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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
     Panty Punishment Pt 2 Sissy Maid Punishment Crossdressing
    6 minutes    		  Panty Punishment Pt 2 Sissy Maid Punishment Crossdressing - Crossdressing maid punishment - part 2 pressured into panties! my lust for feminization is enough to turn my slave on… and confuse him a whole lot in the process. He has never crossdressed before, yet he finds it arousing. since it turns me on, he cannot help but be turned on. The most difficult part about this scene is how my slave is unable to control his cock’s responses to my sissification. i love embarrassing this slut by pointing out his arousal, constantly taunting and reminding him that he could have avoided this whole mess if he had only worn the one little slutty dress that I picked out for him in the first place. Now there is no escape and I won’t rest until he looks like a pretty pretty princess! since my slave always claims that “cleavage is his favorite part” of women, I also dress him in a lovely white bra with breast forms to fill out his blossoming girlish figure. “enforced” crossdressing movies are such a popular genre, but there is almost never any actual *****. They are more like “please, please, please crossdress me” movies. This is a real straight boy being punished, but aroused, by what I subject him to. I enjoy his confusion and distress as he begins to get hard, wearing panties against his will. i find a way to make him enjoy this pantied punishment. for more of my bondage adventures, visit http://****aliceinbondageland**** for weekly video updates, stories, photos and the chronicles of my kinky life!  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 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.  Chastity Check Part 1 Sissy Femdom Mistress Threesome
    6 minutes    		  Chastity Check Part 1 Sissy Femdom Mistress Threesome - Puddles the sissy part 1 intro chastity check aliceinbondageland i team up with mistress minax in this video shot in the kitchen of the serious bondage institute. we check in with puddles the sissy to make sure that his chastity device is secure. Along the way, we also discover just how sensitive his nipples are when exposed to a little bit of *******. he is led out to the deck cell on a sunny day in san francisco by a pair of laughing and very well hydrated femdoms!
     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.  Cock Milking Pt 5 Ts Seduced By Femdom Couple Bisexual Threesome
    4 minutes    		  Cock Milking Pt 5 Ts Seduced By Femdom Couple Bisexual Threesome - Tsamber seduced by couple pt 5 ****** orgasms ts amber continues to get more and more sensitive and aroused the more we play with her. Soon she is going to loose control and gush her sissy juices everywhere! both of us have been fondling, pinching, stroking and probing her while she is tied up helplessly in the living room. Her moans have grown louder and louder and her sissy clitty is at maximum hardness. This is the perfect opportunity to take advantage of her. i think she would do anything for release... Little does she know that we will not untie her simply because she has an orgasm. This is just the beginning of her night with us! see more of my lifestyle femdom videos at http://****aliceinbondageland**** and http://****aliceinlatexland****
     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!   Delivery Boy Pt 1 Caught Wearing Panties
    10 minutes    		  Delivery Boy Pt 1 Caught Wearing Panties - ********* delivery boy caught wearing panties - part 1 - “you are never going back to your old job again!” welcome to the wicked world of wildefyre. During my apprentice ship to this world-famous dominatrix, we specialized in immersive multiple day scenarios. What does that mean? It means we live out a 24/7 kinky disneyland fantasy masterpiece. You don’t know where the real ends and the glamour begins. the scene gradually becomes your real life… especially after the 3-day mark. Then the world we have created for you really starts to become your new truth on a deep psychological level! after months of emails and planning, all of paulette’s sissy clothing has arrived at our secure northern california facility. Most of these incredible crossdressing clothes are new in their original packaging, tags still attached. A wonderland of virginal pink, purple and red pvc, satin and lace panties, skirts, dresses and lingerie! why are these incredible clothes still sealed and unworn? “because,“ paulette told me, blushing, “there was no one to ***** me to wear them.” … so that is exactly what we are here to do. three dominant women (one of them behind the lens of our camera), three websites coming together at one remote facility, the ****** load of sissy clothes and one “unlucky” delivery boy. in this video you see our first in-person introduction to “paulette,” who has been taunting us like mad via email in preparation for this extended and specialized adventure. We have blurred paulette’s masculine face for privacy. After a few days with us, he will be unrecognizable anyway! he is a down on his luck delivery boy with an important document for the doctor that must be signed for in person. I convince him to put on special “protective” clothing before he is permitted entry into our state-of-the-art laboratory. Unfortunately, this customized pink protective gear will restrict his movement somewhat… but it is for his own safety! this is the moment of truth. He has no idea what is waiting for him but he knows that he has engineered his own doom. The mad dr wildefyre has been preparing a sissy wonderland behind those perfect swinging hospital doors. when we start to strip our new “patient,” we discover that he is already secretly wearing panties!!! it is too late for this delivery boy, now he must be committed to asylum diabolica! this is day 1 of 5 that paulette spent with us at the headquarters of http://****medicaltoys**** - days that would cause him to question his sexuality, his identity and, eventually, even his sanity. 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 of my friends at http://****seriousimages**** either. Thanks again guys! to see more of me, keep coming back to http://****aliceinbondageland**** for weekly updates, stories, blogs, videos, photos and real bondage adventures.
     Chastity Breasts Lingerie Pt 2 Sissy Amy Makeover Threesome
    16 minutes    		  Chastity Breasts Lingerie Pt 2 Sissy Amy Makeover Threesome - Sissyamy arrival part 2 - chastity belt, breastforms & lingerie suzanne and I enjoy putting our long-term captive into an "access denied" chastity belt. sissyamy forbidden from touching male clothing and her pesky male genitals must be safely tucked away as well! This custom chastity belt makes sure that orgasm is impossible for our slave, while at the same time presenting a nice smooth "feminine" profile. the unique guards on this chastity belt make sure that cutting the locks is impossible. Since only key is safely nestled in my cleavage, sissyamy must helplessly comply with our sadistic crossdressing fantasies if "she" ever wants to jack off again! i especially enjoy how powerful the breastforms are in transforming sissyamy from a dude to a damsel in distress. With a little chest shaving and see-through lingerie it is impossible to tell that those beautiful breasts aren't really hers. They even feel real! We just can't keep our hands off her tits throughout this whole scene. thigh high nylon stockings, panties, high heels and even a tightly-laced corset all add to her feminization dream... Or is it a nightmare? join us at http://****aliceinbondageland**** for more authentic femdom video adventures.  Super Slut Sissy Pegging Strapon Full Movie Strapon Femdom
    41 minutes    		  Super Slut Sissy Pegging Strapon Full Movie Strapon Femdom - Superslut audition full movie strapon bondage handjob hd 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. he worships my breasts, nibbling and sucking on my nipples while I moan. I can tell he enjoys pleasuring me in 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! the only thing that would makes a hard cock look sexier is panties. His cock seems to get bigger and bigger when I dress it up in pretty pink lace. Even when I start slapping his cock and balls, it stays hard and proud. i stretch him with my fingers and fuck his face with my dildo. 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 opens up beneath my fingers, I flip him onto his back for some vigorous anal pounding. Let's see if I can fuck an orgasm out of him while I stroke his hard cock.
     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****  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!
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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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