Ariel Anderssen – My Barbarian Captive Made Into My Sissy

Ariel Anderssen - My Barbarian Captive Made Into My Sissy

In this epic, three scene video I’m an empress whose army has imprisoned the barbarian king who tried to overthrow my empire. And now, I’m going to teach him a lesson! In scene one, I have you brought to my throne room, naked, collared, in shackles and with all your body hair shaved off. I describe how I want to see you flogged, especially your cock, the symbol of your masculinity. You’ll be kept in our dungeons and I want to see you turned into my sissy slave, so I’ll have you fed potions which will rob you of your masculine features and make you soft and feminine. In the meantime, I’ll have you kept with a huge butt plug in your ass, stretching it and making you ready to be fucked by anyone I wish. And while we wait for your cock to shrink and become a harmless little clitty, you’ll be kept in a chastity cage.

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Adriana Chechik – Sissy Slut Makeover

Your life as the man of the house is officially over since Mistress Adriana Chechik has decided to turn you into her obedient, sissy hubby! She wears the pants now in this relationship as the only fucking will be happening when you are on all fours with a cock rammed deep inside you. Get on your knees and obey your Mistress’s orders as your sissy transformation is about to begin.

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Lexi Sindel – Transformed Sissy Slave

Daniel couldn’t be happier; he has met a hot girl at a club and she has invited him back to her place. He is pretty sure he is going to get lucky – but he could not be more wrong. The next thing he knows he is chained to a bed and the hot girl is telling him that he is going to be made into her lesbian love slave! It turns out that the hot girl is actually Mistress Lexi Sindel, who wastes no time cutting off Daniel’s male clothes, then shows him the process that will turn him into Danielle – permanently!

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Alina Li – Transformed Sissy Fuckdoll

Mistress Alina Li is transforming her slave into the perfect sex toy. While his cock is locked away in chastity she emasculates him further with making him wear a bra, stockings and garters. Mistress Alina straps a dildo on him and makes him fuck her while still locked in chastity. The slave is horny and leaking pre-cum in his steel cage while she cums on his cock. Mistress Alina makes the denied, horny-slave lick the cum from her pussy after she is finished orgasming.

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Benedictus – Lady Blackdiamond And Rubber Sissy

The poor Rubbertoy was badly played with, his “little dick” is nevertheless already locked for weeks in a ridiculous “Red Chastity”. Skillful breath play and a quite mean teasing as well as his no longer bearable horniness make him then finally the will-less plaything of the mistress. First, the rubber hole is fucked, then dick-sucking is announced before a very mean surprise awaits the sexually used Rubbertoy.

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Mistress Ezada Sinn – Spanked And Fucked Sissy Butt

I like that My pink poodle’s man-pussy is ready to be fucked by Me at any moment. Alternating spanking his ass with fucking it I will devise double pleasure from abusing My pink sissy until I make him cry. Not because I’m so angry with him, but because I like to see him cry for Me.

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Ruby Onyx – Sissy Gets A Brutal Pegging!

Double Domme Pegging Action! Join me and the ever ruthless Mistress Malika as we reacquaint with our dangling sissy bitch! Strewn in our sling and her little butt hole very much accessible, we take no time at all in stretching her ass with our inflatable before she succumbs to the pounding we have in store for her! We love an aggressive butt fuck!

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Mistress Susi And The Sissy Whore

This weekend the whore have to work for Mistress Susi but befor she let the guys over the slut she prepared the sissy cunt. She forced her strapon in the tight sissy ass and start up to give the bitch what she deserve! And the bitch deserve nothing else then being fucked in the ass! What for a honor for the sissy to be strapon assfucked by Mistress Susi. Amazing how she fucked the bitch with her perfect strapon moves.

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Amadahy And Mia – Turn Danni Into A Sissy

Amadahy and Mia want to start sending danni on dates. In order to do that, he needs to be able to pass as female. First, the girls tape danni’s cock and balls back between his legs. After danni has been taped and dressed in his bra and panties, the girls apply his makeup. The girls make him practice speaking in a high and soft voice. The girls spray danni with perfume and then dress him in a sexy dress. They add a beautiful, soft, blonde wig to complete the look. Danni makes a very pretty girl because he is already very small and slender.

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Lexi Sindel – Sissy Rubber Sex Doll

The last thing Billy remembers is being at the bar trying to pick up a hot chick to take home for the night. He didn’t realize that the hot chick was working for Mistress Lexi Sindel as sort of a talent scout. It’s her job to find suitable males for Mistress Lexi to turn into sissy rubber sex dolls! Billy won’t be much of a problem to transform thanks to Lexi’s special serum. It makes males so compliant and very horny – two qualities that are indispensable to a good sissy sex doll.

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Ruby Onyx – Sissy Spit Roast

With a queue of well hung Girthy Alphas waiting to ruin our sissy bitch, its only fair that me (Ruby Onyx) and Adreena Cuckoldress give her the rude awakening required! Awoken from her caged slumber we drag her up, and bend her over, prepping her pussy hole for a Severe Fucking! It wouldn’t be suitable preparation for a gnarly butchering without making her receive our cock at both ends in this Spit Roast Spectacular!

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Ruby Onyx – Sissy Suck After Gym Pounding

More acts of depravity ensue in our sordid members only gym! Time to loosen up this little slut hole before his workout! Mistress Ava Von Medisin kindly works copious amounts of ass lube into the rectum of this slut! Prepping him nicely for the ass pounding he is about to receive from our huge hard cocks! Once thoroughly pummelled we assign our sissy slut to come on over and be a good little fluffer for us! Licking up all that excess ass lube and sweat from his ball sack! We even make her chow down on his cock too!

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Adreena Winters, Ruby Onyx – Ruined Sissygasm

Me and Ruby Onyx strap up our sissy Jessica Dee and ensure we cant hear her whining as we shove a ball gag in her mouth! Now firmly affixed and unable to move we go to work in teasing this sissy bitch into complete submission! All locked up in her cage and totally helpless we take great pleasure in subjecting her mini manhood to our orgasmic wands! Its time to play until we finally reach Sissygasm! Sadly for this little slut, it wont be as pleasurable for her!

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Ruby Onyx – Sissy All Caged And Cucked

Oh there probably isn’t a time in your life where you haven’t ever felt THIS WORTHLESS! That’s right! My Sexy Big Bull is on his way over to give me a good Fucking. You however… will lay there in discomfort trying to bust out of your cage watching as he Satisfies me in ways which you could never achieve! You can do one thing though! You can eat all of our cum once we have finished, there’s a good little cum eating slut!

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Lady Perse – Pegging With My Sissy Slave

My new sissy slut loves sucking dicks and get fucked! Today I will get some fun with him. He will suck my strap on and be pegged. Keywords: face fucking, pegging, dildo, sissy, sissification, deep throat, strap on, feminization, strapon sucking, anal, shiny leggings, ass fucking.

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Mistress Alexandra – Sissy Slut Abused As A Cum Bucket

Today I decided that My sissy slut needs to be trained some more. So I invited My good friend Mistress Astoria to join Me and abuse that whore the way We like. We were pegging and training her to suck Our strapons while she was feminized already. And of course she became once again My cum bucket.

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Amadahy – Chastity Slave Becomes A Sissy Slut

Amadahy makes the sissy practice walking in heels. The sissy will be trained to like cock. Amadahy lists all the additional duties the slave will now have as a sissy. The sissy will never be a real man or a real girl. It will always be a sissy slut. Amadahy introduces her feet into the sissys mouth. She tells the sissy that its going to be rewired to love cock. Amadahy makes the sissy gag on her feet. She teases the sissys chastity with her feet. Amadahy tells the sissy to bend over and spread its ass cheeks. It does. The sissy admits, as per Amadahys instruction, that its going to love sucking cock and swallowing loads of hot cum.

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Calea Toxic – My Sissy Property

To his shame and my financial advantage, I have declared slave 66 permanently my sissy property. With Sissys and their fuck holes rent mistress can make yes good cash and so my Sissy gets the best training ever before she may expect with freshly made tits defenseless in the hotel tied to a chair her first client.

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Cali And Kenzie – Sissy Trained To Take Cock With Machine Fucking

Kenzie flips through a publication while her sissy is fucked by machine. The sissy has been strapped into a stockade and is completely helpless as its ass is pounded by the motorized dildo. Kenzie ignores the sissys whimpers as she reclines on a pink chaise. Cali drops by to visit. Shes equally interested in the magazine Kenzies been leafing through and joins her friend on the chaise for a cuddle. The friends chat about the publication and talk about nail salons, completely ignoring the sissy in training. Kenzie shows Cali how shes been wearing the sissys chastity key for two months as part of its training as well.

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Goddess Alexandra Snow – Ride My Dick, Sissy

First time seeing a dominatrix? I thought so. You’ve got “nervous sissy bitch” written all over your face. You even came wearing women’s lingerie under your street clothes. Isn’t that just precious? Well if you want to be a real sissy, you’re going to have to learn to take my cock in your sissy hole. But I’m not going to bend you over and fuck you from behind. No, that sounds like too much work on my part. Instead, you’re going to sit on my cock like a good little sissy and look right into my eyes as I’m fucking you. I hope you’re lubed up, sissy. You’re going to be riding this cock until your legs give out.

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Mistress Lola Ruin – Sissy Suck And Fuck

So sissy bitch, you’re back for a little more training, and I think it’s time you graduate to the next level. You have already perfected the art of a sloppy blowjob, so let’s start with that. I want you to make sure you get My cock good and wet, ready to slide into your tight little virgin pussy for the first time! Don’t you love the thought of Mistress taking your anal virginity? I can see you getting wetter and wetter whilst you wrap your lips around My beautiful cock. Now, turn around, bend over and spread those cheeks.

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Ally Tate – Edging Sissy Dick

Sex Goddess Ally Tate has a big date tonight with a huge cock and sadly for her slave it’s not with him. Luckily Ally is a kind Mistress and allows her sissy cuck to let out all that tension while she is getting fucked by a real man. She can’t help but be a cruel, sexy tease though and makes sure his milking is as frustrating and ruined as possible. He will have the taste of cum lingering in his mouth for the rest of the night so he is constantly reminded of his sissy cuckold status in life.

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Jenna Reid – Sissy Cuck

Jenna Reid bullies her sissy cuck then gets it on with fresh cock. Her sissy loves to please. Genres: Big Natural Tits, Blowjob, Brunette, Creampie, Cum Eating, Cowgirl, Cuckold, Doggy Style, Not Shaved, Interracial, Fetish, IR, Hardcore, Foot Fetish, Bisexual, Missionary, Teen, Young Mistress.

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Sissy Whores Temptation Pt 2

Asia Monroe puts on her harness; she’s about to ride this Sissy and make him take girl-cock. He holds his cheeks open to receive her fingers then she mounts him, making the nervous sissy slut moan like the girl he is. Asia turns the slut over onto his back to pummel in deeper, making him moan even louder until he is raw from the fucking. And just as they’re bout to finish, they are caught in the act by his Pimpstress Sonya.

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Sissy Whores Temptation Pt 1

Sissy Whore Gabriella is in trouble. Mistress Asia Monroe approaches him while he’s out hustling for his Mistress. She tempts Gabriella with money so she can have time together alone. Asia makes Gabriella suck a dildo and uses the opportunity to convince him to be her bitch instead of Sonya’s. He gets lost in the throes of passion even though he knows better. Will Asia Monroe succeed in her plot? Let’s find out what happens.

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