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Showing 361 - 420 Videos

Self Facial Fun video from Ryley Rails

Self Facial Fun by Ryley Rails I'm a naughty masked tgirl that loves cum! See me get a masked facial but I want more cum. So I beat off my sissy cock and do a self facial and have two yummy loads to eat swallow!

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Sissy Sub Jerk Off + Cum Eating Instruction video from Miss Luci

Sissy Sub Jerk Off + Cum Eating Instruction by Miss Luci Submitting to your Mistress in panties changes things for you, sub - you're not longer a little beta bitch boy here to do my bidding.....pay attention as I teach you how to fully embrace the feminine and stroke a sissygasm out of your pretty clit dick! Jerk off instruction, dirty talk, light humuliation, sensual domination, cum eating instruction, fingering, tease, and cum eating.

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Fucking submissive slut video from MadameKINKyKay

Fucking submissive slut by MadameKINKyKay Fucked him until I creamed all over him

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SISSY SLUT WILL BE FUCKED BY THE COLLEGE FOOTBALL TEAM video from Ellie Idol

SISSY SLUT WILL BE FUCKED BY THE COLLEGE FOOTBALL TEAM by Ellie Idol You're not a real man, you're just a big pretender. Ellie knows this because when you watch porn, you're not looking at it from a normal man's perspective. You're not looking to be the man doing the fucking, you're imagining being the woman getting her holes stuffed and playing with cock! Unfortunately, men don't want their sluts looking manly, so Ellie is going to dress you up in feminine clothing and lipstick! If anyone can help, it's her! And the whole college football team she's invited over to come gangbang you!! It's a dream come true for a sissy slut in training, isn't it? You'll be taking jock cock after jock cock in your holes and when it's all said and done, you'll pull your thong back up and let all that jizz dribble out of your asshole into your slutty panties.

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But(t) with cream(pie), please! 1/2 video from Ladyvampira

But(t) with cream(pie), please! 1/2 by Ladyvampira But with cream, please! The sweet spraycream is already dripping wet from the cock so that Missy has something to snack on during the blowjob until the cum squirts! With a sticky mouth, my maid looks humbly into the camera as I grab her blonde hair. The slave himself does not know who is giving him oral satisfaction and enjoys the efforts of the inexperienced tranny. And already there is a change of position! The slave is fixed on the cage in the dungeon and the whore underneath. The veterinary gloves give an idea of how things will continue ... / Aber bitte mit Sahne! Die süße Sprühsahne tropft schon feucht vom Schwanz damit Missy beim Blowjob was zu naschen hat, bis die Ficksahne spritzt! Mit klebrig verschmiertem Mund schaut meine Zofe demütig in die Kamera, als ich ihr in die blonden Haare greife. Der Sklave selbst weiss nicht wer ihn da oral befriedigt und genießt die Anstrengungen der unerfahrenen Transe. Und schon gibt es einen Stellungswechsel! Der Sklave wird auf dem Käfig im Kerker fixiert und die Blashure darunter. Die Veterinärhandschuhe lassen erahnen, wie es weiter geht...

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Ryley Cum Compilation Volume 7 video from Ryley Rails

Ryley Cum Compilation Volume 7 by Ryley Rails 8 huge cumshots in this compilation with me cumming in my coffee, cumming all over my clothes, getting several facials, and licking up what I miss off the floor!

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Facial Fun video from Ryley Rails

Facial Fun by Ryley Rails Started my day off being a good sissy sucking on a big cock until he coats my tongue with his warm sticky cum! I swallow it all but want more so I bend my sissy body and shoot a huge load straight into my mouth!

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But(t) with cream(pie), please! 2/2 video from Ladyvampira

But(t) with cream(pie), please! 2/2 by Ladyvampira Deep underground, deep in your ass. Down there in the dungeon you can moan and scream as loud as you want. Nobody will hear you deep down in the dungeon. There the slaves are held captive, there Missy is waiting for use! Strapped to the cage, the cock is in the mouth and the fist in the ass! / Tief unter der Erde, tief in deinem Arsch. Dort unten im Kerker kannst du so laut stöhnen und schreien wie du willst. Niemand wird dich hören, tief unten im Verliess. Dort werden die Sklaven gefangen gehalten, dort wartet Missy auf Benutzung! Auf den Käfig geschnallt steckt der Schwanz im Maul und die Faust im Arsch!

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Queen of Darkness Fuck Trash Feeding video from Ladyvampira

Queen of Darkness Fuck Trash Feeding by Ladyvampira Missy continues to be held in the dungeon without daylight and has to learn how to better orally satisfy men. A crossdresser descends with the mistress in the dark dungeon and surrenders to the sadistic whims of his dominatrix. No man can resist the Gothic Mistress, or even resist her dominance. Lady Vampira recognizes his submissive side in every guy and makes him a devoted slave to her bizarre lust. Her red lips suck on the cigarette, kneeling in front of her the Sissymaid sucks on the tail of the suitor. Pushed into the corner by Lady Vampira, the beautiful mistress in the strict leather corset graciously burns air holes in the plastic bag on the slave's head and ashes in his mouth. True to the motto "Blondes do it better", my blonde sissy whore will now earn his garbage dinner and eat the fuck garbage! / Missy wird weiter ohne Tageslicht im Kerker gefangen gehalten und muss lernen, Männer besser oral zu befriedigen. Ein Crossdresser steigt mit der Herrin ins dunkle Verliess hinab und ergibt sich den sadistischen Launen seiner Domina. Kein Mann kann der Gothic Mistress widerstehen, oder sich ihrer Dominanz gar widersetzen. Lady Vampira erkennt in jedem Kerl seine devote Seite und macht ihn zum ergebenen Sklaven ihrer bizarren Lust. Ihre roten Lippen saugen an der Zigarette, vor ihr kniend saugt die Sissymaid am Schwanz des Freiers. Von Lady Vampira in die Ecke gedrängt, brennt die schöne Herrin im strengen Lederkorsett gnädig Luftlöcher in die Plastiktüte auf dem Kopf des Sklaven und ascht ihm ins Maul. Getreu dem Motto "Blondes do it better", wird sich meine blonde Sissy Hure nun sein Abfall-Abendessen verdienen und den Fickmüll fressen!

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Cunt Servant video from Ladyvampira

Cunt Servant by Ladyvampira Mmmhhh, your cunt is already dripping with lust and you are writhing in your bonds. This is how it feels to be my slavegirl and to be used like a whore! But you are and will remain my cunt servant, subject to female rule! The torment of orgasms is almost unbearable, my fingers jerk off your latex pussy, you moan and suddenly there is a blow with the paddle and you scream! Again and again... / Mmmhhh, deine Fotze tropft ja schon vor Geilheit und du windest dich in deinen Fesseln. So fühlt es sich an meine Sklavin zu sein und wie eine Hure benutzt zu werden! Aber du bist und bleibst mein Fotzenknecht, der weiblichen Herrschaft unterworfen! Die Oragsmus Qual ist kaum auszuhalten, meine Finger wichsen deine Latex Muschi, du stöhnst auf und plötzlich kommt ein Schlag mit dem Paddel und du schreist du auf! Wieder und wieder...

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OMG! I GOT CHANGED INTO A WOMAN video from Chastity Lynn

OMG! I GOT CHANGED INTO A WOMAN by Chastity Lynn The last thing I remember was being out with my friends at a strip club. I’d been really rude to one of the strippers and got into an argument with management who banned me from the club. I begged the manager to change his mind and finally he agreed and said we could all come back tomorrow. I thought it was all good… just another crazy night, but I wake up in the morning to find myself CHANGED INTO A WOMAN!!!! I’m wearing strippers clothes and my furniture is all pink with girly decorations. I panic and message my friends, only to find that they've all been changed into women also! I decide to watch some porn to calm down, only to my horror, its not the girls I’m interested in!! I shake my head and keep affirming that I’m straight and a guy! I mean I’m definitely not gay! I’ve never been into dudes!!!!!!!! It doesn't matter how hot and hard that guys throbbing cock in the video is... oh FUCK! What did I just think?! I feel SO conflicted. I have all these desires I’ve never had before! How repulsing! I want to dance and show off for guys, but also find these feeling completely disgusting. I try desperately to get off to lesbian porn but I just don’t find the women hot anymore. I jerk off to all of my favorite old go to videos only finding myself getting wetter and wetter looking at men and their big hard cocks. I eventually cum really hard while screaming about getting fucked and dominated by A MAN, only afterwards realizing what I’ve done. In the end I suddenly find myself dressed ready for a night at the club. I sigh to myself that I may as well go to ask the manager to change me back as I prepare to go see my friends. Shame they don't have their cocks anymore, I could totally show them what I’ve learned.... FUCK! NO! I’M NOT GAY! Or am I?!

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Cunt Servant 2 video from Ladyvampira

Cunt Servant 2 by Ladyvampira Only your Fuckface sticks out of the latex bondage and your hard cock arches towards me in the sauna bag. We masturbate together and I ride you with the vibrator until you can't help but cum! My big tits and my plump ass rub wet against the shiny latex, my femdom lust drives you crazy! First I get the hot juice out of you, then I fill your wet cunt with my divine pee again! / Nur noch dein Fuckface ragt aus der Latexbondage und dein harter Schwanz wölbt sich mir im Saunasack entgegen. Wir masturbieren zusammen und ich reite auf dir mit dem Vibrator, bis du nicht anders kannst als abzuspritzen! Meine großen Titten und mein praller Arsch reiben feucht über das glänzende Latex, meine Femdom Lust treibt dich in den Wahnsinn! Erst hole ich den geilen Saft aus dir raus, dann füll ich deine nasse Fotze mit meinem göttlichen Natursekt wieder auf!

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Lipstick Fetish video from Lululemxn

Lipstick Fetish by Lululemxn Polly puts on her favourite bright red lipstick and reapplies after getting it all over her toys and mirror, blotting and smearing it just for you

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sissy chastity fuck machine training video from Evelyn Tumbles

sissy chastity fuck machine training by Evelyn Tumbles chastity training on my fuck machine :))) watch me turn it up to 100 in my first ever try on my machine eventually i escape from my cage and find release hehehe

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Public Viewing 1 video from Ladyvampira

Public Viewing 1 by Ladyvampira The wild rock and roll lifestyle of a real FemDom goddess in a leather jacket and leopard dress knows no bounds! Uncompromisingly, of course, the rockabilly mistress uses the nettles and jokes "pure nature!" As a passionate dominatrix, she loves to humiliate her crossdresser victim in public. Always with the ulterior motive of being "caught". / Der wilde Rockn Roll Lifestyle einer echten FemDom Göttin in Lederjacke und Leokleid kennt keine Grenzen! Kompromisslos natürlich bedient sich die Rockabilly Herrin an den Brennesseln und scherzt dabei "Natur pur!". Als passionierte Domina liebt sie es ihr Crossdresser Opfer in der Öffentlichkeit zu demütigen. Immer mit dem Hintergedanken, "erwischt" zu werden.

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Public Viewing 2 video from Ladyvampira

Public Viewing 2 by Ladyvampira A cozy smoke at the window. Too bad that we are not comfortably at home, but in an abandoned ruin somewhere in Cottbus. When driving past the drivers can also see how the stupid tranny licks my boots. Dominatrix Lady Vampira personally shows her TV slut in public and looks down arrogantly from above. The nettle hurts in the women's panties of the crossdresser pig and as a human ashtray the slave has to kneel in front of his mistress! / Gemütlich am Fenster Eine rauchen. Zu dumm dass wir nicht gemütlich zu Hause, sondern in einer verlassenen Ruine irgendwo in Cottbus sind. Im vorbei fahren können die Autofahrer auch noch sehen, wie mir die dumme Transe meine Stiefel leckt. Domina Lady Vampira höchst persönlich führt ihre TV Schlampe öffentlich vor und schaut arrogant von oben herab. Im Damenslip der Crossdresser Sau schmerzt die Brennnessel und als menschlicher Aschenbecher muss der Sklave brav vor seiner Herrin knien!

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Swallow my Loads Sissy Trainer video from Ryley Rails

Swallow my Loads Sissy Trainer by Ryley Rails Welcome to Ryley's Sissy Training School! In this session I stroke my cock and bounce my balls in your face getting you ready to swallow 2 loads of cum straight from my cock! I'll teach you how to be a good sissy slut and swallow it all!

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Chastity sissy needs locked in pink cage video from SultryMissEm

Chastity sissy needs locked in pink cage by SultryMissEm It's not just that you like being locked up, it's that you like being locked up in a pretty pink cage and dressing like like a little sissy. Let's lock this thing up and move forward in your sissification!

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Feminized at the Salon video from Joules Opia

Feminized at the Salon by Joules Opia One day as you're walking down the street, you pass a salon and feel a magnetic pull. You enter the salon and are immediately greeted. You're told they have been expecting you and they sit you down in a salon chair. They perform many services on you, washing and styling your hair, a facial, waxing, a massage, etc. With each service your body is transforned. Gradually you become more and more feminine until your body is entirely transformed into that of a beautiful, confident woman! This is a custom mesmerization audio set to a spiral. The focus is on feminization and empowerment. keywords, feminized, feminization, sissification, sissy training, mesmerize, mindfuck, salon, spa, mesmerizing, spirals, mindwash

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Bi Doll Rubber Clinic 1 video from Ladyvampira

Bi Doll Rubber Clinic 1 by Ladyvampira Part 1: Bi Doll goes into the experienced hands of Lady Vampira. As always, the dominatrix shows herself amused before things get "serious". It is well known that girls like to play with dolls and boys want to be one themselves. The red latex catsuit shines and goes perfectly with the sexy latex dress of the mistress. The horny 2-hole rubber mare is allowed to touch her plump tits by herself, she is tied up in Segufix so ingeniously. Now it's time for ventilation therapy, with pee! / Teil 1: Bi Doll begibt sich in die erfahrenen Hände der Lady Vampira. Wie immer zeigt sich die Domina amüsiert, bevor es "ernst" wird. Mädchen spielen bekanntlich gerne mit Puppen und Jungs möchten selbst Eine sein. Das rote Latexcatsuit glänzt und passt perfekt zum sexy Latexkleid der Herrin. Die geile 2 Loch Gummi Stute darf sich selbst an die prallen Titten fassen, so raffiniert wird sie in Segufix gefesselt. Nun wird es Zeit für die Beatmungstherapie, mit Natursekt!

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Sissificaton hypno joi (audio only) video from Jayce

Sissificaton hypno joi (audio only) by Jayce Surrender your mind to devotion to being a mindless crossdressing cock slut! Art and audio by me.

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SpyCam stepsis butt crack while cleaning video from Crystal Phoenix

SpyCam stepsis butt crack while cleaning by Crystal Phoenix You have been so curious about your trans stepsister, you want to know what is she doing inside her bedroom, maybe something naughty... so you put a little cam while she is at college, and then after some days, you finally get a good vid, it have been worth it, just a vid about she cleaning her room but, she has a very sexy butt crack and... OMG! at the final of the vid she jerk off and cum.

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Psychobilly Bitch From Hell video from Ladyvampira

Psychobilly Bitch From Hell by Ladyvampira Pathetic losers have to wear their maid's dress so that everyone can immediately see what an impotent sissy is kneeling in front of them! TV slut Missy Romina is allowed to pour her mistress a glass of champagne to enjoy the beautiful afternoon in Femdom Empire. Lifestyle Mistress and Psychobilly Bitch From Hell Lady Vampira, never misses an opportunity to humiliate and show off their slave in public. As if the pink panties weren't already embarrassing enough, the sissy maid also has to show how cool it is to lick the mistress's boots! But the horny little whore did not expect the ballbusting ... / Erbärmliche Loser müssen ihr Zofenkleid tragen, damit jeder sofort sehen kann, was für eine impotente Sissy vor ihnen kniet! TV Schlampe Missy Romina darf ihrer Herrin ein Glas Sekt einschenken, um den schönen Nachmittag im Femdom Empire zu genießen. Lifestyle Mistress und Psychobilly Bitch From Hell Lady Vampira, lässt keine Gelegenheit aus, ihre Sklavin öffentlich zu demütigen und vorzuführen. Als wäre der rosa Slip nicht schon peinlich genug, muss die Sissy Maid auch zeigen, wie geil es ist, der Herrin die Stiefel zu lecken! Mit dem Ballbusting hat die kleine geile Hure aber nicht gerechnet...

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Miss & Mistress 2/5 video from Ladyvampira

Miss & Mistress 2/5 by Ladyvampira Just because TV maid Miss (y) Romina is allowed to be dominant, she is not released from her duties of handing the mistress the champagne. After all, the ladies want to have fun and not sit on dry land! But the slave also begs for tingly pleasure and the mistress is gracious with a hot dominatrix kiss! Matching the corset, the little slut wears panties that cover his red ass. But the mistresses want to see what their whips have done while licking their boots! / Nur weil TV Zofe Miss(y) Romina mal dominant sein darf, ist sie nicht von ihren Pflichten entbunden, der Herrin den Sekt zu reichen. Die Damen wollen sich schließlich amüsieren und nicht auf dem Trockenen sitzen! Doch der Sklave bettelt auch nach prickelndem Genuss und die Herrin zeigt sich gnädig, mit einem geilen Dominakuss! Passend zum Korsett trägt die kleine Schlampe einen Damenslip, der seinen roten Arsch verdeckt. Die Herrinnen wollen aber sehen, was ihre Peitschen beim Stiefel lecken angerichtet haben!

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Body Swap - Transformation Fantasy video from Lettie Lith

Body Swap - Transformation Fantasy by Lettie Lith You've had a crush on me for so long, it's at the point where you don't know if you want to be with me, or just be me... You buy a device online which claims to facilitate body swaps. You don't really expect it to work, but you'll try anything at this point. You awaken, feeling somewhat different. Your hands run over your body, only to discover... it's not your body... Moving to the mirror, you realise your fantasy has come true. Staring back at you is your crush. You explore this new experience, feeling all the new ways you can bring yourself pleasure, stroking and grabbing at your feminine curves. Spotting a dildo on the table, you know exactly what you want to do.

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Couple Aggressively Degrade Bi Sissy Fag video from KetMarz

Couple Aggressively Degrade Bi Sissy Fag by KetMarz Verbally aggressive toward our little bi sissy. Please do not purchase if you are offended by language! We are sex positive and accepting of all kinks and sexual preferences, otherwise we wouldn't make these for clients that specifically request them.

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audio only - pink brain wash erotic voice file video from Goddess Ebony

audio only - pink brain wash erotic voice file by Goddess Ebony audio only , no video, pink brain wash feminisation hypnosis audio. be missebonys sissy girl, one who will love everything pink and girly. findom trigger words.

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audio file only - panty fetish erotic voice file video from Goddess Ebony

audio file only - panty fetish erotic voice file by Goddess Ebony audio only, no video, panty fetish hypno file. you love panties. you will love panties. findom trigger words.

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audio file only - be my good girl erotic hypno file video from Goddess Ebony

audio file only - be my good girl erotic hypno file by Goddess Ebony audio file only - be my good girl erotic hypno file feminisation. findom trigger words.

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Slutty But(t) Slave 1/2 video from Ladyvampira

Slutty But(t) Slave 1/2 by Ladyvampira Mirror, mirror on the wall, who is the biggest rubberslut in all of FemDom Land? Creep in and greet your mistress (un) properly, you cock-hungry latex whore! You can hardly stand touching the legs of your goddess and kissing her high heels, so the dildo is waiting for your greedy blow mouth! Get on your knees and look yourself in the eye as you blow that fat rubber cock deepthroat! Turn around and stretch your wet asshole towards the "Glory Hole" and let yourself be fucked nice and anal! Stop whining he's too big, otherwise you will stay chaste for another 3 weeks! / Spieglein, Spieglein an der Wand, wer ist die größte Rubberslut im ganzen FemDom Land? Kriech herein und begrüße deine Herrin (un)anständig, du Schwanzgeile LatexHure! Du kannst es kaum aushalten die Beine deiner Göttin zu berühren und ihre High Heels zu küssen, daher wartet der Dildo auf dein gieriges Blasmaul! Auf die Knie und sieh dir dabei selbst in die Augen, wie du diesen fetten Gummischwanz Deepthroat bläst! Dreh dich um und streckt dem "Glory Hole" deine nasse Arschfotze entgegen und lass dich schön anal ficken! Hör auf zu jammern er ist zu groß, sonst bleibst du weitere 3 Wochen keusch!

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I Want You To Be a Pretty Princess video from Mandy Madison

I Want You To Be a Pretty Princess by Mandy Madison "I want you to experience femininity and I will be your guide" "Pick out a cute outfit and try it on for me"

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Bella's Chastity Release video from Bella

Bella's Chastity Release by Bella After having me locked in chastity for over a week, my Mistress finally allowed me to have release. However, she demanded that I film myself cumming so that everyone could enjoy my orgasm with me. Watch me jerk off for my Mistress and encourage you to stroke along with me. The ending features some nice cum-eating that you're welcome to join in as well

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Sissy/BBC Control video from PrincessAnitta

Sissy/BBC Control by PrincessAnitta Sissy/BBC Control clip: let me in Beta. It's time to realize your faith and give in to your destiny. As my BBC loving sissy ready to worship and serve me every way possible.

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Flush Your Keys: Permanent Chastity video from Goddess Shawna

Flush Your Keys: Permanent Chastity by Goddess Shawna You've played around with chastity sentences, orgasm control and femdom, but today we're going to take it so much further! The idea of permanent chastity has intrigued you for the longest time. Never being allowed to cum nonetheless even touch yourself! Today we're kicking off LOCKtober by flushing those keys leaving you permanently denied for the rest of your life all in the name of Mistress Shawna. You know you can trust me right? I would never make you do anything that wasn't good for you or you couldn't handle. This is the best decision you can make, because ultimately, you'll no longer be controlled by your cock, but instead by your favorite Femdom keyholder/Chastity encourager. Find your new place as a permanent, sexless, jerkless, slave in my Shawnaholic cult!

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Just a Hole video from Goddess Shawna

Just a Hole by Goddess Shawna I know you've craved taking a nice, thick femme cock up that tight little hole of yours. Ass play is nothing new to you, you've tried some fingers, a butt plug, maybe even a small dildo. Today, we're taking the next step in your sissified, beta slave life because today you're just a hole for my long, rock hard strap on. Enjoy a POV of blowjob instructions including a nice hard face fuck, accompanied by my verbal abuse. Listen as I tell you how I'm going to whore you out to all my friends all while giving you multiple POV positions of my huge strap on stretching out your cum dump of an asshole. Show me what a filthy slut you can be for my strap, following my every command. Maybe I'll even reward you by naming you my official new fuck doll!

^$15.00 Add to Cart

panty shopping spree for my sissy video from Veggiebabyy

panty shopping spree for my sissy by Veggiebabyy If you're going to be a real sissy, you need to own plenty of panties. I walk you through all the different types of panties you'll need to buy and when you'll be wearing them. Each style has its uses. After I feel you've been thoroughly educated on what to buy, I send you out on your own to start your shopping spree. Be sure to show me what you buy! This video is very fun, gentle, and affirming, like a friend helping you learn about the world of womanhood.

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you're going to be my new sissy camwhore video from Veggiebabyy

you're going to be my new sissy camwhore by Veggiebabyy I'm tired of being a camgirl, so now you're going to do it for me. I've got all the basics for you right here: slutty lipstick colors, sexy lingerie, high heels, and of course, big dildos for you to fuck for all those men tipping you. I walk you through the process, explaining the basics of what you need to know to get started. You're going to let those nasty men on those camsites use you like the good little camslut you are. Obey everything they ask of you, and then give all of the money you earn to me. Oh, and don't come crying to me when they decide to cum deny you for weeks.

^$14.00 Add to Cart

Feminization FemDom Session video from Tabitha Angel

Feminization FemDom Session by Tabitha Angel Welcome to your first feminization session with Goddess Tabitha! We've gotten to know each other a bit via messages, but this is your first time coming in person, wearing your panties, and trying a bit of gender play with a gentle FemDom! A new start on your sweet and soft journey!

^$5.00 Add to Cart

Sissy Slut Cuck Surprise Makeover video from Marigoddess

Sissy Slut Cuck Surprise Makeover by Marigoddess Princess has a surprise for you, cuck. It's been nearly a week since She last saw Her boyfriend, and Her Princess pussy is aching for a good fuck. Her boyfriend is coming over tonight, and that means you're lucky enough to get to play cleanup after their hot fuck session. You're going to lick up his load after he unleashes inside of Her. Before he ever puts his big dick inside of Her though, you're going to suck his cock. Don't be nervous, cucky. You've fantasized about being a dirty little cock slut for so long, and your fantasy is finally going to become a reality. Her boyfriend has agreed to let you suck his cock. Princess instructs you to put on your chastity cage, and insert your butt plug. She wants to completely emasculate you before Her boyfriend arrives. Not only does She emasculate you, She wants to feminize you as well. Princess is going to get you all dolled up by giving you a full face of makeup, starting with a smoky eye. She wants mascara and eyeliner to be dripping down your cheeks when you're gagging on his thick cock. Princess humiliates you, but She also encourages you, praising you as She compliments how pretty you look with a little bit of eyeshadow. After She's finished, She reveals a frilly pink nighty that She wants you to slip into. Be a good girl and sit still while Princess makes you into a pretty little fuck doll for Her boyfriend.

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Ultimate Big Cock/Ass Worship video from PrincessAnitta

Ultimate Big Cock/Ass Worship by PrincessAnitta Between my words, my growing fat ass in fishnets and big strap on, your mind is about to experience like never before.

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Taboo Vintage Mommy Applies Lipstick video from Lululemxn

Taboo Vintage Mommy Applies Lipstick by Lululemxn I dressed as your vintage pinup mommy and applied my lipstick slowly while still wearing my rubber gloves, with lots of blotting, kissing and leaving stains all over my mirror, then I apply a generous amount of gloss to complete my beautiful lips

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you are my bitch - POV fuck you with strapon video from Veralito

you are my bitch - POV fuck you with strapon by Veralito you want me to fuck you hard with my strapon, but you only get that after I have fucked your mouth. you will listen to me exactly and do what i want because now i fuck you. I will fuck you with my strapon first in your mouth and then in your ass . but only if you will put my dress on well. now the roles are exchanged.

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Slut Casting video from Ladyvampira

Slut Casting by Ladyvampira Countless slaves dream of being part of the bi-slave gang bang themselves. One of these applicants must now prove yourself worthy! The submissive slave experiences strict CFNM feminization, because the slut is naked and stretches his asshole towards his leather mistress! While the slave has to prove during the dildo blowjob that he can also suck the rubber cock deepthroat, Dominatrix Lady Vampira stretches his rosette. Ready for a hot ass fuck with the strap on, the pig moans during FemDom pegging and is then anally fucked with a huge dildo! / Unzählige Sklaven träumen davon, selbst einmal beim Bi-Sklaven Gang Bang dabei zu sein. Einer dieser Bewerber muss sich nun als würdig erweisen! Der devote Sklave erlebt strenge CFNM Feminisierung, denn die Schlampe ist nackt und streckt seiner Lederherrin die Arschfotze entgegen! Während der Sklave beim Dildo Blowjob beweisen muss, dass er den Gummischwanz auch Deepthroat blasen kann, dehnt Domina Lady Vampira seine Rosette. Bereit für einen geilen Arschfick mit dem Strap On, stöhnt die Sau beim FemDom Pegging und wird danach mit Riesendildo anal gefickt!

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Step-Sister's Feminization video from MissMilaRose

Step-Sister's Feminization by MissMilaRose Your step-sister has a sit down talk with you after discovering you've been not only subscribed to her OnlyFans, but also jerking off to her porn! She comes up with a plan to get you back... a complete feminization transformation so you become just the prettiest girl ever!! *** CANON 80D ***

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CEI in spanish video from CutieSky

CEI in spanish by CutieSky Te humillare en este video. Te tratare como una chica por tener el pito pequeño y te hare tragar tu semen.

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Your Bimbo Boss Feminizes and Enpowers You video from Nicky Thembo

Your Bimbo Boss Feminizes and Enpowers You by Nicky Thembo All the best parts of the feminizing kink minus the icky stuff. This is a trans friendly feminization fantasy performed by an agender performer. There is no homophobic, transphobic, or misogynistic slurs or dialogue. Its a sexy, light hearted fantasy about your bimbo boss orienting you to your new job where you will be dolled up and dumbed down until you are a beautiful idiot just like your new boss. There's a strict new glitzy dress code that you'll be expected to adhere to and of course your body will transform into your personal bimbo body ideal. This feminization is never inherently gendered- your "before" is never fleshed out in order to be inclusive to all AND the feminization is never presented as a humiliation or a dishonor. There's no devaluation of femininity or femme folks in general. if this approach to feminzation fetish resonates you, please do keep an eye on my content. This is a theme I plan to return to often.

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You can be a pretty girl too video from Kathy

You can be a pretty girl too by Kathy Let me guide you in your sissification journey

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Sopping Wet Caged Sissy Panty Loser video from Marigoddess

Sopping Wet Caged Sissy Panty Loser by Marigoddess Mistress Marigoddess wants to toy with you today, sissy. Teasing you with Her big bubble butt in sheer black leggings, She tells you you're not allowed to stroke like a real man. Put on your chastity cage, lock up and restrain your pathetic clitty. Princess knows just how to push your submissive impulses, how to make you weak and helpless for Her. Little dicks need to be caged, or in your case, your itty bitty little clit needs to be confined. Next, She wants you to put a pair of girly pink panties over your cage to truly emasculate you. Once you're wearing panties for Her, She wants to put a ball gag in your mouth to keep your slutty mouth quiet, keep you from whimpering, and to ensure you can't possibly say no. How humiliating. Instead of stroking like a real man, you're going to use a vibrator, pressing it against your little clit over your panties. Princess wants you to leak in your cage and soak your pretty pink panties. She wants to leave you a sopping wet mess. When She teases you with Her ass in a thong, it's so easy to drip and drool. It's so easy to become a sissy loser for Her. While you worship Her big bouncy butt, She wants you aching and throbbing in your cage like a good little bitch.

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TIED UP AND FUCKED - SISSY AT MY MERCY video from EmilyAdaireTS

TIED UP AND FUCKED - SISSY AT MY MERCY by EmilyAdaireTS I wanted to explore my dominant side for a while... What a nice coincidence, that one day I found this sissy bitch in my bed. First I had to tie her up of course and then cut open the pantyhose, before I test how well the asshole is stretched. I have to help a bit with my fingers and stretch nicely, while the bitch sucks my cock - until I push it bareback in her ass and fuck her rough. At the end she may then suck my cock clean and gets my sweet load in her mouth.

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Step-Mommy's Magic Vitamin Gender Transformation video from Marigoddess

Step-Mommy's Magic Vitamin Gender Transformation by Marigoddess Step-Mommy always wanted a little girl, but instead She got you. You've always been kind of a sissy, so it shouldn't be that big of an adjustment when step-Mommy introduces you to the magic pill that's going to completely transform you into a girl. Two little vitamins down your hatch will alter you to the core, forever. Step-Mommy explains exactly what's going to happen to you, easing you into the idea of full emasculation and complete feminization. Once the deed is done, you start to transform within a matter of seconds. Now that you're a girl, step-Mommy gives you a pretty pair of pink panties to wear. Be a good girl for step-Mommy, and put them on, Princess.

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Sissy Doll video from Ladyvampira

Sissy Doll by Ladyvampira To a dominatrix, men are just toys. Defenselessly chained to the bed and helplessly exposed to her perverted imagination. First of all, the slave enjoys his strict feminization and the dominance of his beautiful mistress. The feeling of big tits in a bra and dressing as a good sissy maid. But when Lady Vampira announces that she will permanently depilate his pussy in order to send the slut to buy, the TV slave has to be firmly fixed and then relentlessly trained! / Für eine Domina sind Männer nur Spielzeug. Wehrlos ans Bett gekettet und ihrer perversen Fantasie hilflos ausgesetzt. Zunächst genießt der Sklave seine strenge Feminisierung und die Dominanz seiner schönen Herrin. Das Gefühl von großen Titten im BH und das Ankleiden als brave Sissy Maid. Doch als Lady Vampira ankündigt, seine Muschi dauerhaft zu enthaaren, um die Schlampe anschaffen zu schicken, muss die TV Sklavin fest fixiert und dann unerbittlich dressiert werden!

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Your First Stroll video from Deity Kinky

Your First Stroll by Deity Kinky I still remember the first time you approached me and begged to suck a cock for me. Now, here we are preparing for your first night out as my money making slut. Sit down, let me give you a little pep talk before your first stroll.

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Anal Probing video from Deity Kinky

Anal Probing by Deity Kinky We all have to start somewhere, right? Well, this is your introduction into anal training. We're going to stretch you out, bit by bit.

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Ms Sinclair Makes You a Sissy video from SinSpice

Ms Sinclair Makes You a Sissy by SinSpice "Ms Sinclair Makes You a Sissy" - You wake up to Sophia finishing dressing you. You have black stockings and a matching thong on. She proceeds to give you a fresh face of make-up, explaining that today your sissy training starts. To prove you are ready to move forward with your sissification, you must cum in your new thong. If you can cum in your thong, she is ready to advance you to the next level.

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Femboy Services with Mistress Kat video from KinkyCurvyKat

Femboy Services with Mistress Kat by KinkyCurvyKat You're finally giving in to your lifelong fantasies of becoming a femboy and seek the services of Mistress Kat to help you with your journey. She talks you through the process, starting with measuring everything, with a perfect overhead view of her on her knees for you to fantasize about later. Once your measurements are done, she goes over your daily calorie goals, gaining goals, and expected time before you achieve your ideal curvy body.

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sissy gets hazed at a party video from Lilredvelvet

sissy gets hazed at a party by Lilredvelvet youre a known sissy who loves to do humiliating things. in the past youve cum hands free from ass play. me and the popular people are having a party so we invite you as entertainment whether you know it or not. were gossiping about you before you show up but act really nice when you enter. i have a special surprise for you and a game! the game is all the boys will cum into a glass while we play truth or dare, whoever pussies out has to consume the entire glass. the surprise is a huge monster cute dildo just for you! we want to see you sissygasm again while we play our game. you analy ride the humongous dildo until you spurt cum through your chastity cage then you swallow the glass of many mens cum.

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Sissy Chastity Compilation 1 video from Bella

Sissy Chastity Compilation 1 by Bella I've got some hot new jerk off material for all the sissies and sissy admirers out there. I know lots of you are interested in seeing my clips in the classic compilation format, so here's my first collection! Make sure you buy and promote my clips if you want to see more in the future

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Feminization FemDom Session Part 2 video from Tabitha Angel

Feminization FemDom Session Part 2 by Tabitha Angel Welcome to your second feminization session with Goddess Tabitha! ♥ In a secluded little vacation getaway, we spend a longer session together today with dressing you up in a matching lingerie set to Me once again, but this time we take it another step further in your gentle feminine journey and apply a bit of makeup! You look so cute for Me!

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COMING OUT AS TRANS TO YOUR BEST FRIEND video from Ellie Idol

COMING OUT AS TRANS TO YOUR BEST FRIEND by Ellie Idol You sit your best friend Ellie down for very important news: you're coming out to her as trans! Ellie always felt you were feminine and even feels this could bring your friendship to a newer level of closeness. You're one of the girls after all! She suggests trying out new outfits to match your inside better. What safer place to do it than here? She wants to help you discover your true self and embrace your new life with comfort and confidence. You'll only find LOVE and SUPPORT here.

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Let's Be Sissies Together video from Ash Wednesday

Let's Be Sissies Together by Ash Wednesday Can we roleplay for a bit? I just want to be small and soft with you...

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