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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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  • Brutalized In
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  • Punishing A Virgin
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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.  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.
     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.  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!
     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!  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.
     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!  Just The Handjobs Femdom Couple Seduces Ts Tgirl
    32 minutes    		  Just The Handjobs Femdom Couple Seduces Ts Tgirl - Tsamber seduced by couple just the handjobs i know what you want to see... You're in it to watch a sexy latex-clad couple torment a captive tranny with sensual handjobs while my male slave ties up her supple body. I won't rest until I have corrupted tsamber into the perfect bisexual slut! first, we tie amber standing up in the center of the living room and enjoy her breasts as well as her growing shemale cock. once I coax one shuddering climax out of her, we tie her securely to the chair for even more milking! join me for weekly updates at http://****aliceinbondageland**** and check out http://****aliceinsissyland**** for more trans, crossdressing and gender play!
     Record Setting Strapon Anal Part 2 Mistress Femdom Bondage
    19 minutes    		  Record Setting Strapon Anal Part 2 Mistress Femdom Bondage - Footsub giant strapon part 2 dino dick aliceinbondageland sometimes a slave promises a mile but gives an inch... i am here to settle a bet with footsub to see if he really can beat my anal stretching champion and become the new reigning ass king of my website. so far, I am impressed by the size of his strap-on toys and butt plugs. I also like his stories of anal exploration, but let's see if his ass can deliver what his mouth has been promising! i task him with taking all of the brand new "dino dick" from mr s, only then he will get to enjoy my feet as a reward!  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****
     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****  Nipple Worship Part 1 Super Slut Femdom Mistress Bdsm
    10 minutes    		  Nipple Worship Part 1 Super Slut Femdom Mistress Bdsm - Superslut audition part 1 breast worship aliceinbondageland i met superslut online and we immediately hit it off when we saw each other in person. He has bragged about his anal capacity and kink level. Only time and testing will tell if he was exaggerating or not. he has a delightfully spankable ass, but I want some pleasure from him before I have my way with his ass. If he's lucky, I will have my way with his balls for some cbt. superslut worships my breasts, nibbling and sucking my nipples while I moan. Then he gets more bondage! I can tell he enjoys pleasuring me in his 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!
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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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