Charlotte started out the year with what seemed like mission impossible - finding a husband by year's end, but now things with Trey are looking very promising. In bed, Charlotte is holding out though, hoping she can be "re-virginized" if she doesn't have sex for a while. Meanwhile, Samantha is worried she may be "drying up," and in a moment of desperation, she agrees to go on a date with Len, an older man in her building. During sex with him, Samantha's flow makes an appearance on Len's expensive sheets, which freaks him out, but leaves Samantha overflowing with joy. Unfortunately, things aren't so joyful for Steve and Miranda. Miranda is having trouble living with Steve and his childlike personality, and when he suggests they have a kid, Miranda realizes she already has one, and she is tired of being the "mean mom" in their relationship. Steve asks Miranda if she's just going to throw it all away, and she says she's tried not to, but it just isn't going to work. While at a party, Carrie unexpectedly bumps into Big. They exchange short and cold conversation, then she walks away. Later that day, just as Aidan has stepped out for coffee, Big shows up at Carrie's door to tell her he can't stop thinking about her. The timing couldn't be worse.

Samantha throws a self-congratulatory soiree at her new apartment where she tries to convince the girls that they have it all -- great friends, good jobs, and plenty of sex. Carrie tries to play along, but her fling with Big eats away at her. Deciding she just can't hold it in anymore, Carrie reveals her scarlet letter to Samantha in private. Carrie wonders if she's trying to have it all: the reliable, committed Aidan, and the wild, exciting Mr. Big. Meanwhile, Samantha, who has long thought she did have it all, comes down with a bad case of the flu, and learns all the men in her life are unwilling to take care of her when she needs them. On the Charlotte front, Trey lays down a pre-nuptial agreement which has Charlotte worth a measly half a mill. On Miranda's advice, Charlotte plays hardball with Trey's mother Bunny and successfully negotiates for a million. Meanwhile Miranda meets her first man post-Steve. George is a cute yuppie from out of town who turns Miranda onto the wonders of phone sex. But Miranda becomes suspicious of George's dexterity over the phone and dumps him when she realizes he's phone-sexing other women too. Carrie knows all about playing on more than one field too. While Aidan is away on a business trip, she hooks up with Big in her apartment again. He tells Carrie he's leaving Natasha, but Carrie tells him not to. When Aidan returns, he sense something is up with Carrie and asks if she's been cheating -- on her pledge to quit smoking. Carrie confesses she's been cheating, and reaffirms her vow to quit.