Diary of a Tired Black Man is a simple story about the complex relationships between black men and black women.
| Actor | Role |
|---|---|
| PPaula LemaTonya | Tonya |
| TTim AlexanderHimself | Himself |
 Jimmy Jean-LouisJames | James |
 Natasha McCreaBridgette | Bridgette |
 Alex MorrisAlex | Alex |
| VVanessa PaulWoman in Peach | Woman in Peach |
 Solomon IsraelBridgette's Son | Bridgette's Son |