Men of Sex and the City

20 Types of Guys You've Dated From Sex and the City

20 Types of Guys You've Dated From Sex and the City

Ready to feel old? This weekend is the 10th anniversary of the Sex and the City finale, when we discovered the fate of the Manolo-wearing Carrie, Samantha, Miranda, and Charlotte (before the movies, of course). But the gang's glam fashion was only one aspect of the show's claim to fame. It was really the relationships — the good, the bad, and the frightening — that had has hooked. And whether you were Team Big or Team Aidan, there was at least a handful of the quartet's love interests that ring a bell for us all. I've rounded up 20 types of former flames from the TV show that we can all relate to in our dating past. Whether it's a mama's boy, a fetish-obsessed fella, or a wedding hookup, you're sure to see a guy you've dated in this group.

Source: HBO
Start
The Older Man

Russian artist Aleksandr Petrovsky charmed Carrie all the way to Paris, but ultimately his workaholic tendencies pushed her away and into Big's arms. The older man can be appealing with his maturity and experience, but he's also stuck in his ways and may have more baggage.

Source: HBO
1 / 20
The One You Keep Going Back To

No matter how many guys came and went in Carrie's life, Mr. Big was always there. He could be good or bad for you, but who doesn't have a guy she can't stay away from?

Source: HBO
2 / 20
The Unexpected Love

Charlotte didn't expect to fall in love with her divorce lawyer, but she couldn't deny her feelings for Harry Goldenblatt. Sometimes you can find love when you aren't even looking. Once you let go of your checklists, you really open yourself up to the perfect guy.

Source: HBO
3 / 20
The One Who Got Away

Nothing was quite as heartbreaking as when Aidan Shaw left for good in season four. Even when you know he's not who you are meant to be with, he's the kind of guy you don't forget.

Source: HBO
4 / 20
The Wedding Hookup

A wedding fling can be a fun way to spice up the evening, or a disaster, as was the case with Carrie's jack-rabbit, one-night-stand Howie Halberstein. At least you end up with a great story!

Source: HBO
6 / 20
The Competition

Even though Carrie didn't see it as such, writer Jack Berger saw her as a threat and couldn't handle feeling inadequate. While having similar careers can be a plus, you have to be sensitive to how the other might take your success.

Source: HBO
6 / 20
The One Who Never Gets Over You

Skipper Johnston is so enamored with Miranda that he takes a call from her while he's in the middle of having sex with another woman. When feelings are far from mutual, this kind of guy can get really old, really fast. So it's especially important to be kind but straightforward — you don't want to lead him on!

Source: HBO
7 / 20
The Guy Who Stays by Your Side

Even when Samantha sleeps with her ex and goes through breast cancer, Smith Jarrod wouldn't let her push him away, supporting her the whole time. These faithful partners are keepers, so be sure to show your appreciation!

Source: HBO
8 / 20
The Opposites Attract

Miranda tries to keep her relationship with Steve Brady from getting serious, but despite their differences in careers and outlooks on life, they finally admit their feelings for each other and get hitched. Having someone with different interests opens you both up to new experiences, and you may even learn a thing or two.

Source: HBO
9 / 20
The Guy You Think Is Too Good For You

Dr. Robert Leeds seems too good to be true when Miranda meets him, but she's the one who ends the relationship to get back with Steve. Don't underestimate yourself. If you're interested in a guy who you think is out of your league, go for it!

Source: HBO
11 / 20
The Mama's Boy

I mean, Trey McDougal's overinvolved mother was only the tip of the iceberg when it came to his issues, but it was definitely a major hindrance to his relationship and eventual marriage with Charlotte. With moms like that, you have to set boundaries right off the bat, or it can become a battle for your honey.

Source: HBO
11 / 20
The Project

Who can forget Samantha's gag-worthy project date Bernie Turtletaub? Anytime you're trying to fix or change a guy you're with, that's a sign of trouble — sometimes you have to pick your battles, because old habits die hard. A "little fixer-upper," indeed!

Source: HBO
12 / 20
The Guy With the Fetish

There were many bizarre fetishes explored throughout Sex and the City's span, including Miranda's spanking guy Ted Baker. Have you ever dated a guy with a weird fetish? Was it a deal-breaker?

Source: HBO
13 / 20
The Politician

John Slattery (aka Roger Sterling on Mad Men) plays sexed-up politician Bill Kelley and Carrie's love interest in an episode titled "Politically Erect." But feeling like a politician's wife is no life for free-spirited Carrie Bradshaw. And if you plan on having a relationship with a guy in politics, then be prepared to attend a lot of fundraisers, be all smiles for the press, and have your dirty secrets exposed!

Source: HBO
14 / 20
The Mirror Image

Richard Wright is a male Samantha — ruthless in business and in love. But she quickly learns that sometimes would-be soul mates are just temporary bedfellows. Finding someone who shares similar personality traits and interests as yourself can make for a match made in heaven, but sometimes it's good to have someone who balances you out instead of exacerbating your good and bad qualities.

Source: HBO
15 / 20
The Right Guy at the Wrong Time

David is good-looking, successful, and the perfect gentleman — but he's not Harry — so when Charlotte meets him at a Jewish mixer the same night Harry proposes, it's right guy, wrong time. It's not always about who's the most perfect, but who's the most perfect for you, flaws and all.

Source: HBO
16 / 20
The High School Crush

When Carrie reunites with high school crush Jeremy, she realizes he's still attractive but also in a mental institution. When getting back together with a guy from the past, you can't just start where you left off, because you never know what he's gone through since you knew him.

Source: HBO
17 / 20
The Experimental Lover

Samantha was always about trying new things, so when she found herself attracted to Maria Diega Reyes, she gave the girl-on-girl relationship a whirl. Trying something outside your comfort zone can be a good thing, but don't feel the need to force it if it's not a good fit.

Source: HBO
18 / 20
The Flighty Artist

Jazz club owner Ray King rocked Carrie's socks (and more) off, but his obsession with jazz music eventually gets in the way of a real connection. There's something sexy about an artist who's good at what he does, but it's not easy dating someone with that kind of passion once the initial appeal wears off.

Source: HBO
19 / 20
The Man With Sexual Prowess

Mitchell Sailor is known all over Manhattan for his tongue twisters, and Charlotte takes the rare plunge, knowing full well what she's not getting into — a relationship. Dating a guy for his skills in the bedroom will be fun while it lasts, but if the chemistry doesn't make it out the door, then he probably won't be a forever love.

Source: HBO
20 / 20
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