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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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  • Permanently
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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
     Ruffle Worship Petticoats Pt 4 Sissy Maid Punishment
    12 minutes    		  Ruffle Worship Petticoats Pt 4 Sissy Maid Punishment - Crossdressing maid punishment - part 4 ruffle worship petticoats i will completely reprogram this straight boy into my perfect prissy sissy princess! this first-time cross dresser disobeyed my orders and has earned a crash course in ****** feminization! i know that the soft, sensuous clouds of petticoats are irresistible to this self-described “texture fetishist.” It feels like sexy cotton candy and his cock bulges through the sheer layers. I am compelled to add layer after layer of petticoats until his hardening cock is lost in the fluffy, feminine, lace swirls. the lessons continue with twirling, posing and prancing, but the tiny slutty panties my sub is wearing do nothing to conceal his embarrassing erection. i have to double panty my slut to keep his cock constrained and under complete control. these white ruffled rumba panties add another layer of *********** and arousal, especially while I ***** him to count, one after another, all of the pieces of women’s clothing that he is wearing. i am transforming this newbie sub to serve my twisted crossdressing fantasies. Step by step I am stripping away his masculinity and training him to be my perfect sissy maid! for more of my bondage adventures, visit http://****aliceinbondageland**** for weekly video updates, stories, photos and the chronicles of my kinky life!  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!
     Sissys First Rubber Dress Public Shopping Femdom Mistress
    4 minutes    		  Sissys First Rubber Dress Public Shopping Femdom Mistress - Domcon thelatexstore bobbies first rubber dress aliceinbondageland bobbie felt left out as we all got ready for the annual latex social, so it was time for my sweet crossdressing slave to have a latex dress of her own. The latex store helps us pick out a fabulous dress for her in a complimentary color that matches me without copying or clashing and we get all dressed up. Mistress jaguar from mexico city is there to meet us at the latex social and bobbie can’t stop smiling now that she is in latex panties and a long sleeve dress. She seems particularly hypnotized by the way our breasts bounce in rubber. I think we have sparked a new lifelong fetish! join us at http://****aliceinbondageland**** for more movies putting fun back into femdom!  Red Lipstick Slut Pt 3 Sissy Sex Training Makeup Crossdresser
    11 minutes    		  Red Lipstick Slut Pt 3 Sissy Sex Training Makeup Crossdresser - Sissy sex training part 3 - slutty red lipstick i think my sissy will look great in makeup. When we were making out, I accidentally smeared my red lipstick across her lips. I liked the way it looked so much that now i'm going to give her a full makeover! before I take my sissy's virginity, it is time to dress her up like a sexy big **** in red, instead of an innocent virgin in pink. I want her in slutty red lipstick and dark eyeshadow before I take advantage of her! she covers my breasts in red lip prints before we go back to kissing in our sexy red clothes and matching slutty bright red lipstick. all this transformation play, makeup and girliness has monika helplessly aroused. I know that now she is ready to do anything for me... for more real-life femdom and sissy adventures, come join 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.  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 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****  Dominatrix Convention Mistress Aliceinbondageland Femdom
    38 minutes    		  Dominatrix Convention Mistress Aliceinbondageland Femdom - Domcon documentary aliceinbondageland welcome to domconla 2013, the world’s largest gathering of lifestyle and professional female dominants. dominatrixes from all over the world come together to share skills, experiences and mischief. The eye candy is incredible and the contests, classes and vendor hall is also worth enjoying. join the crew of ****aliceinbondageland**** as we explore and document this unique event as well as the people, artists and inventors that make it possible.
     Satin Glove Spanking Pt 2 Panty Drawer Sissy Punishment Femdom
    4 minutes    		  Satin Glove Spanking Pt 2 Panty Drawer Sissy Punishment Femdom - Panty drawer punishment pt 2 sissy spanking i can see that my dirty gym panties are not punishment enough. Time for a spanking! my green satin gloves are a silky torment to sensitize my sissy's skin before delivering swift femdom justice in a bare-handed spanking... Until my sissy boyfriend's pretty pink ass matches the stolen pretty pink panties! i also notice that "she" is wearing my frilliest floral lace garter belt and sexy stockings... for more femdom videos with bondage, lingerie play and more, come visit me at http://****aliceinsissyland**** and http://****aliceinbondageland****  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****
     Pov Td Mistress Alice Talking Dirty Vibrator Masturbation
    25 minutes    		  Pov Td Mistress Alice Talking Dirty Vibrator Masturbation - Pov true desires masturbation full movie aliceinbondageland welcome to the true desires femdom fantasy retreat weekend. For 3 days and nights 9 dominant women enslave 10 submissive men for what feels like eternity of full time bdsm service. the men are being kept naked and in chastity for our pleasure while serving us, but now that it is evening they are all locked into kennels for the night. The mistresses have gone to bed but I am still wide awake and horny. something about the thought of those 9 men in chastity eagerly waiting downstairs in their cages makes me sooo wet... Since they cannot masturbate, I decide to give myself one orgasm for each of my weekend servants. i told them exactly what I was going to do after locking up their cages. I wonder if they can hear my moans echoing through the dungeon. maitresse renee certainly does and catches me masturbating at the end of this fun, *********** pov video with a twist.  Make Over Male To Female Pt 1 Sissy Amy Arrival Femdom Threesome
    11 minutes    		  Make Over Male To Female Pt 1 Sissy Amy Arrival Femdom Threesome - Sissyamy arrival part 1 - stripped of masculinity makeover mistress sindee's slave has arrived for three days of advanced training and ****** feminization... but this slave has arrived in a deplorable state, wearing masculine clothes - a button up dress shirt, slacks and a smile. This just won't do... As long as sissyamy is my slave, she will not be allowed to even touch men's clothes. We throw her masculine clothes in the trash to prove our point. now the real feminization can begin! Time for a makeup makeover! slutty red lipstick and sultry shadowed eyes makes her look much sexier. Now she is ready to be dressed up in a chastity belt and sexy lingerie! join us at http://****aliceinbondageland**** for more lifestyle femdom and sissy movies.
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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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