Men.com's Drill My Hole 5 features some of the hottest guys all getting what they deserve - punished in every hole. Phenix and Mitch want some cumpensation. Spencer finds out that he has to fight for Jesse's hole. Bryce tells Ricky to keep the change and gets more than just the tip. Rafael and Leon get together for some paintball and then some punishment. Marc and Adam are some sloppy seamen.
| Actor | Role |
|---|---|
 Leon KnightNot listed | Not listed |
 Adam KillianNot listed | Not listed |
 Bryce StarNot listed | Not listed |
 Jessie ColterNot listed | Not listed |
 Marc DylanNot listed | Not listed |
 Mitch VaughnNot listed | Not listed |
 Phenix SaintNot listed | Not listed |
 Rafael AlencarNot listed | Not listed |
 Ricky SinzNot listed | Not listed |
 Spencer ReedNot listed | Not listed |