Princess Jill Kassidy has been dreaming about fucking a man's ass for years. She has finally found the perfect cock-loving bottom slut to be her dick taking guinea pig. She gets extra excited and turned on as she straps on a big, thick pink cock and starts stroking it in front of the mirror. Never did she think how sexy she would look with a big strap-on dick as she gets ready to destroy her slut's hungry hole. As soon as Princess Jill sticks the tip of her cock deep inside his ass she knows she has found a new love. Now she just can't wait to invite all her friends over to really run a train her slave's holes.

When Princess Jill Kassidy demands an orgasm from her slave she makes sure she always gets one. No man can resist cumming when there is a high-tech machine milking their cock.

Mistress Jill Kassidy loves when you are being such a good boy that it makes her proud to call you her property. She loves just how hard you work to please her every desire and thinks all good boys deserve a special reward in the end. Your 7-day chastity sentence is officially over as Mistress Jill starts to stroke your raging hard cock just the way you love. She knows all the right spots and all the right moves to really make you explode. Hope you enjoy this special reward slave as your cock is getting locked right back into chastity as soon as you cum. Just because you have been a good boy doesn't mean your cock is going to be set free. It's mine just like you! -xxo Jill Kassidy

Even gimp's need to be fed and Princess Jill has the perfect meal for the helpless slave kept bound in her house. Princess Jill has arrived home from getting fucked by a huge, stud cock and has a special treat left over for the gimp. She smothers the gimps face with her freshly fucked pussy allowing the slave to lick up and swallow a big, sticky creampie mess. He even gets the pleasure of giving his Owner one more orgasm for her day as Princess Jill can never get enough pussy worship.

No more waiting in the closet while I have all the fun with big dicks. I am going to train that slutty mouth to suck another mans cock. It is extremely humiliating but also exhilarating isn't it? You will be looking up at me while I instruct you to take his giant cock in your mouth.. It makes me so horny getting you to do whatever I WANT! Now make your Cuck Princess happy and beg to suck cock for ME!

He wishes he had a safe word for all the destructive cock teasing I am going to do to him. I slide my latex panty covered pussy over his caged cock then smother his face with my pussy to really make him throb. I am really good at sexually denying my leather gimp. xx- Princess Jill Kassidy

Jill is a sex-crazed Goddess who has been hearing her roommate get non-stop orgasmic action with her best friend's boyfriend. It's time for Jill to get a piece of this boy-toys action and makes him a proposal he can't refuse. Become her obedient pussy licking bitch or his girlfriend finds out about what a cheating, lying scum he has become. Pierce begs and pleads for Jill to not tell his girlfriend and agrees to do anything she asks to keep his secret. Jill grabs him by the hair, forces him to his knees and shoves his head deep in her pussy to make her orgasm as many times as she desires. To make sure the bitch boy keeps coming back Jill snaps a few photos of his face buried deep in her young, tight cunt. He is now her pussy whipped boy-toy for life!

It’s Mistress Baby’s birthday and she invited Mistress Jewelz Blu to celebrate along with her by playing with an eager and masochistic servant. Pretty boy Sage Roux is eager to fulfill any and all of the demands of these two perfect Princesses. First, he is bound with his hands behind his back and suspended in the air, leaving full access to his cock and balls. Birthday balloons decorate his cock while he floats helplessly, and Mistress Baby and Mistress Blu take turns tormenting him with zaps of electricity and slaps from a crop. His cock is then decorated in clothespins before having hot wax poured and sprayed all over his tender skin. Servant Sage is made to wors hip Mistress Blu’s feet before being tag teamed by these two sadistic princesses who want nothing more than to fill up his hole, taking turns fucking his ass. Eager to please, Sage takes both of his Mistresses’ cocks at the same time while enduring even more hot candle wax. Finally, Sage is made to watch his Mistresses pleasure themselves while waiting helplessly for his turn. Mistress Baby and Mistress Blu agree to allow Sage to cum before feeding it to him. They leave him in his own mess while he sings happy birthday alone covered in spit and cum..

Mistress Jewelz bends her bitch over to finish breaking in his greedy sissy ass. His only purpose will be pleasing cock of all shapes and sizes by the use of his hungry holes. He loves cock as much as his Mistress loves fucking him making it a win/win situation for both of them. No hole is left un-fucked as Mistress Jewelz mercilessly destroys him a new one with her thick, strap-on cock. She wants him to continue sizing up his fuck-hole and will stop at nothing until her fist slides in with ease.

Mistress Jewelz knows you have zero self-control when it comes to your orgasms which is why you are no longer in charge. The longer you edge and hold back that load of cum the more intense your orgasms will become. You have yet to experience a heightened orgasm due to pumping away in just a few measly minutes but that is all about to change. Mistress Jewelz is going to guide you on how to properly edge that cock as you worship her divine body. Her perfect tits and ass encased in latex will further mesmerize you into total submission as you stroke to her commands. Your cock now belongs to Mistress Jewelz. She will show you exactly why you will never want to stroke the same boring old way again.

Mistress Jewelz slave is finally getting what he wants today..except there is a twist. He's been wanting to feel that sweet release of an orgasm for far too long after being teased and denied for months on end. He is on perfect display with his body completely exposed and vulnerable for his Mistress to have her way with. She just loves the look of a man tied up knowing they have no control whatsoever. Mistress Jewelz lubes up his helpless cock and strokes it until he is begging to cum for the 1st time in forever. If he is going to be allowed to cum it's going to be her way and her way only. She edges out a massive cum load all over the floor and scoops it all back as a boy needs his dinner. Growing boys need to eat and a big, sticky load of cum is exactly what Mistress Jewels has planned for the bitch. She knows how much he hates the taste of his own cum which is exactly why she loves shoving it down his throat.

Lily Lane and Jessica Ryan get it on for the first time in this super hot EB update. Princess Lily saunters into the dungeon in her sexy lingerie and high heels to find Jessica is all tied up and eager to please. She starts with the crop on Jessica’s butt, thighs and tender feet getting her all warmed up for a day of all the way girl on girl ass play with lots of big toys. Lily stretches Jessica’s tight hole with bigger and bigger butt plugs and then fucks her ass good with a strap-on dildo causing her to cum hard. Then Princess Lily lures her filthy little toy into her own sexy, curvy ass. Jessica licks Lily clean and then fucks her ass with a thick pink dildo and then an even bigger toy and finally stretches Lily’s ass wide open with an industrial speculum. What a fun play day!

Before Goddess Jane Wilde rewards her slave with his weekly milking she wants to really make the helpless bitch suffer. She truly gets off on teasing her slave with her tight, young holes being smothered right in his face. The only hole he will ever be fucking though is the one her hands make as she tightly grips and strokes his slave cock to orgasm.

Mistress Jane wants to know how far her slave is willing to go to have sex with her. Will he lick the bottom of her soles? Smell her stinky stockings? Worship her sweaty toes? Of course he would! The slave happily submits his mouth to the will of her feet in hopes he will get the reward of a lifetime.

Young, beautiful, feisty and has a raging hard cock to destroy her slave's asshole with. Yes, Mistress Jane Wilde has it all and is going to pound her slut's hole with every inch of her thick dick until he is begging for mercy.

1. I was getting ready to perform another dildo act when I was given a very beautiful rose. 2. I asked him for water and gave him my natural rose to show my appreciation. 3. To produce fertilizer, he needed to first get his hose into my tight thigh. 4. The rose was then watered.

Gorgeous jade's roped and hogtied ultra-tight so she can suck PD's cock. He dresses her in garter belt, stockings, and heels and ties her hair to the hoist. She stands on blocks as he canes her nipples. She nearly growls with pleasure. PD whips and shocks jade, every now and then poking his cock in one of her holes. Bound with her knees to her shoulders, he ties her large labia wide and hoists her up by the ankles. Then lashed into a tight ball on a mattress, he rolls her on her back, fucks her in the ass, penetrates her cunt with a dildo, and vibrates jade to a big, hard fucking orgasm.

Sherman Maus and Kacie Castle are supposed to be sitting silent, in bound punishment, imposed by the fierce and sexy Isis Love, but Sherman can't keep his mouth shut. He mocks Kacie and calls her a brown-noser and a kiss-ass since she's generally an obedient little slave. They bicker back and forth until Isis Love catches them in the act. Startled by her presence, they blame each other for the disturbance. Isis has no choice but to punish both of her subs. She begins with corporal punishment just to warm things up, flogging and whipping them into redemption. Then she clamps these two little slaves together with their tongues and nipples so they learn to get along. After all, "teamwork makes the dream work". Kacie then gets a little imposed pleasure with the vibrator as Sherman is made to watch. Tied up and with his cock in chastity, poor little Sherman can't do anything but helplessly watch Kacie orgasm. Isis then pulls out a huge strap-on for Kacie to suck on. Kacie gets it nice and wet so Isis can pound Sherman's ass with it. Sherman then gets pounded hard by Isis's huge dildo as he eats Kacie's pussy. He gets flogged and pounded and close to orgasm but he is denied. Isis then makes Sherman fuck Kacie's hot wet pussy. This steamy punishment gets hotter and hotter as Isis makes Kacie lick her pussy too, so she doesn't forget who is in charge. Isis then uses the vibrator on herself and squirts all over Kacie, as Kacie gets pounded by Sherman. Now that the team is coming together, Isis lets Sherman bust his load all over Kacie's wet mouth. Now that these little slaves have been taught a lesson in teamwork, they are ready to serve.

Mistress Isabelle allows her newly trained sissy bitch one final milking before his transformation is complete and his clitty stick is locked away forever. His balls are tied, tucked and pulled as far back as they can possibly go. Isabelle strokes his horny clit stick edging it until he is ready to burst. She makes the sissy throw his legs over his head and shoot a huge, nasty load all over his face and into his gaping mouth. He is going to be a very well-trained sissy cum dump but needs to learn how to take and swallow gigantic loads like a good whore.

Mistress Isabelle needs to show her sissy just what it's like to be fucked by a big, fat cock before she sends him out to the real boys. She bends his tight ass over and slides her big, strap-on cock deep in his fuckhole. There is no escape for her sissy from a life filled with dick as Mistress Isabelle fills him up and gives him the ride of his life.