Don is a real estate salesman who volunteers at a "hotline for hope". Ann, who works in a photo store, has been told by her boyfriend that he doesn't love her anymore and wants to break up. To try to win him back, she records a videotape where she tells him things she never told him. When Don and Ann cross paths, their lives change fundamentally.
| Actor | Role |
|---|---|
 Lili TaylorAnn | Ann |
 Andrew McCarthyDon Henderson | Don Henderson |
 Debi MazarDiane | Diane |
 Alexis ArquettePaul | Paul |
 Leslie MannLaurie | Laurie |
 Richard EdsonSteve | Steve |
 Seymour CasselFrank | Frank |
| PPeggy WestWoman with Camera | Woman with Camera |
 Sherilyn LawsonIce Cream Woman | Ice Cream Woman |
| LLinda Ruth GoertzAurora | Aurora |
| KKathryn HurdMuriel | Muriel |
| CChanda WattsAnn's Nurse | Ann's Nurse |
| KKathleen EdwardsDr. Lewis | Dr. Lewis |
| JJennie VaughnSteve's Wife | Steve's Wife |
| NNicole FugereLittle Girl | Little Girl |
| DDennis TroutmanTeenager | Teenager |
| KKaren JohnsonShe | She |
| DDon AdlerHe | He |
 Jacque DrewSergeant Nolan | Sergeant Nolan |
| SShannon BriniasNews Reporter | News Reporter |
| PPatricia BurgosCashier | Cashier |
| AAleta BarthellNurse | Nurse |
 Russ Fega(voice) | (voice) |
| GGina Francis(voice) | (voice) |
 Todd Merrill(voice) | (voice) |