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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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  • Ballet Boots Jail
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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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  • Satin Glove
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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
     Sissy Maid Punishment Full Movie Femdom
    59 minutes    		  Sissy Maid Punishment Full Movie Femdom - Crossdressing maid punishment - full movie “enforced crossdressing” videos seldom live up to their reputation. In fact, for most sissy subbies, it takes very little pressure at all to put them into panties. yet still, the fantasy of being ****** into panties by a beautiful woman is incredibly compelling. In this spirit, I present a crossdressing video that is really under duress. my slave gets more aroused and more confused the more I feminize him. this newbie submissive disobeyed my order to dress in a pvc sissy maid uniform for my special tea party. He claims to be a straight “manly man.” This is his punishment. first, I bind his hands high above his head so that he will be helpless to resist. Then, I begin to break apart his rough, tough, straight male exterior piece by piece, mercilessly taunting him with each ruffled, girly, lacy, pretty piece of clothing that I have picked out for him. i raided the entire costume department of a famous fetish studio to put this incredible feminine outfit together. Panties, stockings, garters, petticoats and more panties… it all culminate in his first ballet boots walking lesson! watch me take this straight boy and turn him into my perfect sissy slave slut! for more of my bondage adventures, visit http://****aliceinbondageland**** for weekly video updates, stories, photos and the chronicles of my kinky life! for more gender play, check out http://****aliceinsissyland****   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.
     Sissy Masturbation Vintage Lingerie Pt 2 Pete The Pantyboy
    22 minutes    		  Sissy Masturbation Vintage Lingerie Pt 2 Pete The Pantyboy - Pete the pantyboy part 2 sissy masturbation exposure! poor pete didn't know what he was getting into when he agreed to come play dress up with me! He looks so cute in pink chiffon and satin, with layer after layer of ruffled petticoats and frilly panties underneath. all of these pretty feminine clothes just turn on my naughty little panty wanker more and more and more... His cock bulges so much through the panties that I can't resist revealing it and stroking him off with yet another pair of panties! now he is wearing three pairs of panties for me. I masturbate in my white satin panties and then ***** him to wear them on his face. Now he is wearing four pairs of panties. This is more then poor pete can handle, so I make him gush his sissy juices for me. i like what a little slut he is for my panties. The world would be a much better place if everyone was as honest with their fetishes as pete the panty boy! for more crossdressing, bondage and kinky videos, come visit me at http://****aliceinbondageland**** and http://****aliceinsissyland****  Handjob In Bondage Pt 6 Ts Seduced By Femdom Couple Threesome Bi
    5 minutes    		  Handjob In Bondage Pt 6 Ts Seduced By Femdom Couple Threesome Bi - Tsamber seduced by couple pt 6 handjob chair tie my submissive and I give our captured tranny amber a few minutes to recover from her ****** orgasm... But instead of giving her a chance to escape, we tie her to the throne and continue or sensual torment. 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... see more of my real-life femdom videos at http://****aliceinbondageland**** http://****aliceinsissyland**** and http://****aliceinlatexland****
     Cock Sucking Training Pt 1 Double Mouth Threesome Strapon
    5 minutes    		  Cock Sucking Training Pt 1 Double Mouth Threesome Strapon - Brutalized in ballet boots - part 1 two cocks, one mouth this cocksucking video is really all madame suzanne's fault. I invited her over to test out sissyamy and she just couldn't keep her dick out of my new slut's mouth. we had so much fun in that initial scene that now she is back for more. This time, I let suzanne direct the scene, all around her new favorite fetish - seeing how much hard cock she can stuff into sissyamy's mouth! You get to see this a lot in straight porn, but there's nothing as hot as making a sissy bitch airtight with femdom double penetration. sissyamy is blindfolded and must fumble in the dark using only her mouth to pleasure both of our strap-on dildoes or face whatever punishment we devise. Let's see how long her mouth lasts before we wear it out and bend her over! for more authentic femdom movies, join us at http://****aliceinbondageland****  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.
     Mistress Masturbating Pt 5 Human Furniture Sissy Amy Makeover
    11 minutes    		  Mistress Masturbating Pt 5 Human Furniture Sissy Amy Makeover - Sissyamy arrival part 5 - human furniture masturbation - mistress's orgasm now that we've fucked all of sissyamy's holes, I bring out the hitatchi magic wand. It is great for stimulating submissives through chastity belts and I also use it to good effect on the dildo filmly lodged in her hungry ass. i give a shout out to mistress sindee in this movie, because she sent her personal submissive to me in kinky san francisco for advanced training. Everything we do to sissyamy will be videotaped and sent to her mistress. If she doesn't behave well, there will be triple hell to pay! all this sissy fucking, talking dirty and humilation has me very turned on... So while sissyamy is still on her hands and knees with my cock in her ass, I decide to use her as human furniture for some of my own pleasure! i sit down on top of my sissy to play with myself using the powerful vibrator... since they are getting in the way, I take off my wet panties and put them down over my sissy's face so she can smell my arousal, but I don't let her watch as I masturbate to orgasm on top of her... With nothing but my sensuous nylon pantyhose between my dripping pussy and her body. my orgasms are always better when there is tease and denial involved! join me at http://****aliceinbondageland**** for more authentic femdom 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****
     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!  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 ***********.
     Locked Into Lingerie Pt 3 Sissy Maid Punishment
    13 minutes    		  Locked Into Lingerie Pt 3 Sissy Maid Punishment - Crossdressing maid punishment - part 3 locked into lingerie i am re-programming this slave to enjoy the erotic thrill of wearing women’s clothing… especially lingerie, panties and sexy, frilly, forbidden fetish fashions! the curve of his ass looks delicious, framed by the feminine white lace garter belt and slutty white fishnetst this new sissy recruit could almost pass for a real woman, from behind, especially in that red flowing wig! his furry chest and bulging panties give him away as being decidedly masculine so I decide to add yet another layer of lingerie to this confused and aroused young straight boy. The lace bodysuit will disguise his breast forms and chest hair, making him look seamlessly feminine. instead of acting as a gaffe, however, the lingerie just serves to get this first-time crossdresser even more turned on and his cock stays bulging against the bow of his panties! the real finale of this film is the high heel boots. Before my slave is ready for petticoats and the pretty pvc uniform i’ve picked out, he needs to be put in his first pair of high heels. i don’t want to waste any time with nonsense like flats, so I have selected a pair of tall, sexy, slut boots! My slave gulps with fright when he sees the height of the heels I expect him to wear but soon he starts to enjoy the feeling of firm leather encasing his stocking-clad legs. I enjoy the 6-inch platform heels forcing his toes into delicate, feminine points.. join me as I implant my personal fetish for crossdressing deep in this young newbie’s mind! for more of my bondage adventures, visit http://****aliceinbondageland**** for weekly video updates, stories, photos and the chronicles of my kinky life!  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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