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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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  • Caught Wearing
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  • Sissy Maid
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  • Ballet Boots Jail
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  • Brutalized In
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  • Handjob Cumshot Pt
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  • Hypnotic Panties
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  • Nylon Foot Fetish
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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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  • Satin Glove
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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.
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     Rubber Sissy Maid Uniform Part 1 Femdom Mistress Dressup Latex
    14 minutes    		  Rubber Sissy Maid Uniform Part 1 Femdom Mistress Dressup Latex - Latex bondage footjob part 1 rubber sissy maid uniform aliceinbondageland the more I play with this slave's nipples, the more his cock bulges against the chastity cage. The customized bright pink lock matches my special key and proves he has kept his chastity intact without release for a very long time. we are in for a day of fun! We have been friends for a while, so I know all of his bondage and fetish "buttons." panties first! That is my favorite rule when it comes to crossdressing and they are even more fun when they are made out of rubber! next we outfit him in the sexy sissy maid uniform, complete with apron, latex seamed stockings, opera gloves and sexy high heeled shoes!  Sissy Public Handjob Chastity Schoolgirl Uniform
    15 minutes    		  Sissy Public Handjob Chastity Schoolgirl Uniform - Our scene unfolds in golden gate park, the birds are tweeting as we open on a helpless sissy trapped in the clutches of a wicked schoolyard bully! behold! Our most daring public outdoor shoot yet! monika is a naughty schoolgirl but I am even naughtier in my authentic japanese sailor suit ****** uniform. i tie her down on a park bench at the overlook with two look-outs to make sure no one stumbles upon our scene in progress. When she is secure, I relish in *********** her, taunting, teasing and tickling until I discover her hard cock beneath the many layers of petticoats and panties. she has a surprisingly big dick for a sissy so there is no way it will fit into a chastity device while still engorged. I know a "cure" for erections so I make her cum for me and then stuff her softening cock into the cb6000 before she can change her mind! this is your last orgasm, from now on you have to cum like a ****!!!
     Puddles The Sissy Full Movie Wet Mistress Showers Outdoor
    27 minutes    		  Puddles The Sissy Full Movie Wet Mistress Showers Outdoor - Puddles the sissy full movie sd aliceinbondageland puddles is an extra-kinky sissy with a "thirst" for exotic degradations. we share taboo fantasies about watersports paired with inescapable bondage so I know it is going to be a good day to stay hydrated. Time to add latex fetish clothing, a sissy maid uniform and also time to invite a friend over for maximum mischief! mistress minax joins me for a soggy day in the sun, featuring the famous serious bondage "deck cell" for our wet fantasies. We can just hose him down once we are done with him! after all, no one has "perfect" aim! We are very glad that rubber is waterproof!  Hypnotic Panties Pt 5 Sissy Panty Drawer Punishment Femdom
    5 minutes    		  Hypnotic Panties Pt 5 Sissy Panty Drawer Punishment Femdom - Panty drawer pt 5 hypnotic feminized fate this is a different kind of "bedtime story." as my sissy boyfriend cuddles in bed with me, I describe the sexy fate that awaits him in the world of femininity. i lull this slut-to-be into an aroused state describing all of the clothing I expect her to wear in order to be a good and proper **** for me. it isn't just panties... Now I expect my slave to be dressed as a young **** for me 24/7. In time, with good behavior, I will allow her the thrill of sexy and grown up clothes, like a prom dress, corsets and garters. for now, I expect my new "****" friend to enjoy the process of "blossoming" into a young woman under my training. for more lifestyle femdom and transformation videos, come visit me at http://****aliceinsissyland**** and http://****aliceinbondageland****
     Cock Milking Pt 5 Ts Seduced By Femdom Couple Bisexual Threesome
    4 minutes    		  Cock Milking Pt 5 Ts Seduced By Femdom Couple Bisexual Threesome - Tsamber seduced by couple pt 5 ****** orgasms ts amber continues to get more and more sensitive and aroused the more we play with her. Soon she is going to loose control and gush her sissy juices everywhere! both of us have been fondling, pinching, stroking and probing her while she is tied up helplessly in the living room. Her moans have grown louder and louder and her sissy clitty is at maximum hardness. This is the perfect opportunity to take advantage of her. i think she would do anything for release... Little does she know that we will not untie her simply because she has an orgasm. This is just the beginning of her night with us! see more of my lifestyle femdom videos at http://****aliceinbondageland**** and http://****aliceinlatexland****  Caged Sissy Plaything Pt 4 Caught Wearing Panties
    6 minutes    		  Caged Sissy Plaything Pt 4 Caught Wearing Panties - Caught wearing panties - part 4: caged sissy plaything dr. Wildefyre opens this scene with the hottest, most sexually charged, padlocking scene - and the biggest padlock - i’ve ever seen. The highly specialized sissy cage is the centerpiece of her twisted laboratory and has been the subject of much speculation. once poor “paulette” is ****** into sheer thigh high sparkle pink stockings and ballet boots, we reveal the secret to “cinderella’s cage” - it is on a powered hoist! this unfortunate sissy was foolish enough to taunt the doctor, claiming that he would be able to escape. Now she has challenged him to remove his hood… the only piece of bondage that isn’t locked in place with a pink padlock! he has never seen the dungeon before and is rewarded with an incredible view from the ceiling of the enormous medicaltoys facility, now the secret location of asylum diabolica‘s most insane experiment yet! the doctor rewards his escape artistry with a “spin” around the dungeon, pointing out the bondage cart, spanking bench, rigidcuffs cage and fiberglass iron maiden. The pvc, satin, latex and ruffled sissy and sexy women’s clothing lines the entire length of the warehouse, ******* and ready… waiting for its sissy target. there are high heels, wigs and doll hoods the likes of which to drive any “masculine” man insane and still the list goes on and on in a dizzying array of highly specialized feminization fetish gear. This cowboy has no idea what he has gotten himself into! now our sissy is a helpless, bouncing ball - literally - our plaything for the most delightful and surreal game of catch the fetish world has ever seen! this is the first day of 5 that paulette spent with us at http://****medicaltoys**** under 24/7 lock and key at the hands of 3 dominant, sadistic women. mistress amanda wildefyre is a one-of-a-kind pro domme and bondage artist that I have had the privilege to train under. He website can be found at http://****castlediabolica**** this amazing video set would not have been possible without the help and expertise of my friends at http://****seriousimages**** to see more of me, keep coming back to http://****aliceinbondageland**** for weekly updates, stories, blogs, videos, photos and real 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!  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.
     Handjob In Bondage Pt 6 Ts Seduced By Femdom Couple Threesome Bi
    5 minutes    		  Handjob In Bondage Pt 6 Ts Seduced By Femdom Couple Threesome Bi - Tsamber seduced by couple pt 6 handjob chair tie my submissive and I give our captured tranny amber a few minutes to recover from her ****** orgasm... But instead of giving her a chance to escape, we tie her to the throne and continue or sensual torment. her cock is already getting hard again and I noticed that there wasn't a lot of fluid involved with her first orgasm. I am convinced that this ts is still full of cum and I intend to milk it out of her one way or another! we tie tsamber securely to the throne and continue playing with her through the night... see more of my real-life femdom videos at http://****aliceinbondageland**** http://****aliceinsissyland**** and http://****aliceinlatexland****  Red Lipstick Slut Pt 3 Sissy Sex Training Makeup Crossdresser
    11 minutes    		  Red Lipstick Slut Pt 3 Sissy Sex Training Makeup Crossdresser - Sissy sex training part 3 - slutty red lipstick i think my sissy will look great in makeup. When we were making out, I accidentally smeared my red lipstick across her lips. I liked the way it looked so much that now i'm going to give her a full makeover! before I take my sissy's virginity, it is time to dress her up like a sexy big **** in red, instead of an innocent virgin in pink. I want her in slutty red lipstick and dark eyeshadow before I take advantage of her! she covers my breasts in red lip prints before we go back to kissing in our sexy red clothes and matching slutty bright red lipstick. all this transformation play, makeup and girliness has monika helplessly aroused. I know that now she is ready to do anything for me... for more real-life femdom and sissy adventures, come join me at http://****aliceinbondageland**** and http://****aliceinsissyland****
     Strapon Handjob Cumshot Breasts Part 3 Femdom Mistress Alice
    22 minutes    		  Strapon Handjob Cumshot Breasts Part 3 Femdom Mistress Alice - Superslut audition part 3 strapon handjob aliceinbondageland superslut is living up to his name! He took one look at my "advanced" sized strap-on dildo and asked me if that was the biggest that I had. We are pulling out the truly large dicks for this stretchy anal slut. i stretch him with my fingers before making sure my dick will fit in his face. He has a skilled mouth but I can tell that his throat will need more cocksucker training before it can deepen and take as much as his ass does. once he is opening up beneath my dildo, I flip him onto his back for some vigorous anal pounding. Let's see if I can fuck an orgasm out of him while stroking his hard cock.  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!
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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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