The search for the hottest Glory Holes in the United States continues as we blow into the "Windy City". In Chicago we discover plenty of juicy meat being put through the city's best Glory Holes. Join our host Hairy Hole a.k.a. Chris Steele as he takes us around Chicago to find the best action packed holes the city of Chicago has to offer! In Glory Holes of Chicago you will learn the best hard-core action is always close to the holes. We have the hottest guys from all around the world that meet up for some of the hottest action in Chicago!
| Actor | Role |
|---|---|
 Alec PowersNot listed | Not listed |
 Andrew SaksNot listed | Not listed |
 Antonio VelaNot listed | Not listed |
| BBlaine CashNot listed | Not listed |
 Brad McGuireNot listed | Not listed |
 Chris SteeleNot listed | Not listed |
 Daniel ReedNot listed | Not listed |
 Eric RyanNot listed | Not listed |
| KKatoNot listed | Not listed |
| PPeter MeloniNot listed | Not listed |
 Tom McCarthyNot listed | Not listed |
 Tony AcostaNot listed | Not listed |
| RRemyNot listed | Not listed |
 Sonny MarkhamNot listed | Not listed |