Carrie receives a pleasant surprise when her high school boyfriend, Jeremy, calls her up and asks her to meet for dinner. The pair broke up in High School, but their chemistry leads them to instantly reconnect. Everything seems perfect, until he reveals one fairly shocking bit of information... he is actually in the area because he's committed himself to a Connecticut mental facility.

The New York City summer heat is driving Samantha crazy, but equally frustrating is her inability to be granted access to SoHo, an exclusive club that features a fabulous swimming pool. Luckily for Sam, she finds a misplaced ID card that grants her access to the club, so long as she doesn't mind answering to the name Annabelle Bronstein. Unfortunately, a SoHo employee blows the lid off the deception, causing Samantha to beat a hasty retreat back into the sweltering Manhattan streets.

Approving Dr. Leeds' application to live in her apartment building proves to be one of the best decisions that Miranda has made in some time. The good doctor gives Miranda courtside seats to a Knicks game, but she isn't exactly thrilled to see a cheerleader flirting with him after the event. Later, Miranda thanks Robert for the tickets, and he comes clean with his feelings for her, sparking a romance.

While Miranda's love life is improving, poor Stanford's is in a downward spiral. Stanford and Marcus run into Charlotte and Anthony during lunch, and the wedding planner recognizes Marcus as somebody that previously worked as a male escort (advertising in 'Honcho' under the nom d'homme 'Paul'). Charlotte accidentally lets this bit of information make its way to Stanford, leading him to break it off with Marcus. Later, at the gay/lesbian/bi/transgender prom, Marcus approaches Stanford, and the couple decide to give it another go.

Carrie decides that maybe she can accept the prospect of dating Jeremy, even though he currently undergoing extensive psychiatric care. She even goes to visit him in the facility, discovering that he is easily the most sane person on the grounds. Unfortunately, Jeremy tells her that he's going to be in the instituation for another eight to ten months, smashing any potential that the two may have had as a couple. Even so, Carrie concludes that it was actually the sanest breakup that she's ever been through.

Carrie and Charlotte make a visit to a gallery where a performance artist has placed herself on display without any food or water. While viewing the exhibit, famed Russian artist Aleksandr Petrovsky takes notice of Carrie, but disappears into the crowd before she can point him out to Charlotte. When the two women are leaving the building, Charlotte notices Aleksandr and starts up a conversation. The artist clearly pays more attention to Carrie, however, and later in the week calls her up to ask her on a date, which Carrie accepts.

Charlotte and Harry finally realize their dream by conceiving, but unfortunately, Charlotte miscarries less than a month into the pregnancy. This absolutely devastates her, and she finds herself unable to leave her living room due to her grief. Even a visit from Carrie doesn't manage to cheer her up. Then, while sitting zombie-like in front of the television, Charlotte happens upon a documentary about Elizabeth Taylor. Liz's struggles inspire Charlotte, allowing her to get up, out of the apartment, and on with her life.

Robert surprises Miranda by giving her a giant cookie with the words "I Love You" written out in chocolate chips on it. Miranda realizes that she's not able to respond in kind to him (the words, not the cookie), and she worries that she's never going to be able to express her feelings to anybody. Later in the week, everybody gathers in Miranda's apartment to celebrate Brady's first birthday. Miranda is still a bit put off by her inability to say those three words... but she shocks herself by blurting them out in a private moment with Steve. He reciprocates, and the couple begin their relationship anew.

Baby Brady isn't the only one that is aging. Samantha notices a grey hair "down there" after a shower, deciding to dye it to make it disappear. Unfortunately, the experiment goes awry, and Ms. Jones accidentally dyes the whole region a bright orange. Stuck with "Bozo Bush", Sam chooses to shave it all off, telling Smith that she did it to make it easier for him to find things during intimate moments.

Following Brady's party, Carrie meets up with Aleksandr at Russian Samavor for a late dinner. The conversation is easy, despite the periodic language barriers. After the meal, the pair travel to the gallery to see if the performance artist is indeed maintaining her lonely vigil. After verifying that she is, Carrie and Aleksandr call it a night... but not before Carrie surrenders to his charm, with the couple sharing a passionate kiss on the New York street.