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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 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
     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!  Cock Teasing Pt 3 Ts Seduced By Femdom Couple
    8 minutes    		  Cock Teasing Pt 3 Ts Seduced By Femdom Couple - Tsamber seduced by couple pt 3 cock teasing now that tsamber is in bondage, the bulge in her panties is impossible to hide. I find her cock to be hard, smooth and very sensitive! the slightest touch sends her shivering. I love playing with someone so responsive. My slave and I are seducing this bisexual tranny into complete submission. once her arms are bound, her clitty cock doubles in size and hardness. jackpot! We've found a bisexual bondage slut with a great rack and insatiable kinky desires. What happens in vegas stays in vegas... Unless it is on video! for more lifestyle femdom videos, visit http://****aliceinbondageland**** check out http://****aliceinsissyland**** for more trans, crossdressing and gender play!
     Nipple Worship Part 1 Super Slut Femdom Mistress Bdsm
    10 minutes    		  Nipple Worship Part 1 Super Slut Femdom Mistress Bdsm - Superslut audition part 1 breast worship aliceinbondageland i met superslut online and we immediately hit it off when we saw each other in person. He has bragged about his anal capacity and kink level. Only time and testing will tell if he was exaggerating or not. he has a delightfully spankable ass, but I want some pleasure from him before I have my way with his ass. If he's lucky, I will have my way with his balls for some cbt. superslut worships my breasts, nibbling and sucking my nipples while I moan. Then he gets more bondage! I can tell he enjoys pleasuring me in his bondage, because his cock gets harder and harder, leaking precum everywhere. More bondage is always my answer to escalate a fun scene to the next level!  Panties Corsets Heels Pt 3 Caught Wearing Panties
    9 minutes    		  Panties Corsets Heels Pt 3 Caught Wearing Panties - Caught wearing panties - part 3: panties, corsets and heels - oh my! “it was just a panty thing… I never intended for things to go this far!” now that we have double pantied, corseted and locked this poor delivery boy into pink lingerie, he is bargaining, begging and pleading for release. the mad dr. Wildefyre believes that we have finally ********* our perfect experimental test subject. She is certain that pushing him right over the edge of ****** crossdressing insanity will reveal a crucial insight into the workings of the human mind, especially when it comes to gender and sexuality. She will stop at nothing to see this man undone by his own frilly fetishes! every piece of women’s clothing is locked in place on this hapless cowboy who is now our helpless dress up dolly. The camisole locks behind his back. The corset ties are locked at maximum tightness. His black police-style subjugation hood is offset by a pretty pink satin ***** mask. His delicate hands are protected from vicious steel handcuffs by opera-length pink satin gloves. However, even the s&w handcuffs binding his wrists so unforgivably are custom made in powder pink. this is only the beginning. The mad dr. Wildefyre is very thorough! welcome to asylum diabolica… the dr. Is in… sane! this is day 1 of 5 days that paulette spent with us at the headquarters of 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**** either. Thanks again! to see more of me, keep coming back to http://****aliceinbondageland**** for weekly updates, stories, blogs, videos, photos and real life bondage adventures.
     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****  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.
     Footjob Cumshot Sissy Maid Part 3 Femdom Mistress Alice Bdsm
    26 minutes    		  Footjob Cumshot Sissy Maid Part 3 Femdom Mistress Alice Bdsm - Latex bondage footjob part 3 rubber cumshot aliceinbondageland ultimately, this is all about one thing... Winning my bet! another mistress claimed that footjobs were a myth and were not actually possible in real life. Tonight we prove her wrong, with the help of one of my good friends from niteflirt. to make sure we get the firework cumshot that I am looking for, I have kept him locked up in chastity, getting more and more horny every day. Now he is ready to explode all over my feet, even if it means having to lick up the results!  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.
     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!  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****
     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.
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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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