Rating Carrie Bradshaw’s boyfriends from “Intercourse and the Metropolis,” from worst to greatest

Once you consider the good loves of Carrie Bradshaw's (Sarah Jessica Parker) glamorous, jog-walking-through-Manhattan life on Sex and the City, the standard suspects come to thoughts: Aidan (John Corbett), the Russian (Mikhail Baryshnikov), and, in fact, Mr. Huge (Chris Noth). However for a author mining her and her mates' sexual rendezvous for her wildly common titular column, taking part in the New York Metropolis relationship recreation is a part of the gig.

Throughout six seasons on HBO from 1998 to 2004, Carrie cycled via man-children, playboys, potheads, incompatible "f—buddies," and greater than sufficient publish-worthy materials earlier than discovering that "ridiculous, inconvenient, consuming, can't-live-without-each-other love."

With And Just Like That having wrapped up her story for good in August 2025 (and since followers have been debating her endgame for the reason that Clinton administration), we've completed our personal investigative work to rank each quick fling, one-nighter, and legit relationship to see who actually deserved TV's NYC It Woman. (And no, AJLT storylines don’t rely!)

26. Patrick Casey (Richard Joseph Paul)

It was the fallacious time and the fallacious place for Patrick Casey, who Richard Joseph Paul performed in SATC's second season. The person recovering from his alcohol drawback not solely scarred Carrie along with his cigarette butt, however he additionally embarrassed her in entrance of her complete block when he stripped on the street and repeatedly yelled about their tryst. —Madeline Boardman

25. Howie Halberstein (Bryan Callen)

Howie Halberstein (Bryan Callen) could have seemed like a promising weekend fling when he entered Carrie's life within the present's sixth season, however he rapidly took a flip. A good friend of Harry's (Evan Handler), Howie not solely gave Carrie an evening of horrible intercourse, but additionally referred to as her out in entrance of a complete marriage ceremony to high off the entire painful expertise. —M.B.

24. Kurt Harrington (Invoice Sage)

Kurt Harrington (Invoice Sage) was a little bit of a scumbag, however he will get minor factors for being the primary man we noticed Carrie with within the present's 1998 premiere episode. Whereas he was hardly a stand-up gentleman, he gave Carrie what she wanted: a beautiful afternoon in mattress and fodder for her column. —M.B.

23. Louis LeRoy (Daniel Sunjata)

Season 5 discovered single Carrie romanticizing the hell out of her single period, however when Fleet Week got here round (a.okay.a. seven days of navy ships docking and sailors flooding Manhattan), slightly fling was nonetheless on the horizon. And the complimentary and well mannered Louis LeRoy (Daniel Sunjata) was the right man to woo her.

He would possibly've ranked greater if we'd gotten to know him previous just a few spins on the dance ground, however her time with Louis was, , fleeting. We do be taught that he's not a fan of the Huge Apple's noise and trash, and he leaves Carrie along with his perception that everybody will get one nice love in a lifetime. For her, that may simply be NYC itself…and she or he "can't have no one talkin' s— about my boyfriend." —James Mercadante

22. John McFadden (Dean Winters)

Dean Winters was hardly mayhem in Carrie Bradshaw's life as John McFadden, however he certain was mediocrity. He fell quick when Carrie tried to show him from f— buddy into boyfriend in a season 2 episode, revealing that he introduced little to the desk in addition to calling playing cards and intercourse. —M.B.

21. Jake (Bradley Cooper)

If he weren't performed by Bradley Cooper in his first-ever onscreen look, Jake would discover himself even decrease on the listing. The playboy met Carrie in season 2 after the publication of her humiliating New York Journal cowl, and never solely took pleasure in her doubtful newfound fame, however refused to let her out of his automobile when she requested to depart. —M.B.

20. Gilles (Ed Fry)

Gilles (Ed Fry) had overseas sophistication, a dreamy accent, and a lavish lodge room, however he disappeared with out leaving a quantity in SATC's first season. Carrie did get $1,000 and a date to recollect out of the entire expertise, and Gilles good points factors for being an enthralling European architect and for purchasing Carrie's mates breakfast the subsequent morning. —M.B.

19. Wade (Cane Peterson)

Wade (Cane Peterson) was a little bit of reckless enjoyable for Carrie in Intercourse and the Metropolis's third season. The overgrown man-child nonetheless lived along with his dad and mom and blamed Carrie for the weed in his home when his mother confirmed up, however he virtually broke whilst Carrie earned souvenirs of a custom-made Carrie comedian e-book and a big stash of pot from their short-lived relationship. —M.B.

18. Derek “The Bone” (Andrea Boccaletti)

With a nickname like "the Bone," it's solely pure to imagine Stanley's (Willie Garson) drop-dead-gorgeous, most necessary shopper — Derek (Andrea Boccaletti), the world's greatest underwear mannequin who goes via life "like he travels along with his personal private lighting director" — can be the right one-night stand.

And whereas he was technically a one-nighter, it wasn't in the way in which you'd assume. Within the collection' second episode, Carrie and Derek spend the night time in her mattress speaking about insecurities, loneliness, future objectives, and buying and selling candy compliments, proving to her that somebody that scorching could be right down to earth, too. —J.M.

17. Ray King (Craig Bierko)

Performed by Craig Bierko in season 4, Ray King was a love-him-or-hate-him sort fellow — Carrie beloved him (at first) and Mr. Huge hated him (at all times). The musician launched Carrie to jazz, stylish downtown bars, and his hip lifestyle, but additionally introduced his hyperactivity and his lack of boyfriend materials into the image. —M.B.

16. Keith Travers (Vince Vaughn)

When Carrie and the women made their manner west to L.A. in season 3, they met Keith Travers (Vince Vaughn), a person who "represented" Matt Damon. He and Carrie spent a few dreamy days partying in V.I.P. rooms and scouting out beautiful California actual property, however with the shock arrival of Carrie Fisher, it was quickly revealed that he was nothing greater than an assistant squatting in his boss' home. —M.B.

15. Seth (Jon Bon Jovi)

Jon Bon Jovi dropped in on SATC's second season as Seth, a person who noticed the therapist Carrie spent a short while visiting. After flirting within the ready room and taking part in a little bit of Tornado, he revealed his true colours when, in a shared second of self-awareness, he instructed Carrie that he loses curiosity in ladies after sleeping with them…whereas in mattress, post-coitus. —M.B.

14. Jeremy (David Duchovny)

Carrie discovered herself falling for her highschool boyfriend, Jeremy (David Duchovny), as soon as extra in SATC's sixth season. Whereas he proved he wasn't a loser and so they lastly rounded the bases, Jeremy's place of residence in a Connecticut facility that offered psychological well being companies was a little bit of a roadblock within the former sweethearts' future. —M.B.

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13. Sam (Timothy Olyphant)

Twentysomething Sam (Timothy Olyphant) discovered his manner into Carrie's circle within the present's first season. The younger, hip suitor was cute, kisser, and acquired Carrie into the entire proper golf equipment, however his lack of fundamental necessities like espresso filters or bathroom paper was unacceptable. —M.B.

12. Invoice Kelley (John Slattery)

Invoice Kelley was so, so near being the perfect, however ultimately, was one of many worst. Performed by Mad Men's John Slattery within the first two episodes of season 3, Invoice had a powerful begin along with his Staten Island meet-cute, jokes about half-points, and politician attractiveness, however when he shamed Carrie for her intercourse column after asking her to bask in his personal out-there fantasies, he was out the door. —M.B.

11. Jeremiah (Sam Ball)

Jeremiah (Sam Ball) had potential: He was an acclaimed efficiency artist, he had cool tattoos, he nonetheless managed to pay the payments along with his facet hustle as a cater waiter, and he might do a imply rendition of Three Canine Evening's "Pleasure to the World." He by no means acquired his full due in season 2, nonetheless, as Carrie quickly discovered herself again within the arms of Huge. —M.B.

10. Sean (Eddie Cahill)

Eddie Cahill made his onscreen debut as Intercourse and the Metropolis's Sean in season 3. The bisexual twentysomething was sincere, form, and introduced the entire proper liquid braveness to an ice skating rink, however his willingness to make out with each Alanis Morissette (as Daybreak) and Michael Medico (as Mark) was slightly an excessive amount of for Carrie. —M.B.

9. Sean (Scott Rabinowitz)

Sean (Scott Rabinowitz) had all of his geese in a row — possibly slightly too neatly. The funding agency proprietor Carrie's married mates sprung on her in season 1 was husband materials on paper: well-off, model new Higher West Aspect residence, already dreaming of youngsters (he even purchased a crib cell).

However as Carrie put it, he's a "flesh-and-blood equal of a DKNY costume. You already know it's not your fashion, however it's proper there, so that you attempt it on anyway." One try-on later, she knew he didn't match, however Charlotte was completely satisfied to take him for a whirl…at the least till she noticed his style in China patterns. —J.M.

8. Vaughn Wysel (Justin Theroux)

Season 2's Vaughn Wysel (Justin Theroux) had loads going for him: He was a celebrated quick story author who was cute sufficient to earn a diffusion in GQ; he was charming and humorous; and he had a tremendous household led by matriarch Wallis Wysel (impeccably portrayed by Valerie Harper).

The one factor not working with him was his physique, which failed each Vaughn and Carrie within the bed room. His unwillingness to face the difficulty at hand was merely the nail within the disappointing coffin. —M.B.

7. Aleksandr Petrovsky (Mikhail Baryshnikov)

Performed by famed dancer Mikhail Baryshnikov in season 6, Aleksandr Petrovsky got here very near being one in all Carrie's nice loves. The Russian artist actually swept her off her ft, however, when it got here right down to it, his work was his final lov-ah and he was unwilling to have extra kids. We couldn't assist however surprise, would that be sufficient for Carrie? No, the reply is not any. —M.B.

6. Dr. Bradley Meego (Patrick Breen)

Bradley Meego was truly slightly little bit of a dream date: He was a health care provider with a home within the Hamptons, for crying out loud! If that wasn't sufficient, he was cute and type and got here to Carrie's rescue on one significantly crab-filled weekend throughout season 2. Carrie's loss, should you ask us. —M.B.

5. Ben (Ian Kahn)

In a uncommon second of romantic ineptitude, Carrie fully blew her possibilities with Ben (Ian Kahn). She was the "freak" in query in season 2's "The Freak Present," when she let her previous tribulations get the perfect of her and went on a tear, snooping via all of Ben's stuff.

Whereas we didn't be taught a lot in regards to the political journal editor, his considerate demeanor, Cub Scout values, and even mood in coping with Carrie have been sufficient to present him a re-assessment. —M.B.

4. Jack Berger (Ron Livingston)

When he was good, he was nice; when he was unhealthy, he was horrible. Throughout his season 5–6 arc, Jack Berger (Ron Livingston) had loads in widespread with Carrie, from his career as a author to his aptitude for the dramatic. Whereas his floppy hair, spectacular intelligence, and boyish attraction have been all property for the brooding inventive, his ex-girlfriend baggage, jealous streak, and authorship of the world's most biting Put up-it knock him down just a few pegs. —M.B.

3. Joe (Mark Devine)

Nobody was extra criminally underrated than the brand new Yankee. Carrie snagged herself MLB participant Joe (Mark Devine) in SATC's season 2 premiere, however, similar to at all times, her roller-coaster relationship with Mr. Huge acquired in the way in which. The athlete might've been good for Carrie along with his dashing attractiveness, humorousness, and coveted place in society, however after Carrie cried in his mouth, the top was close to. —M.B.

2. John James Preston, a.okay.a. Mr. Huge (Chris Noth)

Within the storied race of Carrie's nice loves, there's just one winner, and it isn't Mr. Huge. Lastly revealed to be John James Preston, the businessman who was first launched within the pilot gained Carrie's coronary heart ultimately — however he isn't fairly the perfect contender. Huge was egocentric, emotionally distant, and at all times searching for his subsequent piece of arm sweet…however then once more, so was Carrie. —M.B.

1. Aidan Shaw (John Corbett)

Aidan Shaw was merely the higher man. First displaying up in season 3, the attractive furnishings designer (come on, he made his personal furnishings!) beloved Carrie above all else, and he made her a greater particular person via the connection. The best man, he even had a canine, a rustic home, and extra values and morals than Huge might slot in his sprawling Manhattan residence. —M.B.

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