Saturday Night Live
Season 25.

1. Jerry Seinfeld / David Bowie

Air date: 1999-10-02 · 90 min

Jerry Seinfeld hosts with musical guest David Bowie.

2. Heather Graham / Marc Anthony

Air date: 1999-10-16 · 90 min

3. Norm Macdonald / Dr. Dre, Snoop Dogg, and Eminem

Air date: 1999-10-23 · 90 min

Norm Macdonald hosts with musical guests Dr. Dre, Snoop Dogg, and Eminem.

4. Dylan McDermott / Foo Fighters

Air date: 1999-11-06 · 90 min

5. Garth Brooks

Air date: 1999-11-13 · 90 min

6. Jennifer Aniston / Sting

Air date: 1999-11-20 · 90 min

Jennifer Aniston hosts with musical guest Sting.

7. Christina Ricci / Beck

Air date: 1999-12-04 · 90 min

8. Danny DeVito / R.E.M.

Air date: 1999-12-11 · 90 min

Danny DeVito hosts with musical guest R.E.M.

9. Jamie Foxx / Blink-182

Air date: 2000-01-08 · 90 min

Jamie Foxx hosts with musical guest Blink-182.

10. Freddie Prinze Jr. / Macy Gray

Air date: 2000-01-15 · 90 min

11. Alan Cumming / Jennifer Lopez

Air date: 2000-02-05 · 90 min

12. Julianna Margulies / DMX

Air date: 2000-02-12 · 90 min

Julianna Margulies hosts with musical guest DMX.

13. Ben Affleck / Fiona Apple

Air date: 2000-02-19 · 90 min

14. Joshua Jackson / *NSYNC

Air date: 2000-03-11 · 90 min

15. The Rock / AC/DC

Air date: 2000-03-18 · 90 min

16. Christopher Walken / Christina Aguilera

Air date: 2000-04-08 · 90 min

17. Tobey Maguire / Sisqó

Air date: 2000-04-18 · 90 min

18. John Goodman / Neil Young

Air date: 2000-05-06 · 90 min

19. Britney Spears

Air date: 2000-05-13 · 90 min

Britney Spears hosts and performs.

20. Jackie Chan / Kid Rock

Air date: 2000-05-20 · 90 min