
Today marks 20 years sinceSex and the Cityfirst hit our screens on HBO.
The tenured franchise’s 94 episode run had generations of women following the lives of Carrie, Samantha, Charlotte and Miranda and their loyal bonds of friendship are still firmly present in today’s pop culture.
We watched the four women navigate New York, trying to have it all while juggling both their careers and love lives. Of course some were more memorable than others – for both good and bad reasons, and we have ranked them all accordingly.
Enjoy!
Charlotte York
She might have been the serial monogamist in the group, but we’ll always remember Charlotte for dating her fair share of romantic duds before she finally found ‘the one’.
6. Ned
Ah, Ned, also known as the man who exploited his wife’s death to pick up women after he discovered that hanging out by her grave was a great way to pick up the ladies. Charlotte thought she was healing his wounds until she realised there was a bit of a line to his heart.

Image: HBO
5. Mike
AKA the man who Charlotte convinced to get circumcision surgery, which led to him then dumping her because he wanted a chance to play the field with his penis' new sexual potential. Isn't that the way all good love stories end?

Image: HBO
4. Trey MacDougal
Trey was one of Charlotte's 'great loves' and her first husband, but he was also a Mumma's boy who *ahem* had erection issues and said the word 'alrighty' more times than any grown man should. On paper Trey (played by Kyle MacLachlan of Twin Peaks fame) seemed like the perfect man to settle down with, but his story-line proved that looking good in public does not a happy marriage make.

Image: HBO
3. Mr. Pussy
This man needs no more introduction than his name, pretty much. "Mr Pussy" enjoyed a whole lot of oral sex with women, which sounds great in theory, but things went a little awry when Charlotte tried to shape him into a serious boyfriend contender. Not really the kind of guy you want to bring home to Sunday lunch with the fam.

Image: HBO
2. Brian
AKA the one who was okay with Charlotte not being the "up-the-butt girl". To be honest, Brian would be pretty much forgettable if it wasn't for the fact that his desire to try a spot of anal sex inspired the very best conversation that's ever taken place in the back of a taxi.

Image: HBO
1. Harry Goldenblatt
Charlotte's forever husband... and the best boyfriend-turned-husband of them all. Harry and Charlotte's love story is one of the very best to came out ofSex and the City.At first, Charlotte was pretty embarrassed by Harry (played to perfection by Evan Handler) due to his appearance (yes, that makes us cringe even now) but he treated her so well that she fell head over heels for him. Watching them go through a difficult adoption process together only strengthened our undying love for Harry and Charlotte.

Image: HBO
Miranda Hobbs
She's known as the most level-headed and feminist of the tribe but Miranda was not really given her dating dues in the relationship department. The strong-willed lawyer dated a long line of romantic B-s until Steve came along.

Image: HBO
9. Thomas John Anderson
If you don't recognize Thomas John Anderson, one of Miranda's boyfriends from the early seasons, if doesn't mean your not a true fan. It could also be because he spent more time in the bathroom then he did with Miranda, thanks to the fact that the playwright felt the need to shower directly after sex.

Image: HBO
8. Jim
AKA Carrie's friend whose parting words were "the fancy lawyer is breaking up with me". Every woman whose ex-boyfriend suddenly turned completely nasty after their break-up can relate to this episode. What a jerk.

Image: HBO
7. Aaron
Also known as the dirty-talk enthusiast who did not like being told that he liked 'a finger in the ass'.

Image: HBO
6. Ted
Ted seemed like a bit of a contender for Miranda's heart, until he switched gyms after Miranda discovered his 'spanking porn' collection... this was a pre-50 Shades of Greyworld, people. He was more interested in what was happening on the screen then he was in Miranda. His loss.

Image: HBO
5. Tom: Season 5, Episode 4
Miranda met Tom just after she gave birth to her son Brady and at first he seemed like the perfect guy for her to move on with. They met at a Weight Watchers meeting and shared a love of doughnuts, all was going well until he didn't wipe his mouth after going down on Miranda. That's a bit of a deal-breaker.

Image: HBO
4. Skipper Johnston - Season 1 (recurring)
AKA the lovable "seal pup" that was essentially the 20s-something version of Steve. The main flaw in this relationship was that Miranda was only into Skipper when he was in love with someone else...

Image: HBO
3. Josh
AKA the guy that just couldn't make Miranda orgasm despite all of her guidance.

Image: HBO
2. Dr Robert Leeds
Robert Leeds (played by famed TV actorBlair Underwood) was the witty New York Knicks sports medicine doctor who lived in Miranda's building. At first, he seemed too good to be true. He cooked, he was lovely to her son and respectful to her ex-boyfriend Steve. He even said "I love you" for the first time on a giant cookie. But despite all this, he just wasn't the right guy for her.

Image: HBO
1. Steve Brady
No one else but Steve Brady (David Eigenberg), Miranda's longtime boyfriend turned husband, could claim the top spot. The fact that he cheated on her in theSex and the Citymovie pretty much broke our hearts, but their reunion scene at the film's end kinda makes up for it.

Image: HBO
Samantha Jones
Samantha Jones will forever be known as the sexually liberated publicist whose romantic conquests and pitfalls provided endless entertainment throughout the show's six season run. Here are some of her most memorable exploits.
Jessica Wang
Lifestyle Writer
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