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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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  • Nylon Foot Fetish
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  • Otk Spanking Pt 1
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  • Panty Gagged
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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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  • Satin Glove
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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
     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 ****!!!  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.
     Masturbate For Me Pt 7 Ts Seduced By Femdom Couple
    5 minutes    		  Masturbate For Me Pt 7 Ts Seduced By Femdom Couple - Tsamber seduced by couple pt 7 ****** masturbation we won't rest until we've milked tsamber for every drop of her cum... so now that we've already ****** her to have multiple climaxes, now I order her to play with herself in front of us, so we can enjoy yet another orgasm from her, this time exhausting all of her sissy cream in one big cumshot blowout! with four hands all over her in this bisexual threesome, tsamber's slutty side really shows. when at last she is exhausted and drained completely of sexual fluids, we make out and untie her, still caressing her helplessly sensitive body. This is a scene none of us will ever forget! for more lifestyle femdom videos, visit http://****aliceinbondageland**** check out http://****aliceinsissyland**** for more trans, crossdressing and gender play!  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****
     Behind The Scenes Rubber Fetish Latex Interview Dress Up
    16 minutes    		  Behind The Scenes Rubber Fetish Latex Interview Dress Up - Behind the scenes cmm latex interview aliceinbondageland ... Any last words before you officially turn 30? enjoy this fun behind-the-scenes interview with my camera man turned model, chainmaille mike, as he reflects on turning 30 and the wild year he has had on both sides of the lens since becoming our bdsm intern. he is our special camera-gimp! we discuss rubber, bondage, femdom bdsm and crossdressing as well as boundary pushing and ***********.  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!
     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!  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 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!  Femdom Footjob Rubber Bondage Full Movie Latex Sissy Maid Fetish
    53 minutes    		  Femdom Footjob Rubber Bondage Full Movie Latex Sissy Maid Fetish - Latex bondage footjob full movie aliceinbondageland today is all about winning my footjob bet! another mistress claimed that footjobs were a myth and were not actually possible in real life. Today we prove her wrong, with the help of one of my good friends from niteflirt. to make sure we get the firework cumshot that I am looking for, I keep him locked in chastity for weeks, getting more and more horny. Now he is ready to explode all over my feet, even if it means having to lick up the results! Mmmmm cum-sumption! i dress him in a full rubber sissy maid uniform with latex seamed stockings, high heels, crotchless panties and gloves. We take turns polishing each other sensuously to tighten his chastity belt. Then, I lock him up with huge metal handcuffs, he is helpless before my feet!
     Red Lipstick Slut Pt 3 Sissy Sex Training Makeup Crossdresser
    11 minutes    		  Red Lipstick Slut Pt 3 Sissy Sex Training Makeup Crossdresser - Sissy sex training part 3 - slutty red lipstick i think my sissy will look great in makeup. When we were making out, I accidentally smeared my red lipstick across her lips. I liked the way it looked so much that now i'm going to give her a full makeover! before I take my sissy's virginity, it is time to dress her up like a sexy big **** in red, instead of an innocent virgin in pink. I want her in slutty red lipstick and dark eyeshadow before I take advantage of her! she covers my breasts in red lip prints before we go back to kissing in our sexy red clothes and matching slutty bright red lipstick. all this transformation play, makeup and girliness has monika helplessly aroused. I know that now she is ready to do anything for me... for more real-life femdom and sissy adventures, come join me at http://****aliceinbondageland**** and http://****aliceinsissyland****  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!
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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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