St8 Up Chuck includes Ex-Con Hard On, Finding His Prison Bitch, Dickdown in Lane, and The Winner Fucks it All.
| Actor | Role |
|---|---|
 Chuck ConradNot listed | Not listed |
 Enzo Muller(segment "Finding His Prison Bitch") | (segment "Finding His Prison Bitch") |
 Leo Bacchus(segment "Dickdown In Lockdown") | (segment "Dickdown In Lockdown") |
 Trevor Brooks(segment "Ex-Con Hard On") | (segment "Ex-Con Hard On") |
 Zack Mackay(segment "The Winner Fucks it All") | (segment "The Winner Fucks it All") |