Recurring Saturday Night Live characters and sketches introduced 1997–98
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.
Leon Phelps, The Ladies Man
Tim Meadows portrayed Leon Phelps, aka "The Ladies Man", in this popular series of sketches. Debuted October 4, 1997. Phelps hosts a television show 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.
;Appearances
| Season | Episode | Host | Notes |
| 23 | October 4, 1997 | Matthew Perry | Leon takes some calls accompanied by stage manager Montel. |
| 23 | November 8, 1997 | Jon Lovitz | More calls for The Ladies' Man. |
| 23 | December 13, 1997 | Helen Hunt | Leon is assisted by Charlene as they take calls. |
| 23 | February 14, 1998 | Roma Downey | Valentine's Day Advice. |
| 23 | March 14, 1998 | Julianne Moore | The Ladies' Man Presents: Leon and Deborah Hogan demonstrate love-making tips for relationships. |
| 23 | May 2, 1998 | Matthew Broderick | Leon takes Viagra as he takes calls, later reappears in a Viagra ad. |
| 24 | September 26, 1998 | Cameron Diaz | The Ladies' Man Presents: Leon and Julie act out scenes from the Starr Report. |
| 24 | November 21, 1998 | Jennifer Love Hewitt | Leon gives inappropriate advice and plugs Skanksgiving Day. |
| 24 | February 20, 1999 | Bill Murray | Stephanie Seymour helps Leon teach love lessons. |
| 24 | May 8, 1999 | Cuba Gooding Jr. | Monica Lewinsky is the guest as Linda Tripp calls in. |
| 25 | October 16, 1999 | Heather Graham | RollerGirl from Boogie Nights assists with porno reviews. |
| 25 | December 11, 1999 | Danny DeVito | Happy Holidays From The Ladies' Man |
| 25 | March 18, 2000 | The Rock | Leon falls for crossdressed undercover cop. |
| 25 | May 20, 2000 | Jackie Chan | Who Wants To Be My Skank?: Brandy Lane, Wilma Slossen, and Florence Henderson are Leon's choices for his summer skank.
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| 26 | October 7, 2000 | Rob Lowe | Leon appears on Weekend Update to discuss sex in Hollywood cinema and promote The Ladies Man. |
Issues with Jeffrey Kaufman
A Jim Breuer sketch. Debuted October 18, 1997.Mango
A Chris Kattan sketch. Debuted October 18, 1997.Morning Latte
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, 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 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.
Martha Stewart Living
Ana Gasteyer parodies Martha Stewart and her eponymous television program.Appearances:
- October 25, 1997: Martha demonstrates how to prepare eggs for Halloween pranks.
- November 14, 1998: Host Joan Allen plays Martha's mother.
- May 8, 1999: Martha talks about her stock launch.
- November 17, 2001: Martha shows how to prepare a Thanksgiving turkey.
Southern Gals
An Ana Gasteyer and Cheri Oteri and Molly Shannon sketch. Debuted November 15, 1997.The View
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, Barbara Walters, Star Jones, and Cokie Roberts. 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.;Appearances
| Season | Episode | Host | Notes |
| 23 | November 15, 1997 | Claire Danes | |
| 23 | January 17, 1998 | Sarah Michelle Gellar | |
| 23 | May 2, 1998 | Matthew Broderick | |
| 24 | September 26, 1998 | Cameron Diaz | |
| 24 | January 9, 1999 | Bill Paxton | |
| 34 | November 1, 2008 | Ben Affleck | |
| 34 | January 17, 2009 | Rosario Dawson | |
| 34 | March 14, 2009 | Tracy Morgan | |
| 35 | November 7, 2009 | Taylor Swift | |
| 35 | February 6, 2010 | Ashton Kutcher | |
| 36 | October 23, 2010 | Emma Stone | |
| 44 | April 13, 2019 | Emma Stone | |
| 44 | May 18, 2019 | Paul Rudd | |
| 48 | October 29, 2022 | Jack Harlow |
Tiger Beat's Ultra Super Duper Dreamy Love Show
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.Gunner Olsen
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 Céline Dion Show
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.
;Appearances
| Season | Episode | Host | Notes |
| 23 | March 7, 1998 | Scott Wolf | Celine talks with Erykah Badu and Mariah Carey. |
| 23 | May 2, 1998 | Matthew Broderick | Celine talks with Gloria Estefan, Shania Twain, and Mariah Carey |
| 24 | November 21, 1998 | Jennifer Love Hewitt | Celine duets with Jewel, Michael Stipe, Busta Rhymes, and Meat Loaf |
| 25 | November 13, 1999 | Garth Brooks | The Smurfs |
| 25 | December 4, 1999 | Christina Ricci | And So This Is Chanukah |
| 26 | February 10, 2001 | Jennifer Lopez | Appears with Lopez, Mango, Shania Twain, Aretha Franklin, and Diana Ross at a VH1 Divas concert |
| 27 | April 6, 2002 | Cameron Diaz | Celine Dion on CBS |