| Darsteller | Rolle |
|---|---|
| Traylor Howard | Sharon Carter (81) |
| Ryan Reynolds | Michael 'Berg' Bergen (81) |
| Richard Ruccolo | Pete Dunville (81) |
| Suzanne Cryer | Ashley Walker (60) |
| Nathan Fillion | Johnny Donnelly (60) |
| Jillian Bach | Irene (31) |
| Giuseppe Andrews | Germ (13) |
| Jennifer Westfeldt | Melissa (13) |
| Julius Carry | Bill (13) |
| David Ogden Stiers | Mr. Bauer (13) |
| Victor Raider-Wexler | Fire Chief Felix Shaw (9) |
| Tiffani Thiessen | Marti (8) |
| Bo Derek | Susan Bergen (4) |
| Chris Butler | Fireman (4) Fireman, Chuck's friend |
| Jack Impellizzeri | Chuck (4) |
| Dian Bachar | Roger (4) |
| Maury Ginsberg | Kamen (4) |
| Rachael Harris | Pregnant Damsel |
| James Avery | Judge |
| Kevin Weisman | Lost & Found Employee at Yellow Cab |
| Alanna Ubach | 'Chivalry' Nurse |
| Louis Ferreira | |
| Amy Hill | Pete's boss |
| Stephen Tobolowsky | Father Viteri |
| James Denton | |
| Sam Anderson | Dr. Harvey |
| Michael Ensign | Chairman at Presentation |
| Rena Sofer | Lauren Henderson |
| Carmen Electra | Isabella |
| Howard Hesseman | Mr. Bergen |
| Sarah Thompson | Young Lady at the End of the Bar |
| Fred Willard | Frank Farber |
| Rockmond Dunbar | Johnny's friend Tommy |
| Bonnie Somerville | Cindy |
| Suzy Nakamura | Jessica |
| Jon Cryer | Justin |
| Conchata Ferrell | Shawn's Mother |
| Anthony Stewart Head | |
| Steven Gilborn | Mark Breslin (3) |
| Lacey Kohl | Katie Connor (3) |
| Brian Dunkleman | Pizza delivery guy Customer Pizza Place Chess Fan |
| Rachel Jacobson | Girl owning magazine Rachel Man in the Park's Daughter |
| Bobbie Phillips | Shawn (3) |
| Amy Van Horne | Bethany (3) |
| Marguerite MacIntyre | Kaitlin Rush (3) |
| Michael Welch | Michael Rush (3) |
| Nomar Garciaparra | Self (2) |
| Ron Pearson | Carpenter Trainee Mailman |
| Greta Cavazzoni | |
| Dean Weichel | |
| Nancy Lenehan | Dr. Peel (2) |
| Van Epperson | Pete's coworker Man with broken arm |
| Cheryl Ladd | Berg's Mom (2) |
| Dick Martin | Charlie Grandpa Charlie |
| Keith Neubert | Victor Keith, Isabella's Boyfriend |
| Robert Goulet | Self (2) |
| Robin Krieger | Dr. Harvey's date Nurse Haversham |
| Darlene Kardon | Mrs. Himmelfarb (2) |
| Tamara Bick | Gym Instructor Customer |
| Kenneth Kimmins | Mr. Walker (2) |
| Darnell Suttles | |
| Constance Marie | Venita (2) |
| Christopher Darga | Barton |
| Charles Emmett | Instructor |
| Al Michaels | Self |
| Joie Shettler | Lady in Red |
| Lorna Scott | Ironing Woman |
| Ross Gottstein | Businessman |
| Aliza Murrieta | Nun |
| Julius Ritter | Boy with Watergun |
| James Sterret Bryant | |
| Ogie Zulueta | Guy with Ghettoblaster |
| Keith Diamond | Bouncer |
| Roger Ontiveros | Construction Worker |
| James Leo Ryan | 'Desperate' Man |
| Michael Ray Clark | Bartender |
| Michael Milhoan | Police Officer |
| Jack Salvatore Jr. | Brat |
| Cynthia Sanders | Prisoner |
| Charles C. Stevenson Jr. | |
| Ellis Williams | |
| Keith Langsdale | Stanley |
| James Everett Grace | Fireman |
| Pamela Gordon | Law Office Receiptionist |
| Jay Johnston | Cab Driver |
| Ron Harper | Lawyer |
| Warren Sweeney | Scam Artist |
| Rob Evors | Ticket Taker |
| Robin Riker | Mrs. Brewer |
| Mike Rad | Autograph Hunter |
| Pat Bullard | Actor in Movie |
| Robert Munns | Doctor Richards |
| Kelly Sheerin | |
| Carol Swarbrick | Valerie Richards |
| Gregory Storm | Room Service Worker |
| Charles Robinson | |
| Reynaldo Gallegos | |
| Matt Williamson | Fireman |
| Neil Conrad | Fireman |
| Kathryn Cressida | News Reader |
| Maggie Rowe | Mother in Store |
| Suzanne Krull | Bates Balou |
| David Franco | Vendor on Eiffel Tower |
| Nick Meaney | Frenchman |
| Travis Barker | |
| Thomas DeLonge | |
| Mark Hoppus | |
| Elisabeth Harnois | Translator |
| Steve Mittleman | Dr. Gordon |
| George Coe | Mr. Belt, Sharon's boss |
| Nia Vardalos | Evelyn |
| Donna M. Perkins | World Glow chairwoman |
| J. Keith van Straaten | Ticket taker |
| Dave Lafa | Delivery guy |
| Robert Joy | Ed |
| Lee Everett | Gail |
| Craig Joseph Stevens | Gary |
| Steve Landesberg | Berg's Dad |
| Terry Kiser | Chet |
| Tina Arning | Nurse 'Never-Say-No' |
| Jorge Luis Abreu | Delivery Man |
| Meredith Zinner | Meghan |
| Adam Caine | Dr. Vamessey |
| Ann Walker | Mrs. Olsen |
| Dan Finnerty | Dan Finnerty - The Dan Band |
| Rob Moore | Rob Moore - The Dan Band |
| Darryl Armbruster | Darryl Armbruster - The Dan Band |
| Ali Landry | |
| Sid Newman | Old Man |
| Lawrence LeJohn | Laundromat Manager |
| April Mills | Girl at Land |
| Kathleen McClellan | Tina, the body double |
| Alla Korot | Julie Sutton |
| Jennifer Courtney | Angry Wedding Dress Shopper |
| Michele Kelly | Sharon's Wedding Dress Rival |
| Brande Roderick | Blonde on Commuter Train |
| Lillian Adams | Mrs. Elliott |
| Donna Hardy | Woman bidding for Pete |
| Robert Louis Kempf | Large Man |
| Christopher Francis | Reporter |
| Mike Weinberg | Young Boy in Firehouse |
| Nick Gaza | Hospital Cleaner |
| David Hutchison | Jimmy |
| Lee Arenberg | Mugger / Irene's Dad |
| Ron Fassler | Doctor |
| Mia Cottet | Tia Roberts |
| Mo Gaffney | Dr. Brice |
| Annie Abbott | Mrs. Cartwright, charity board head |
| Mildred Dumas | Charity board member |
| Paul Keith | Charity board member |
| Seth Walther | Nurse Jenkins |
| Christie Lynn Smith | Annette Shaw |
| Nancy Cassaro | Lamaze Teacher |
| Harley Zumbrum | Bartender |
| Jim Turner | Bank Officer |
| Ed Levey | Customer |
| Michael Eskridge | Party Guest |
| Sean O'Bryan | Ted |
| Nick Toth | Little Boy |
| Andrea C. Robinson | |
| Matt Landers | Tommy P. O'Neal |
| Tom Bailey | Angry Fan |
| Michael Girardin | Angry Fan |
| Mark Ankeny | |
| Jean Speegle Howard | Mrs. Wexler |
| Mercy Malick | |
| Alycia Lee | Annie |
| Michelle Stafford | April |
| Bridget Spurgeon | |
| Lyle Kanouse | Tessio |
| Alecia Guzman | Madeline |
| Dana Patrick | Leann |
| Stephen Hornyak | |
| Jennifer Robertson | Waitress |
| Beverly Leech | Claudia |
| Marie Marshall | Valerie |
| Jason Clarke | Hank |
| Timothy Dowling | Barney |
| Bill Burr | |
| Michael Adler | Police Officer |
| Catherine Roberts | Girl Serving Jello Shots |
| Julene Renee | Molly |
| Jack Brewer | Guy interested in Sharon |
| Molly Morgan | Punk Girl |
| Eric Whitmore | Bathroom Doorman |
| Sam Rubin | Newscaster |
| Heath Castor | The Guy In The Hat |
| Josh Gilbert | Customer |
| Angelo Vacco | Sketch Model's Friend |
| Harve Presnell | Edgar J. Hagerty |
| Maite Arnedo | Pen Borrowing Student |
| Joe Michael Burke | Tim |
| Lute Hectorr | Student #2 |
| Paul H. Kim | |
| Amy Loubalu | Failing Student |
| Emily Newman | Susan |
| Kimberly Rowe | Phone Number Student |
| J. Antonio Moon | Phil, Reporter |
| Jeridan Frye | Cathy |
| Amelinda Smith | Cathy's Friend |
| Sydney Bennett | Nicole |
| Scott Allman | Bobby |
| Shana Renee | |
| Cheray O'Neal | Accuser at Gym |
| Mike Batayeh | Ticket Scalper #2 |
| Brian Blondell | Ticket Scalper #1 |
| Cheryl Boudreau | Woman Who's Lost |
| Zaid Farid | Security Guard |
| Michael Faulkner | Band Guy |
| Peter A. Hulne | |
| Thomas Vincent Kelly | |
| Robin Nance | Sharon's friend Heather |
| John Maraffi | |
| Peter Spellos | Mikos |
| Lauren Wylie | Sharon's friend Deb |
| Dale Hawes | Band Guy #2 |
| Ryan Drummond | Issac Glickstein |
| Eliott Goretsky | Yuri Kirov |
| Kathy Kinney | Mimi Bobeck |
| Ken Lerner | Cop |
| David Hartle | |
| Brigitta Dau | Britney Walker |
| Gina Mari | Terri |
| Gregg Almquist | Katey's Father |
| Lou Cutell | Tailor |
| Jane Carr | Lucy |
| Bette Ford | Marge Ryecart |
| John Ennis | Ashley's Neighbour |
| Warren Munson | Dave Ryecart |
| Douglas Weston | Justin Thompson |
| Adam Carolla | Self |
| Bill Macy | Mr. Harrison |
| Steven Barr | Man in the park |
| Heath Hyche | Gilbert |
| Pat Crawford Brown | Librarian |
| Mark S. Porro | |
| Lainie Jordan | Tammy |
| Joel Higgins | Sharon's Father |
| Beth Grant | Tufts College Employee |
| Jill Zimmerman | Theatre Patron |
| Mina Kolb | Flower Seller |
| Rolando Molina | Larry the cameraman |
| Marcelo Tubert | Anchorman Juan De La Rosa |
| Chuck Martinez | News director |
| Trevor Einhorn | Robbie |
| Lee Faranda | Waiter |
| Mary Kowalski | |
| Ray 'Boom Boom' Mancini | Self |
| David Gianopoulos | Buster Garret |
| Peter Siragusa | Buster's trainer |
| Noel Conlon | Ring doctor |
| T.R. Richards | Referee |
| Jimm Giannini | Beer guy |
| Patty Ross | Johnny's Sister Patti |
| Brandon de Paul | |
| Bridget McMeel | Johnny's Sister Joanie |
| Beth Aylward | Johnny's Sister Wendy |
| Sam Lloyd | Career Counsellor |
| Tracey Ellis | Mary |
| John Ducey | Don Lewis |
| Scott Adsit | Kevin |
| David Beach | Therapist |
| Beth Cahill | |
| Barenaked Ladies | Themselves |
| James Patrick Stuart | Priest |