Season Twenty-Five of Saturday Night Live premiered on October 2, 1999. Nowithstanding the anniversary special which preceded it, except for the number "25" in the logo, little on-screen seemed to distinguish this season from the previous one. For the first time since Season Fifteen (coincidentally the year of the first major SNL anniversary celebration), every single cast member returned, and all prior featured cast members (Jimmy Fallon, Chris Parnell and Horatio Sanz) were promoted to official cast members. The most significant switch happened off-screen: Tina Fey was promoted to head writer, becoming the first woman to hold that title. As a condition of her promotion, she brought over to the show her best friend Rachel Dratch, whom she gave significant screen time despite her being merely a "featured cast" member.
Season Cast
Featured Cast
Episodes
| # |
#
|
Title
|
|
|
Airdate
|
|
|
|
| SP2 |
—
|
25th Anniversary Special
|
|
|
September 26, 1999
|
|
|
|
| 466 |
1
|
Jerry Seinfeld/David Bowie
|
|
|
October 2, 1999
|
|
|
|
| 467 |
2
|
Heather Graham/Marc Anthony
|
|
|
October 16, 1999
|
|
|
|
| 468 |
3
|
Norm Macdonald/Dr. Dre
|
|
|
October 23, 1999
|
|
|
|
| 469 |
4
|
Dylan McDermott/Foo Fighters
|
|
|
November 6, 1999
|
|
|
|
| 470 |
5
|
Garth Brooks/Chris Gaines
|
|
|
November 13, 1999
|
|
|
|
| 471 |
6
|
Jennifer Aniston/Sting
|
|
|
November 20, 1999
|
|
|
|
| 472 |
7
|
Christina Ricci/Beck
|
|
|
December 4, 1999
|
|
|
|
| 473 |
8
|
Danny DeVito/R.E.M.
|
|
|
December 11, 1999
|
|
|
|
| 474 |
9
|
Jamie Foxx/Blink 182
|
|
|
January 8, 2000
|
|
|
|
| 475 |
10
|
Freddie Prinze Jr./Macy Gray
|
|
|
January 15, 2000
|
|
|
|
| 476 |
11
|
Alan Cumming/Jennifer Lopez
|
|
|
February 5, 2000
|
|
|
|
| 477 |
12
|
Julianna Margulies/DMX
|
|
|
February 12, 2000
|
|
|
|
| 478 |
13
|
Ben Affleck/Fiona Apple
|
|
|
February 19, 2000
|
|
|
|
| 479 |
14
|
Joshua Jackson/N*Sync
|
|
|
March 11, 2000
|
|
|
|
| 480 |
15
|
The Rock/AC/DC
|
|
|
March 18, 2000
|
|
|
|
| 481 |
16
|
Christopher Walken/Christina Aguilera
|
|
|
April 8, 2000
|
|
|
|
| 482 |
17
|
Tobey Maguire/Sisqo
|
|
|
April 18, 2000
|
|
|
|
| 483 |
18
|
John Goodman/Neil Young
|
|
|
May 6, 2000
|
|
|
|
| 484 |
19
|
Britney Spears
|
|
|
May 13, 2000
|
|
|
|
| 485 |
20
|
Jackie Chan/Kid Rock
|
|
|
May 20, 2000
|
|
|
|
