20 Nightmare SATC Dates That Still Have Us Talking

The best part of SATC was the series of bizarre dates, boyfriends, and flings that the awesome foursome found themselves involved with during the course of the show. It's not clear whether what was portrayed on the show was worse or better than real life, but it certainly made for some fascinating television.

In the end, Carrie, Miranda, Charlotte, and Samantha found men who were keepers (even if Sam let hers go), but after what they went through to get to the end, they deserved nothing less!

It's hard to remember every single strange date the women were faced with during the six-season run. But there are definitely a couple who still stand out, more than a decade after the final episode aired. These ladies were up against some truly terrible prospects, from men who had a thing for fighting with strangers to guys who made habits out of hurting women. And that's not the half of it!

Though the dates they endured were truly challenging, at least our four leading ladies learned many a lesson about love while pursuing it in New York City. Check out our list of the nightmare SATC dates who still have us talking, all these years later.

20 Ned Was The Lowest Of The Low

There have been some pretty bad dates on SATC. But in our opinion, none is worse than Ned, who Charlotte meets while he's mourning his lost wife in the cemetery.

Being an optimist, Charlotte sees this as a good sign, since he's the marrying type and also doesn't have an ex that she needs to worry about.

But it turns out that Ned purposely puts on a performance at his wife's gravesite (in which we're sure she's rolling over) just so women will feel sorry for him and hit on him. Bad form, Ned. Why does Charlotte always attract the weird ones?

19 Carrie Was Right About Jim

Jim seems sweet when he tries to woo Miranda, but Carrie quickly warns her that she's dated Jim before and he's not all that great. But because Jim says all the right things, Miranda decides to ignore Carrie's advice and go out with him anyway. Ugh. Eventually, the three end up on a date together, where Jim proves that he hasn't actually changed at all. Not only did he spread rumors about Carrie after they broke up, but he still holds a grudge about it. Realizing her mistake, Miranda dumps Jim on the spot. We all remember his response, right? “Ooh, the fancy lawyer lady's breaking up with me!”

18 Charlotte Was Too Good For Martin Healey

Yuck, Martin Healey. Charlotte meets him at a wedding (the one where Carrie has to read a poem and Big is typically not interested), and they hit it off straight away.

There are even rose petals involved.

But as she's dancing with his dad, to whom he's proud to introduce to her, he touches her awkwardly. Not only is his dad super creepy (and should be called out as a major creep), but Martin then doesn't believe Charlotte when she tries to tell him what happened. Instead, he attacks the way she looks. She's so much better than him!

17 Richard Wright Brought Out The Worst In Samantha

We'll admit that Richard Wright has a certain charm about him, but his presence always brings out the worst part of Samantha. She's usually confident and comfortable in her own skin, which is so rare, and he reduces her to an insecure, vindictive, desperate mess. He's a player, and she tries (and never succeeds) to make him a one-woman man. She goes to great efforts to catch him being unfaithful, and after she does, she takes him back. When she lands Smith-who's a total angel, by the way-she even betrays him for one more night with Richard. Super sad.

16 Roger Cobb Was Not Actually A Good Dad

Some fans like Roger Cobb because even though he's not a great boyfriend to Miranda, he's a good dad to his kid. But is he, though?

This is the guy Miranda meets at the gym, who decides to introduce her to his son way too early.

He has Miranda over when his son is home, and when his son walks in on Miranda in the bathroom, she understandably freaks out and accidentally hits him in the face with the door. Then Roger gets angry at Miranda for hurting him?! A better idea would be to not put your son or the woman you're seeing in that situation to begin with, Roger.

15 Walker Lewis Gave Us All Sorts Of Bad Vibes

Miranda has to re-navigate the dating world after she has her son Brady. But things don't go to plan when she starts dating Walker Lewis, from whom she tries to hide her baby at first. Because of Brady, he doesn't want to pursue things further with her. We can't really condemn him for not wanting to get involved with someone who has a new baby since that's a personal choice. Plus, Miranda didn't want to be involved with Roger Cobb after a while, who was a dad. Still, though, Walker gives off bad vibes. It's probably because he's played by Robert John Burke, who's known for being the villainous Bart Bass on Gossip Girl.

14 Arthur Was Seriously Problematic

Seriously, before meeting Harry, Charlotte seemed to attract the weirdest guys in New York. At first, Arthur seems like the perfect gentleman and stands up for Charlotte when a guy she's not interested in tries to hit on her.

But then it becomes obvious that he's not so much about protecting women.

Really, his thing is getting into fights with other men, whether the situation calls for it or not. This is the guy that loves getting physical with people and causing a scene in public. Not only is Charlotte a peaceful person, but she also aims to protect her reputation from people like Arthur.

13 It Was Sad To See Sam With Len Schneider

For the most part, Sam's life is filled with glamor. But she does have some less than sparkly moments throughout the series, and that includes her brief romance with Len Schneider. Sam is anti-settle for the majority of the show, but in this particular episode, she feels like her body and her options are totally drying up. So out of fear of ending up alone, she agrees to a date with this guy. But when she realizes she's got a lot of time left, she sprints out of there quickly and transforms back into the Sam we know and love.

12 Vaughn Wysel's Mom Was So Much Better Than Him

Vaughn Wysel has a few physical issues that are beyond his control, but the real problem we have with him is that he refuses to acknowledge these issues, let alone confront them. Rather than being mature about it, he prefers to leave Carrie unsatisfied. Plus, he gives off a frustrated, creepy vibe.

Carrie ultimately knows it's not going to work, but sticks it out because Vaughn's mom is the coolest lady ever.

If she did end up with him, at least she'd have a mother-in-law that made her happy! Unfortunately (or fortunately, depending on who you are), the cool mom wasn't enough.

11 We're Still Cringing About Wylie Ford

Wylie Ford is lucky enough to be there for one of Charlotte's attempts at a change of character before she realizes that she's never going to change from the Park Avenue Princess that she is. Charlotte briefly becomes like a groupie for this deluded star, even though he's super rude to her around his weird friends. He's not a nice guy, nor is he particularly smart (he thinks the fire extinguisher at Charlotte's gallery is a piece of artwork). Again, Charlotte can do much better! She doesn't really respect him, and he sure as heck doesn't respect her.

10 Harvey Terkell Was Being Manipulated By His Housekeeper

Harvey Terkell is a nice enough character, but this is a case of third party interference making the relationship impossible. He is very close to his housekeeper Sum, who is polite to Samantha when he's there. But as soon as she leaves, Sum treats Samantha very poorly and then claims that Sam hurt her.

Harvey is so blinded by Sum's charade that he gives Sam the flick immediately, without even listening to her side of the story.

He didn't have to fire Sum on the spot, but he could have kept a closer eye on her in order to see through all her lies.

9 Samantha Deserved Better Than Dominic

Before there was Richard, there was Dominic. Samantha is the most independent of the women, but every now and then, she falls in love so hard, with people who are totally wrong for her, that it almost destroys her. This tool comes back into her life when his own life is falling apart, and Sam takes him back with the intention of dropping him at the last minute for revenge. Her willpower isn't that strong, however, and Dominic ends up dumping her again. We were hoping Sam would learn her lesson about old dogs and new tricks, but then the whole Richard thing happened.

8 Jack Berger Was The Worst

Jack Berger's not as creepy as some of the other SATC dates, but the fact that he wastes Carrie's time for so long and is categorized with her other big boyfriends really grinds our gears.

He's insecure about his own unsuccessful writing history and can't stand it that Carrie is more successful than him.

His sulky attitude results in snarky comments which leave Carrie to feel bad over the book that she's worked so hard on. And we won't get started on how he speeds on his motorbike even though he knows she's uncomfortable, abandons her at events, or breaks up with her on a post-it.

7 We Understand Why Seth Was In Therapy

Carrie meets Seth in the waiting room at therapy, where she's going to seek help with her obsession with Big. Seth flirts with her, which results in a brief romance. When Carrie asks him why he's in therapy, he answers that he's bad to women. After one night with them, he loses interest. This is a psychological issue we just don't have sympathy for. Her experience with Seth leads Carrie to stop going to therapy since she believes she chooses the wrong men (even though Seth flirted with her and his issues aren't her fault). Upside to Seth: played by Bon Jovi. Downside: everything else.

6 Eric Needed To Chill Out

When Charlotte brings Eric back to her apartment after breaking up with Trey, he is so intimidated by her apparent wealth and success that he basically nearly combusts.

Charlotte may not have worked as a doctor to pay for that apartment, but she did put up with a lot from Trey and his mother to get it.

If Jack Berger taught us anything, it's that we have no time for men who are threatened by women's success. Thankfully, Charlotte seems to be on board with that and literally shows Eric the door as soon as she realizes that he's going to be hard work.

5 Wade Adams Was A Man-Child

We can understand the appeal of Wade Adams to someone like Carrie, who spends most of her time chasing a businessman like Big. Wade is simple, very easy to read, and doesn't cause any stress at all. But none of that cancels out the fact that he's a huge man-child. He's still living with his parents, and he's clearly not grateful that they're letting him stay there since he breaks their rules. When he gets caught by his mother, he isn't even mature enough to take responsibility and blames it on Carrie. Thank goodness he only lasted one episode.

4 Ken Shear Was Just Gross

Remember Ken Shea? He is the guy who steps out on his wife with Samantha. We know, Samantha also chooses to get involved with a married man and isn't totally innocent.

But even though Sam lacks basic respect for a fellow woman in this situation, it's Ken who breaks a vow he took, and it's Ken who can live with himself knowing he's betraying someone he loves.

Anyway, Ken confesses to his wife and he is desperate to do anything she wants to win back his affection. Wait, what? She deserves so much better than this guy.

3 We're Grateful That Carrie Didn't End Up With Bill Kelley

Ew, Bill Kelley. At first, this city comptroller candidate seems like Carrie's soulmate. He's smart and witty, and they can actually connect on a deeper level. Plus, they actually look good together. But once their relationship takes off, we find out that they're total opposites when it comes to what they think is appropriate in the bedroom. That's a problem that's not anybody's fault, but Bill dumps her just because she won't do what he wants. Worse, he tries to make her look like the depraved one, saying her column could cost him an election. Thank u, next.

2 Skipper Johnston Was A Typical 'Nice Guy'

There are worse guys on the show than Skipper Johnston, but he's not as nice as he seems. That's mainly because he thinks that because he's nice, he's entitled to women giving him whatever he wants. Naturally, that actually makes him the opposite of nice.

Being kind to others should come from general human decency, not an ulterior motive of getting a reward, Skipper.

And getting sulky when he doesn't get the reward he believes he deserves makes him even worse! Though he's around in the early days of SATC, Skipper doesn't last into the later seasons (thankfully).

1 Howie Halberstein Needed To Grow Up

Howie Halberstein. Where do we begin with Howie Halberstein? This is the guy that Carrie meets just before Charlotte's wedding to Harry. Even though Harry believes he's a good guy, he proves to be pretty immature. Howie and Carrie have one night together right before the wedding, and it leaves Carrie with misgivings. When she makes it clear that she's not interested in seeing him again (who would be?), he freaks out and makes passive-aggressive comments against her during his speech, which should really be about the happy couple. In short, Howie definitely has some growing up to do.