Sexy Devin Jackson, barely 19, has always fantasized about submitting to an older, dominant man who wouldn’t just fuck him but hurt him. The boy arrives at the assigned place and enters, as instructed. The room is foreboding, with an X cross and whips in one corner. A sign tells him to strip to his undies, kneel, blindfold himself and wait. Soon every inch of his body is groped by strong hands belonging to a handsome, tattooed man clad in black jeans and a harness. The boy’s cock hardens as his shorts and jock are cut away. “Oh, god,” he thinks. “What have I done?”

Alone in the dungeon, blindfolded and bound to the ceiling by his wrists, young Devin Jackson is terrified – and turned on, his cock semi-erect – when his new master, the tattooed daddy he met online and knows only as “Sir,” returns and strokes his cock. He immediately gets fully erect. Then Sir gags him and removes his blindfold. “Hello, boy,” he whispers. Now the real torture begins. Devin cries out through his gag as he’s flogged on his back, stomach, ass and chest and his balls are cuffed and weighted. He remains rock-hard as the flogging intensifies, making him dance in agony as the leather cuts his lean, smooth body.

Novice slave Devin Jackson remains erect, his cock literally pointing at the ceiling, as his tattooed daddy, Sir, flogs him harder and harder, fondles his genitals and body, then flog his ripe ass and lean torso again. Despite the pain and fear, Devin is totally turned on the whole time, his dick rock hard, but, even after working his cock diligently, he cannot actually cum. He’s too scared. “I told you, I’d only let you go if you came for me, boy,” Sir says, reattaching the boy's wrists to the ceiling and leaving him to suffer alone in the dark dungeon, the low-light cameras on him the whole time.

After teen boy Devin Jackson spends days in a dimly lit dungeon, the man he knows only as Sir flips a switch and fully illuminates his naked body, now strapped to a fuck bench. And what a pretty body it is: lean and shapely, with a firm, round ass, smooth skin and sexy feet. Devin moans and squirms as Sir rims his puckering, virginal hole, shoves a butt plug up it, then fucks his beautiful mouth while beating his ass, first with a horse whip then a paddle, until both cheeks are bright red.

When his master returns, bound slave Devin Jackson opens his mouth, eager to suck cock, but Sir has other plans: He pulls out the butt-plug that has fucked his slave for hours and replaces it with a bigger one then spanks the boy’s perfect ass, making him count off each blow, say thank you and ask for another. Terrified, Devin keeps losing count, so ten blows become dozens. Pissed off, Sir fucks the boy’s mouth and cums all over his face then brutally lashes his back with a bullwhip and sprays the wounds with alcohol. This Daddy isn’t just horny; he has a real mean streak.

Young twink Devin Jackson has matured into the perfect slave. “Was I a good boy for you?” the teen asks the man he knows only as Sir. “Before you go you are going to put on a show for me,” Sir replies, placing a 12-inch dildo mounted on a tile under the boy’s ass. Despite his near-virginal status, young Devin, his back still covered with whip wounds, forces the whole thing up his quivering asshole. His boy-cock hardens and bounces against his belly as he fucks himself long and hard, moaning and gasping, until he busts a huge load of cum for his master. Good boy!