List of The Tonight Show with Jay Leno episodes (2000–2009)
# List of The Tonight Show with Jay Leno episodes (2000–2009)

This is a list of episodes for The Tonight Show with Jay Leno that aired from 2000 to 2009.

## 2000

### January

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| 8.1 | January 3, 2000 (2000-01-03) | Dennis Rodman, Charlize Theron | Martina McBride |
| 8.2 | January 4, 2000 (2000-01-04) | Linda Cardellini, William H. Macy, John Pinette | N/A |
| 8.3 | January 5, 2000 (2000-01-05) | Tim Robbins, Uri Geller | Aimee Mann |
| 8.4 | January 6, 2000 (2000-01-06) | Arsenio Hall, Bai Ling | Jimmy Buffett |
| 8.5 | January 7, 2000 (2000-01-07) | Eddie Cibrian, Jenny McCarthy | N/A |
| 8.6 | January 11, 2000 (2000-01-11) | Anne Heche, Chris Matthews | Savage Garden |

### February

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| TBA | February 10, 2000 (2000-02-10) | Vice President Al Gore, Jimmy Smits, David Willey | N/A |
| TBA | February 11, 2000 (2000-02-11) | Chyna | Smash Mouth |
| TBA | February 21, 2000 (2000-02-21) | Michael Douglas | Bob Dylan |
| Headlines ||||

### March

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| TBA | March 16, 2000 (2000-03-16) | William Shatner, Jamie Luner | N/A |
| 8.48 | March 20, 2000 (2000-03-20) | Molly Shannon, Jet Li | Tracy Lawrence |

### April

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| TBA | April 3, 2000 (2000-04-03) | John McEnroe, Kirsten Dunst | Catatonia |
| TBA | April 4, 2000 (2000-04-04) | Joan Embery, Greg Mathis | NSYNC |
| TBA | April 5, 2000 (2000-04-05) | John Travolta | Goo Goo Dolls |
| TBA | April 6, 2000 (2000-04-06) | Noah Wyle | Bloodhound Gang |
| TBA | April 7, 2000 (2000-04-07) | Claudia Schiffer, Terry Bradshaw | N/A |
| TBA | April 11, 2000 (2000-04-11) | D.L. Hughley, Lucy Lawless | Patti Smith |
| 8.97 | April 26, 2000 (2000-04-26) | Arsenio Hall, Melissa Joan Hart | Aaliyah |

### May

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| TBA | May 11, 2000 (2000-05-11) | Cindy Crawford, Dennis Quaid | Mary J. Blige |
| TBA | May 22, 2000 (2000-05-22) | N/A | En Vogue |
| TBA | May 23, 2000 (2000-05-23) | Ving Rhames, Martha Stewart, John Pinette | N/A |
| TBA | May 24, 2000 (2000-05-24) | Halle Berry, Jackie Chan | Shelby Lynne |
| TBA | May 25, 2000 (2000-05-25) | Billy Crystal, Jon Guenther | The Mighty Mighty Bosstones |

### August

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| 8.236 | August 1, 2000 (2000-08-01) | Rachael Lampa | N/A |

### September

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| TBA | September 6, 2000 (2000-09-06) | Joan Embery, Howie Mandel | Rickie Lee Jones |
| Animals on Display ||||

### October

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| TBA | October 2, 2000 (2000-10-02) | Pamela Anderson | N/A |

### November

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| 8.236 | November 8, 2000 (2000-11-08) | Cuba Gooding Jr., Molly Shannon | N/A |
| TBA | November 10, 2000 (2000-11-10) | Ron Howard, Johnny Knoxville | Green Day |

### December

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| TBA | December 14, 2000 (2000-12-14) | Mel Gibson, Marie Rudisill | N/A |
| TBA | December 15, 2000 (2000-12-15) | Claudia Schiffer, Kevin Sorbo | Moby |

## 2001

### January

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| 9.5 | January 5, 2001 (2001-01-05) | Milla Jovovich, Richard Lewis | Art Alexakis |
| 9.6 | January 8, 2001 (2001-01-08) | Dennis Franz, Van Morrison | N/A |
| 8.236 | January 29, 2001 (2001-01-29) | Jimmy Carter, Steven Wright | Fuel |

### February

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| TBA | February 2, 2001 (2001-02-02) | Cindy Crawford, Trent Dilfer | Green Day |

### March

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| TBA | March 1, 2001 (2001-03-01) | Haley Joel Osment | Chris Isaak |
| TBA | March 2, 2001 (2001-03-02) | Ed Harris, Lauren Holly | Joe, Mystikal |
| TBA | March 5, 2001 (2001-03-05) | Catherine Zeta-Jones, Ryan Phillippe | Common, Macy Gray |
| TBA | March 12, 2001 (2001-03-12) | Johnny Knoxville, Lorraine Bracco | Rodney Crowell |
| TBA | March 13, 2001 (2001-03-13) | David Arquette, Howie Mandel | Los Super Seven |
| TBA | March 14, 2001 (2001-03-14) | Heather Graham, Stone Cold Steve Austin | Supersonic |
| TBA | March 15, 2001 (2001-03-15) | Rodney Dangerfield | Keith Urban |
| TBA | March 16, 2001 (2001-03-16) | Jennifer Love Hewitt | Backstreet Boys |
| TBA | March 19, 2001 (2001-03-19) | Ashley Judd, Steven Weber | Merle Haggard |
| TBA | March 20, 2001 (2001-03-20) | Sigourney Weaver, Colin Hanks | Richard Marx, Alison Krauss |
| TBA | March 21, 2001 (2001-03-21) | Steven Seagal, D. L. Hughley | The Corrs |
| TBA | March 22, 2001 (2001-03-22) | Rob Schneider, Evan Nagao | N/A |
| TBA | March 23, 2001 (2001-03-23) | Pierce Brosnan | Tantric |
| TBA | March 26, 2001 (2001-03-26) | Sylvester Stallone | Lionel Richie |
| TBA | March 27, 2001 (2001-03-27) | Paul Reubens, Phil Jackson | Shawn Colvin |
| TBA | March 28, 2001 (2001-03-28) | Penélope Cruz, Bill O'Reilly | Lifehouse |
| TBA | March 29, 2001 (2001-03-29) | Jamie Lee Curtis | David Copperfield |
| TBA | March 30, 2001 (2001-03-30) | Renee Zellweger | Incubus |

### May

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| TBA | May 3, 2001 (2001-05-03) | Heidi Klum, Prince | Prince |

### June

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| 9.108 | June 13, 2001 (2001-06-13) | George Karl, Lucy Lawless | Green Day |
| 9.112 | June 19, 2001 (2001-06-19) | Phil Jackson, Michelle Rodriguez | Dave Navarro |

### August

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| TBA | August 20, 2001 (2001-08-20) | Josh Hartnett | Stevie Nicks, Sheryl Crow |
| 9.143 | August 21, 2001 (2001-08-21) | Andy Richter | The Monkees |
| TBA | August 22, 2001 (2001-08-22) | Freddie Prinze Jr. | Mary J. Blige |
| TBA | August 23, 2001 (2001-08-23) | Whoopi Goldberg, Shannon Elizabeth | Willa Ford |
| TBA | August 24, 2001 (2001-08-24) | Jarod Miller, Chris Klein | Five for Fighting |

### September

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| TBA | September 5, 2001 (2001-09-05) | Mark Wahlberg, Anthony Anderson | The Isley Brothers |
| TBA | September 10, 2001 (2001-09-10) | Keanu Reeves, Aisha Tyler | Babyface |
| Headlines ||||
| TBA | September 11, 2001 (2001-09-11) | Charlie Sheen | Gillian Welsh |
| Headlines. Episode never aired due to September 11 terrorist attacks. ||||
| TBA | September 12, 2001 (2001-09-12) | David Spade | Jamiroquai |
| Episode never aired due to September 11 terrorist attacks. ||||
| TBA | September 18, 2001 (2001-09-18) | John McCain | Crosby, Stills and Nash |
| TBA | September 19, 2001 (2001-09-19) | Arnold Schwarzenegger | PJ Harvey |
| Exotic Birds with Jon Guenther ||||
| TBA | September 21, 2001 (2001-09-21) | Leelee Sobieski | Cake |
| TBA | September 24, 2001 (2001-09-24) | Alyssa Milano, Emeril Lagasse | Diana Krall |
| Headlines ||||
| TBA | September 25, 2001 (2001-09-25) | David Spade, Daunte Culpepper | N/A |
| TBA | September 26, 2001 (2001-09-26) | Megan Mullally | Train |
| TBA | September 27, 2001 (2001-09-27) | Cuba Gooding Jr., David Willey | Live |
| TBA | September 28, 2001 (2001-09-28) | John Travolta | Aaron Neville |

### October

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| TBA | October 1, 2001 (2001-10-01) | Denzel Washington | Cyndi Thomson |
| TBA | October 2, 2001 (2001-10-02) | Drew Carey, Maria Bartiromo | The Lion King |
| TBA | October 3, 2001 (2001-10-03) | Samuel L. Jackson, Mavis Leno | Eagle Eye Cherry |
| TBA | October 4, 2001 (2001-10-04) | Tim Allen, Jennifer Esposito | Charlotte Church |
| TBA | October 5, 2001 (2001-10-05) | Michael Douglas, Jessica Alba | P.O.D. |
| TBA | October 8, 2001 (2001-10-08) | Breckin Meyer | Nickelback |
| Headlines ||||
| TBA | October 10, 2001 (2001-10-10) | Madeleine Albright | Lit |
| TBA | October 11, 2001 (2001-10-11) | Britney Spears, Terry Bradshaw | N/A |
| TBA | October 17, 2001 (2001-10-17) | Salma Hayek, Hayden Christensen | N/A |
| TBA | October 29, 2001 (2001-10-29) | John Travolta, Dale Earnhardt Jr. | N/A |
| Headlines ||||
| TBA | October 30, 2001 (2001-10-30) | Gwyneth Paltrow, William H. Macy | Lenny Kravitz |
| TBA | October 31, 2001 (2001-10-31) | Hank Azaria, David Lynch | Remy Zero |

### November

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| TBA | November 1, 2001 (2001-11-01) | Drew Barrymore, Ashton Kutcher | Sugar Ray |
| TBA | November 2, 2001 (2001-11-02) | Rob Schneider, Shannon Elizabeth | Enrique Iglesias |
| TBA | November 5, 2001 (2001-11-05) | Sarah Michelle Gellar | N/A |
| Headlines ||||
| TBA | November 6, 2001 (2001-11-06) | Dennis Miller | Enya |
| TBA | November 7, 2001 (2001-11-07) | Kevin Kline | P.Diddy |
| TBA | November 8, 2001 (2001-11-08) | Julie Scardina, Rob Schneider | Enya |
| Sea World Animals ||||
| TBA | November 9, 2001 (2001-11-09) | Kathie Lee Gifford | Louis C.K. |
| TBA | November 12, 2001 (2001-11-12) | Kiefer Sutherland | Garth Brooks |
| Headlines ||||
| TBA | November 13, 2001 (2001-11-13) | Rosie Perez, Chris Matthews | Jewel |
| TBA | November 14, 2001 (2001-11-14) | Jack Welch, Giselle | Tori Amos |
| TBA | November 15, 2001 (2001-11-15) | TBA | Shakira |
| TBA | November 16, 2001 (2001-11-16) | Courtney Thorne-Smith, Bob Middleton | Maxwell |
| TBA | November 19, 2001 (2001-11-19) | Kevin James, Deion Sanders | Lindsey Richter |
| Headlines ||||
| TBA | November 20, 2001 (2001-11-20) | John Stamos, Lauren Graham | Marc Anthony |
| TBA | November 21, 2001 (2001-11-21) | Rodney Dangerfield, Brittany Murphy | N/A |
| TBA | November 22, 2001 (2001-11-22) | Pamela Anderson | U2 |
| TBA | November 23, 2001 (2001-11-23) | Hilary Swank, Greg Norman | Smash Mouth |
| TBA | November 29, 2001 (2001-11-29) | Casey Affleck, Cindy Crawford | Incubus |

### December

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| TBA | December 12, 2001 (2001-12-12) | Meg Ryan, Bob Dole | Garbage |
| TBA | December 14, 2001 (2001-12-14) | Cameron Diaz, Luke Wilson | Macy Gray |
| TBA | December 19, 2001 (2001-12-19) | Shannen Doherty | The Nutcrakers |
| TBA | December 21, 2001 (2001-12-21) | Halle Berry, Bob Marley | The Paulist Choristers of California |

## 2002

### February

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| TBA | February 7, 2002 (2002-02-07) | Jarod Miller, Jon Bon Jovi | Pete Yorn |
| TBA | February 20, 2002 (2002-02-20) | Mel Gibson | Marc Anthony |

### April

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| TBA | April 24, 2002 (2002-04-24) | Eric McCormack | Ashanti |
| TBA | April 25, 2002 (2002-04-25) | Jennifer Love Hewitt, Eugene Levy, Liz Phair | Sheryl Crow |

## 2003

### May

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| 11.85 | May 12, 2003 (2003-05-12) | Katie Couric (guest host), Mike Myers, Simon Cowell | Robbie Williams |
| Ask Katie Anything (Cause Jay's Not Here) ||||
| TBA | May 13, 2003 (2003-05-13) | Yoko Ono, Shepard Smith | Ben Harper |

### June

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| 11.98 | June 6, 2003 (2003-06-06) | Charlize Theron, Chris Berman | Michelle Branch |
| Point - What's your point? ||||

### September

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| TBA | September 22, 2003 (2003-09-22) | Robert Downey Jr., Tess Drake | Blue Man Group |

### November

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| 11.195 | November 17, 2003 (2003-11-17) | Jim Belushi | Britney Spears |
| TBA | November 20, 2003 (2003-11-20) | Mike Myers | Al Green |

## 2004

### January

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| TBA | January 19, 2004 (2004-01-19) | Simon Cowell, Kelly Ripa | Liz Phair |
| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| TBA | January 20, 2004 (2004-01-20) | Noah Wyle, Elon Gold | Toby Keith |

### April

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| TBA | April 21, 2004 (2004-04-21) | Bill Maher, Lacey Chabert | David Bowie |
| TBA | April 22, 2004 (2004-04-22) | Denzel Washington, Janeane Garofalo | Mario Winans |
| TBA | April 27, 2004 (2004-04-27) | Rosie O'Donnell | Lionel Richie |

### May

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| TBA | May 6, 2004 (2004-05-06) | Cast of Friends | N/A |
| TBA | May 28, 2004 (2004-05-28) | Spencer and Abigail Breslin | Tamyra Gray |

### July

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| TBA | July 16, 2004 (2004-07-16) | Robin Williams, Jerry Issac | Velvet Revolver |

### September

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| TBA | September 20, 2004 (2004-09-20) | Jon Stewart, Bernard Hopkins | Skye Sweetnam |

### October

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| 12.180 | October 22, 2004 (2004-10-22) | Ben Affleck, Phil Jackson | N/A |

## 2005

### January

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| TBA | January 24, 2005 (2005-01-24) | Ed McMahon, Bob Newhart, Don Rickles, Drew Carey | k.d. lang |

### April

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| TBA | April 7, 2005 (2005-04-07) | Brittany Murphy, Dave Attell | Velvet Revolver |
| TBA | April 8, 2005 (2005-04-08) | Paul Newman, Sandra Oh | Breaking Benjamin |

### November

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| 13.187 | November 1, 2005 (2005-11-01) | Ty Barnett, Jimmy Smits | The Redwalls |
| 13.202 | November 22, 2005 (2005-11-22) | Tom Arnold, Phil Jackson | Audioslave |

## 2006

### March

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| 14.47 | March 10, 2006 (2006-03-10) | Terry Bradshaw; Marrian Morris and Boo Boo the Chicken; | Russell Crowe and the Ordinary Fear of God |
| The Audience Wants to Know ||||

### April

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| TBA | April 10, 2006 (2006-04-10) | Paula Abdul, Chris Matthews | Sean Paul |
| TBA | April 11, 2006 (2006-04-11) | Michael Douglas, Chelsea Handler | Toby Keith |
| TBA | April 12, 2006 (2006-04-12) | Mary Lynn Rajskub | Jamie Foxx |

### August

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| TBA | August 1, 2006 (2006-08-01) | Lisa Kudrow, Piers Morgan | Wolfmother |
| TBA | August 2, 2006 (2006-08-02) | Phil McGraw, Aaron Eckhart, Jessica Kirson | N/A |
| TBA | August 3, 2006 (2006-08-03) | Courteney Cox | Yung Joc |
| TBA | August 4, 2006 (2006-08-04) | Michael Clarke Duncan, Ant | 30 Seconds to Mars |
| TBA | August 7, 2006 (2006-08-07) | John McCain, Justin Long | Five for Fighting |
| TBA | August 8, 2006 (2006-08-08) | Bill Maher, Floyd Landis | Stone Sour |
| TBA | August 9, 2006 (2006-08-09) | Mariska Hargitay, Ashley Tisdale | Todd Snider |
| TBA | August 10, 2006 (2006-08-10) | Kevin Nealon, Kristen Bell | N/A |
| TBA | August 11, 2006 (2006-08-11) | David Duchovny, Jeff Corwin | Donavon Frankenreiter |

### September

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| TBA | September 8, 2006 (2006-09-08) | Travis Pastrana, Ashley Tisdale | N/A |

### October

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| TBA | October 6, 2006 (2006-10-06) | Michael Clarke Duncan, Lisa Lampanelli | Rod Stewart |

## 2007

### April

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| TBA | April 5, 2007 (2007-04-05) | Craig T. Nelson, Molly Shannon | N/A |

### June

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| TBA | June 29, 2007 (2007-06-29) | Ethan Hawke, Carlos Mencia | Breaking Benjamin |

## 2008

### February

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| 16.33 | February 15, 2008 (2008-02-15) | Kristin Chenoweth, Russell Peters | Lifehouse |

### August

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| 16.136 | August 5, 2008 (2008-08-05) | Robert Downey Jr., Anna Faris | Toby Keith |

### November

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| 16.196 | November 19, 2008 (2008-11-19) | Kristin Chenoweth, Bill Maher | Nickelback |

## 2009

### January

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| TBA | January 8, 2009 (2009-01-08) | TBA | Lady Gaga |

### March

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| TBA | March 19, 2009 (2009-03-19) | President Barack Obama | Garth Brooks |

### May

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| - | - | - | - |
| 3755 | May 1, 2009 (2009-05-01) | Arsenio Hall, Jules Sylvester | Ziggy Marley |
| 3756 | May 4, 2009 (2009-05-04) | Anderson Cooper, Kathleen Madigan | Eli Young Band |
| 3757 | May 5, 2009 (2009-05-05) | Howie Mandel, Alec Greven | Robert Randolph & The Clark Sisters |
| 3758 | May 6, 2009 (2009-05-06) | Tim Allen, John Cho | Van Morrison |
| 3759 | May 7, 2009 (2009-05-07) | Adam Sandler, Judd Apatow | Soulja Boy Tell 'Em |
| 3760 | May 8, 2009 (2009-05-08) | Jamie Lee Curtis, Jonah Hill | Jewel |
| 3761 | May 11, 2009 (2009-05-11) | Russell Brand, Elizabeth Banks | Ciara |
| 3762 | May 12, 2009 (2009-05-12) | Dennis Miller, Calvin Borel | Kelly Clarkson |
| 3763 | May 13, 2009 (2009-05-13) | Kevin Spacey, Roberta McCain | Yusuf Islam |
| 3764 | May 14, 2009 (2009-05-14) | Katie Couric, Ewan McGregor | The Decemberists |
| 3765 | May 15, 2009 (2009-05-15) | Kevin Bacon, Julie Scardina | Kings of Leon |
| 3766 | May 18, 2009 (2009-05-18) | Cameron Diaz, Kirk Fox | Blink-182 |
| 3767 | May 19, 2009 (2009-05-19) | Terry Bradshaw, Ethan Bortnick | Blink-182 |
| 3768 | May 20, 2009 (2009-05-20) | Bill Maher, Adam Richman | Mandy Moore |
| 3769 | May 21, 2009 (2009-05-21) | Andy Samberg, Kris Allen | Lionel Richie |
| 3770 | May 22, 2009 (2009-05-22) | Brian Williams, Jesse James | Tori Amos |
| 3771 | May 25, 2009 (2009-05-25) | Mel Gibson | Lyle Lovett |
| 3772 | May 26, 2009 (2009-05-26) | Arnold Schwarzenegger | Dwight Yoakam |
| 3773 | May 27, 2009 (2009-05-27) | Wanda Sykes, Dame Edna Everage | Sarah McLachlan |
| 3774 | May 28, 2009 (2009-05-28) | Billy Crystal | Prince |
| 3775 | May 29, 2009 (2009-05-29) | Conan O'Brien | James Taylor |

End of First Incarnation

