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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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  • 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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  • 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
     Dressing Up Together In Panties Pt 1 Pete The Panty Boy
    13 minutes    		  Dressing Up Together In Panties Pt 1 Pete The Panty Boy - Pete the pantyboy part 1 dressing up together in panties and vintage lingerie i think that pete's slutty little skirt is just a little too short. His cock is dangling just beneath the layer of pretty lace frills. We can't have that! Panties are just the thing to protect my new sissy's modesty. We can't have that cock dangling down with his garters! pete is has secretly been a panties masturbator for years and I love this journey of exploration because you can see his excitement, embarassment and eagerness as I make him prance for me and show off his new frilly panties. we dress in vintage lingerie together, including full coverage satin panties, garters, fully fashioned stockings and even a sexy nylon slip so that we can slide silkily against each other, together in our panties. poor pete gets so turned on that he starts to make a puddle in his panties - time to double panty him! for more crossdressing, bondage and kinky videos, come visit me at http://****aliceinbondageland**** and http://****aliceinsissyland****  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****
     Handjob Extended Cut Pt 6 Femdom Bisexual Threesome Tgirl Ts
    9 minutes    		  Handjob Extended Cut Pt 6 Femdom Bisexual Threesome Tgirl Ts - Tsamber seduced by couple pt 6 handjob chair tie extended version this bonus version is extra long with plenty of hot handjob footage! 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... join me at http://****aliceinbondageland**** for more femdom movies.  Dressing Down Femdom Pov Pt 1 Caught Stealing Panties
    9 minutes    		  Dressing Down Femdom Pov Pt 1 Caught Stealing Panties - Caught stealing panties - part 1 - dressing down did you think I wouldn't find out? i discovered your dark secret in the hamper this morning. i do all of the laundry in this house... It was just a matter of time before I figured out that you were masturbating with my dirty panties. How dare you stretch out my favorite lingerie! first, I dress you down for being a lying panty thief... then I tease you mercilessly with an very intimate solo show - beginning with slowly unbuttoning the lace barely covering my nipples, then playing with myself in my black garter belt and delicious pink sheer panties! for more of my videos, visit http://****aliceinbondageland**** check out http://****aliceinsissyland**** for more crossdressing and gender play videos!
      Delivery Boy Pt 1 Caught Wearing Panties
    10 minutes    		  Delivery Boy Pt 1 Caught Wearing Panties - ********* delivery boy caught wearing panties - part 1 - “you are never going back to your old job again!” welcome to the wicked world of wildefyre. During my apprentice ship to this world-famous dominatrix, we specialized in immersive multiple day scenarios. What does that mean? It means we live out a 24/7 kinky disneyland fantasy masterpiece. You don’t know where the real ends and the glamour begins. the scene gradually becomes your real life… especially after the 3-day mark. Then the world we have created for you really starts to become your new truth on a deep psychological level! after months of emails and planning, all of paulette’s sissy clothing has arrived at our secure northern california facility. Most of these incredible crossdressing clothes are new in their original packaging, tags still attached. A wonderland of virginal pink, purple and red pvc, satin and lace panties, skirts, dresses and lingerie! why are these incredible clothes still sealed and unworn? “because,“ paulette told me, blushing, “there was no one to ***** me to wear them.” … so that is exactly what we are here to do. three dominant women (one of them behind the lens of our camera), three websites coming together at one remote facility, the ****** load of sissy clothes and one “unlucky” delivery boy. in this video you see our first in-person introduction to “paulette,” who has been taunting us like mad via email in preparation for this extended and specialized adventure. We have blurred paulette’s masculine face for privacy. After a few days with us, he will be unrecognizable anyway! he is a down on his luck delivery boy with an important document for the doctor that must be signed for in person. I convince him to put on special “protective” clothing before he is permitted entry into our state-of-the-art laboratory. Unfortunately, this customized pink protective gear will restrict his movement somewhat… but it is for his own safety! this is the moment of truth. He has no idea what is waiting for him but he knows that he has engineered his own doom. The mad dr wildefyre has been preparing a sissy wonderland behind those perfect swinging hospital doors. when we start to strip our new “patient,” we discover that he is already secretly wearing panties!!! it is too late for this delivery boy, now he must be committed to asylum diabolica! this is day 1 of 5 that paulette spent with us at the headquarters of http://****medicaltoys**** - days that would cause him to question his sexuality, his identity and, eventually, even his sanity. 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 of my friends at http://****seriousimages**** either. Thanks again guys! to see more of me, keep coming back to http://****aliceinbondageland**** for weekly updates, stories, blogs, videos, photos and real bondage adventures.  Crossdressing Asylum Heavy Bondage For Transport Full Movie
    31 minutes    		  Crossdressing Asylum Heavy Bondage For Transport Full Movie - This incredible movie has some intense gear... And all of it is pink! it also features a fully functional jail cell, strait jacket and a bevy of 3 dominant, sadistic women all ganging up on a poor cowboy... Who is about to be stripped of his boots and put into thigh highs! ... Before being put into "cold storage" at asylum diabolica... Cold steel storage. the gear in this video has to be seen to be believed! for more videos, visit me at http://****aliceinbondageland**** for more gender play, check out http://****aliceinsissyland****
     Photo Slut Blackmail Collateral Pt 2 Ts Seduced Femdom Couple
    4 minutes    		  Photo Slut Blackmail Collateral Pt 2 Ts Seduced Femdom Couple - Tsamber seduced by couple pt 2 photo slut we picked up this sexy ts in vegas and she is clearly ready for her close up! once amber's sexy breasts are tied tightly in rope, her slutty side begins to come out. She flirts with both of us and with our camera so much that I can't resist taking erotic photos of her in our clutches. i think she finds the caress of the camera's flash to be as sexy as our four hands and two mouths all over her... This scene brings her secret exhibitionist side out for all to see, from her heaving breasts and heavy breathing to the hardening bulge in her panties. would a sexy situation like this bring out your inner camera slut? for more lifestyle femdom videos, visit http://****aliceinbondageland**** - for more trans, crossdressing and gender play, check out http://****aliceinsissyland****  Behind The Scenes Rubber Fetish Latex Interview Dress Up
    16 minutes    		  Behind The Scenes Rubber Fetish Latex Interview Dress Up - Behind the scenes cmm latex interview aliceinbondageland ... Any last words before you officially turn 30? enjoy this fun behind-the-scenes interview with my camera man turned model, chainmaille mike, as he reflects on turning 30 and the wild year he has had on both sides of the lens since becoming our bdsm intern. he is our special camera-gimp! we discuss rubber, bondage, femdom bdsm and crossdressing as well as boundary pushing and ***********.
     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.  Oral Sex Pt 6 Sissy Sex Training Femdom Crossdresser
    12 minutes    		  Oral Sex Pt 6 Sissy Sex Training Femdom Crossdresser - Sissy sex training part 6 - mutual oral sex - pussy licking & cock sucking i make my sissy nuzzle and pleasure my pussy through my red satin panties before allowing her to taste my sex. You can see the growing wet spot as we get more and more sexual with each other. this is a big moment for my sissy - she is going to loose her anal virginity to me today! but first... She has to make me cum with her tongue! i reward my little sissy with a teasing blow job, before reminding her that sissy cocks are for playing with and not fucking. If my sissy wants to get off, it will be with my strap-on cock firmly lodged in her ass. i insist that from now on she must refer to her ass as her "sissy pussy" instead as I educate her about womanhood and female dominant sexual slavery. for more sissy and femdom kinky videos, keep coming back to me at http://****aliceinsissyland**** and http://****aliceinbondageland****
     Nylon Foot Fetish Pt 8 Panty Drawer Punishment Sissy Femdom
    11 minutes    		  Nylon Foot Fetish Pt 8 Panty Drawer Punishment Sissy Femdom - Panty drawer pt 8 nylon foot fetish i can't resist my sissy boyfriend's legs and feet while they are encased in sexy thigh-high nylon stockings. i set out to punish my sissy for poking around in my panties but all of the talking dirty about lingerie, panties and strap-on sex has me very worked up. I can't resist nibbling on "her" sexy toes and showing her just how to please my breasts with her stocking-clad feet. No scripts in this video, this is how my sissy and I talk dirty to each other privately, between kisses and grinding panties against each other. there is more to crossdressing then just a "panty fetish." that is only the beginning of a lifetime of frilly lace, bright colors and sexy textures for my sissy sweetheart. someday we will look back on this day as the beginning of blossoming womanhood... Or we will if I have anything to say about it. I like my boyfriend much better as a ****! for more authentic lifestyle femdom videos, check out my websites, http://****aliceinbondageland**** and http://****aliceinsissyland****  Ballet Boots Uniform Training Pt 5 Sissy Maid Punishment
    16 minutes    		  Ballet Boots Uniform Training Pt 5 Sissy Maid Punishment - Crossdressing maid punishment - part 5 ballet boots training in uniform now, after being tormented for almost a full hour, finally putting on the pvc sissy maid’s uniform feels like a relief. He submits to the final pvc crossdressing, broken and **********. i ordered my new slave to wear a french maid’s uniform to a kinky tea party and he disobeyed. This elaborate, perverted, forcedcrossdressing scene is his real-life punishment for failing to do as I ordered. to my surprise, the more I ***** this “average joe” masculine submissive into women’s clothing, the more aroused he gets. My newbie sub claims that this is because he gets off on pleasing me and I so obviously enjoy feminizing him. He claims to be “helpless” to prevent himself from getting hard even though the panties frighten and embarrass him. now he is ready for more “advanced” training. i have prepared a pair of ballet boots - the highest of high heels - for his sissy maid graduation! I do so enjoy my fetish heels! i leave him dangling, thoroughly confused about his gender and sexuality, yet incredibly aroused. for more of my bondage adventures, visit http://****aliceinbondageland**** for weekly video updates, stories, photos and the chronicles of my kinky life!
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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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