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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
     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****  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****
     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!  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.
     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****  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****
     Hypnotic Panties Pt 5 Sissy Panty Drawer Punishment Femdom
    5 minutes    		  Hypnotic Panties Pt 5 Sissy Panty Drawer Punishment Femdom - Panty drawer pt 5 hypnotic feminized fate this is a different kind of "bedtime story." as my sissy boyfriend cuddles in bed with me, I describe the sexy fate that awaits him in the world of femininity. i lull this slut-to-be into an aroused state describing all of the clothing I expect her to wear in order to be a good and proper **** for me. it isn't just panties... Now I expect my slave to be dressed as a young **** for me 24/7. In time, with good behavior, I will allow her the thrill of sexy and grown up clothes, like a prom dress, corsets and garters. for now, I expect my new "****" friend to enjoy the process of "blossoming" into a young woman under my training. for more lifestyle femdom and transformation videos, come visit me at http://****aliceinsissyland**** and http://****aliceinbondageland****  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****
     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.  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.
     Handjob Extended Cut Pt 6 Femdom Bisexual Threesome Tgirl Ts
    9 minutes    		  Handjob Extended Cut Pt 6 Femdom Bisexual Threesome Tgirl Ts - Tsamber seduced by couple pt 6 handjob chair tie extended version this bonus version is extra long with plenty of hot handjob footage! 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... join me at http://****aliceinbondageland**** for more femdom movies.  Ts Seduced Into Bondage Full Movie Femdom Couple Threesome
    49 minutes    		  Ts Seduced Into Bondage Full Movie Femdom Couple Threesome - Tsamber seduced by couple full movie we brought home a sexy tranny from a club in las vegas and couldn't resist teaming up on her as a couple. This is a sexy bondage seduction with a bisexual mtf shemale. amber has very sensitive breasts, which we first bind with white rope... She enjoys the bondage so much that we tie the rest of her up before exploring the growing bulge in her panties. how many orgasms can we coax from our captured slut in a single night? what happens in vegas stays in vegas... Unless it is on video! for more lifestyle femdom movies, keep coming back to 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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