It’s a dilemma that’s more common than you think when online dating turns into an offline relationship.
Keith Travers proved himself especially despicable when he lied to Carrie about his connections and being Matt Damon's agent and looking for a fancy new mansion to replace his already super fancy mansion. After four dates he told her he loved her, then took offense at her suggestions to the contrary.
The only reason Patrick Casey isn't listed as the worst guy of all is because Carrie did kind of push him into dating before he was ready. After essentially being forced into a set-up with Howie Halberstein, a friend of Harry Goldenblatt's, Carrie endured a painfully unpleasant (literally) sexual encounter that she described as very high school—as in, he had no idea what he was doing and she said nothing.
When she politely declined an invitation to round two during Charlotte and Harry's wedding, he proceeded to use his best man speech as a platform to call out Carrie for rejecting him. The worst in a trio of "freaks" Carrie went through in the beginning of Season 2, she dubbed this guy "The Man with Two Faces." He was sweet and funny with her, but then suddenly snapped at the people standing behind them for no good reason. He was an independent film producer who had just received acclaim for his documentary on seagulls. When Carrie was studying women who date like men in the first episode, she turned to Kurt Harrington.
Much of Carrie Bradshaw's dating history reads like a rap sheet—lots of regrettable mistakes, failed romances, one-night stands, and obvious red flags that everyone but she could see. Carrie's long-term, life-changing relationships with Mr. Big and Aidan are among the most iconic in TV history.
When I revisited most recently, I was surprised to discover Carrie Bradshaw didn't date nearly as many men as I'd thought.