Overview
Reginald "Cool" Coolidge is a struggling actor, fed up with taking stereotypical African American roles and waiting for his big break in a legitimate production. Until this time comes, he works at his mother's boyfriend's gas station to repay him for covering his college tuition. One day at the station, his ex-fiancé - and one true love - reappears at the pumps after 3 years of silence. Cool discovers that it is 36 hours until her wedding to a local lawyer. As Cool embarks on last-ditch attempts to win her back, he takes on the biggest "role" of his life while also learning the secret to mastering his craft.
| Actor | Age then | Age now | |
|---|---|---|---|
 | 29 | 49 | |
 | 27 | 47 | |
 | 39 | 59 | |
 | 56 | 76 | |
 | 55 | 75 | |
 | 25 | 45 | |
 | 66 | August 31, 2017 (77) | |
 | 21 | 40 |