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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
     Locked In Pink Bondage Pt 1 Crossdressing Asylum
    8 minutes    		  Locked In Pink Bondage Pt 1 Crossdressing Asylum - Crossdressing asylum - part 1: locked in pink bondage “paulette” has begun to loose track of time spent incarcerated under our “tender” care. paulette is a top security patient here at asylum diabolica. “She” must have extensive and stringent bondage, 24/7. We have also taken extensive measures to ensure that she is not permitted to touch or wear mens clothing at any time, under any circumstances! paulette has become the perfect pantied plaything of three dominant and dangerous women. she has been incarcerated completely under lock and key. After several failed escape attempts, the intensity of the bondage and her ongoing transformation continues to increase. Paulette has been unable to ***** at night, chained to the bed and thinking desperately of release! in this video, we see the recalcitrant patient being transferred into our maximum security wing! This branch of the asylum is specifically dedicated to our experimental sexuality research, headed by the infamous (and mad) dr. Wildfyre. though paulette is already locked into her pretty pink panties, we must secure the patient completely before transport. We begin this scene in the back of a rented cube van, after driving for many hours to a secure facility. The bondage chair in which we so enjoy tormenting our sissy captive came from the set of “con air.” Created for a big budget action movie, we found it maximized for artful and effective immobilization. bondage artifacts like that tend to find my friends and i. Does that mean we qualify as “notorious?” we ***** this resisting patient into a wig and fuchsia gag, then we padlock and handcuff her into place with pink handcuffs! This is a great taunting and *********** scene as we goad our emasculated patient with the promise of escape. only dr. Wildfyre and I are crazy enough to take a cowboy, strip him of his cowboy boots… and ***** him into thigh-high hot pink stilletos! visit me at http://****aliceinbondageland**** for weekly updates, videos, photos writing and bondage adventures!  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****
     Sissy Shower Drinking Femdom Mistress Outdoor Rubber Latex Kink
    5 minutes    		  Sissy Shower Drinking Femdom Mistress Outdoor Rubber Latex Kink - Puddles the sissy bonus scene aliceinbondageland mistress minax and I enjoy a sunny but windy day in kinky san francisco. we are playing at the serious bondage institute so we enjoy taking advantage of their unique cement cell hidden in their deck. metal restraints, heavy locks and heavy rubber are the flavors of the day so far but we taunt and humiliate our thirsty sissy with threats of what will happen to him once he is helpless. earlier, we soaked our sissy in the center of a puddle but we cannot be sure if he ingested any of our nectar or not. Time for a funnel in this "bonus" threesome drinking scene featuring both mistress minax as a special femdom guest star.  Panty Punishment Pt 2 Sissy Maid Punishment Crossdressing
    6 minutes    		  Panty Punishment Pt 2 Sissy Maid Punishment Crossdressing - Crossdressing maid punishment - part 2 pressured into panties! my lust for feminization is enough to turn my slave on… and confuse him a whole lot in the process. He has never crossdressed before, yet he finds it arousing. since it turns me on, he cannot help but be turned on. The most difficult part about this scene is how my slave is unable to control his cock’s responses to my sissification. i love embarrassing this slut by pointing out his arousal, constantly taunting and reminding him that he could have avoided this whole mess if he had only worn the one little slutty dress that I picked out for him in the first place. Now there is no escape and I won’t rest until he looks like a pretty pretty princess! since my slave always claims that “cleavage is his favorite part” of women, I also dress him in a lovely white bra with breast forms to fill out his blossoming girlish figure. “enforced” crossdressing movies are such a popular genre, but there is almost never any actual *****. They are more like “please, please, please crossdress me” movies. This is a real straight boy being punished, but aroused, by what I subject him to. I enjoy his confusion and distress as he begins to get hard, wearing panties against his will. i find a way to make him enjoy this pantied punishment. for more of my bondage adventures, visit http://****aliceinbondageland**** for weekly video updates, stories, photos and the chronicles of my kinky life!
     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!  Ass Fingering Pt 4 Sissy Sex Training Crossdresser Femdom
    12 minutes    		  Ass Fingering Pt 4 Sissy Sex Training Crossdresser Femdom - Sissy sex training part 4 - ass fingering a virgin my insistent probing slowly starts to open up monika's virgin ass and soon my whole finger is buried inside of her. i am going to teach monika to enjoy her little sissy pussy and it won't take long before she will learn to have orgasms from being fucked that way, by women's strap-ons and eventually even men's big hard real cocks. her sissy clitty cock is certainly massive and hard, too big to fit into her stolen panties, so I pull them aside to stroke it. the more I probe and stroke, the harder and more helplessly aroused my sissy sex trainee becomes. I think she will learn to enjoy her role as sex slave! ... Especially once I start leaving lipstick prints all over her hard cock and ***** her to pleasure my breasts! for more lifestyle femdom and sissy adventures, come join us at http://****aliceinbondageland**** and http://****aliceinsissyland****
     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****  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.
     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!  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!
     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.  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!
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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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