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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****  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****
     Masturbate For Me Pt 7 Ts Seduced By Femdom Couple
    5 minutes    		  Masturbate For Me Pt 7 Ts Seduced By Femdom Couple - Tsamber seduced by couple pt 7 ****** masturbation we won't rest until we've milked tsamber for every drop of her cum... so now that we've already ****** her to have multiple climaxes, now I order her to play with herself in front of us, so we can enjoy yet another orgasm from her, this time exhausting all of her sissy cream in one big cumshot blowout! with four hands all over her in this bisexual threesome, tsamber's slutty side really shows. when at last she is exhausted and drained completely of sexual fluids, we make out and untie her, still caressing her helplessly sensitive body. This is a scene none of us will ever forget! for more lifestyle femdom videos, visit http://****aliceinbondageland**** check out http://****aliceinsissyland**** for more trans, crossdressing and gender play!  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!
     Ass Fingering Bondage Pt 2 Sissy Strapon Threesome Ballet Boots
    9 minutes    		  Ass Fingering Bondage Pt 2 Sissy Strapon Threesome Ballet Boots - Brutalized in ballet boots - part 2 ass fingering bondage i bind sissyamy into a tight reverse leather straitjacket to keep her arms out of the way. With her feet in those sky-high ballet boots, I know it is impossible for my sissy captive to escape. madam suzanne is eager to pound our little slut with her huge cock, so I make sure to stretch her sissy pussy out with my fingers. She's about to take the biggest dick of her whole life, and suzanne doesn't like to be gentle! we coax, prod and probe our crossdressed prisoner's ass until it opens wide for our strap-on dildos! join us at http://****aliceinbondageland**** for more authentic femdom movies.  Panty Drawer Sissy Punishment Handjob Full Movie Femdom
    46 minutes    		  Panty Drawer Sissy Punishment Handjob Full Movie Femdom - Panty drawer punishment full movie i catch my sissy boyfriend riffling through my panty drawer and decide that this means he is ready for full feminization. 24/7 girly clothes for him from now on. in order to make him ready for his new life as my girlfriend, I ***** him to smell my stinky gym panties, even sucking my nipple through their soggy crotch. he confesses that is not just about panties, but that he is helplessly devoted to all things feminine. Corsets, gloves, garter belts, stockings, the works. my poor sissy gets so turned on and confused during our talks about sexy clothing that I have to punish "her" with a severe spanking. Clearly her training can't progress until I teach her to sexually submit to a truly dominant woman. this movie has a sexy real life dynamic and a very happy ending. for more lifestyle femdom and ****** feminization videos with heart and passion, come visit me at http://****aliceinsissyland**** and http://****aliceinbondageland****
     Handjob Slut Training Pt 4 Femdom Couple Seduces Ts
    10 minutes    		  Handjob Slut Training Pt 4 Femdom Couple Seduces Ts - Tsamber seduced by couple pt 4 slut training handjob i love the way amber looks with clamps on her sensitive nipples. I also enjoy the way she reacts to the pain and pleasure. tsamber's whole body seems to be one big erogenous zone now that we have her tied up completely. Now is the perfect time to take the sensations to the next level! while my male submissive plays with her tits, I start stroking her cock in a nice, slow handjob. Her moans get louder and louder as we overwhelm her senses in a delicious bisexual threesome. i'm already making plans for this slut's gangbang! While I describe how many men and women that I am going to make her pleasure, she almost looses control without permission! for more real-life femdom videos, visit http://****aliceinbondageland**** also check out my very special site, http://****aliceinsissyland**** for more trans, crossdressing and gender play!  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****
     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****  Your Own Panties Pt 4 Sissy Panty Drawer Punishment Femdom
    3 minutes    		  Your Own Panties Pt 4 Sissy Panty Drawer Punishment Femdom - Panty drawer pt 4 your own special panties if I would have known it was you going through my panty drawer, you would get something very different for christmas this year, sweetheart. in fact, there is this delicious pink frilly pair of panties down at the lingerie store, you know that trashy stripper place downtown... I think you would look great in the pink fishnets too. Why not get a frilly pink babydoll dress while we're at it? oh honey, let's go shopping for matching panties! for more lifestyle femdom videos with heart, passion and perversion, come visit me at http://****aliceinsissyland**** and http://****aliceinbondageland****
     Satin Glove Handjob Pt 3 Panty Drawer Sissy Punishment Femdom
    3 minutes    		  Satin Glove Handjob Pt 3 Panty Drawer Sissy Punishment Femdom - Panty drawer pt 3 satin gloves handjob tease nothing feels better then satin gliding against smooth, sensuous satin... And what better place to enjoy that sexy feeling then against your helplessly hard cock? now that I have caught my sissy boyfriend going through my panty drawer, I know that I am going to have to start forcing him to wear panties every day. i use my deep green satin gloves as tools of torment and delight in this teasing handjob. i enjoy reprogramming him with pleasure. Now my sissy is helpless to resist the siren call of my panty drawer... for more lifestyle femdom videos with heart and passion, come visit me at http://****aliceinsissyland**** and http://****aliceinbondageland****  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****
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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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