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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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  • Otk Spanking Pt 1
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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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  • 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
     Crossdressing Asylum Heavy Bondage For Transport Full Movie
    31 minutes    		  Crossdressing Asylum Heavy Bondage For Transport Full Movie - This incredible movie has some intense gear... And all of it is pink! it also features a fully functional jail cell, strait jacket and a bevy of 3 dominant, sadistic women all ganging up on a poor cowboy... Who is about to be stripped of his boots and put into thigh highs! ... Before being put into "cold storage" at asylum diabolica... Cold steel storage. the gear in this video has to be seen to be believed! for more videos, visit me at http://****aliceinbondageland**** for more gender play, check out http://****aliceinsissyland****  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!
     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.  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 Slut Training Pt 4 Femdom Couple Seduces Ts
    10 minutes    		  Handjob Slut Training Pt 4 Femdom Couple Seduces Ts - Tsamber seduced by couple pt 4 slut training handjob i love the way amber looks with clamps on her sensitive nipples. I also enjoy the way she reacts to the pain and pleasure. tsamber's whole body seems to be one big erogenous zone now that we have her tied up completely. Now is the perfect time to take the sensations to the next level! while my male submissive plays with her tits, I start stroking her cock in a nice, slow handjob. Her moans get louder and louder as we overwhelm her senses in a delicious bisexual threesome. i'm already making plans for this slut's gangbang! While I describe how many men and women that I am going to make her pleasure, she almost looses control without permission! for more real-life femdom videos, visit http://****aliceinbondageland**** also check out my very special site, http://****aliceinsissyland**** for more trans, crossdressing and gender play!
     Puddles Sissy Wet Bondage Part 2 Outdoor Femdom Rubber Threesome
    12 minutes    		  Puddles Sissy Wet Bondage Part 2 Outdoor Femdom Rubber Threesome - Puddles the sissy part 2 bondage aliceinbondageland mistress minax and I enjoy a sunny but windy day in kinky san francisco. we are playing at the serious bondage institute so we take advantage of the unique cement cell hidden in their deck. metal restraints, heavy locks and heavy rubber are the flavors of the day so far but we taunt and humiliate our thirsty sissy with threats of what will happen to him once he is helpless.  Panties Corsets Heels Pt 3 Caught Wearing Panties
    9 minutes    		  Panties Corsets Heels Pt 3 Caught Wearing Panties - Caught wearing panties - part 3: panties, corsets and heels - oh my! “it was just a panty thing… I never intended for things to go this far!” now that we have double pantied, corseted and locked this poor delivery boy into pink lingerie, he is bargaining, begging and pleading for release. the mad dr. Wildefyre believes that we have finally ********* our perfect experimental test subject. She is certain that pushing him right over the edge of ****** crossdressing insanity will reveal a crucial insight into the workings of the human mind, especially when it comes to gender and sexuality. She will stop at nothing to see this man undone by his own frilly fetishes! every piece of women’s clothing is locked in place on this hapless cowboy who is now our helpless dress up dolly. The camisole locks behind his back. The corset ties are locked at maximum tightness. His black police-style subjugation hood is offset by a pretty pink satin ***** mask. His delicate hands are protected from vicious steel handcuffs by opera-length pink satin gloves. However, even the s&w handcuffs binding his wrists so unforgivably are custom made in powder pink. this is only the beginning. The mad dr. Wildefyre is very thorough! welcome to asylum diabolica… the dr. Is in… sane! this is day 1 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! to see more of me, keep coming back to http://****aliceinbondageland**** for weekly updates, stories, blogs, videos, photos and real life bondage adventures.
     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!  Satin Glove Spanking Pt 2 Panty Drawer Sissy Punishment Femdom
    4 minutes    		  Satin Glove Spanking Pt 2 Panty Drawer Sissy Punishment Femdom - Panty drawer punishment pt 2 sissy spanking i can see that my dirty gym panties are not punishment enough. Time for a spanking! my green satin gloves are a silky torment to sensitize my sissy's skin before delivering swift femdom justice in a bare-handed spanking... Until my sissy boyfriend's pretty pink ass matches the stolen pretty pink panties! i also notice that "she" is wearing my frilliest floral lace garter belt and sexy stockings... for more femdom videos with bondage, lingerie play and more, come visit me at http://****aliceinsissyland**** and http://****aliceinbondageland****
     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!  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.
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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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