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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
     Double Penetration Sissy Pt 4 Strapon Threesome Makeover
    9 minutes    		  Double Penetration Sissy Pt 4 Strapon Threesome Makeover - Sissyamy arrival part 4 - spit roasting double penetration while madame suzanne moans, cusses and fucks sissyamy's mouth, I take a turn at her back door, probing her with my fingers. a little anal stimulation makes her an even more eager cock sucker. I bet sissyamy wishes that we hadn't locked her into that chastity belt! suzanne talks a blue streak that makes it clear she was born to weild a cock... And I get so worked up that I can't resist dipping my dick into amy's tight little sissy pussy. my smallest cock is a tight fit in this new sissy's ass, but by the end of her week she'll be taking mme suzanne's big dick in more then just her mouth. we give this new sissy a thorough working over until she's riding my cock for all she's worth while also struggling to deepthroat suzanne's massive dick, while we egg her on like the champion slut she is. Amy is getting a double dose of femdom pegging and ***********. i love double penetration, but I love it even more with suzanne on the other side of my fuckmeat, talking dirty. join us at http://****aliceinbondageland**** for more lifestyle femdom movies.  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.
     Breast Worship Pt 1 Ts Seduced By Femdom Couple
    10 minutes    		  Breast Worship Pt 1 Ts Seduced By Femdom Couple - Tsamber seduced by couple pt 1 breast worship and bondage four hands are better then two! my real-life sub and I brought home a sexy transgirl from a vegas club. Is she bi? I sure hope so because we both want to have our way with her! first, we begin with rope bondage... Binding her sexy, sensitive breasts to maximum perkiness. I can tell my switchy partner relishes this part - he loves bondage - while I continue to worship her tender nipples. i make a great distraction, suckling, nibbling and pinching. This sexy ts is trapped in our rope web before she even realizes what is happening! once her breasts are bound tightly, there is a nipple for each of us to tenderize at the same time. Never under estimate the power of a sexy couple in action! for more lifestyle femdom and fetish videos, check out http://****aliceinbondageland**** and http://****aliceinsissyland**** for more trans, crossdressing and gender play.  Locked In Pink Bondage Pt 1 Crossdressing Asylum
    8 minutes    		  Locked In Pink Bondage Pt 1 Crossdressing Asylum - Crossdressing asylum - part 1: locked in pink bondage “paulette” has begun to loose track of time spent incarcerated under our “tender” care. paulette is a top security patient here at asylum diabolica. “She” must have extensive and stringent bondage, 24/7. We have also taken extensive measures to ensure that she is not permitted to touch or wear mens clothing at any time, under any circumstances! paulette has become the perfect pantied plaything of three dominant and dangerous women. she has been incarcerated completely under lock and key. After several failed escape attempts, the intensity of the bondage and her ongoing transformation continues to increase. Paulette has been unable to ***** at night, chained to the bed and thinking desperately of release! in this video, we see the recalcitrant patient being transferred into our maximum security wing! This branch of the asylum is specifically dedicated to our experimental sexuality research, headed by the infamous (and mad) dr. Wildfyre. though paulette is already locked into her pretty pink panties, we must secure the patient completely before transport. We begin this scene in the back of a rented cube van, after driving for many hours to a secure facility. The bondage chair in which we so enjoy tormenting our sissy captive came from the set of “con air.” Created for a big budget action movie, we found it maximized for artful and effective immobilization. bondage artifacts like that tend to find my friends and i. Does that mean we qualify as “notorious?” we ***** this resisting patient into a wig and fuchsia gag, then we padlock and handcuff her into place with pink handcuffs! This is a great taunting and *********** scene as we goad our emasculated patient with the promise of escape. only dr. Wildfyre and I are crazy enough to take a cowboy, strip him of his cowboy boots… and ***** him into thigh-high hot pink stilletos! visit me at http://****aliceinbondageland**** for weekly updates, videos, photos writing and bondage adventures!
     Pete The Pantyboy Full Movie Femdom Dress Up
    35 minutes    		  Pete The Pantyboy Full Movie Femdom Dress Up - Pete the pantyboy full movie vintage lingerie fun with the sluttiest little pantyboy I have ever met! he's totally a slave to satin panties and vintage lingerie. He can't get enough of the feel of silky feminine clothing against his skin. Even through three pairs of panties, he is making quite a bulge... Not to mention a puddle of precum. i get myself off first, then make him wear my dirty, smelly, wet panties on his face. that's more then poor pete can handle and he soaks my panties with his sissy squirts. this is a fantastic scene of two real-life fetishists enjoying each other and playing dress up in an incredible collection of real vintage lingerie! Lots of laugher and lots of lust... Just how I like it! for more crossdressing, bondage and kinky videos, come visit me at http://****aliceinbondageland**** and http://****aliceinsissyland****  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.
     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!  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.
     Locked Into Lingerie Pt 3 Sissy Maid Punishment
    13 minutes    		  Locked Into Lingerie Pt 3 Sissy Maid Punishment - Crossdressing maid punishment - part 3 locked into lingerie i am re-programming this slave to enjoy the erotic thrill of wearing women’s clothing… especially lingerie, panties and sexy, frilly, forbidden fetish fashions! the curve of his ass looks delicious, framed by the feminine white lace garter belt and slutty white fishnetst this new sissy recruit could almost pass for a real woman, from behind, especially in that red flowing wig! his furry chest and bulging panties give him away as being decidedly masculine so I decide to add yet another layer of lingerie to this confused and aroused young straight boy. The lace bodysuit will disguise his breast forms and chest hair, making him look seamlessly feminine. instead of acting as a gaffe, however, the lingerie just serves to get this first-time crossdresser even more turned on and his cock stays bulging against the bow of his panties! the real finale of this film is the high heel boots. Before my slave is ready for petticoats and the pretty pvc uniform i’ve picked out, he needs to be put in his first pair of high heels. i don’t want to waste any time with nonsense like flats, so I have selected a pair of tall, sexy, slut boots! My slave gulps with fright when he sees the height of the heels I expect him to wear but soon he starts to enjoy the feeling of firm leather encasing his stocking-clad legs. I enjoy the 6-inch platform heels forcing his toes into delicate, feminine points.. join me as I implant my personal fetish for crossdressing deep in this young newbie’s mind! for more of my bondage adventures, visit http://****aliceinbondageland**** for weekly video updates, stories, photos and the chronicles of my kinky life!  Oral Sex Pt 6 Sissy Sex Training Femdom Crossdresser
    12 minutes    		  Oral Sex Pt 6 Sissy Sex Training Femdom Crossdresser - Sissy sex training part 6 - mutual oral sex - pussy licking & cock sucking i make my sissy nuzzle and pleasure my pussy through my red satin panties before allowing her to taste my sex. You can see the growing wet spot as we get more and more sexual with each other. this is a big moment for my sissy - she is going to loose her anal virginity to me today! but first... She has to make me cum with her tongue! i reward my little sissy with a teasing blow job, before reminding her that sissy cocks are for playing with and not fucking. If my sissy wants to get off, it will be with my strap-on cock firmly lodged in her ass. i insist that from now on she must refer to her ass as her "sissy pussy" instead as I educate her about womanhood and female dominant sexual slavery. for more sissy and femdom kinky 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****  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****
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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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