Category Archives: Dril My Hole

Sidewalk Pickup

Sidewalk Pickup was released in November 2016 by Drill My Hole, and was filmed by the award winning team at This hardcore gay porn movie stars all exclusive star to Will Braun, and newcomer to Men, Brandon Blake. The Stars Brandon Blake has been in gay porn movies for a couple of years now, but this… Read More »

Son Swap Part 6

Will Braun, to date, has now been seen in 12 scenes for the company. You may recall him appearing in the “Cruising” series that was seen back in March, or from “The Secret Diary of an Escort” in November of 2013. Will has been seen alongside several model favorites, and is yet another fantastically versatile guy. Handsome and… Read More »

Big Bro Part 1

‘Drill My Hole’ love showing you some of the best fantasies around made by Drill My Hole, and this time you could say they have gone a bit Greek in New York. I say Greek because ‘Big Bro’ is all about having a mentor where a younger man is forced to live with an older man to show… Read More »

The New Exclusive : Will Braun

‘Drill My Hole’ are proud and excited to show off the latest new exclusive male model from His name is Will Braun and he was born in 1991, and his star sign is Cancer. In this, his first video for, he is broken in by handsome Jimmy Fanz. Download Video:MP4 Jimmy Fanz has been specially flown… Read More »