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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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  • Brutalized In
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  • Handjob Cumshot Pt
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  • Hypnotic Panties
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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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  • Red Lipstick Slut
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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
     Caught Wearing Panties Full Movie Mad Scientist Test Subject
    38 minutes    		  Caught Wearing Panties Full Movie Mad Scientist Test Subject - This is the ultimate crossdressing fantasy movie. the mad doctor wyldefyre, aliceinbondageland and laughingsadist have all joined ****** to create a nightmare/fantasy world for this submissive. he has never met any of us in person. we ****** this delivery boy, discover he is already wearing panties and then fling him head-first into the deep end of forcedfem, femdom and heavy lingerie play. corsets, panties, heels, oh my. A cinderella style cage for a twisted game of sissyball. This video is incredible. It has it all. One of the pinnacles of sissy play and my favorite all time scene!!! for more of my video adventures, visit me at http://****aliceinbondageland**** - and check out http://****aliceinsissyland**** for more gender play, forcedfem and crossdressing!  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****
     Pete The Pantyboy Full Movie Femdom Dress Up
    35 minutes    		  Pete The Pantyboy Full Movie Femdom Dress Up - Pete the pantyboy full movie vintage lingerie fun with the sluttiest little pantyboy I have ever met! he's totally a slave to satin panties and vintage lingerie. He can't get enough of the feel of silky feminine clothing against his skin. Even through three pairs of panties, he is making quite a bulge... Not to mention a puddle of precum. i get myself off first, then make him wear my dirty, smelly, wet panties on his face. that's more then poor pete can handle and he soaks my panties with his sissy squirts. this is a fantastic scene of two real-life fetishists enjoying each other and playing dress up in an incredible collection of real vintage lingerie! Lots of laugher and lots of lust... Just how I like it! for more crossdressing, bondage and kinky videos, come visit me at http://****aliceinbondageland**** and http://****aliceinsissyland****  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!
     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****  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.
     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****  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.
     Punishing A Virgin Pt 2 Sissy Sex Training Femdom Cd
    10 minutes    		  Punishing A Virgin Pt 2 Sissy Sex Training Femdom Cd - Sissy sex training part 2 - punishing & probing a virgin my little sissy monika confesses that she's never had anything in her sissy pussy? and what exactly is a sissy pussy? It is when a sissy is specially trained to take mistress' and men's cocks up her tight little ass. When a sissy is properly trained her ass becomes just like a real ****'s pussy, sensitive and pleasurable to the point of orgasmic! the more I play with her tight virgin hole, the more erect monika becomes. We make out and she gets harder and harder until I can tell that she is ready to have her cherry popped. i fondle and probe her through the pretty pink stolen panties until she begs me to take her sissy pussy virginity with my big strap-on cock. She blushes so preciously as I get her ready to be deflowered. for more lifestyle sissy training and femdom videos, come join us at http://****aliceinbondageland**** and http://****aliceinsissyland****  Sissy Amy Arrival Full Movie Stripped Fucked By Strapon
    53 minutes    		  Sissy Amy Arrival Full Movie Stripped Fucked By Strapon - Sissy amy arrival full movie strap-on threesome mistress sindee has shipped her slave cross country for advance training with me! since she lives so far away, I am filming all of sissyamy's captivity to share with "her" mistress who can't be here in person. Join us as we embark on the opening of what for this poor slave will be three full days of 24/7 feminization and captivity. mistress sindee, madame suzanne and I all conspire to make sure that sissyamy has three days of unforgetable public sissification, bondage, chastity and strap-on training! At no point will she be allowed free... Even spending her nights in bondage. ... But first we have to strip this sissy slut of her masculinity and teach her to enjoy both sucking and taking our strap on cocks. this is just the beginning of sissyamy's "advanced" training. join me at http://****aliceinbondageland**** for more femdom video adventures!
     Strapon Handjob Cumshot Breasts Part 3 Femdom Mistress Alice
    22 minutes    		  Strapon Handjob Cumshot Breasts Part 3 Femdom Mistress Alice - Superslut audition part 3 strapon handjob aliceinbondageland superslut is living up to his name! He took one look at my "advanced" sized strap-on dildo and asked me if that was the biggest that I had. We are pulling out the truly large dicks for this stretchy anal slut. i stretch him with my fingers before making sure my dick will fit in his face. He has a skilled mouth but I can tell that his throat will need more cocksucker training before it can deepen and take as much as his ass does. once he is opening up beneath my dildo, I flip him onto his back for some vigorous anal pounding. Let's see if I can fuck an orgasm out of him while stroking his hard cock.  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****
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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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