Mistress Vanessa Cage has had her slave locked up in chastity for some time, but she unlocks him for a reward milking. But she has a surprise for him; while she is milking his cock, she is also going to use a steel prostate wand to milk his prostate as well! As Vanessa expertly milks his cock and fucks his prostate with her wand, her slave gets more and more excited, his cock staying rock hard from all the stimulation - and the sight of Vanessa's hot body. When Vanessa decides that it is time for him to cum, she uses both hands to jerk his cock, causing him to explode a load of cum all over her gloved hands. Vanessa then rubs her slave's cum up and down his cock; after all, there needs to be some type of lube on it when she locks it back in chastity

Lily uses Pierce's big dick for her own please while squeezing and hurting his balls and shoving a sizable dildo up his ass.

Mistress Ash keeps her slave completely bound with his ass exposed to be fucked and used any time she pleases. He takes her strap-on so well that she rewards him with a pleasurable milking while ramming every inch of her thick cock deep inside his ass.

There is only one proper way to completely milk out every last drop of cum from a slave and it's thru his prostate. The male g-spot is one of the most effective ways for men to achieve a more powerful orgasm and be completely drained of all their sperm. Mistress Olivia has her slave bound and helpless with a huge electro butt plug shoved deep in his ass to stimulate his prostate in more ways than one. By the end he will be so drained of cum he won't be needing to beg for a release for at least another month.

After making her slave submit to several huge dildos and leaving him bound with an inflatable butt plug up his ass, Mistress Chanel Preston has a new challenge in mind for her slave. She is going to milk him and make him learn to love cumming with a cock in his ass! Chanel expertly jerks her slave's dick as she shoves the plug deeper and deeper in his ass. When her slave blows a huge load of cum from the milking, Chanel removes the butt plug from his ass to rub his cum all over it, then shoves it back in his ass. After shoving his cum back inside him, Chanel removes the plug from her slave's ass and shoves it right into his mouth, ordering him to keep it in there ad not drop it. Chanel has completely humiliated and dehumanized her slave into a cock craving ass whore

Mistress Valentina knows the way to a slave's heart and that is thru his prostate. Her anal gimp has been begging for an orgasm and knows the only way he is ever allowed them is thru anal stimulation. Valentina uses her magical fingers to fuck his ass while she strokes his hard cock. Just when her gimp thinks he has been thoroughly milked his Mistress shoves a giant plug inside his slut-hole right where it belongs. He is so horny that she not only milks out one load but makes him cum twice with his prostate getting fucked and massaged just the right way.

In the House of Valentina, men don't have assholes they have pussies. When a slave is rewarded with a milking they must learn to cum by having their pussy holes vibrated, stretched and fucked. Mistress Valentina just picked up a brand new prostate milking toy and has her slave helpless and ready to try it out. Her sissy bitch is about to learn what a real mind-blowing orgasm feels like. Once a man experiences his pussy being milked he will never go back to his old, simple jerking off ways.

Mistress Shane only allows her slave to ever cum when his ass is stuffed and filled. She inserts a firm metal toy deep into his ass then gently presses it against his prostate. The more she stimulates his male clit the harder it becomes to contain himself. As she explores the secret male pleasure spot she becomes more intrigued. Shane has so much sexual power over him. She strokes his cock while applying pressure to his prostate until he creams all over like a good anal slut for his Mistress.

The Monster Cock video is here! Watch me ruin this slaves ass hole with my f1st!! And then my Massive 16 inch strapon!! This was a special moment for me. This slut took my f1sting cherry! And I didn't expect him to take the full length of my GIANT DICK!!! Also I'm wearing red latex leggings! THIS IS A MUST SEE! Do let me know what you think!!

Marcelo (sissy name Marcy), in his pink satin dress, is locked to the floor with his legs spread and his balls tied taught to a post, leaving him fully exposed for Mistress Penny Barber to do as she wishes. She starts with some cock and ball torment but that only gets Marcelo harder. So, to teach his disobedient cock a lesson, Penny decides that sounding is the right medicine. Next, Marcelo is on his back, legs tied wide open so Penny can use the paddle he made especially for this meeting. Penny doesn’t limit herself to just paddling his ass, she gets in some good foot torment and caning for good measure and then stuffs her fist up Marcelo’s welcoming asshole. After some thorough exploring of Marcelo’s guts with her fist Penny moves on to a big black dildo to finish her happy little sub. Finally, Marcelo is lying face down in a neck-down body-bag where his naked Mistress paddles his ass before she eats it, then flips him over to give him the reward he’s eared by being such a good sissy all day.

A skinny brunette, with pretty long legs and huge tits, would love to make her man feel good as well. However, she decided to teach him all about anal pleasure! Watch her get naked and naughty while using her favorite toy, and shove it up his ass. It is more than obvious that she knows what she is doing, as her man is thoroughly enjoying himself!

Alrik Angel asks Goddess Tangent to meet him at the baseball field, hoping to impress her with his athleticism. She watches from afar and labels him a ‘douche’. She approaches Alrik, grabs his arm, and writes her address on it. When Alrik arrives at her place, a note on the door tells him to come in and make himself comfortable. He notices the toys and takes his clothes off. Goddess Tangent surprises him, standing behind him dressed in latex. She ties his arms above his head and spanks his bare ass hard. She moves on to a flogger and hits him even harder, turning hiss ass cheeks red, right away. She uses a heavy hand with the flogger and then a paddle, testing Alrik’s limits, but Alrik starts to likes it, and wants it even harder. Goddess Tangent gets a wooden bat and strikes his ass hard without holding back. The hits make him scream and send his legs flying in the air. His ass turns blue and purple but he never calls mercy. She sticks an anal hook up his ass and ties it off to the rope bondage. She puts a a gag in his mouth and leaves him there to think about what just happened. Next, Alrik gets tied up on his back with his legs spread. Goddess Tangent wraps electrodes around his dick and balls, shoves an electrified plug in his ass, and turns it on high while she smothers his face with her perfect ass. Once she’s had her fill of fun electrifying his ass, she ties him in a full rope suspension, hanging at the waist. She straps on a huge dildo and fucks his ass hard with it. She lets him down and fucks his ass with a baseball bat until he cums all over himself and she makes him eat it.

Extra good sluts deserve extra special rewards when you belong to Mistress Marley Brinx. She grabs her slut's favorite anal toys to slide deep in his ass for being on his best behavior while her girlfriends had visited. Mistress Marley expertly milks his prostate while stroking his rock hard cock until he is rewarded with one big anal orgasm before being locked into chastity for a month.

Pierce Paris is missing something big in his life. He calls 911 for help. Just when he thinks he'll never be okay, Officer Lily Lane appears to protect and serve him by sitting on his face and fucking his brains out with her giant strap on. She especially enjoys squeezing and pulling his balls while she fills him with dick.

Lexi is testing out new prostate draining tools on her patient. He is secured to the table in medical restraints leaving his ass and cock open for her experiments. She trys various metal instruments while stroking his cock, he can feel the pressure of the devices thats are aimed at his prostate. She strokes his cock cock until he has a prostate stimulated orgasm.

Mistress Kleio's slave wants to be completely stretched out like a true anal slut. She gives him exactly what he craves and turns his ass into a gaping hole with her thick, strapon dick!!!

Mistress Kendra James plans to whore her slave's ass out but his asshole is just currently too tight for her liking. How are those Alpha Males ever going to fit there cock inside his hole unless its extra loose and stretched out? Using a big, fat electrified cock she will send shock waves up his tight hole making his muscles involuntarily give up for good. After she is done stretching and shocking her slave's ass muscles any size cock she chooses will easily slide down his slut-hole whether he wants it or not.