The following is a list of recurring Saturday Night Live characters and sketches introduced between September 27, 1997, and May 9, 1998, the twenty-third season of SNL.
Tim Meadows portrayed Leon Phelps, aka "The Ladies Man", in this popular series of sketches. Debuted October 4, 1997. Phelps (who is stuck in a 1970s mentality, is obsessed with Delta Burke, and speaks with a lisp) hosts a television show (The Ladies Man) where he takes calls and delivers sexual advice. However, Phelps's advice is always outrageous, ridiculous, and generally inaccurate, often suggesting "the butt" no matter what the caller had asked. Every time a woman calls, Phelps says, "Ooooh! It's a lady!" Phelps is always seen with a glass of Courvoisier, a brand of fine Cognac. Another notable episode had Meadows ingesting an entire vial of Viagra to test its effects, when he suddenly realizes he goes overboard when he is aroused by a photo of Sally Jesse Raphael.
More than once he has confused a man with a woman and expressed horror and repulsion afterwards.
The Ladies Man was one of two sketches that featured the real Monica Lewinsky when she appeared on the May 8, 1999 episode hosted by Cuba Gooding Jr. In a sketch in the 1998-99 season premiere, Phelps pretended that he was President Clinton and relived three of Monica's scenes with the President and how the "Ladies Man" would have acted out those same scenes.
This sketch became one of a handful of SNL sketches to spawn its own feature film, titled The Ladies Man.
| Season | Episode | Host | Notes | |
|---|---|---|---|---|
| October 4, 1997 | Leon takes some calls accompanied by stage manager Montel (Tracy Morgan). | |||
| November 8, 1997 | More calls for The Ladies' Man. | |||
| December 13, 1997 | Leon is assisted by Charlene (Hunt) as they take calls. | |||
| February 14, 1998 | Valentine's Day Advice. (Final appearance of Montel) | |||
| March 14, 1998 | The Ladies' Man Presents: Leon and Deborah Hogan (Moore) demonstrate love-making tips for relationships. | |||
| May 2, 1998 | Leon takes Viagra as he takes calls, later reappears in a Viagra ad. | |||
| September 26, 1998 | The Ladies' Man Presents: Leon and Julie (Diaz) act out scenes from the Starr Report. | |||
| November 21, 1998 | Leon gives inappropriate advice and plugs Skanksgiving Day. | |||
| February 20, 1999 | Stephanie Seymour helps Leon teach love lessons. | |||
| May 8, 1999 | Monica Lewinsky is the guest as Linda Tripp (John Goodman) calls in. | |||
| October 16, 1999 | RollerGirl (Graham) from Boogie Nights assists with porno reviews. | |||
| December 11, 1999 | Happy Holidays From The Ladies' Man | |||
| March 18, 2000 | Leon falls for crossdressed undercover cop (Johnson). | |||
| May 20, 2000 | Who Wants To Be My Skank?: Brandy Lane (Sarah Michelle Gellar), Wilma Slossen (Gina Gershon), and Florence Henderson are Leon's choices for his summer skank.
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| October 7, 2000 | Leon appears on Weekend Update to discuss sex in Hollywood cinema and promote The Ladies Man. |
A Jim Breuer sketch. Debuted October 18, 1997.
A Chris Kattan sketch. Debuted October 18, 1997.
This sketch features Will Ferrell and Cheri Oteri playing two morning talk show hosts. Ferrell plays Tom Wilkins, a typical vapid and smiling male TV personality, and Oteri plays his scatterbrained female co-host, Cass Van Rye. The two are depicted as being extremely chipper, and tend to be overenthusiastic about each other's mundane life stories, and about their less-than-stellar guests. This is more than likely due to the large amounts of latte they consume during the course of a show.
The two begin the show by recounting recent events in their personal lives (in the same vein as shows like Live with Regis and Kelly, which SNL itself has parodied after Oteri and Ferrell left the show), which are almost certainly never as exciting as their reactions to them. Cass usually tells a story about herself and her husband Eli, in which she never fails to include the detail about her inability to conceive children. Tom then tells a story about a recent event involving him and his wife Gail. Cass almost immediately forgets the details of his story, prompting her to ask questions to which he has already stated the answers. There is also usually a producer off to the side who throws out random comments, which Cass inadvertently forgets over the course of the show. The producer eventually gets fed up with her absentmindedness and loses his temper, shouting obscenities (such as, "YOU STUPID BITCH!") at her. The two hosts become stunned at the reaction, until he informs them that he was "just kidding", to which they respond with incessant laughter.
They also have guests on the show, yet no matter how boring or insipid they are, the two remain extremely enthralled throughout the interview. Debuted October 25, 1997.
Ana Gasteyer parodies Martha Stewart and her eponymous television program.
Appearances:
An Ana Gasteyer and Cheri Oteri and Molly Shannon sketch. Debuted November 15, 1997.
A parody of the morning talk show The View. The first sketch debuted on November 15, 1997. The View hosts change according to the actual panel at that time. In the first few sketches, the cast includes Meredith Vieira (Molly Shannon), Barbara Walters (Cheri Oteri), Star Jones (Tracy Morgan in drag), and Cokie Roberts (Ana Gasteyer).[1] The fifth host, Debbie Matenopoulos, was played by the guest host or Gasteyer. Early sketches poked fun at the women’s disdain for Matenopoulos. In season 24, Matenopoulos herself cameos and tells off her co-hosts.[2]
| Season | Episode | Host | Notes | |
|---|---|---|---|---|
| 23 | November 15, 1997 | Claire Danes |
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| 23 | January 17, 1998 | Sarah Michelle Gellar |
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| 23 | May 2, 1998 | Matthew Broderick |
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| 24 | September 26, 1998 | Cameron Diaz |
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| 24 | January 9, 1999 | Bill Paxton |
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| 34 | November 1, 2008 | Ben Affleck |
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| 34 | January 17, 2009 | Rosario Dawson |
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| 34 | March 14, 2009 | Tracy Morgan |
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| 35 | November 7, 2009 | Taylor Swift |
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| 35 | February 6, 2010 | Ashton Kutcher |
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| 36 | October 23, 2010 | Emma Stone |
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| 44 | April 13, 2019 | Emma Stone |
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| 44 | May 18, 2019 | Paul Rudd |
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| 48 | October 29, 2022 | Jack Harlow |
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An Ana Gasteyer, Cheri Oteri and Molly Shannon sketch. Debuted January 15, 1998. It stars Sarah Michelle Gellar as Jessica, Cheri Oteri as Sarah Margaret Connolly, Molly Shannon as Sissy Germane Daphne and Ana Gasteyer as Gladys Stubbs. It's about four teens who gossip about celebrities.
Played by Jim Breuer, Olsen recapped the night's news in the style of a lead singer in a heavy metal band. Debuted March 7, 1998.
The Celine Dion Show was a faux variety show in which Ana Gasteyer played the Grammy award-winning singer, who in the opening credits claims to be "the most beautiful and most loved singer in the world". The sketch was inspired by Dion's success in the wake of her number one Billboard Hot 100 hit "My Heart Will Go On" in 1998.
In the sketches, Celine would usually begin with a solo, adding exaggerated vocal gymnastics and runs to even the simplest of songs. Then, she would usually invite a musical guest to perform. However, soon into their performance, Celine would feel upstaged, and would start singing over top of them in a much louder voice, much to their displeasure. Debuted March 7, 1998.
The sketch attracted the attention of the real singer herself, who invited Gasteyer to perform the character in one of her concerts in 1998.[3]
| Season | Episode | Host | Notes | |
|---|---|---|---|---|
| March 7, 1998 | Celine talks with Erykah Badu (Tim Meadows) and Mariah Carey (Cheri Oteri). | |||
| May 2, 1998 | Celine talks with Gloria Estefan (Broderick), Shania Twain (Molly Shannon), and Mariah Carey (Cheri Oteri) | |||
| November 21, 1998 | Celine duets with Jewel (Hewitt), Michael Stipe (Jimmy Fallon), Busta Rhymes (Tim Meadows), and Meat Loaf (Horatio Sanz) | |||
| November 13, 1999 | The Smurfs | |||
| December 4, 1999 | And So This Is Chanukah | |||
| February 10, 2001 | Appears with Lopez, Mango (Chris Kattan), Shania Twain (Molly Shannon), Aretha Franklin (Tracy Morgan), and Diana Ross (Maya Rudolph) at a VH1 Divas concert | |||
| April 6, 2002 | Celine Dion on CBS |
A parody of Thunderbirds and Supercar. The segments were written by Harper Steele.
Ana Gasteyer played the host of a TV show called Pretty Living. Each episode featured Molly Shannon as Helen Madden, an exuberant self-proclaimed "Joyologist" whose trademark phrase was "I love, I love it!" while kicking her legs and crossing and uncrossing her legs repeatedly. Helen Madden also appeared in an earlier 1996 sketch called "Single and Loving it" with Cheri Oteri.[4] Debuted March 14, 1998.
A Will Ferrell sketch. Debuted March 14, 1998.