A newly sober man's Christmas Eve dental emergency leads to an unexpected romance with his older dentist as they explore Baltimore together.
| Actor | Role |
|---|---|
 Michael StrassnerCliff | Cliff |
 Liz LarsenDidi | Didi |
 Olivia LuccardiBrittany | Brittany |
| CChris StrassnerDarlene | Darlene |
| LLewis PetersonTow truck driver | Tow truck driver |
 Rob PhoenixMarvin | Marvin |
 Jessie CohenShelby | Shelby |
| ZZoe StrassnerMaddie | Maddie |
| BBrian MendesConway | Conway |
 Mary Catherine GarrisonPatty | Patty |
 Morgan DixonTonya | Tonya |
| DDrew LimonKayden | Kayden |
| SStacy CaspariTracy | Tracy |
| DDavid StrassnerUncle Frank | Uncle Frank |
| MMarina EricksonKathy | Kathy |
 Mike PsenickAdam | Adam |
 Michael ChandlerBert | Bert |
| SSpence DawDrunk Improv Fan #1 | Drunk Improv Fan #1 |
| JJesse DarcangeloPaul | Paul |
| JJulianne WisnerDrunk Improv Fan #2 | Drunk Improv Fan #2 |
| DDan VerkmanNeighbor | Neighbor |
| DDrew LangerNeighbor's Friend | Neighbor's Friend |