Professional hole-stretching specialist Ryan Bones is out for a jog when he spots Drill My Hole model Skyy Knoxx trying … and failing … to back his arse onto a dildo stuck on his window. Ryan goes in for a closer look, then offers his assistance. Skyy isn’t sure about this handsome hole-stretching stranger until he sees the big dick poking out of Ryan’s shorts! The horny bottom wants a taste, but first Ryan puts him through his paces, leading him in squats and stretches, then stretching his hole out with his fingers. Skyy really starts to open up, so Ryan has him try the dildo again, and this time Skyy can take the whole thing as he swallows Ryan’s cock too. Ryan fucks Skyy doggy-style and has him ride his big cock. Skyy’s never been so open, and he lays back and jacks off as Ryan pounds him mish till he cums, then the top blows his load in Skyy’s mouth.
Drill My Hole model Calhoun Sawyer’s cross-country dick-hunting trip has taken him to Chattanooga, where he’s excited to hook up with muscular farmhand Kyle Connors for some ginger-on-ginger action. Calhoun loves how buff Kyle is, and Kyle is a big fan who can’t wait to get his hands and mouth on Calhoun’s famous cock. Country boy Kyle has some impressive deep-throating skills, and he’s more than impressed by Calhoun’s tongue in his hole, which soon has him begging for that dick. Calhoun fucks the burly bottom doggy-style, then blows Kyle’s mind by sucking his toes as he pounds him mish. Calhoun cums on Kyle’s face, then asks the other redhead to shoot hot jizz all over his cock.
Dedicated masseur and Drill My Hole model Jason Vario takes every precaution to keep his clients safe, wearing a face shield and gloves as he sterilizes his table before inviting Shane Amari to lie down. Shane isn’t jazzed about wearing a face mask, but he’s really excited for some human contact after months of waiting for a massage. Jason oils up Shane’s back and gives him a sensual rubdown, moving his strong hands lower to work Shane’s arse and slide a finger inside. Shane makes a hole in his mask so he can suck Jason’s cock without even taking it off, then the strong top penetrates him missionary. Shane rides Jason and strokes his dick till he cums on the masseur’s face shield, then Jason fucks him doggy-style and gives him a creampie.