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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
     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.  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****
     Locked Into Lace Pt 2 Caught Wearing Panties
    15 minutes    		  Locked Into Lace Pt 2 Caught Wearing Panties - Caught wearing panties - part 2: locked into lace we discover that our ********* delivery boy is secretly wearing panties! Dr. Wildefyre wastes no time in bringing out even more sexy, pink, frilly and feminine costumes! Our frilly captive has no idea what is in store for him or if he will ever be permitted to return to his day job again! so there can be “no going back” we cut off all of his drab masculine clothing. Now he can only wear what we choose to dress him in! He has no choice but to endure layers of ruffles! the other ladies and I re-dress him “appropriately” in a sexy pink satin camisole, edged with luscious black lace. The doctor insists that we must padlock the clothing onto our new patient, so that he cannot escape. He continues to protest and bargain with us to escape our clutches but to no avail. This sexy feminine outfit has little rings in the bra straps that are just the right size for our pink locks! so we ***** this poor delivery boy into yet another layer, locking him in lace … before we double panty him. we are this poor delivery boy’s last stop of the day. I know that no one will miss him over the weekend. By the time monday rolls around, that life will be a fading memory. By then, “paulette” will have become our perfect pantied pet… permanently! mistress wildefyre is an incredibly sexy dominant woman. She is an expert at harnessing and controlling the male impulse… as well as an expert in altering it to suit our twisted needs. for those of you who secretly crave ****** crossdressing, our mocking laughter and eager encouragement will echo in your ears and haunt your dreams. Just think, this could be you! this is day one 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 guys, you have the best toys! to see more of me, keep coming back to http://****aliceinbondageland**** for weekly updates, stories, blogs, videos, photos and real bondage adventures.  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****
     Photo Slut Blackmail Collateral Pt 2 Ts Seduced Femdom Couple
    4 minutes    		  Photo Slut Blackmail Collateral Pt 2 Ts Seduced Femdom Couple - Tsamber seduced by couple pt 2 photo slut we picked up this sexy ts in vegas and she is clearly ready for her close up! once amber's sexy breasts are tied tightly in rope, her slutty side begins to come out. She flirts with both of us and with our camera so much that I can't resist taking erotic photos of her in our clutches. i think she finds the caress of the camera's flash to be as sexy as our four hands and two mouths all over her... This scene brings her secret exhibitionist side out for all to see, from her heaving breasts and heavy breathing to the hardening bulge in her panties. would a sexy situation like this bring out your inner camera slut? for more lifestyle femdom videos, visit http://****aliceinbondageland**** - for more trans, crossdressing and gender play, check out http://****aliceinsissyland****  Puddles The Sissy Full Movie Wet Mistress Showers Outdoor
    27 minutes    		  Puddles The Sissy Full Movie Wet Mistress Showers Outdoor - Puddles the sissy full movie sd aliceinbondageland puddles is an extra-kinky sissy with a "thirst" for exotic degradations. we share taboo fantasies about watersports paired with inescapable bondage so I know it is going to be a good day to stay hydrated. Time to add latex fetish clothing, a sissy maid uniform and also time to invite a friend over for maximum mischief! mistress minax joins me for a soggy day in the sun, featuring the famous serious bondage "deck cell" for our wet fantasies. We can just hose him down once we are done with him! after all, no one has "perfect" aim! We are very glad that rubber is waterproof!
     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****  Dressing Up Together In Panties Pt 1 Pete The Panty Boy
    13 minutes    		  Dressing Up Together In Panties Pt 1 Pete The Panty Boy - Pete the pantyboy part 1 dressing up together in panties and vintage lingerie i think that pete's slutty little skirt is just a little too short. His cock is dangling just beneath the layer of pretty lace frills. We can't have that! Panties are just the thing to protect my new sissy's modesty. We can't have that cock dangling down with his garters! pete is has secretly been a panties masturbator for years and I love this journey of exploration because you can see his excitement, embarassment and eagerness as I make him prance for me and show off his new frilly panties. we dress in vintage lingerie together, including full coverage satin panties, garters, fully fashioned stockings and even a sexy nylon slip so that we can slide silkily against each other, together in our panties. poor pete gets so turned on that he starts to make a puddle in his panties - time to double panty him! for more crossdressing, bondage and kinky videos, come visit me at http://****aliceinbondageland**** and http://****aliceinsissyland****
     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****  Spanking Sissy Pt 7 Panty Drawer Punishment Femdom Cd
    4 minutes    		  Spanking Sissy Pt 7 Panty Drawer Punishment Femdom Cd - Panty drawer pt 7 spanking punishment i am seducing my sissy boyfriend into wearing panties full time! while I describe the various kinds of sexy little **** dress up clothes I expect from now on, she gets so distracted and turned on that she starts humping my leg like a naughty little puppy! this kind of behavior is inexcusable and must be punished with a swift spanking! i won't stop until my sissy's ass cheeks are as pink as her stolen panties! come see more of my videos 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!  Satin Glove Handjob Pt 3 Panty Drawer Sissy Punishment Femdom
    3 minutes    		  Satin Glove Handjob Pt 3 Panty Drawer Sissy Punishment Femdom - Panty drawer pt 3 satin gloves handjob tease nothing feels better then satin gliding against smooth, sensuous satin... And what better place to enjoy that sexy feeling then against your helplessly hard cock? now that I have caught my sissy boyfriend going through my panty drawer, I know that I am going to have to start forcing him to wear panties every day. i use my deep green satin gloves as tools of torment and delight in this teasing handjob. i enjoy reprogramming him with pleasure. Now my sissy is helpless to resist the siren call of my panty drawer... for more lifestyle femdom videos with heart and passion, come visit me at http://****aliceinsissyland**** and http://****aliceinbondageland****
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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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