Mary is a good Christian girl who goes to a good Christian high school where she has good Christian friends and a perfect Christian boyfriend. Her life seems perfect, until the day that she finds out that her boyfriend may be gay — and that she’s pregnant.
| Actor | Role |
|---|---|
 Jena MaloneMary Cummings | Mary Cummings |
 Mandy MooreHilary Faye | Hilary Faye |
 Macaulay CulkinRoland | Roland |
 Patrick FugitPatrick | Patrick |
 Eva AmurriCassandra | Cassandra |
 Heather MatarazzoTia | Tia |
 Martin DonovanPastor Skip | Pastor Skip |
 Mary-Louise ParkerLillian | Lillian |
 Chad FaustDean | Dean |
 Elizabeth ThaiVeronica | Veronica |
 Valerie BertinelliSelf | Self |
 Birkett TurtonMitch | Mitch |
 Julia ArkosPE Coach | PE Coach |
| DDonna WhiteTrudy Mason | Trudy Mason |
| JJames CaldwellHairdresser | Hairdresser |
 Nicki ClyneGuitar Player | Guitar Player |
 Aaron DouglasParamedic | Paramedic |
 Patricia DrakeDean's Mother | Dean's Mother |
 Brent FidlerChurch Man | Church Man |
| JJay HillikerWaiter / Host | Waiter / Host |
 John InnesPastor | Pastor |
 Greg KeanDean's Father | Dean's Father |
 Joe MacLeodLead Singer | Lead Singer |
 Althea McAdamChurch Wife | Church Wife |
| TThomas PlustwikCarpenter / Jesus | Carpenter / Jesus |
| SSyndie Skeeles3 Year Old Mary | 3 Year Old Mary |
| SSusan WilkeyPink Bouffant Lady | Pink Bouffant Lady |