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| Episode 1 - [Where There's Smoke] |
| Details : Carrie meets a politician at a FDNY calendar benefit in Staten Island. Miranda gets help from Steve after she undergoes LASIK eye surgery. Tired of waiting for a fairytale romance Charlotte begins aggressively searching for a Prince Charming to marry. Samantha dates the pinup-boy fireman she met at the benefit. |
| Air Date : Jun. 04, 2000 |
| Episode 2 - [Politically Erect] |
| Details : Carrie continues dating her politician beau but finds his sexual fetish to be anything but 'golden'. Miranda doesn't know how to respond when Steve asks her to go steady. Charlotte throws a used date party to find a new man. Samantha dates a short man who shops at the Boy's Department in Bloomingdale's. |
| Air Date : Jun. 11, 2000 |
| Episode 3 - [Attack Of The Five-Foot-Ten Woman] |
| Details : Carrie must confront her past with Big when she runs into Natasha Big's wife. Miranda hires Magda an Eastern European maid with very traditional values. Charlotte deals with some of her body issues at a spa. Samantha gets banned from Helena Rubinstein when she gets physical with a masseur. |
| Air Date : Jun. 18, 2000 |
| Episode 4 - [Boy Girl Boy Girl] |
| Details : Carrie dates a twenty-something man who's openly bisexual. Miranda deals with personal issues when Steve proposes moving in with her. Charlotte poses as a drag king for an artist at her gallery. Samantha butts heads with her new twenty-something male assistant. |
| Air Date : Jun. 25, 2000 |
| Episode 5 - [No Ifs Ands Or Butts] |
| Details : Carrie's smoking becomes a problem when she goes on her first date with Aidan Shaw. Miranda makes more time for Steve in her life. Charlotte dates the worst kisser she's ever met. Samantha dates a black man whose sister is racist. |
| Air Date : Jul. 09, 2000 |
| Episode 6 - [Are We Sluts] |
| Details : Carrie wants to sleep with Aidan but he's reluctant to rush into a physical relationship. Miranda discovers she has chlamydia and has to inform her past sexual partners. Charlotte's new boyfriend calls her names during sex. Samantha's neighbors disapprove of her sex life after a late-night visitor lets in a burglar. |
| Air Date : Jul. 16, 2000 |
| Episode 7 - [Drama Queens] |
| Details : Carrie obsesses about her perfect relationship when Aidan suggests she meet his parents. Miranda enjoys her intimate life with Steve. Charlotte gets upset when a married friend won't set her up with his bachelor buddy. Samantha tries Viagra while sleeping with a doctor. |
| Air Date : Jul. 23, 2000 |
| Episode 8 - [The Big Time] |
| Details : Carrie runs into Big who confesses that he misses her and can't stop thinking about her. Miranda gets annoyed with Steve's childish habits when he suggests they have a baby together. Charlotte falls in love with Trey after only a few weeks of dating and is convinced he's The One. Samantha believes she's hit menopause when her period is a week late. |
| Air Date : Jul. 30, 2000 |
| Episode 9 - [Easy Come Easy Go] |
| Details : Big tells Carrie that he's leaving his wife. Miranda deals with her breakup and Steve moving out of the apartment. After meeting the MacDougal family matriarch Charlotte maneuvers Trey into making an alrighty proposal. Samantha is upset when dating a hot guy with funky spunk. |
| Air Date : Aug. 06, 2000 |
| Episode 10 - [All Or Nothing] |
| Details : Carrie feels guilty and wants to quit her affair with Big. Miranda enjoys phone sex with a co-worker from Chicago. Charlotte negotiates the terms of her prenuptial agreement with Trey's mother Bunny. After celebrating her move to the new apartment in the exclusive Meatpacking District Samantha's bout of the 'flu gives her a pessimistic outlook on life. |
| Air Date : Aug. 13, 2000 |
| Episode 11 - [Running With Scissors] |
| Details : Carrie continues her affair with Big and tells Samantha after a girly night and Miranda after a drink on their cocktail night. Charlotte finds out by accident when she bumps into them on the street together. No longer meeting in hotels where nobody knows them in to avoid getting caughtNatasha comes home early from the Hamptons catching Carrie in Big's apartment. She chases Carrie out falls down the stairs and cracks her tooth. Carrie takes her to AAndE where she tells Big they are so over they need a new word for over. Miranda tries continually to get Carrie to end her affair. Charlotte hires stylist Anthony Marentino to help her find the perfect wedding dress. Samantha meets the male version of herself but he refuses to sleep with her because she hasn't had an HIV test. |
| Guest Cast and Crew : Adrian Rieder as Sandwich | |
| Air Date : Aug. 20, 2000 |
| Episode 12 - [Don't Ask Don't Tell] |
| Details : Carrie struggles to find the right time to tell Aidan about her affair. Miranda tells a guy she's a stewardess in hopes of getting a date. Charlotte has her dream wedding and marries Trey MacDougal—even after attempted late-night tryst reveals Trey's serious shortcomings. Cunning linguist Samantha sleeps with Trey's Scottish cousin despite being unable to understand him. |
| Air Date : Aug. 27, 2000 |
| Episode 13 - [Escape From New York] |
| Details : Carrie meets with actor producer Matthew McConaughey in LA to talk about optioning her columns to make a movie. Miranda wrestles with the level of open sexuality in Los Angeles. Charlotte uses the Internet to deal with Trey's impotence problem. Samantha meets a dildo model. |
| Air Date : Sep. 10, 2000 |
| Episode 14 - [Sex And Another City] |
| Details : Carrie meets a publicity agent for celebrities who shows her the perks of the rich and famous in LA. Miranda meets an old friend from New York who's lost his East-Coast edge. Charlotte comes to LA after getting fed up with Trey's sexual problems. Samantha meets her idol Hugh Hefner and gets the girls invited to a party at the Playboy Mansion. |
| Air Date : Sep. 17, 2000 |
| Episode 15 - [Hot Child In The City] |
| Details : Carrie dates a hunky comic-book store owner who still lives with his parents. Miranda gets braces. Charlotte is shocked when she catches the supposedly impotent Trey masturbating. Samantha's latest client is Jenny Brier (Kat Dennings) a 13-year-old Jewish-American princess planning her million-dollar bat mitzvah. |
| Guest Cast and Crew : Peyton List as Chica rubia #1 | |
| Air Date : Sep. 24, 2000 |
| Episode 16 - [Frenemies] |
| Details : Carrie teaches at The Learning Annex—only her course on How to Find Love is as successful as her own love life. Miranda dates one of Carrie's ex-boyfriends (known as Mr. A--hole) whom she meets at the funeral of a dead never-met blind-date. Charlotte gets sexually frustrated with her sex life with Trey. Samantha gets in a fight with Charlotte about her attitude toward sex. |
| Air Date : Oct. 01, 2000 |
| Episode 17 - [What Goes Around Comes Around] |
| Details : Carrie decides after a broad-daylight Manolo mugging that she must clear herself of bad karma and decides she needs to talk with Natasha about her affair with Big. Miranda dates a gorgeous NYPD detective and becomes self-conscious about her own looks. Unhappily-married Charlotte struggles with her lust for a hunky gardener; she and Trey decide to separate. Samantha meets another Sam Jones who turns out to be an NYU student and desperate virgin. |
| Air Date : Oct. 08, 2000 |
| Episode 18 - [Cock A Doodle Do!] |
| Details : Carrie meets with Big for the first time since his marriage ended. Miranda gets frustrated when she thinks the Chinese take-out girl mocks her stay-at-home lifestyle. Charlotte moves back into her old apartment and gets an up-lifting visit from Trey in the middle of the night. Samantha feuds with the raucous transsexual prostitutes who conduct business outside her apartment at two in the morning. |
| Air Date : Oct. 15, 2000 |