Carrie, Miranda, Charlotte, and Samantha dated and slept with more than 100 different men over six seasons. Here’s a ranking of all of them based on dateability: the good, the bad, and The Turtle.
The Turtle (Tim Wheeler)
Paired with: Samantha
First appearance: Season 1, Episode 9, "The Turtle and the Hare"
The verdict: The Turtle was Samantha's PR project. She was determined to turn one of New York's richest but most repugnant bachelors into someone dateable. And it worked — so well, in fact, that he decided to move onto someone new.
HBO
Len Schneider (Robert Lupone)
Paired with: Samantha
First appearance: Season 3, Episode 8, "The Big Time"
The verdict: Unctuous Len was an act of desperation, someone Samantha turned to when she thought she was going through menopause. Once she got her period, she bailed.
HBO
William (Robert Montano)
Paired with: Samantha
First appearance: Season 2, Episode 4, "They Shoot Single People, Don't They?"
The verdict: William was a total sleaze who promised to take Samantha on expensive vacations and turned out to be full of shit. But that should have been immediately apparent based on that smile alone.
HBO
Buster (James Urbaniak)
Paired with: Charlotte
First appearance: Season 2, Episode 12, "La Douleur Exquise!"
The verdict: Buster and Charlotte didn't really date — he just let her try on some very expensive shoes for the chance to be close to her feet. It was a fine arrangement for a while, until it got too creepy.
HBO
