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1. Ron Livingston (Season Six)
How could we ever forget Jack Berger? He dumped Carrie in a Post-it and then she had to get stoned just to deal with those seven words: "I'm sorry, I can't. Don't hate me."
Keep clicking for more of Sarah Jessica Parker's best flings from Sex and the City:
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2. David Duchovny (Season Six)
Well, it was only a matter of until Carrie ran out dudes in Manhattan and had to go back in time to her past. Good thing her high school BF Jeremy is in town visiting, on his way to a nearby mental institute. Oh, and total bonus: He's cute.
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3. Vince Vaughn (Season Three)
Over in Los Angeles, Carrie ran into this smooth talker who said he was Matt Damon's agent and he had the pretty swanky pad to back up. Turns out that pad belonged to his boss, Carrie Fisher. Fact: Everyone's an assistant in Hollywood. Also, miss you, Vince Vaughn!
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4. John Slattery (Season Three)
Carrie and Bill Kelly's relationship was rather charming. He was a politician running for city council, and she got to tag along wearing Jackie O-inspired outfits. Sounds perfect! But then he asked her to pee on him and things went downhill from there...
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5. Justin Theroux (Season Two)
Carrie tried to date a fellow writer, Vaughn Wysel (such a writerly name, right?), and really wanted to like him after meeting his eclectic and intellectual family. But it doesn't matter how awesome your mom is, Carrie can't get down with premature ejaculation.
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6. Dean Winters (Season Two)
Oh crazy Carrie and her crazy experiments. After Big breakup No. 2, she calls up her f--k buddy to see if she can turn their relationship into what she and Big had—great sex and great conversation. Turns out, he's a f--k buddy for a reason. (Also, we love the Beeper King. Oops, wrong show!)
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7. Jon Bon Jovi (Season Two)
Just in case you weren't entirely sure that therapy is probably a bad place to pick up a guy, Carrie allows herself to be seduced by Seth, only to find out he's in therapy because he loses interest in women right after sleeping with them. And that's when Carrie decides she dooesn't need therapy to deal with Big breakup No. 2.
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8. Bradley Cooper (Season Two)
So Carrie and Jake didn't actually go all the way, but pre-dreamboat status B.Coop's floppy hair is definitely noteworthy. Miss Bradshaw ran into Jake post-Big breakup No. 1 when an unflattering picture of Carrie on the cover of New York Magazine asked "Single and Fabulous?" and she almost slept with douchey Jake to prove she's fabulous exclamation point!
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9. Timothy Olyphant (Season One)
Before playing a macho gunslinger with a temper in Deadwood and Justifed, he was Sam the twentysomething with a nasty apartment, gross roommate and pierced tongue. Obvs, that didn't last long, but he was enough to push Carrie into her first go with Mr. Big.
Did we miss anyone great? Sound off in the comments.