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  • Delivery Boy Pt 1
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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
     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.  Nylons Lingerie Breast Worship Pt 5 Sissy Sex Training Femdom Cd
    12 minutes    		  Nylons Lingerie Breast Worship Pt 5 Sissy Sex Training Femdom Cd - Sissy sex training part 5 - breast worship in stockings and garters now that monika is wearing makeup and dressed in sexy merrywidow lingerie and garters, she is really ready to loose her virginity like a real slut! i have to teach her about the proper ways to be a good **** and please her partner. She will have to learn all about my breasts and receive special instruction in how I like to be touched in order to become my perfect sissy sex slave. i also dress her in sexy sheer stockings to make her as sensitive and sensual as possible while my friend takes photos of her ongoing transformation. for more lifestyle femdom and feminization videos, keep coming back to me at http://****aliceinsissyland**** and http://****aliceinbondageland****
     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****  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!
     Chastity Panties Strapon Slave Part 1 Femdom Mistress Alice
    15 minutes    		  Chastity Panties Strapon Slave Part 1 Femdom Mistress Alice - Footsub giant strapon part 1 bondage chastity aliceinbondageland we have so much in common that it was just a matter of time before I put footsub on camera for some kinky confessions and movie mischief! Both of us love ass play, and have deep appreciation for sexy feet and boots. the cb series of plastic chastity devices are famous, but he's one of the rare few who have dared to try the pa5000 device because it requires a prince albert genital piercing in order to secure your sexuality. footsub's series of piercings lets me attach rope bondage to some very "personal" rigging points as I tie him down for some deep anal probing using the "dino dick."  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.
     Double Pegged Pt 3 Sissy Strapon Threesome
    14 minutes    		  Double Pegged Pt 3 Sissy Strapon Threesome - Brutalized in ballet boots - part 3 pegging and pounding i ****** sissyamy to wear a butt plug in public all day long, yesterday... But even that and all the anal fingering can't really prepare her for what we have in store for her. my sissy slave moans in her leather bondage as I slowly impale her on my slim teal dildo. My reasonably-sized cock is just the beginning of her strap-on punishment. Madame suzanne's massive dick is bigger then anything sissyamy has ever taken before! all the stretching and lube in the world might not be enough to get her through what suzanne has in store. Poor sissyamy! She grunts, groans and even screams as madam suzanne inexorably plunges her giant dick, inch by inch, into her tight little ass. enjoy this relentless strap-on fucking session! We make this little sissy squeal like a pig! join us at http://****aliceinbondageland**** for more bondage and 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****
     Dino Dick Giant Strapon Fucking Mistress Aliceinbondageland
    33 minutes    		  Dino Dick Giant Strapon Fucking Mistress Aliceinbondageland - Footsub giant strapon full movie aliceinbondageland my dear submissive "footsub" has been bragging to me that he could take bigger toys then anyone else on my website so far. this shoot is my way of seeing if his ass really can handle all that he bragged about. We enjoy some flirty banter while I tie him up and explore his ass with my hands. I always appreciate his wit and charming smile. enjoy some hilarious stories of anal hijinx from a true ass slut while I stuff him to the cheeks with a new strap-on toy we lovingly call "the dino dick!" all of the toys we enjoy in this clip came from our local mr s leathers in san francisco.  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!
     Handjob Extended Cut Pt 6 Femdom Bisexual Threesome Tgirl Ts
    9 minutes    		  Handjob Extended Cut Pt 6 Femdom Bisexual Threesome Tgirl Ts - Tsamber seduced by couple pt 6 handjob chair tie extended version this bonus version is extra long with plenty of hot handjob footage! her cock is already getting hard again and I noticed that there wasn't a lot of fluid involved with her first orgasm. I am convinced that this ts is still full of cum and I intend to milk it out of her one way or another! we tie tsamber securely to the throne and continue playing with her through the night... join me at http://****aliceinbondageland**** for more femdom movies.  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!
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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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