November 20, 1999 Season 25 episode
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| Episode | 471 |
| Season Episode | 6 |
| Host | Jennifer Aniston |
| Musical Guest(s) | Sting |
| Song(s) performed by Musical Guest(s) |
"Brand New Day" "Desert Rose" |
| Previous Episode November 13, 1999 |
Next Episode December 4, 1999 |
The 6th episode of Season 25 and the 471st episode of Saturday Night Live, hosted by actress Jennifer Aniston, star of the NBC hit series Friends, with musical guest Sting, an English singer and musician. It premiered on November 20, 1999.
Jennifer Aniston hosted for the first time and made her 2nd appearance, thus making her the fifth cast member from Friends to host.
This is the 6th appearance, as well as the 5th musical guest stint on SNL for Sting.
Cast[]
Repertory Players[]
- Jimmy Fallon
- Will Ferrell
- Ana Gasteyer
- Darrell Hammond
- Chris Kattan
- Tim Meadows
- Tracy Morgan
- Cheri Oteri
- Chris Parnell
- Colin Quinn
- Horatio Sanz
- Molly Shannon
Featured Player[]
Sketches and Musical Performances[]
Cold Open Sketch Pre-recorded Weekend Update Music Performance Other
| Title | Image | Summary |
|---|---|---|
| Donald Trump’s Address Cold Open | Announcing his bid for President, Donald Trump (Darrell Hammond) names “Who Wants To Be A Millionaire?” winner John Carpenter as his running-mate. The voice of Carpenter’s dad on the phone is played by SNL writer Tim Herlihy. This was his sendoff, as this was his last show on SNL. | |
| Jennifer Aniston’s Monologue | Hosting for the first time and made her 2nd appearance, Friends star Jennifer Aniston didn’t bring boyfriend Brad Pitt with her this time around, but she does initiate her own version of “Fight Club” with the female cast members (Molly Shannon, Cheri Oteri, Ana Gasteyer, and Rachel Dratch). | |
| Pretty Living | ||
| Nick Burn, Your Company's Computer Guy | Computer tech Nick Burns (Jimmy Fallon) makes fun of his company’s dumb employees (Jennifer Aniston, Chris Kattan and Horatio Sanz). | |
| Wayne Porter | Island castaway Wayne Porter (Chris Parnell) seeks re-election. | |
| Privolin | While at a business meeting, Angela (Jennifer Aniston) breaks the fourth wall to talk about genital herpes. | |
| Sex and the City | Carrie Bradshaw (Jennifer Aniston) tries to seduce Mr. Peepers (Chris Kattan). Also Features Ana Gasteyer as Miranda, Cheri Oteri as Charlotte, Horatio Sanz as bartender and Molly Shannon as Samantha. | |
| Weekend Update with Colin Quinn | George W. Bush (Will Ferrell) reads a few lines from his biography and Colin Quinn and Tracy Morgan engage in a subliminal race debate. | |
| Sting performs "Brand New Day" | ||
| Christmas Urchins | Urchins-for-hire, Peter (Jennifer Aniston) and Pip (Rachel Dratch) beg to their renters’ delights. | |
| Kim Plunkett | Kim Plunkett (Will Ferrell) runs again Wayne Porter for island leader. | |
| Pokemon Parents | Mother (Jennifer Aniston) yells at her son for not caving into the Pokémon fad. | |
| Sting performs "Desert Rose" with Cheb Mami | ||
| Thanksgiving Dinner | A family's (Jennifer Aniston, Ana Gasteyer, Darrell Hammond) Thanksgiving is ruined when the father (Chris Parnell) invites his oddball coworker Roberta (Cheri Oteri). | |
| Goodnights | Jennifer Aniston thanks Sting, John Carpenter and the cast. Also, in the goodnights, Will Ferrell holds up a cue card sign that reads: “Thank You Tim Herlihy!”. |
Trivia[]
- This marked the final episode for longtime writer and producer Tim Herlihy (who had been writing for the show since 1994), as he left the show, after 5½ years.
| Preceded by: November 13, 1999 |
Saturday Night Live episode | Followed by: December 4, 1999 |