Drill My Hole – The Stable Punishment
Damien Crosse goes into the stable to see whether his new worker David Birdham is working hard or just fucking around with the horses and doing nothing. It turns out…
Drill My Hole – Gangster Paddy O’Brian Punishes Isaac Jones
Isaac Jones has done some bad shit to the local gangsters and today he found himself surrounded by nasty horny men who want to teach him a lesson. UK hottie…
Drill My Hole – Rough Army Fuck With Damien Crosse & Scott Carter
Damien Crosse and Scott Carter are in the army, chatting by the fire. Their sergeant (Nacho Vidal) arrives and is furious because of something. He demonstrates his anger by forcing…
Drill My Hole – Phenix Saint Fucks Trenton Ducatti ("Bet Your Ass")
Hunky and perfectly muscled Phenix Saint and Trenton Ducatti are having a contest. They want to know who can do more pushups and other activities which require physical strength. The…
Drill My Hole – Seaman Marc Gets Punished By Lieutenant Adam ("Sloppy Seaman")
Seaman Marc Dylan is new in the Navy and hasn’t gotten used to every rule there is. Today he forgot to clean up his lunch tray and left the table.…
Men.Com – Adrian Toledo Captured & Gangbanged ("The Butcher")
This is an exceptionally interesting and hot shoot at Drill My Hole. Famous straight porn star Nacho Vidal directed this movie and showed up briefly (cameo) as the butcher. The…
Drill My Hole – Furious Lawyer John Fucks His Forgetful Assistant Emanuel
John Magnum has been very busy lately working on his case. And now finally it looks like he’s going to succeed and win this one. New evidence is very promising…
Drill My Hole – Aggressive Pump Attendant Phenix Saint Fucks Mitch Vaughn ("Cumpensation")
Mitch Vaughn had a fantastic time in Vegas and is now on his way back home. He is driving on a highway when suddenly he realizes he is running low…
Drill My Hole – Ricky Sinz Manhandles His Prison Bitch
Young and inexperienced Billy Byron was in the wrong place and wrong time and now he is sentenced to the prison sentence. The prison guard takes him in his cell…
Drill My Hole – Aggressive & Dominant Ricky Sinz Fucks Waiter Johnny
Big, macho stud Ricky Sinz is on his holiday. He’s been working hard and now he’s looking forward to getting some quality time at the holiday resort he’d booked. He…
