Sex And The City (1998) - 1x04 - Valley of the Twenty-Something Guys

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.

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