of Carrie Bradshaw boyfriends in order, and all about the sex and the city men, including Bryan Callen and Jack Berger.
- Philip Sledge
- Bradley Cooper (Jake) More than five years before Bradley Cooper became a comedy legend in the making with his portrayal of Zachary "Sack" Lodge in 2005's Wedding Crashers, the young actor got his first credit with an appearance in a 1999 episode of Sex and the City.
- John Slattery (Bill Kelley) No one will hold anything against you if you think that John Slattery's career began with his Emmy-nominated portrayal of New York City advertising whiz Roger Sterling on the AMC drama Mad Men, but the man who would one day play Tony Stark's father in the Marvel Cinematic Universe had a long list of bit roles and one-off performances prior to his time at Sterling Cooper.
- Bridget Moynahan (Natasha Naginsky) Bridget Moynahan, who would go on to star in CBS' Blue Bloods and appear in movies like The Sum of All Fears, Coyote Ugly, and John Wick, where she played the deceased wife of Keanu Reeve's pained assassin, got her first big acting break on Sex and the City where she appeared sporadically throughout Seasons 2 and 3 as Natasha Naginsky, Mr. Big's 20-something girlfriend who eventually becomes the second wife of Carrie's on-again-off-again boyfriend before things take a turn near the end of her 7-episode run.
- Ron Livingston (Jack Berger) Ron Livingston, who had already appeared in Office Space and Band of Brothers at this point, was a major part of Carrie Bradshaw's love life and weekly column in Seasons 5 and 6 of Sex of the City, when he portrayed the sardonic yet talented humorist writer Jack Berger.
Politically Erect. It's been three wonderful weeks of the campaign trail for Carrie and Bill when their romance is brought to a deeper level. Meanwhile, Charlotte throws a used-date party. Season...
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May 7, 2018 · City comptroller candidate Bill Kelley is a huge disappointment. He seems like Carrie’s perfect match in the witty banter department—and the politician-plus-sex-columnist pairing is...
