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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
     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.  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****
     Cock Sucking Sissy Pt 3 Amy Arrival Makeover Threesome Femdom
    7 minutes    		  Cock Sucking Sissy Pt 3 Amy Arrival Makeover Threesome Femdom - Sissyamy arrival part 3 - cock sucking with mmesuzanne madame suzanne weilds a dick like no woman I have ever met! she has absolute confidence, total control and knows what she likes! sissyamy has only been in san francisco for an hour, but she is about to get a serious lesson in cock sucking from my best friend with a big cock. but is madame suzanne's strap-on too large for this newbie sissy submissive? She loves the sound of ******* as spit runs down her sissy's chin. She is demanding, relentless and ruthless. one way or another, we are going to stuff every inch of our dildoes into this loaner-submissive. We're going to ship her back to mistress sindee sore, stretched and smiling! ... But first we need to stretch out her mouth properly! join us at http://****aliceinbondageland**** for more authentic femdom video adventures.  Panty Drawer Sissy Punishment Handjob Full Movie Femdom
    46 minutes    		  Panty Drawer Sissy Punishment Handjob Full Movie Femdom - Panty drawer punishment full movie i catch my sissy boyfriend riffling through my panty drawer and decide that this means he is ready for full feminization. 24/7 girly clothes for him from now on. in order to make him ready for his new life as my girlfriend, I ***** him to smell my stinky gym panties, even sucking my nipple through their soggy crotch. he confesses that is not just about panties, but that he is helplessly devoted to all things feminine. Corsets, gloves, garter belts, stockings, the works. my poor sissy gets so turned on and confused during our talks about sexy clothing that I have to punish "her" with a severe spanking. Clearly her training can't progress until I teach her to sexually submit to a truly dominant woman. this movie has a sexy real life dynamic and a very happy ending. for more lifestyle femdom and ****** feminization videos with heart and passion, come visit me at http://****aliceinsissyland**** and http://****aliceinbondageland****
     Jail Cell Suspension Bondage Pt 2 Cbt Rubber In Ballet Boots
    10 minutes    		  Jail Cell Suspension Bondage Pt 2 Cbt Rubber In Ballet Boots - “gumbi ******* around in ballet boots… part 2” now that my slave is helplessly suspended from the ceiling of this custom jail cell, I am ready to take the bondage (and the latex) to the next level. I begin by adding a heavy rubber hood with a built in rebreather. Some people also call it a “breath bag.” This will dramatically reduce the amount of oxygen he gets, rendering him even more dizzy and helpless as he dangles above the floor for me… trussed up in head to toe latex, incredible sky-high ballet boots and tight leather straps! He is completely immobilized for my pleasure and amusement (plus my *****-ment). i don’t even bother to remove his under hood - which still has an inflatable gag and blindfold in place. Now the layers are getting tighter and tighter. Do the walls feel like they are closing in, yet? gumbi is a very special slave, with an insatiable love for latex and heavy rubber bondage… as well as for severe cock and ball ******* (cbt for those of you who are acronym fetishists). before our play began, I made sure to add spikes to the chastity device hidden under his sleek and sexy black rubber catsuit! i particularly enjoy his helpless, blind, deaf and dumb state in this video. I love caressing him through the layers of rubber, especially how our lubed-up latex encased bodies slide erotically against one another. I also enjoy emphasizing his helplessness as he dangles weightlessly. However, the fun really begins when I tear off his latex codpiece to reveal his hardening cock in its spiked sheath! “look at how fucking turned on you are!” I exclaim, revealing his substantial member. He moans helplessly as I examine my growing target, squeezing it, testing it against the chastity device (in this case a “gates of hell” with added spiked rings). The more aroused he gets, the more he suffers for me. The harder his cock gets, the more he suffers for his lust! … and then I start to add the weighted clamps to his cock and balls! … and then a vibrator to make him even more turned on and sensitive beneath those spikes! this gives me a great idea, so I add yet another layer of cbt bondage and lace his whole cock (still in the gates of hell) into another layer of spiked agony. Now his whole cock belongs to me - in layers of painful bondage. i love the close-ups of his cock stretched tightly against the laces… and I especially enjoy the way I can swing him back and forth using the weights attached to his balls as a very intense, intimate leash. see more videos, photos, blogs and stories at ****aliceinbondageland**** for more forcedfem and crossdressing videos, check out http://****aliceinsissyland**** i've also set aside all of my cbt play for you heavy enthusiasts over at http://****aliceincbtland**** now you can find whatever side of my femdom universe that you are looking for!  Sissy Maid Punishment Full Movie Femdom
    59 minutes    		  Sissy Maid Punishment Full Movie Femdom - Crossdressing maid punishment - full movie “enforced crossdressing” videos seldom live up to their reputation. In fact, for most sissy subbies, it takes very little pressure at all to put them into panties. yet still, the fantasy of being ****** into panties by a beautiful woman is incredibly compelling. In this spirit, I present a crossdressing video that is really under duress. my slave gets more aroused and more confused the more I feminize him. this newbie submissive disobeyed my order to dress in a pvc sissy maid uniform for my special tea party. He claims to be a straight “manly man.” This is his punishment. first, I bind his hands high above his head so that he will be helpless to resist. Then, I begin to break apart his rough, tough, straight male exterior piece by piece, mercilessly taunting him with each ruffled, girly, lacy, pretty piece of clothing that I have picked out for him. i raided the entire costume department of a famous fetish studio to put this incredible feminine outfit together. Panties, stockings, garters, petticoats and more panties… it all culminate in his first ballet boots walking lesson! watch me take this straight boy and turn him into my perfect sissy slave slut! for more of my bondage adventures, visit http://****aliceinbondageland**** for weekly video updates, stories, photos and the chronicles of my kinky life! for more gender play, check out http://****aliceinsissyland****
     Otk Spanking Pt 1 Sissy Sex Training Femdom Crossdresser
    10 minutes    		  Otk Spanking Pt 1 Sissy Sex Training Femdom Crossdresser - Sissy sex training part 1 - otk spanking when I come home unexpectedly early, I catch my sissy boyfriend dressed up in my clothes and jacking off! He's wearing my favorite pink rose print sundress and is wearing my favorite pair of pink satin panties. leave it to a sissy to steal the girliest clothes in my wardrobe! instead of interrupting her masturbation right away, I decide to spy on monika for a little while and wait until she's fully erect and as turned on as possible. Then, I barge through the door. i was only gone for twenty minutes and already she's dressed up like a prissy sissy and jacking off without permission! i make monika show off her pantied hard-on before punishing her with an over the knee spanking... So that she learns what happens to naughty little ***** when they play with themselves without permission. my love of spanking discipline is obvious as I correct my sissy's behavior the old fashioned way! for more lifestyle femdom and sissy training videos, come join me at http://****aliceinbondageland**** and http://****aliceinsissyland****  Panty Therapy Pink Straitjacket Pt 2 Crossdressing Asylum
    8 minutes    		  Panty Therapy Pink Straitjacket Pt 2 Crossdressing Asylum - Crossdressing asylum - part 2: panty therapy, pink straightjacket & hobble skirt paulette is still trapped in our clutches and the pressure of her corset is mounting. Knowing the mental state of our patient, we are taking no chances with this latest male-to-female acquisition. She talks incessantly of escaping, claiming that no mistress has ever been able to keep her in bondage and women‘s clothing for long. no matter how severe the side effects might be… her controversial panty therapy must continue! that is precisely why paulette must be kept in the most stringent of locked pink bondage possible… no matter how much “she” protests. at no time is paulette ever free. She must always be kept under lock and key as part of her feminization treatment, leaving her helplessly out of control of her own circumstances. She has only the jingle of padlocks and chains to comfort her beneath the darkness of two pink blindfolds. clapped into leg irons, gagged and ****** into custom pink handcuffs, she must now endure an ultra-sexy pvc fetish hobble skirt. This way she’ll learn that “good ***** keep their legs together when they sit down!” Of course, the padlocked pink leather straps are also a wickedly effective reminder! my favorite part of the ensemble is the custom, locking pink pvc straightjacket! I love the way the jacket’s panty straps padlock over those perfect sissy ruffles! visit me at http://****aliceinbondageland**** for weekly updates, videos, photos writing and bondage adventures!
     Hypnotic Panties Pt 5 Sissy Panty Drawer Punishment Femdom
    5 minutes    		  Hypnotic Panties Pt 5 Sissy Panty Drawer Punishment Femdom - Panty drawer pt 5 hypnotic feminized fate this is a different kind of "bedtime story." as my sissy boyfriend cuddles in bed with me, I describe the sexy fate that awaits him in the world of femininity. i lull this slut-to-be into an aroused state describing all of the clothing I expect her to wear in order to be a good and proper **** for me. it isn't just panties... Now I expect my slave to be dressed as a young **** for me 24/7. In time, with good behavior, I will allow her the thrill of sexy and grown up clothes, like a prom dress, corsets and garters. for now, I expect my new "****" friend to enjoy the process of "blossoming" into a young woman under my training. for more lifestyle femdom and transformation videos, come visit me at http://****aliceinsissyland**** and http://****aliceinbondageland****  Cock Sucking Training Pt 1 Double Mouth Threesome Strapon
    5 minutes    		  Cock Sucking Training Pt 1 Double Mouth Threesome Strapon - Brutalized in ballet boots - part 1 two cocks, one mouth this cocksucking video is really all madame suzanne's fault. I invited her over to test out sissyamy and she just couldn't keep her dick out of my new slut's mouth. we had so much fun in that initial scene that now she is back for more. This time, I let suzanne direct the scene, all around her new favorite fetish - seeing how much hard cock she can stuff into sissyamy's mouth! You get to see this a lot in straight porn, but there's nothing as hot as making a sissy bitch airtight with femdom double penetration. sissyamy is blindfolded and must fumble in the dark using only her mouth to pleasure both of our strap-on dildoes or face whatever punishment we devise. Let's see how long her mouth lasts before we wear it out and bend her over! for more authentic femdom movies, join us at http://****aliceinbondageland****
     Permanently Pantied Jail Cell Pt 3 Crossdressing Asylum
    16 minutes    		  Permanently Pantied Jail Cell Pt 3 Crossdressing Asylum - Crossdressing asylum - part 3: permanently pantied jail cell incarceration silence isn’t golden anymore… it is bright pink! paulette is now double gagged and locked down completely with pink leather straps and even pink padlocks! We’ve gone from “nice and tight” to “nasty and tight!” dr. Wildefyre isn’t gentle as she ****** our captive into yet another layer of sensory deprivation and loss of control. Paulette takes this severe, inflatable, mouth-stuffing gag well for someone who’s never been ****** to suck anything before. The locking pink leather hood has never been worn and requires extensive, forceful “stretching” before it begins to fit our patient. paulette is already wearing a full body set of matching pvc fetish wear restraints. From the custom locking straightjacket, to the hobble skirt we have laced tight, to the tips of her thigh high boots, she is encased completely in pink bondage! complete immobilization is not enough, so we take it to the next level! Time to strap the patient down into an intricate, institutional, full-body reclining wheelchair for transport to her new, ultra-secure jail cell. gone are the pink frilly curtains in her padded cell… and instead she is ready to be encased in steel bars! Paulette is helpless as we wheel her from the transport truck to her new, hard-core prison. after 2 foiled escape attempts, paulette is now in maximum security lock down at our inescapable remote facility as we prepare to peel away yet another layer of “her“ former masculinity! escape is now completely impossible. Paulette will be our sissy slave forever! visit me at http://****aliceinbondageland**** for weekly updates, videos, photos writing and bondage adventures!  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 ****!!!
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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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