Carrie and the girls are meeting for their usual breakfast when two bombshells are dropped. The good news is that Charlotte and Harry are engaged... but the bad news is that Berger dumped Carrie via a Post-it note earlier that morning. Carrie swears that she will refrain from giving Berger the satisfaction of an angry message, but winds up inadvertantly leaving one after badmouthing him to some of his friends at an exclusive club.

Charlotte absolutely basks in the glow of her engagement to Harry. Her ring is enormous (and patterned after the one given by Richard Burton to Elizabeth Taylor), and all seems well. All, that is, except for the nagging feeling that somehow this second marriage will be somewhat less special than her first. She tells the girls that this wedding will be far less elaborate than the last, releasing them from bridesmaid duties. Charlotte's attitude changes after running into a enthusiastic barhopping bridal party, rejuvenating her spirits and causing her to re-enlist her friends as bridesmaids.

Miranda is also in a funk until discovering that after many months of juggling motherhood and a career she is now able to fit into her "skinny jeans" for the first time since 1985. Her confidence soars, and she finds herself able to easily speak with the type of men that had been intimidating her. The jeans eventually split, but Miranda's positive new outlook remains.

Smith's career is rapidly heating up, but Samantha fears that he's moving too quickly by referring to her as his girlfriend during a private moment. She gives him a fabulous pair of Robert Marc sunglasses and coaches him to say that he's single when he makes an appearance on TRL, maximizing his teenage scream potential and keeping a comfortable distance between the pair. The plan backfires on Sam when she sees the broadcast and finds that she doesn't like hearing Smith declare his availability on national television.

Licking their wounds, the girls wind up in a dive bar. Samantha manages to score a joint in the bar, along with a man to potentially keep her mind off of Smith. Unfortunately, the man's girlfriend takes exception to this, chasing Carrie and Samantha out of the bar. The pair light the joint to take the edge off of their problems, but it just gets worse when Carrie gets busted for posession. Miranda, ever the lawyer, manages to talk the charge down to "smoking in a bar," leaving Carrie with just a small fine to pay. The girls then convene over shared banana splits, laughing as a very long day comes to an end.

Carrie and Stanford attend a baby shower thrown by their friends Kyra and Chuck. Upon arriving, they discover that Kyra's house rules include the removal of all footwear, regardless if doing so will destroy a carefully crafted outfit. The evening is pleasant enough, but when Carrie plans to leave the party, she discovers that her brand new Manolos have been stolen. Later, Kyra offers to pay for the missing shoes, but balks when she discovers that they cost $485. Carrie winds up leaving the apartment with no compensation, and a sense of shoe-induced shame. She wonders if she has somehow made a mistake by choosing the lifestyle that she did, rather than the more traditional one chosen by Kyra.

Miranda finds herself with three separate problems: an open apartment in her building, Brady suffering from the chickenpox and her own growing need for male companionship. Luckily, one person solves all three problems, as Dr. Robert Leeds takes the vacancy and helps Miranda care for her sick child. When Brady's virus spreads to Miranda, Robert begins attending to her, but the tension in the air hints that their relationship may soon grow beyond doctor/patient.

Charlotte and Harry are still glowing in their post-wedding bliss, but the new bride has a slight problem adjusting to living with her husband's habits. She manages to get him to agree to stop leaving his used teabags all over the apartment, but she finds it more difficult to get used to the sight of him walking around the apartment in the nude. Charlotte doesn't say anything, but when Harry puts his naked form on her new white couch, she puts her foot down, and he agrees to wear shorts around the house from then on.

Samantha's dislike for misbehaving children comes to a head in a fancy restaurant. While a child babbles loudly in the background, Sam is admonished for daring to speak on a cell phone. Wildly frustrated by the double-standard, Samantha approaches the table with the child, but winds up with a face full of pesto for her troubles.

Carrie tries to smooth things over with Kyra, but it seems that the two won't be able to come to an agreement. Carrie then gets a brainstorm... since she's always come through whenever Kyra has registered at a store, then maybe it's time for Carrie to turn the tables. Ms. Bradshaw registers herself at Manolo Blahnik, in recognition of her just-announced marriage to herself. The only item that she registers for is a single pair of the missing $485 shoes, and Kyra finally comes around and replaces the missing Manolos.