Isabelle Deltore – Captive Male Milking

Milking day only comes around once a month and when a prisoner has not been on his best behavior he gets skipped. Good behavior is certainly rewarded so Officer Isabelle Deltore makes sure her prisoner is properly milked while he stays locked in his kennel. As his special reward on milking day he is allowed to fuck her pantyhose covered legs with his rock hard cock.

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Isabelle Deltore – Anal Correction

Kade is about to find out Correctional Officer Isabelle Deltore means serious business and won’t tolerate any more house arrest rules to be broken. If he fucks up even once more it won’t be just her big, thick cock being shoved and plowed deep inside him!

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Isabelle Deltore – Sissy Clit Trainer

Mistress Isabelle Deltore is going to train that clitty of yours to cum just like a bitch. She has extra pinky sissy lingerie picked out just for you to dress up in and become her sissy slut doll. Now be a good girl and burn all those boy clothes as from here on out you will only wear pink. You will only cum when given permission and you will always be on your knees with your mouth wide open. Good girl!

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Isabelle Deltore – Sissy Cock-Hole

Mistress Isabelle Deltore 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.

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Isabelle Deltore – Sissy Tongue Bath

Mistress Isabelle Deltore loves to own sissy boys as she knows they are much more in-tuned with the female body. Sissies will always work their hardest to please their Mistress as they are never selfish when their cock is made useless by the form of strict chastity. Mistress Isabelle unlocks her sissy from its cage and put’s the bitch’s whore mouth to use. If her sissy does a proper job and makes his Mistress cum all over his face then a big, fat cock will be waiting to use the bitch boy’s fuck-hole!

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Isabelle Deltore – Pantyhose Prisoner

Officer Isabelle Deltore has been making her rounds all day and sweating profusely in her pantyhose. She could use a little relief and has just the prison bitch-boy to give that to her. He has been beaten down to be an obedient bitch and finally knows his place as Officer Deltore’s toy. She unlocks the prisoner from his cage and uses her pantyhose covered ass and pussy to smother his face making sure she gets a proper orgasm.

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Isabelle Deltore – Last Chance Worship

Kade is under strict house arrest but can’t seem to obey the rules of his probation. Correctional Officer Isabelle Deltore makes an unexpected visit to send him back to the big house. He begs and pleads to Isabelle for one more chance willing to do anything and everything to not be sent back. Using her high voltage shock collar she puts the bitch in his place making him become her personal doormat. He will worship, lick and adore her beautiful feet just the way she likes for him get back on her good side.

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Isabelle Deltore – Officer’s Boot Bitch

Officer Deltore visits her caged prisoner to give him a taste of freedom. His freedom will consist of licking the filth off the bottom of her black leather boots until he can see his own reflection in them. She wants his tongue to turn a lovely shade of black from licking them just the way a slave should.

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Isabelle Deltore – Sissy Doormat

Mistress Isabelle Deltore unlocks her new sissy bitch out from his cage to give the attention that her bare naked soles deserve. First she demands her heels to be properly licked to show how much the sissy adores the lowest part of her body. The sissy is such a good girl for his Mistress as he obeys her orders without question and worships every inch of her feet like a well-trainedsissy doormat does.

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Isabelle Deltore – Edging Interrogation

Correctional Officer Isabelle Deltore knows her prisoner has vital information that she needs to take down a smuggling ring. His cock is locked into chastity so she can make him as sexually frustrated as humanly possible. Her sure-fire tease and denial method will break any man once they have been edged long enough without being allowed an orgasm.

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Isabelle Deltore – Sissy Cum Dump

Mistress Isabelle Deltore 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.

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Isabelle Deltore – Edging The Tip

Finally Mistress Isabelle Deltore has turned Kade’s disobedient behavior around showing him how good life can be when one follows the law. She has him in strict bondage and his cock locked in a steel device making only the tip accessible and everything else completely out of reach.

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