Yes, These Guys All Guest Starred on 'Sex and the City!'

Ok_060513_john stattery.jpg

Jan. 28 2015, Updated 6:41 p.m. ET

Link to FacebookShare to XShare to Email

The ladies of Sex and the City dated a lot—I mean, that was kind of the point of the show, right? There were a few serious boyfriends and eventually, husbands, but the friends also went on lots of terrible flings and dates in between.

Photos: Look back at all of Jennifer Love Hewitt's ex-boyfriends!

Since the show debuted fifteen years (today!), some of the guest stars who played those horrible guys have now gone on to A-lister status. It's so fun catching them in reruns, often with bad hair! Check out the list here.

Article continues below advertisement

Photos: See pics of all the celebs who attended Kim Kardashian's baby shower!

Who was your favorite boyfriend on Sex and the City? Were you surprised about anyone on this list? What's your favorite episode? Tell us in the comments below or tweet us @OKMagazine.

1. John Slattery

Ok_060513_john stattery_ _2.jpg

The 'Mad Men' star memorably played a politician who requested a sex act too dirty for even that group of ladies to accept.

Article continues below advertisement

2. Andy Cohen

Ok_060513_andy cohen_ _1.jpg

Look fast! Andy played a shoe salesman helping Carrie try on a pair.

Article continues below advertisement

3. Bobby Cannavale

Ok_060513_bobby cannavale_ _1.jpg

Before he was on 'Boardwalk Empire,' he was the "funky spunk" guy. That's all we have to say about that.

Article continues below advertisement

4. Vince Vaughn

Ok_060513_vince vaghn_ _1.jpg

When the gals took a trip to LA, Carrie was romanced by Vince's character, who pretended to be a big Hollywood agent but was actually a celebrity dog-walker.

Article continues below advertisement

5. Ron Livingston

Ok_060513_ron livingsten_ _1.jpg

Ron played a proper boyfriend on the show, and he was pretty great at it—until his character broke up with Carrie on a post-it. Ouch.

Article continues below advertisement

6. Craig Bierko

Ok_060513_craig bierko_ _1.jpg

He was Carrie's adorable rebound in season four, but you may know him now as a lauded Broadway actor.

Article continues below advertisement

7. Daniel Sunjata

Ok_060513_daniel sunjata_ _1.jpg

You may have seen him on 'Law and Order: SVU' or 'Grey's Anatomy,' but he played a cute sailor who romanced Carrie during Fleet Week.

Article continues below advertisement

8. Justin Theroux

Ok_060513_justin thereoux_ _1.jpg
John Slattery

Jennifer Aniston's fiance is so hot, 'Sex and the City' had to have him twice. He played a cute guy at a bar, then an actual boyfriend for Carrie for one episode.

Article continues below advertisement

9. Bradley Cooper

Ok_060513_bradley cooper_ _1.jpg

The future Oscar nominee played a hot almost-love interest for Carrie. His hair was long and bleached blonde at the time!

Article continues below advertisement

10. Timothy Olyphant

Ok_060513_timothy olyphant_ _1.jpg

Right around the time he was playing a vicious murderer in 'Scream 2' (spoiler alert?), he also had a hardcore make-out session with Sarah Jessica Parker for the show.

Article continues below advertisement

11. Michael Showalter

Ok_060513_michael showalter_ _1.jpg

The comedian popped up as a friend of Carrie's ex-boyfriend, who got an earful after the guy dumped her.

Article continues below advertisement

12. Will Arnett

Ok_060513_will arnett_ _1.jpg

The 'Arrested Development' star was actually serious for once, as a guy who would only have sex outdoors.

Article continues below advertisement

13. Mark Feuerstein

Ok_060513_mark feurstein_ _1.jpg

Miranda rocked his character's world when she suggested to him that all women fake it in bed.

Article continues below advertisement

14. Jon Bon Jovi

Ok_060513_jon bon jovi_ _1.jpg

You knew the show was getting big when they booked guest stars like this one! Who could forget his sexy game of Twister with Carrie?

Article continues below advertisement

15. Matthew McConaughey

Ok_060513_matthew mcconauhey_ _1.jpg

He would later romance Sarah Jessica Parker in 'Failure to Launch,' but on the show he is one of the few who didn't date a main character. He was just interested in making Carrie's columns into a movie!

Article continues below advertisement

16. David Duchovny

Ok_060513_david duchovney_ _1.jpg

The 'Californication' star appeared as Carrie's high school sweetheart... who's now in mental institution.


Want OK! each day? Sign up here!

Opt-out of personalized ads

© Copyright 2024 OK!™️. A DIVISION OF MYSTIFY ENTERTAINMENT NETWORK INC. OK! is a registered trademark. All rights reserved. Registration on or use of this site constitutes acceptance of our Terms of Service, Privacy Policy and Cookies Policy. People may receive compensation for some links to products and services. Offers may be subject to change without notice.