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  • Delivery Boy Pt 1
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  • Ruffle Worship
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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
     Sissy Pageant On Stage Group Femdom Judges Mistress Alice
    17 minutes    		  Sissy Pageant On Stage Group Femdom Judges Mistress Alice - Domcon crossdressing pageant aliceinbondageland the crossdressing pageant is an annual feature of domcon and one of the things I especially look forward to. I am a lover of gender bending in general but sissies in particular are always sure to arouse and delight my inner mischief. this year we have a great group of contestants that give a glimpse into the variety of styles and goals held by cd/tvs. Some go glam, some go drag and some are just excited to be there in front of an audience in their panties and dresses... Something very rare and thrilling for most crossdressers. this includes a great after-interview with the winner of the competition. I love her advice to aspiring crossdressers at home regarding bravery, confidence and “just going for it.” This was her first competition and her first crown, proving anything is possible when you put your mind to it.  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!  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!
     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.  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!
     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!  Sissy Amy Arrival Full Movie Stripped Fucked By Strapon
    53 minutes    		  Sissy Amy Arrival Full Movie Stripped Fucked By Strapon - Sissy amy arrival full movie strap-on threesome mistress sindee has shipped her slave cross country for advance training with me! since she lives so far away, I am filming all of sissyamy's captivity to share with "her" mistress who can't be here in person. Join us as we embark on the opening of what for this poor slave will be three full days of 24/7 feminization and captivity. mistress sindee, madame suzanne and I all conspire to make sure that sissyamy has three days of unforgetable public sissification, bondage, chastity and strap-on training! At no point will she be allowed free... Even spending her nights in bondage. ... But first we have to strip this sissy slut of her masculinity and teach her to enjoy both sucking and taking our strap on cocks. this is just the beginning of sissyamy's "advanced" training. join me at http://****aliceinbondageland**** for more femdom video 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****  Punishing A Virgin Pt 2 Sissy Sex Training Femdom Cd
    10 minutes    		  Punishing A Virgin Pt 2 Sissy Sex Training Femdom Cd - Sissy sex training part 2 - punishing & probing a virgin my little sissy monika confesses that she's never had anything in her sissy pussy? and what exactly is a sissy pussy? It is when a sissy is specially trained to take mistress' and men's cocks up her tight little ass. When a sissy is properly trained her ass becomes just like a real ****'s pussy, sensitive and pleasurable to the point of orgasmic! the more I play with her tight virgin hole, the more erect monika becomes. We make out and she gets harder and harder until I can tell that she is ready to have her cherry popped. i fondle and probe her through the pretty pink stolen panties until she begs me to take her sissy pussy virginity with my big strap-on cock. She blushes so preciously as I get her ready to be deflowered. for more lifestyle sissy training and femdom videos, come join us at http://****aliceinbondageland**** and http://****aliceinsissyland****
     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!  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.
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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

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