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  3. 'Sex and the City': The Best Guest Stars

'Sex and the City': The Best Guest Stars

Rachel Johnson / May 30, 2023 - 11:00 pm

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Pinterest 'Sex and the City' Guest Stars Bradley Cooper
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Bradley Cooper

Bradley Cooper is a household name in Hollywood today, but did you know his first-ever on-screen role was on Sex and the City? The talented actor appears as "Jake" in season two's episode "They Shoot Single People, Don't They". 

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Pinterest 'Sex and the City' Guest Stars Sarah Michelle Gellar
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Sarah Michelle Gellar

In Sex and the City season 3, Sarah Michelle Gellar, aka "Buffy Summers", starred as an executive looking to turn "Carrie's" column into a film. This next guest star also starred in the same episode as Gellar...

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Pinterest 'Sex and the City' Guest Stars Matthew McConaughey
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Matthew McConaughey

Matthew McConaughey has also had a guest spot on Sex and the City playing himself! The king of rom-com's at the time, like Gellar, McConaughey tries to persuade "Carrie" to turn her column into a film with himself starring as "Mr.Big". 

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Pinterest 'Sex and the City' Guest Stars Lucy Liu
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Lucy Liu

Charlie's Angel star Lucy Liu also played herself in a season four episode of Sex and the City. While an extremely exaggerated version of Liu, "Samantha" lands her as a client only to lose her right away.

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Pinterest 'Sex and the City' Guest Stars Matthew Morrison
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Matthew Morrison

Glee star Matthew Morrison actually guest-starred in the exact same episode as Bradley Cooper, but his role would be much smaller. Playing an unnamed "young busboy", it would also be one of Morrison's first roles. 

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Pinterest 'Sex and the City' Guest Stars Anne Meara
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Anne Meara

All My Children's Anne Meara guest-starred in not just one but four episodes of the hit series. The late Meara played the part of "Miranda's" mother-in-law "Mary Brady". 

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Pinterest 'Sex and the City' Guest Stars Vince Vaughn
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Vince Vaughn

Another handsome actor to star in an episode of Sex and the City is Vince Vaughn. The Swingers star played a man who tricks "Carrie" into believing he is a wealthy agent. 

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Pinterest 'Sex and the City' Guest Stars Margaret Cho
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Margaret Cho

Even All-American Girl creator Margaret Cho has starred in an episode of Sex and the City. Bringing humor wherever she goes, Cho plays a fashion designer who has "Carrie" model in her show. 

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Pinterest 'Sex and the City' Guest Stars Dean Winters
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Dean Winters

Who better to play "Carrie's" no-strings-attached hookup in season two than 30 Rock's Dean Winters! Winters would only last an episode, however, as "Carrie" grows weary of his bad jokes and wants more than just good sex. 

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Pinterest 'Sex and the City' Guest Stars Carrie Preston
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Carrie Preston

In season two, Sex and the City audiences were graced with the presence of Emmy Award-winning actress Carrie Preston. The Good Wife actress appears as "Miranda's" interior designer who sweeps "Miranda's" love interest off his feet without even trying!

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Sex and the City had a number of amazing guest stars appear over the show's six seasons. From Bradley Cooper to Elizabeth Banks, do you remember all of these Sex and the City guest stars? Scroll through the gallery to find out!

Sex and the City Guest Stars

Sex and the City guest star Matthew McConaughey, the king of rom-com's at the time, starred in an episode where he tries to persuade "Carrie" to turn her column into a film with himself starring as "Mr.Big". 

Another talented guest star was All My Children's Anne Meara. Meara guest-starred in not just one but four episodes of the hit series. The late actress played the part of "Miranda's" mother-in-law "Mary Brady". 

Wallace Shawn, a king of guest-starring on many series, also had a minor role in an episode of Sex and the City. Shawn plays "Martin Garble", "Carrie's" idea of an eligible bachelor for her friend "Enid". 

Another star who spent her life-before-fame guest-starring on series like Sex and the City is Elizabeth Banks. The now-famous Hunger Games star showed up in season three of the hit series on the arm of a politician the girls meet at a fundraiser.

Who is your favorite Sex and the City guest star?

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