The show broadcasts Sundays through Thursdays, with no show on Friday or Saturday. Since it broadcasts at 10 p.m. to 12 a.m PT occasionally shows will be listed incorrectly with the next day's date. If a show's date corresponds to a Friday or a Saturday, it is almost certainly incorrect. Sunday episodes are identified in the table by gray shading.
| Date | Guest(s) | Notes |
|---|
| 1999-01-03 |
| 1999-01-05 | Andrew Dice Clay |
| 1999-01-07 | Jeremy McGrath |
| 1999-01-10 |
| 1999-01-11 | Bad Religion |
| 1999-01-12 | Matthew Lillard |
| 1999-01-13 | Remy Zero |
| 1999-01-14 | Cast of Zoe, Duncan, Jack & Jane |
| 1999-01-17 |
| 1999-01-18 | David DeLuise & John Lehr | From the TV show Jesse |
| 1999-01-19 | Shae D'Lyn | From the TV show Dharma & Greg |
| 1999-01-20 | Cake |
| 1999-01-21 | Rob Schneider | From the TV show Saturday Night Live |
| 1999-01-24 |
| 1999-01-25 | Diane Farr | Ex-host of the Loveline TV show |
| 1999-01-26 | Joe Rogan |
| 1999-01-27 | Ron Lester & Eliel Swinton |
| 1999-01-28 | Hosted by Dr. Drew only |
| 1999-01-31 |
| 1999-02-01 | David Arquette |
| 1999-02-02 | Karen Malina White |
| 1999-02-03 | Shaun Palmer |
| 1999-02-04 | Brian McKnight |
| 1999-02-07 |
| 1999-02-08 | Cast of MADtv |
| 1999-02-09 | Natalie Raitano |
| 1999-02-10 | Wayne Brady |
| 1999-02-14 | Andy Lauer |
| 1999-02-15 | Myles Berkowitz | From the movie 20 Dates |
| 1999-02-16 | Rob Blake & Sean O'Donnell | From the Los Angeles Kings |
| 1999-02-17 | Dub Pistols |
| 1999-02-18 | Deborah Harry |
| 1999-02-21 | Lit |
| 1999-02-22 | Larry Flynt |
| 1999-02-23 | Fastball |
| 1999-02-24 | Tia Carrere |
| 1999-02-25 | Miguel Ferrer |
| 1999-02-28 |
| 1999-03-01 | No guest |
| 1999-03-02 | Molly Culver | From the TV show V.I.P. |
| 1999-03-03 | No guest. Original airplane turbulence rant by Adam, based on a new batch of public service announcements released earlier that week. |
| 1999-03-04 | Rob Schneider | From the TV show Saturday Night Live |
| 1999-03-07 | Henry Rollins | From the band Black Flag |
| 1999-03-08 | Kottonmouth Kings |
| 1999-03-09 | Sponge |
| 1999-03-10 | Darren McCarty | Hosted by Dr. Bruce & Adam Carolla |
| 1999-03-11 | L7 |
| 1999-03-14 | Nancy Sinatra |
| 1999-03-15 | Janeane Garofalo |
| 1999-03-16 | Teen Reproductive Health Line | (888) 396-5463 |
| 1999-03-17 | Riverfenix | Hosted by Dr. Bruce & Adam Carolla |
| 1999-03-18 | David Strickland |
| 1999-03-21 |
| 1999-03-22 | Best of Loveline |
| 1999-03-23 | Best of Loveline |
| 1999-03-23 | No guest |
| 1999-03-25 | Jim the zoosexual |
| 1999-03-28 | Christa Miller |
| 1999-03-29 | Marvelous 3 |
| 1999-03-30 | Julie Benz & Rick Batalla | From the TV show Payne |
| 1999-04-01 | Viveka Davis |
| 1999-04-04 |
| 1999-04-11 | Alexandra Paul |
| 1999-04-12 | Cindy Guyer & Kari Wührer |
| 1999-04-13 | Ahmet & Dweezil Zappa |
| 1999-04-14 | Bryan Herta |
| 1999-04-18 |
| 1999-04-19 | David Alan Grier |
| 1999-04-20 | Louis Mandylor |
| 1999-04-22 | Seth Green |
| 1999-04-25 | No guest |
| 1999-04-26 | Coolio |
| 1999-04-27 | The Flys |
| 1999-04-28 |
| 1999-04-29 | Ali Landry |
| 1999-05-02 |
| 1999-05-03 | No guest |
| 1999-05-04 | Jon Cryer |
| 1999-05-05 | Lisa "Kennedy" Montgomery |
| 1999-05-06 | Dixie Chicks |
| 1999-05-09 | No guest |
| 1999-05-10 | No guest |
| 1999-05-11 | No guest; my father's my brother |
| 1999-05-12 | Insane Clown Posse |
| 1999-05-13 | Ione Skye was scheduled but didn't come |
| 1999-05-16 |
| 1999-05-17 | Michael Goorjian |
| 1999-05-18 | Ben Savage |
| 1999-05-19 | The Jerky Boys |
| 1999-05-20 | Ralph Garman |
| 1999-05-23 |
| 1999-05-25 | Amanda de Cadenet |
| 1999-05-26 | Kevin Nealon |
| 1999-05-27 | No guest |
| 1999-05-30 |
| 1999-06-01 | Paula Trickey |
| 1999-06-02 | Robert Schimmel |
| 1999-06-03 | Mötley Crüe |
| 1999-06-06 | No guest |
| 1999-06-07 | Pennywise | Promoting their album Straight Ahead. Fletcher Dragge, intoxicated on alcohol, barricaded the studio door and threatened to throw his feces at Adam and claimed to have a hand grenade. Six police officers arrived to defuse the situation.[1] |
| 1999-06-08 | Ben Folds Five |
| 1999-06-09 | The Verve Pipe |
| 1999-06-10 | Moby |
| 1999-06-13 |
| 1999-06-14 | Smash Mouth |
| 1999-06-15 | The Freestylers |
| 1999-06-16 | Blink-182 |
| 1999-06-17 | Save Ferris |
| 1999-06-18 | The Deftones |
| 1999-06-20 | Seth Green |
| 1999-06-22 | Serenity |
| 1999-06-27 | Hosted by Dr. Bruce & Adam Carolla, no guest |
| 1999-06-28 | Matt Stone & Trey Parker | Hosted by Dr. Bruce & Adam Carolla |
| 1999-06-29 | Jenna Jameson |
| 1999-06-30 | The Urge |
| 1999-07-04 |
| 1999-07-07 | The Cult |
| 1999-07-11 |
| 1999-07-12 | No guest, sand sculptures |
| 1999-07-13 | Heather Kozar |
| 1999-07-14 | Jason Biggs |
| 1999-07-18 |
| 1999-07-19 | Bobcat Goldthwait |
| 1999-07-21 | Greg Proops |
| 1999-07-22 | Colin Mortensen & Amaya Brecher | From the TV show Hawaii |
| 1999-07-25 | Lisa Robin Kelly |
| 1999-07-26 | Tony Hawk |
| 1999-07-27 | Dahm triplets |
| 1999-07-28 | Leeza Gibbons | Hosted by Dr. Drew & Riki Rachtman |
| 1999-08-01 | No guest |
| 1999-08-02 | Garry Marshall |
| 1999-08-03 | Buckcherry |
| 1999-08-04 | Heather Donahue | From the movie The Blair Witch Project |
| 1999-08-08 |
| 1999-08-10 | Cast of Detroit Rock City |
| 1999-08-12 | Wes Borland | From the band Limp Bizkit; hosted by Dr. Drew & Riki Rachtman |
| 1999-08-15 | Sevendust |
| 1999-08-16 | Unwritten Law |
| 1999-08-18 | Cypress Hill |
| 1999-08-22 |
| 1999-08-24 | Dido |
| 1999-08-25 | Dr. Bruce Bekkar |
| 1999-08-29 | Shawn Hatosy & Amy Smart |
| 1999-09-01 | Marissa Ribisi |
| 1999-09-02 | Kim Coles |
| 1999-09-05 | Best of Loveline |
| 1999-09-06 | Bill Bellamy |
| 1999-09-07 | Lindsay Price |
| 1999-09-12 | No guest |
| 1999-09-13 | Elaine Hendrix |
| 1999-09-14 | Kim Coles |
| 1999-09-14 | Hosted by Dr. Bruce & Adam Carolla, no guest |
| 1999-09-15 | Shanna Moakler | From the TV show Pacific Blue |
| 1999-09-16 | Hosted by Dr. Bruce & Adam Carolla. No guest, Eminem canceled. |
| 1999-09-19 |
| 1999-09-20 | Annabeth Gish | From the movie Double Jeopardy |
| 1999-09-21 | Eminem | Promoting his album The Slim Shady LP |
| 1999-09-22 | Powerman 5000 | Hosted by Dr. Drew |
| 1999-09-23 | Elaine Hendrix | Lit was scheduled |
| 1999-09-24 | Bill Bellamy |
| 1999-09-26 | Kathleen Robertson & Johnathon Schaech |
| 1999-09-27 | Topher Grace | From the TV show That '70s Show |
| 1999-09-28 | Meshell Ndegeocello |
| 1999-09-29 | Randy Spelling | Hosted by Dr. Marcel & Adam Carolla |
| 1999-09-30 | Call from Frank the "Mason Jar" caller. Hosted by Dr. Bruce & Adam Carolla, no guest. |
| 1999-10-03 |
| 1999-10-04 | Beverly Peele |
| 1999-10-05 | Kellie Martin | From the TV show ER |
| 1999-10-06 | Shawn Hatosy & Amy Smart | From the movie Outside Providence |
| 1999-10-07 | No guest |
| 1999-10-10 | No guest |
| 1999-10-11 | Jake Busey |
| 1999-10-12 | Cress Williams | From the TV show ER |
| 1999-10-13 | Ice-T |
| 1999-10-14 | Blink-182 |
| 1999-10-17 | No guest |
| 1999-10-18 | Save Ferris |
| 1999-10-19 | John Popper | From the band Blues Traveler |
| 1999-10-20 | Meredith Brooks |
| 1999-10-21 | Ron Livingston & Emily Procter | From the movie Body Shots |
| 1999-10-24 | Columbine students |
| 1999-10-25 | Rob Zombie |
| 1999-10-26 | Adam Goldberg |
| 1999-10-28 | Best of Loveline |
| 1999-10-31 | No guest |
| 1999-11-01 | Jimmie's Chicken Shack |
| 1999-11-03 | Cast of Being John Malkovich | David Arquette shows up in the studio unannounced after Adam calls him crazy. |
| 1999-11-04 | Melissa De Sousa |
| 1999-11-07 | Donny Osmond |
| 1999-11-08 | Dave Navarro |
| 1999-11-09 | Our Lady Peace |
| 1999-11-10 | Bruno Campos |
| 1999-11-11 | Robert Schimmel |
| 1999-11-14 |
| 1999-11-16 | Thomas Flowers & Doug Eldridge | From the band Oleander |
| 1999-11-21 | Tommy Lee | From the band Methods of Mayhem |
| 1999-11-22 | Handsome Boy Modeling School |
| 1999-11-23 | No guest |
| 1999-11-28 | Monty Messex | From the Children's Hospital Los Angeles. Hosted by Dr. Bruce & Adam Carolla |
| 1999-11-29 | Evan Handler | From the TV show It's Like, You Know... |
| 1999-11-30 | System of a Down |
| 1999-12-02 | Goldfinger |
| 1999-12-05 |
| 1999-12-06 | Art Alexakis | From the band Everclear |
| 1999-12-07 | Felice Newman |
| 1999-12-08 | Robert Schimmel |
| 1999-12-09 | Richard Ruccolo |
| 1999-12-12 | Tonic |
| 1999-12-13 | Pauly Shore |
| 1999-12-14 | Natalie Raitano |
| 1999-12-15 | Nick Hexum | From the band 311 |
| 1999-12-16 | Cypress Hill |
| 1999-12-18 | Violent Femmes |
| 1999-12-19 | Amanda Foreman | From the TV show Felicity |
| 1999-12-20 | Best of Loveline |
| 1999-12-21 | Best of Loveline |
| 1999-12-21 | No guest, John from System of a Down calls in |
| 1999-12-22 | Best of Loveline |
| 1999-12-23 | Best of Loveline |
| 1999-12-26 |
| 1999-12-27 | Andy Dick and the Bitches of the Century |
| 1999-12-28 | Kobe Tai |
| 1999-12-30 | Susan Pinsky | Lightning Round |
1. ^Pennywise Guitarist Holds "Loveline" Hosts Hostage In Drunken Fit