Sex and the City backdrop
Drama•Comedy

The Best Episodes of Sex and the City Season 2

Every episode of Sex and the City Season 2 ranked from best to worst. Discover the Best Episodes of Sex and the City Season 2!

Binge this in 7h 28m•Peaking at 8.3/10

Based on the bestselling book by Candace Bushnell, Sex and the City tells the story of four best friends, all single and in their late thirties, as they pursue their careers and talk about their

Airs on
HBO
BestEpisodes
WorstEpisodes
BestSeasons
AllEpisodes

Seasons6

All123456

Episode Rankings

  1. #1 Fan Favorite
    Sex and the City Season 2 Episode 18 - Ex and the City
    8.3/10(1256 votes)

    S2:E18

    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.

    Director:Michael Patrick King
    Writer:Michael Patrick King

    Be the first to start the conversation for this episode

  2. Sex and the City Season 2 Episode 17 - Twenty-Something Girls vs. Thirty-Something Women
    7.9/10(1074 votes)

    S2:E17

    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.

    Director:Darren Star
    Writer:Darren Star

    Be the first to start the conversation for this episode

  3. Sex and the City Season 2 Episode 8 - The Man, the Myth, the Viagra
    7.8/10(1170 votes)

    S2:E8

    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.

    Director:Victoria Hochberg
    Writer:Michael Patrick King

    Be the first to start the conversation for this episode

  4. Sex and the City Season 2 Episode 12 - La Douleur Exquise!
    7.8/10(1105 votes)

    S2:E12

    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 S&M restaurant.

    Director:Allison Anders
    Writers:Michael Patrick King, Ollie Levy

    Be the first to start the conversation for this episode

  5. Sex and the City Season 2 Episode 1 - Take Me Out to the Ballgame
    7.7/10(1207 votes)

    S2:E1

    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.

    Director:Allen Coulter
    Writer:Michael Patrick King

    Be the first to start the conversation for this episode

  6. Sex and the City Season 2 Episode 4 - They Shoot Single People, Don't They?
    7.6/10(1162 votes)

    S2:E4

    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.

    Director:John David Coles
    Writer:Michael Patrick King

    Be the first to start the conversation for this episode

    7. Trending NowTRENDING NOW

    The 20 BEST Episodes of Sex and the City

    READ
  7. Sex and the City Season 2 Episode 15 - Shortcomings
    7.6/10(1020 votes)

    S2:E15

    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.

    Director:Daniel Algrant
    Writers:Darren Star, Terri Minsky

    Be the first to start the conversation for this episode

  8. Sex and the City Season 2 Episode 16 - Was It Good for You?
    7.6/10(972 votes)

    S2:E16

    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.

    Director:Daniel Algrant
    Writer:Michael Patrick King

    Be the first to start the conversation for this episode

  9. Sex and the City Season 2 Episode 3 - The Freak Show
    7.5/10(1129 votes)

    S2:E3

    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.

    Director:Allen Coulter
    Writer:Jenny Bicks

    Be the first to start the conversation for this episode

  10. Sex and the City Season 2 Episode 10 - The Caste System
    7.5/10(1024 votes)

    S2:E10

    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.

    Director:Allison Anders
    Writer:Darren Star

    Be the first to start the conversation for this episode

  11. Sex and the City Season 2 Episode 6 - The Cheating Curve
    7.4/10(1048 votes)

    S2:E6

    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.

    Director:John David Coles
    Writer:Darren Star

    Be the first to start the conversation for this episode

  12. Sex and the City Season 2 Episode 7 - The Chicken Dance
    7.4/10(1046 votes)

    S2:E7

    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.

    Director:Victoria Hochberg
    Writer:Cindy Chupack

    Be the first to start the conversation for this episode

  13. Sex and the City Season 2 Episode 11 - Evolution
    7.4/10(1031 votes)

    S2:E11

    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.

    Director:Pam Thomas
    Writer:Cindy Chupack

    Be the first to start the conversation for this episode

  14. Sex and the City Season 2 Episode 13 - Games People Play
    7.4/10(1001 votes)

    S2:E13

    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.

    Director:Michael Spiller
    Writer:Jenny Bicks

    Be the first to start the conversation for this episode

  15. Sex and the City Season 2 Episode 2 - The Awful Truth
    7.3/10(1107 votes)

    S2:E2

    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.

    Director:Allen Coulter
    Writer:Darren Star

    Be the first to start the conversation for this episode

  16. Sex and the City Season 2 Episode 9 - Old Dogs, New Dicks
    7.3/10(1046 votes)

    S2:E9

    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.

    Director:Alan Taylor
    Writer:Jenny Bicks

    Be the first to start the conversation for this episode

  17. Sex and the City Season 2 Episode 14 - The Fuck Buddy
    7.3/10(979 votes)

    S2:E14

    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.

    Director:Alan Taylor
    Writers:Darren Star, Merrill Markoe

    Be the first to start the conversation for this episode

  18. Sex and the City Season 2 Episode 5 - Four Women and a Funeral
    7.2/10(1073 votes)

    S2:E5

    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.

    Director:Allen Coulter
    Writers:Darren Star, Jenny Bicks

    Be the first to start the conversation for this episode

Season 2 Ratings Summary

"Ex and the City" is the best rated episode of "Sex and the City" season 2. It scored 8.3/10 based on 1256 votes. Directed by Michael Patrick King and written by Michael Patrick King, it aired on 10/3/1999. This episode is rated 0.4 points higher than the second-best, "Twenty-Something Girls vs. Thirty-Something Women".