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| Episode 1 - [Take Me Out To The Ballgame] |
| Details : Carrie meets the new Yankee Joe at a baseball game all the while preparing for her first post-breakup encounter with Big. Miranda gets fed up with the girls always talking about men. Samantha gets frustrated with James' deficiencies. Charlotte dates a guy named Paul Ericson who has a tendency to adjust his package... a lot. |
| Air Date : Jun. 06, 1999 |
| Episode 2 - [The Awful Truth] |
| Details : Carrie accidentally suggests that her friend Susan Sharon leave her domineering violent husband. Miranda builds up the courage to talk dirty in bed. Charlotte tries to replace the perfect man with the perfect dog. Samantha gets dragged to couples' therapy with James and tries to avoid talking about her real problem with their sex life. |
| Air Date : Jun. 13, 1999 |
| Episode 3 - [The Freak Show] |
| Details : Carrie turns freakish herself after dating a string of freaky guys and freaks out the very normal Ben when trying to discover his secret freakiness. Miranda dates Manhattan Guy a guy who hasn't left Manhattan in ten years. Charlotte dates the renowned Mr. Pussy and tries to make a real relationship out of it. Samantha decides to get plastic surgery and freaks out during the consult. |
| Air Date : Jun. 20, 1999 |
| Episode 4 - [They Shoot Single People Don't They] |
| Details : Single and fabulous Carrie gets a horrible photo taken for the cover story of New York Magazine: Single and Fabulous...?. Miranda fakes orgasms with her current boyfriend. Charlotte starts dating her handyman. Samantha dates a club owner who calls them a we right away. |
| Air Date : Jun. 27, 1999 |
| Episode 5 - [Four Women And A Funeral] |
| Details : Carrie starts seeing Mr. Big again. Miranda buys her own apartment on the Upper West Side. Charlotte meets a recent widower at a cemetery. Samantha's actions with a married man gets her in trouble with the New York high-society ladies who lunch and only a titanic star can help her out. |
| Air Date : Jul. 04, 1999 |
| Episode 6 - [The Cheating Curve] |
| Details : Carrie starts to officially date Mr. Big again. Miranda dates a guy who insists on watching porn while they have sex. Fed up with cheating men Charlotte spends time with her new friends the Power Lesbians. Samantha starts dating her gym instructor who brands her with a lightning bolt. |
| Air Date : Jul. 11, 1999 |
| Episode 7 - [The Chicken Dance] |
| Details : Carrie gets fed up with Big's inability to pay attention to her. Miranda inadvertently sets her interior designer up with a long-distance would-be boyfriend and they marry after only four weeks. Charlotte has a warp speed relationship with a guy she meets at the wedding. Samantha is upset when she experiences déjà-screw: sleeping with a guy she previously did fifteen years ago. |
| Air Date : Jul. 18, 1999 |
| Episode 8 - [The Man The Myth The Viagra] |
| Details : A frustrated Carrie tries to get Big to make time to meet the girls. Miranda meets Steve Brady a cute bartender who wants to be more than a one-night stand. Samantha dates an incredibly wealthy man in his seventies with a sumptuous lifestyle and a pocket full of Viagra. |
| Air Date : Jul. 25, 1999 |
| Episode 9 - [Old Dogs New Tricks] |
| Details : Carrie tries to get Big to stop checking out other women when they're together. Miranda and Steve's opposite schedules become a problem. Samantha runs into an old hockey-player boyfriend who is now a blonde drag queen named Samantha. Charlotte is turned-off when she dates a man who has not been circumcised; Carrie points out to Charlotte that 85% of men are not circumcised while Samantha claims to prefer uncircumcised men. |
| Air Date : Aug. 01, 1999 |
| Episode 10 - [The Caste System] |
| Details : Carrie gets fed up with high society while at an Upper East Side party with Big. Miranda and Steve have an argument over money and social status. Charlotte meets Wiley Ford the movie star and joins his entourage. Samantha dates a wealthy real-estate developer with a Southeast Asian live-in servant who has her master wrapped around her little finger. |
| Air Date : Aug. 08, 1999 |
| Episode 11 - [Evolution] |
| Details : Carrie tries to leave her mark at Big's place by leaving some personal items behind. Miranda finds out that one of her ovaries has stopped producing eggs. Charlotte dates Stefan a pastry chef who she mistakenly thought was gay but is in his own words a gay straight man. Samantha tries to get revenge on Dominic her ex who broke her heart. |
| Air Date : Aug. 15, 1999 |
| Episode 12 - [La Douleur Exquise!] |
| Details : Carrie is horrified when Big casually tells her he's moving to Paris for seven months. Miranda dates a man who only wants to have sex in places where they might get caught. Charlotte meets Buster a high-end shoe salesman with a serious foot fetish. Samantha introduces the girls to a hot new SAndM restaurant. |
| Air Date : Aug. 22, 1999 |
| Episode 13 - [Games People Play] |
| Details : Carrie starts going to therapy after obsessing about Big for too long. Offended by the diagnosis of dating men who are wrong for her she dates cute fellow-patient Seth (Jon Bon Jovi)...a guy who loses interest in women after sleeping with them. Miranda plays peek-a-boo with her cute across-the-airshaft neighbor. Samantha dates a sports fanatic whose mood depends on who won the game that night. |
| Air Date : Aug. 29, 1999 |
| Episode 14 - [The Sex Buddy] |
| Details : Carrie tries to make a relationship with her fuck buddy. Miranda dates an abusive condescending lawyer. Charlotte becomes a free-wheeling dater and double-books dates with two guys on the same night. Samantha overhears the couple moaning next door and decides to outdo them. |
| Guest Cast and Crew : Louis Aguirre | |
| Air Date : Sep. 05, 1999 |
| Episode 15 - [Shortcomings] |
| Details : Carrie dates an author who has a premature ejaculation problem and finds that she regrets having to break-up... with his perfect family. Child-phobic Miranda dates a divorced father who has a son. Charlotte's brother Wesley stays with her after his wife leaves him. Samantha gives Charlotte's brother what he really needs: sex. |
| Air Date : Sep. 12, 1999 |
| Episode 16 - [Was It Good For You] |
| Details : Carrie dates a recovering alcoholic who becomes obsessed with her. Charlotte is determined to learn how to have good sex after her latest partner falls asleep on her and drags the girls to a Tantric sex class. Samantha gets an offer to have a threesome with two curious gay friends. |
| Air Date : Sep. 19, 1999 |
| Episode 17 - [Twenty-Something Girls vs Thirty-Something Women] |
| Details : Carrie unexpectedly runs into Mr. Big—and his new 27-year-old girlfriend Natasha—at a Hamptons party. Miranda tries in vain to have some mature fun in the Hamptons. Charlotte pretends to be in her twenties so she can date a cute 26-year-old. Samantha's 25-year-old ex-assistant is hired to throw a big Hamptons party using her Rolodex for the guest list. |
| Air Date : Sep. 26, 1999 |
| Episode 18 - [Ex And The City] |
| Details : After learning of Big's engagement a freaked-out Carrie tries to cope with the ramifications. Miranda sleeps with Steve for the first time after their breakup. Charlotte tries to overcome her fear of horseback riding. Samantha dates a guy who's Mr. Too-Big determined to overcome his over-endowment. |
| Air Date : Oct. 03, 1999 |