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  • Delivery Boy Pt 1
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  • Crossdressing
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  • Pov Caught
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  • Ruffle Worship
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  • Caged Sissy
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  • Brutalized In
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  • Handjob Cumshot Pt
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  • Hypnotic Panties
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  • Otk Spanking Pt 1
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  • Panty Gagged
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  • Panty Therapy Pink
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  • Permanently
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  • Punishing A Virgin
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  • Red Lipstick Slut
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  • Spanking Sissy Pt
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    All content on Kinky Clips is Role Playing Fantasy only.
    All content is consensual and is acted out by models of legal age.
    Random Clips more
     Chastity Breasts Lingerie Pt 2 Sissy Amy Makeover Threesome
    16 minutes    		  Chastity Breasts Lingerie Pt 2 Sissy Amy Makeover Threesome - Sissyamy arrival part 2 - chastity belt, breastforms & lingerie suzanne and I enjoy putting our long-term captive into an "access denied" chastity belt. sissyamy forbidden from touching male clothing and her pesky male genitals must be safely tucked away as well! This custom chastity belt makes sure that orgasm is impossible for our slave, while at the same time presenting a nice smooth "feminine" profile. the unique guards on this chastity belt make sure that cutting the locks is impossible. Since only key is safely nestled in my cleavage, sissyamy must helplessly comply with our sadistic crossdressing fantasies if "she" ever wants to jack off again! i especially enjoy how powerful the breastforms are in transforming sissyamy from a dude to a damsel in distress. With a little chest shaving and see-through lingerie it is impossible to tell that those beautiful breasts aren't really hers. They even feel real! We just can't keep our hands off her tits throughout this whole scene. thigh high nylon stockings, panties, high heels and even a tightly-laced corset all add to her feminization dream... Or is it a nightmare? join us at http://****aliceinbondageland**** for more authentic femdom video adventures.  Stinky Panties Pt 1 Panty Drawer Punishment Sissy Femdom
    4 minutes    		  Stinky Panties Pt 1 Panty Drawer Punishment Sissy Femdom - Panty drawer punishment pt 1 stinky panties punishment i know my boyfriend has been secretly wearing my clothing while I am out of the house, the furtive glances and tell-tale stretching of my favorite panties hinted at his naughty behavior... But until now I was missing the proof. i bought a gadget on the internet that would set off a silent alarm when my panty drawer was opened. i told my slave that I was going to a tea party, but instead secretly waited downstairs. I knew my slut would give in to dark, secret desire, it was only a matter of time. He simply can not resist the siren call of my panty drawer... watch me spring this trap and catch my sissy boyfriend rifling through my panty drawer! How should I punish this transgression? Definetely stinky panties? this is the culmination of your biggest fantasy... And your worst nightmare, to be caught red handed??? check out more videos and genderplay at http://****aliceinbondageland**** and http://****aliceinsissyland****
     Pov Caught Stealing Panties Femdom Confrontation Masturbation
    18 minutes    		  Pov Caught Stealing Panties Femdom Confrontation Masturbation - Caught stealing panties - full movie - pov femdom confrontation from now on, you will be buying panties for both of us and I am throwing away all of your boxers! that's right, only frilly panties for my little panty slut from now on!!! i walk you through your future as my little panty slut before I ***** you to masturbate with my dirty panties from last night... I can't resist playing with myself, fingering my pussy while I watch you stroke your cock. I'm turning you into my perfect little sissy slut. a delicious dressing down and lingerie show from your mistress alice... for more of my videos, visit http://****aliceinbondageland**** for more crossdressing and genderplay, check out http://****aliceinsissyland****  Double Penetration Sissy Pt 4 Strapon Threesome Makeover
    9 minutes    		  Double Penetration Sissy Pt 4 Strapon Threesome Makeover - Sissyamy arrival part 4 - spit roasting double penetration while madame suzanne moans, cusses and fucks sissyamy's mouth, I take a turn at her back door, probing her with my fingers. a little anal stimulation makes her an even more eager cock sucker. I bet sissyamy wishes that we hadn't locked her into that chastity belt! suzanne talks a blue streak that makes it clear she was born to weild a cock... And I get so worked up that I can't resist dipping my dick into amy's tight little sissy pussy. my smallest cock is a tight fit in this new sissy's ass, but by the end of her week she'll be taking mme suzanne's big dick in more then just her mouth. we give this new sissy a thorough working over until she's riding my cock for all she's worth while also struggling to deepthroat suzanne's massive dick, while we egg her on like the champion slut she is. Amy is getting a double dose of femdom pegging and ***********. i love double penetration, but I love it even more with suzanne on the other side of my fuckmeat, talking dirty. join us at http://****aliceinbondageland**** for more lifestyle femdom movies.
     Strapon Cherry Popping Pt 7 Sissy Sex Training Femdom Crossdres
    11 minutes    		  Strapon Cherry Popping Pt 7 Sissy Sex Training Femdom Crossdres - Sissy sex training part 7 - strap on cherry popping it is the moment of truth - time for little sissy monika to loose her anal virginity to my big, hard strap-on cock. i love how her sissy clitty twitches as I show my slave the big toy that will soon be buried in her booty. You can hear my friend taking a few photos in the back ground. This is a big moment that is worth sharing with the world. after all, you only loose your virginity once! monika kisses and sucks my strap-on dick so that I know she is ready to be a real slut for me. Watch how hard she cums once I plunge into her tight little hole! my sissy sex slave is about to be fully trained! for more lifestyle femdom and real life sissy videos, join me at http://****aliceinsissyland**** and http://****aliceinbondageland****  Panty Therapy Pink Straitjacket Pt 2 Crossdressing Asylum
    8 minutes    		  Panty Therapy Pink Straitjacket Pt 2 Crossdressing Asylum - Crossdressing asylum - part 2: panty therapy, pink straightjacket & hobble skirt paulette is still trapped in our clutches and the pressure of her corset is mounting. Knowing the mental state of our patient, we are taking no chances with this latest male-to-female acquisition. She talks incessantly of escaping, claiming that no mistress has ever been able to keep her in bondage and women‘s clothing for long. no matter how severe the side effects might be… her controversial panty therapy must continue! that is precisely why paulette must be kept in the most stringent of locked pink bondage possible… no matter how much “she” protests. at no time is paulette ever free. She must always be kept under lock and key as part of her feminization treatment, leaving her helplessly out of control of her own circumstances. She has only the jingle of padlocks and chains to comfort her beneath the darkness of two pink blindfolds. clapped into leg irons, gagged and ****** into custom pink handcuffs, she must now endure an ultra-sexy pvc fetish hobble skirt. This way she’ll learn that “good ***** keep their legs together when they sit down!” Of course, the padlocked pink leather straps are also a wickedly effective reminder! my favorite part of the ensemble is the custom, locking pink pvc straightjacket! I love the way the jacket’s panty straps padlock over those perfect sissy ruffles! visit me at http://****aliceinbondageland**** for weekly updates, videos, photos writing and bondage adventures!
     Permanently Pantied Jail Cell Pt 3 Crossdressing Asylum
    16 minutes    		  Permanently Pantied Jail Cell Pt 3 Crossdressing Asylum - Crossdressing asylum - part 3: permanently pantied jail cell incarceration silence isn’t golden anymore… it is bright pink! paulette is now double gagged and locked down completely with pink leather straps and even pink padlocks! We’ve gone from “nice and tight” to “nasty and tight!” dr. Wildefyre isn’t gentle as she ****** our captive into yet another layer of sensory deprivation and loss of control. Paulette takes this severe, inflatable, mouth-stuffing gag well for someone who’s never been ****** to suck anything before. The locking pink leather hood has never been worn and requires extensive, forceful “stretching” before it begins to fit our patient. paulette is already wearing a full body set of matching pvc fetish wear restraints. From the custom locking straightjacket, to the hobble skirt we have laced tight, to the tips of her thigh high boots, she is encased completely in pink bondage! complete immobilization is not enough, so we take it to the next level! Time to strap the patient down into an intricate, institutional, full-body reclining wheelchair for transport to her new, ultra-secure jail cell. gone are the pink frilly curtains in her padded cell… and instead she is ready to be encased in steel bars! Paulette is helpless as we wheel her from the transport truck to her new, hard-core prison. after 2 foiled escape attempts, paulette is now in maximum security lock down at our inescapable remote facility as we prepare to peel away yet another layer of “her“ former masculinity! escape is now completely impossible. Paulette will be our sissy slave forever! visit me at http://****aliceinbondageland**** for weekly updates, videos, photos writing and bondage adventures!  Cum In My Dirty Panties Pt 2 Mutual Masturbation Femdom Pov
    10 minutes    		  Cum In My Dirty Panties Pt 2 Mutual Masturbation Femdom Pov - Caught stealing panties - part 2 masturbating together with my panties i know you covet my dirty panties. when I am done fingering my pussy through these sheer pink panties, they will be the freshest ones you have ever sniffed! so go ahead, take my dirty black lace panties out of the hamper. I know you have been wanting to... Put them on while I watch and masturbate! if you manage to please me, perhaps I will let you have these wet, smelly, panties right off of my body when I am done! If I really want to prepare these panties for my sniffing slut, I should get as turned on as possible while wearing them... It arouses me even more when I can see your reaction. so, show me your hard cock, barely restrained in black lace. I want to see how turned on you are for me and my panties! see more of my real-life femdom video adventures at http://****aliceinbondageland**** for more crossdressing and genderplay, check out http://****aliceinsissyland****
     Otk Spanking Pt 1 Sissy Sex Training Femdom Crossdresser
    10 minutes    		  Otk Spanking Pt 1 Sissy Sex Training Femdom Crossdresser - Sissy sex training part 1 - otk spanking when I come home unexpectedly early, I catch my sissy boyfriend dressed up in my clothes and jacking off! He's wearing my favorite pink rose print sundress and is wearing my favorite pair of pink satin panties. leave it to a sissy to steal the girliest clothes in my wardrobe! instead of interrupting her masturbation right away, I decide to spy on monika for a little while and wait until she's fully erect and as turned on as possible. Then, I barge through the door. i was only gone for twenty minutes and already she's dressed up like a prissy sissy and jacking off without permission! i make monika show off her pantied hard-on before punishing her with an over the knee spanking... So that she learns what happens to naughty little ***** when they play with themselves without permission. my love of spanking discipline is obvious as I correct my sissy's behavior the old fashioned way! for more lifestyle femdom and sissy training videos, come join me at http://****aliceinbondageland**** and http://****aliceinsissyland****  Sissy Puddles Bondage Wetting Part 3 Femdom Mistress Threesome
    8 minutes    		  Sissy Puddles Bondage Wetting Part 3 Femdom Mistress Threesome - Puddles the sissy part 3 wetting aliceinbondageland we are incredibly well hydrated today... Maybe too well hydrated. Desperation has set in and it is time to put puddle's nickname to the test. our sissy is going to get soaked in this ***********, messy and fun shower scene! How much liquid can two rubber mistresses hold? the heavy metal bondage keeps our sissy maid locked in place while we enjoy an opportunity for release at his expense.
     Caught Wearing Panties Full Movie Mad Scientist Test Subject
    38 minutes    		  Caught Wearing Panties Full Movie Mad Scientist Test Subject - This is the ultimate crossdressing fantasy movie. the mad doctor wyldefyre, aliceinbondageland and laughingsadist have all joined ****** to create a nightmare/fantasy world for this submissive. he has never met any of us in person. we ****** this delivery boy, discover he is already wearing panties and then fling him head-first into the deep end of forcedfem, femdom and heavy lingerie play. corsets, panties, heels, oh my. A cinderella style cage for a twisted game of sissyball. This video is incredible. It has it all. One of the pinnacles of sissy play and my favorite all time scene!!! for more of my video adventures, visit me at http://****aliceinbondageland**** - and check out http://****aliceinsissyland**** for more gender play, forcedfem and crossdressing!  Spanking Sissy Pt 7 Panty Drawer Punishment Femdom Cd
    4 minutes    		  Spanking Sissy Pt 7 Panty Drawer Punishment Femdom Cd - Panty drawer pt 7 spanking punishment i am seducing my sissy boyfriend into wearing panties full time! while I describe the various kinds of sexy little **** dress up clothes I expect from now on, she gets so distracted and turned on that she starts humping my leg like a naughty little puppy! this kind of behavior is inexcusable and must be punished with a swift spanking! i won't stop until my sissy's ass cheeks are as pink as her stolen panties! come see more of my videos at http://****aliceinbondageland**** and http://****aliceinsissyland****
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    Welcome To The Alice In SissyLand Studio on Kinky Clips
    I’m a real life dominant woman with a real life fetish for feminization. I have dated many women, but my first boyfriend revealed to me that he secretly liked to dress up like a girl. I was thrilled! Since those highschool days, I have been falling deeper and deeper down the kinky rabbit hole. Welcome to my website devoted to one of my very favorite fetishes - gender play, crossdressing, transvestites and trannies! Cheerfully, - Alice .AliceInBondageLand.com .AliceInSissyLand.com

    Featuring 83 Clips / 1302 minutes of video!

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