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  • Delivery Boy Pt 1
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  • Ruffle Worship
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  • Brutalized In
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  • Otk Spanking Pt 1
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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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     Brutalized In Ballet Boots Full Movie Sissy Strapon Femdoms
    28 minutes    		  Brutalized In Ballet Boots Full Movie Sissy Strapon Femdoms - Brutalized in ballet boots full movie have you ever been loaned out to a stranger before? that's exactly what mistress cindee did - she sent her little crossdressing chastity sissy to kinky san francisco for 3 days of captivity, *********** and *******. this is the culmination of that intense, extended, scene. Madam suzanne and I want to enjoy a grand finale before shipping our slut home to his mistress. we set out to violate all of her holes, forcing her to give us a double dildo blowjob and then stretching her ass out to its maximum. There is no safe word. Sissyamy must rely on our dubious mercy. We impale her ass with our cocks as she struggles and groans. these are bigger cocks then she has ever taken before! join me at http://****aliceinbondageland**** for more authentic lifestyle femdom movies.  Sissy Public Handjob Chastity Schoolgirl Uniform
    15 minutes    		  Sissy Public Handjob Chastity Schoolgirl Uniform - Our scene unfolds in golden gate park, the birds are tweeting as we open on a helpless sissy trapped in the clutches of a wicked schoolyard bully! behold! Our most daring public outdoor shoot yet! monika is a naughty schoolgirl but I am even naughtier in my authentic japanese sailor suit ****** uniform. i tie her down on a park bench at the overlook with two look-outs to make sure no one stumbles upon our scene in progress. When she is secure, I relish in *********** her, taunting, teasing and tickling until I discover her hard cock beneath the many layers of petticoats and panties. she has a surprisingly big dick for a sissy so there is no way it will fit into a chastity device while still engorged. I know a "cure" for erections so I make her cum for me and then stuff her softening cock into the cb6000 before she can change her mind! this is your last orgasm, from now on you have to cum like a ****!!!
     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****  Garters Fishnets Pt 1 Sissy Maid Punishment
    13 minutes    		  Garters Fishnets Pt 1 Sissy Maid Punishment - Crossdressing maid punishment - part 1 bondage and lingerie my straight male submissive claims to not enjoy crossdressing… but I enjoy seeing my men in panties! i ordered my slave to wear a sexy, shiny vinyl maid’s uniform for me and he disobeyed. Since he refused to wear a maid’s dress for me at the party, I am punishing my slave in a very special, very embarrassing way… by dressing him in women’s clothes for the first time, on camera. before, all I wanted was for him to wear a dress. Now, i’m not going to be satisfied with something that simple. I chain him to the ceiling for the works! Full enforced feminization!!! panties, petticoats, high heel fetish boots, fishnet stockings, garters and more! we raided an entire studio worth of frilly costuming to create this seductive cloud of lace, panties and petticoats. You will also get to enjoy my latex alice in wonderland costume as I surround and overwhelm this submissive with more femininity then he has ever seen. i enjoy his distress and confusion as he starts to get hard, against his will, while I dress him up in sexy white fishnets. The garter belt frames his ass so nicely that I can’t resist an old fashioned hairbrush spanking while I style his slutty red wig. for more of my bondage adventures, visit http://****aliceinbondageland**** for weekly video updates, stories, photos and the chronicles of my kinky life!
     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.  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****
     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!  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.
     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.  Pov Caught Stealing Panties Femdom Confrontation Masturbation
    18 minutes    		  Pov Caught Stealing Panties Femdom Confrontation Masturbation - Caught stealing panties - full movie - pov femdom confrontation from now on, you will be buying panties for both of us and I am throwing away all of your boxers! that's right, only frilly panties for my little panty slut from now on!!! i walk you through your future as my little panty slut before I ***** you to masturbate with my dirty panties from last night... I can't resist playing with myself, fingering my pussy while I watch you stroke your cock. I'm turning you into my perfect little sissy slut. a delicious dressing down and lingerie show from your mistress alice... for more of my videos, visit http://****aliceinbondageland**** for more crossdressing and genderplay, check out http://****aliceinsissyland****
     Behind The Scenes Rubber Fetish Latex Interview Dress Up
    16 minutes    		  Behind The Scenes Rubber Fetish Latex Interview Dress Up - Behind the scenes cmm latex interview aliceinbondageland ... Any last words before you officially turn 30? enjoy this fun behind-the-scenes interview with my camera man turned model, chainmaille mike, as he reflects on turning 30 and the wild year he has had on both sides of the lens since becoming our bdsm intern. he is our special camera-gimp! we discuss rubber, bondage, femdom bdsm and crossdressing as well as boundary pushing and ***********.  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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