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  • Delivery Boy Pt 1
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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
     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****  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.
     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!  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****
     Garters Fishnets Pt 1 Sissy Maid Punishment
    13 minutes    		  Garters Fishnets Pt 1 Sissy Maid Punishment - Crossdressing maid punishment - part 1 bondage and lingerie my straight male submissive claims to not enjoy crossdressing… but I enjoy seeing my men in panties! i ordered my slave to wear a sexy, shiny vinyl maid’s uniform for me and he disobeyed. Since he refused to wear a maid’s dress for me at the party, I am punishing my slave in a very special, very embarrassing way… by dressing him in women’s clothes for the first time, on camera. before, all I wanted was for him to wear a dress. Now, i’m not going to be satisfied with something that simple. I chain him to the ceiling for the works! Full enforced feminization!!! panties, petticoats, high heel fetish boots, fishnet stockings, garters and more! we raided an entire studio worth of frilly costuming to create this seductive cloud of lace, panties and petticoats. You will also get to enjoy my latex alice in wonderland costume as I surround and overwhelm this submissive with more femininity then he has ever seen. i enjoy his distress and confusion as he starts to get hard, against his will, while I dress him up in sexy white fishnets. The garter belt frames his ass so nicely that I can’t resist an old fashioned hairbrush spanking while I style his slutty red wig. for more of my bondage adventures, visit http://****aliceinbondageland**** for weekly video updates, stories, photos and the chronicles of my kinky life!  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****
     Dino Dick Giant Strapon Fucking Mistress Aliceinbondageland
    33 minutes    		  Dino Dick Giant Strapon Fucking Mistress Aliceinbondageland - Footsub giant strapon full movie aliceinbondageland my dear submissive "footsub" has been bragging to me that he could take bigger toys then anyone else on my website so far. this shoot is my way of seeing if his ass really can handle all that he bragged about. We enjoy some flirty banter while I tie him up and explore his ass with my hands. I always appreciate his wit and charming smile. enjoy some hilarious stories of anal hijinx from a true ass slut while I stuff him to the cheeks with a new strap-on toy we lovingly call "the dino dick!" all of the toys we enjoy in this clip came from our local mr s leathers in san francisco.  Chastity Check Part 1 Sissy Femdom Mistress Threesome
    6 minutes    		  Chastity Check Part 1 Sissy Femdom Mistress Threesome - Puddles the sissy part 1 intro chastity check aliceinbondageland i team up with mistress minax in this video shot in the kitchen of the serious bondage institute. we check in with puddles the sissy to make sure that his chastity device is secure. Along the way, we also discover just how sensitive his nipples are when exposed to a little bit of *******. he is led out to the deck cell on a sunny day in san francisco by a pair of laughing and very well hydrated femdoms!
     Pov Td Mistress Alice Talking Dirty Vibrator Masturbation
    25 minutes    		  Pov Td Mistress Alice Talking Dirty Vibrator Masturbation - Pov true desires masturbation full movie aliceinbondageland welcome to the true desires femdom fantasy retreat weekend. For 3 days and nights 9 dominant women enslave 10 submissive men for what feels like eternity of full time bdsm service. the men are being kept naked and in chastity for our pleasure while serving us, but now that it is evening they are all locked into kennels for the night. The mistresses have gone to bed but I am still wide awake and horny. something about the thought of those 9 men in chastity eagerly waiting downstairs in their cages makes me sooo wet... Since they cannot masturbate, I decide to give myself one orgasm for each of my weekend servants. i told them exactly what I was going to do after locking up their cages. I wonder if they can hear my moans echoing through the dungeon. maitresse renee certainly does and catches me masturbating at the end of this fun, *********** pov video with a twist.  Just The Handjobs Femdom Couple Seduces Ts Tgirl
    32 minutes    		  Just The Handjobs Femdom Couple Seduces Ts Tgirl - Tsamber seduced by couple just the handjobs i know what you want to see... You're in it to watch a sexy latex-clad couple torment a captive tranny with sensual handjobs while my male slave ties up her supple body. I won't rest until I have corrupted tsamber into the perfect bisexual slut! first, we tie amber standing up in the center of the living room and enjoy her breasts as well as her growing shemale cock. once I coax one shuddering climax out of her, we tie her securely to the chair for even more milking! join me for weekly updates at http://****aliceinbondageland**** and check out http://****aliceinsissyland**** for more trans, crossdressing and gender play!
     Dominatrix Convention Mistress Aliceinbondageland Femdom
    38 minutes    		  Dominatrix Convention Mistress Aliceinbondageland Femdom - Domcon documentary aliceinbondageland welcome to domconla 2013, the world’s largest gathering of lifestyle and professional female dominants. dominatrixes from all over the world come together to share skills, experiences and mischief. The eye candy is incredible and the contests, classes and vendor hall is also worth enjoying. join the crew of ****aliceinbondageland**** as we explore and document this unique event as well as the people, artists and inventors that make it possible.  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!
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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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