Sex and the City

Season 1 Episode 4

Valley of the Twenty-Something Guys

1
Aired Sunday 9:00 PM Jun 28, 1998 on HBO
8.3
out of 10
User Rating
143 votes

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Episode Summary

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Carrie and Samantha start dating guys in their twenties. Carrie dates Sam and at first all they do is kiss but it soon escalates to sex and Carrie breaks it off when she wakes up and sees his messy apartment and realizes that she's too old to date a guy in his twenties.
Samantha dates Jon and she can't believe how good the sex is but she too breaks it off with him after he makes a comment about the wrinkles in her neck.
Charlotte doesn't know what to do when her current boyfriend wants to have anal sex with her. She talks to Carrie, Samantha and Miranda and finally decides not to do it because she doesn't want to be known as the up the butt girl.moreless

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Timothy Olyphant

Timothy Olyphant

Sam

Guest Star

Daniel Gerroll

Daniel Gerroll

Mr. Marvelous

Guest Star

Kohl Sudduth

Kohl Sudduth

Jon

Guest Star

Chris Noth

Chris Noth

Mr. Big

Recurring Role

Ben Weber

Ben Weber

Skipper Johnston

Recurring Role

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