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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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  • Otk Spanking Pt 1
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  • Panty Therapy Pink
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  • Permanently
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  • Punishing A Virgin
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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.
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     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!  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!
     Handjob Cumshot Pt 9 Sissy Panty Drawer Punishment Femdom
    1 minutes    		  Handjob Cumshot Pt 9 Sissy Panty Drawer Punishment Femdom - Panty drawer pt 9 happy endings i've been teasing and tormenting my sissy boyfriend ever since I came home early and caught him in the act of going through my panty drawer. He was even dressed up in my lingerie with a pretty little sundress on! after an hour of talking dirty and planning his permanently pantied future, we are both incredibly worked up... however, if my sissy is to truly be my girlfriend from now on, we can't have sex the way that we used to. My sissy will have to learn how to give up control of her cock and sexuality to a stronger, more powerful, superior woman. From now on, I decide when, and if, she will have an orgasm. fortunately, I am feeling merciful after terrorizing and teasing my poor sissy for hours. Maybe she has earned a reward? the way to a sissy's heart is through her panties, after all... Especially when those panties are creamy! for more authentic femdom videos and lifestyle bdsm explorations, check me out at http://****aliceinbondageland**** and http://****aliceinsissyland****  Puddles Sissy Wet Bondage Part 2 Outdoor Femdom Rubber Threesome
    12 minutes    		  Puddles Sissy Wet Bondage Part 2 Outdoor Femdom Rubber Threesome - Puddles the sissy part 2 bondage 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 take advantage of the 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.
     Sissy Puddles Bondage Wetting Part 3 Femdom Mistress Threesome
    8 minutes    		  Sissy Puddles Bondage Wetting Part 3 Femdom Mistress Threesome - Puddles the sissy part 3 wetting aliceinbondageland we are incredibly well hydrated today... Maybe too well hydrated. Desperation has set in and it is time to put puddle's nickname to the test. our sissy is going to get soaked in this ***********, messy and fun shower scene! How much liquid can two rubber mistresses hold? the heavy metal bondage keeps our sissy maid locked in place while we enjoy an opportunity for release at his expense.  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****
     Cock Sucking Sissy Pt 3 Amy Arrival Makeover Threesome Femdom
    7 minutes    		  Cock Sucking Sissy Pt 3 Amy Arrival Makeover Threesome Femdom - Sissyamy arrival part 3 - cock sucking with mmesuzanne madame suzanne weilds a dick like no woman I have ever met! she has absolute confidence, total control and knows what she likes! sissyamy has only been in san francisco for an hour, but she is about to get a serious lesson in cock sucking from my best friend with a big cock. but is madame suzanne's strap-on too large for this newbie sissy submissive? She loves the sound of ******* as spit runs down her sissy's chin. She is demanding, relentless and ruthless. one way or another, we are going to stuff every inch of our dildoes into this loaner-submissive. We're going to ship her back to mistress sindee sore, stretched and smiling! ... But first we need to stretch out her mouth properly! join us at http://****aliceinbondageland**** for more authentic femdom video adventures.  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****
     Ballet Boots Uniform Training Pt 5 Sissy Maid Punishment
    16 minutes    		  Ballet Boots Uniform Training Pt 5 Sissy Maid Punishment - Crossdressing maid punishment - part 5 ballet boots training in uniform now, after being tormented for almost a full hour, finally putting on the pvc sissy maid’s uniform feels like a relief. He submits to the final pvc crossdressing, broken and **********. i ordered my new slave to wear a french maid’s uniform to a kinky tea party and he disobeyed. This elaborate, perverted, forcedcrossdressing scene is his real-life punishment for failing to do as I ordered. to my surprise, the more I ***** this “average joe” masculine submissive into women’s clothing, the more aroused he gets. My newbie sub claims that this is because he gets off on pleasing me and I so obviously enjoy feminizing him. He claims to be “helpless” to prevent himself from getting hard even though the panties frighten and embarrass him. now he is ready for more “advanced” training. i have prepared a pair of ballet boots - the highest of high heels - for his sissy maid graduation! I do so enjoy my fetish heels! i leave him dangling, thoroughly confused about his gender and sexuality, yet incredibly aroused. for more of my bondage adventures, visit http://****aliceinbondageland**** for weekly video updates, stories, photos and the chronicles of my kinky life!  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****
     Nipple Worship Part 1 Super Slut Femdom Mistress Bdsm
    10 minutes    		  Nipple Worship Part 1 Super Slut Femdom Mistress Bdsm - Superslut audition part 1 breast worship aliceinbondageland i met superslut online and we immediately hit it off when we saw each other in person. He has bragged about his anal capacity and kink level. Only time and testing will tell if he was exaggerating or not. he has a delightfully spankable ass, but I want some pleasure from him before I have my way with his ass. If he's lucky, I will have my way with his balls for some cbt. superslut worships my breasts, nibbling and sucking my nipples while I moan. Then he gets more bondage! I can tell he enjoys pleasuring me in his bondage, because his cock gets harder and harder, leaking precum everywhere. More bondage is always my answer to escalate a fun scene to the next level!  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.
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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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