All 28 of Carrie Bradshaw's boyfriends in 'Sex and the City,' ranked

Erin McDowellApr 16, 2021, 02:27 IST

Aleksandr Petrovsky is a widely debated character among "Sex and the City" fans.Mark Mainz/Getty Images

Carrie Bradshaw, played by Sarah Jessica Parker, dated over two dozen men in six seasons of "Sex and the City."
Many of Bradshaw's love interests were just one-night stands or forgettable flings.
We ranked her boyfriends on their personalities, compatibility, and length of time on the show.

Jim was Carrie's ex before he began dating Miranda.

Jim. HBO

Kurt Harrington was described as the "loathe of [Carrie's] life."

Kurt Harrington. HBO

Willie Applegate went on one "sim-u-date" with Carrie before she started dating Jack Berger.

Carrie Bradshaw and Willie Applegate. HBO

Howie Halberstein, the best man at Harry and Charlotte's wedding, injured Carrie during a night of bad intercourse.

Howie Halberstein. HBO

Wade Adams owned a comic book store on St. Mark's and lived with his parents.

Wade Adams. HBO

"Twenty-something" Sam had perhaps the most disgusting apartment imaginable - and in New York City, that's saying something.

Sam. HBO

Jeremiah, a performance-artist-turned-cater-waiter, showed Carrie a nefariously placed tattoo while she was at a party with Mr. Big.

Jeremiah. HBO

Seth, played by Jon Bon Jovi, met Carrie in their therapist's waiting room.

Seth, played by Jon Bon Jovi. HBO

Jake, played by a young Bradley Cooper, barely had a storyline, other than that he was young and hot.

Jake, played by Bradley Cooper. HBO

Ray King owned a jazz club and wouldn't let us ever forget it.

Ray King. HBO

John McFadden, Carrie's "f--- buddy," was a decent guy but was clearly too vanilla for Carrie to consider actually dating him.

John McFadden. HBO

Patrick Casey was a recovering alcoholic who ended up getting addicted to Carrie.

Patrick Casey. HBO

Paul Denai was a famous fashion photographer who couldn't refrain from snapping photos of Carrie, even after she fell on the runway during a fashion show.

Paul Denai. HBO

Keith Travers, played by Vince Vaughn, pretended to be a big-time Hollywood agent to woo Carrie but was actually just Carrie Fisher's assistant.

Keith Travers, played by Vince Vaughn. HBO

Jack Berger was the definition of an insecure man-child and broke up with Carrie on a Post-it note.

Jack Berger. HBO

Bill Kelley, a politician, shamed Carrie for being a sex columnist but had his own kinks behind closed doors.

Bill Kelley. HBO

Gilles, a visiting French architect, wined and dined Carrie for a few days before leaving her $1,000 on his nightstand.

Gilles. HBO

Dr. Bradley Meego was "good on paper," but really, really boring.

Dr. Bradley Meego. HBO

Sean, "the marrying guy," was keen to tie Carrie down.

Carrie Bradshaw and Sean. HBO

Vaughn Wysel had an incredible family, but he also had problems in the bedroom.

Carrie Bradshaw and Vaughn Wysel. HBO

Jeremy was Carrie's high school boyfriend who ended up checking himself into a psychiatric facility.

Jeremy. HBO

Sean was a younger, bisexual guy whom Carrie dated briefly.

Sean. HBO

Joe Stark, "the new Yankee," was nice, successful, and really good-looking.

Joe Stark. HBO

Louis Leroy was a charming, handsome Navy sailor who Carrie met during New York City's Fleet Week. She broke up with him after he dissed the city.

Louis Leroy. HBO

Ben, the one normal guy Carrie dated after a series of bad dates in the first season, broke up with her after she ransacked his apartment looking for something freaky.

Ben. HBO

Aleksandr Petrovsky was smart and successful, but he also never allowed Carrie to be her true self.

Aleksandr Petrovsky. HBO

Mr. Big - love him or hate him - is Carrie's soul mate. However, he's also emotionally unavailable throughout most of the series.

Mr. Big. HBO

Aidan Shaw was by far the sweetest guy Carrie dated throughout the show.

Aidan Shaw. HBO

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