Mistress Trish's slave elihu is desperate, after months of being locked up, to have an orgasm. He pleads with Trish to unlock him but soon finds out that the only way he is going to be allowed to come is if he is in a lot of pain because paining him is the type of pleasure that Trish desires. She offers him the chance to masturbate after she gives his cock a good, hard, caning and, because of how pent up he is, he agrees. Trish snips the lock attaching his prince albert to his guiche piercing. She strokes his cock lightly at first with her cane but even the light strokes are agony because the ...

Mistress Trish's slave elihu is desperate, after months of being locked up, to have an orgasm. He pleads with Trish to unlock him but soon finds out that the only way he is going to be allowed to come is if he is in a lot of pain because paining him is the type of pleasure that Trish desires. She offers him the chance to masturbate after she gives his cock a good, hard, caning and, because of how pent up he is, he agrees. Trish snips the lock attaching his prince albert to his guiche piercing. She strokes his cock lightly at first with her cane but even the light strokes are agony because the poor boy has been locked up for so long. He moans and arches his back as the cane whacks his cock shaft and head, prompting Trish to makes tease him that his reactions are like he is already orgasming and that she might not let him actually come. Inspired by how pained he is, enjoying his reactions, Trish moves on to give his cock full on brutal swings with her cane. The amount of pain that this cause her sub is clearly a source of great pleasure for Trish. To intensify things even more Trish decides that she wants to hit the sensitive flesh on his thighs as well as his cock with each full troke. The poor sub's reaction clearly show just how excruciating this cane strokes are. Trish is now smiling and laughing as she beats his meat. Mixing in some quick, relentless, staccato cane strokes with the severe wind up of her singular strokes Trish beats his cock until it is nicely bruised and welted. Once that level of painful sensitivity is reached Trish finally decides that his cock is sore enough that she will give him the chance to try and orgasm. Although, judging by how much pain he is in, it is not certain that he'll be able to. Until she rests her perfect muscular ass on his face, with only a layer of thin--now wet--panties separating her from him, and elihu instantly grows hard. She orders him to start touching himself. As he strokes his aching cock Trish rubs her ass and pussy against his face, muffling his moans of pain filled pleasure and getting off on the resultant vibrations. Despite how sore his cock is the pleasure of Trish grinding against his face and the pent up anticipation of many months in chastity cause the sub to come quite quickly and very hardly. As he explodes it is not without feeling the soreness of his brutally caned cock which, to Trish, is the perfect not quite satisfying orgasm. She smiles with pleasure, makes him thank her for being so good to him, and warns that he is getting locked straight back in chastity for another good long stretch of orgasm denial. (Also available in two parts).