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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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    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
     Panty Gagged Breast Worship Pt 6 Panty Drawer Punishment Femdom
    3 minutes    		  Panty Gagged Breast Worship Pt 6 Panty Drawer Punishment Femdom - Panty drawer pt 6 panty gagged breast worship my breasts feel wonderful rubbing against the silky nylon panties, I can't resist taking my top off so we can play with my breasts together. my nipples get so sensitive when I get turned on! my sissy boyfriend nuzzles and suckles them through my dirty panties for a double treat for us both! check out more lifestyle femdom videos at http://****aliceinbondageland**** and http://****aliceinsissyland****  Satin Glove Handjob Pt 3 Panty Drawer Sissy Punishment Femdom
    3 minutes    		  Satin Glove Handjob Pt 3 Panty Drawer Sissy Punishment Femdom - Panty drawer pt 3 satin gloves handjob tease nothing feels better then satin gliding against smooth, sensuous satin... And what better place to enjoy that sexy feeling then against your helplessly hard cock? now that I have caught my sissy boyfriend going through my panty drawer, I know that I am going to have to start forcing him to wear panties every day. i use my deep green satin gloves as tools of torment and delight in this teasing handjob. i enjoy reprogramming him with pleasure. Now my sissy is helpless to resist the siren call of my panty drawer... for more lifestyle femdom videos with heart and passion, come visit me at http://****aliceinsissyland**** and http://****aliceinbondageland****
     Panty Punishment Pt 2 Sissy Maid Punishment Crossdressing
    6 minutes    		  Panty Punishment Pt 2 Sissy Maid Punishment Crossdressing - Crossdressing maid punishment - part 2 pressured into panties! my lust for feminization is enough to turn my slave on… and confuse him a whole lot in the process. He has never crossdressed before, yet he finds it arousing. since it turns me on, he cannot help but be turned on. The most difficult part about this scene is how my slave is unable to control his cock’s responses to my sissification. i love embarrassing this slut by pointing out his arousal, constantly taunting and reminding him that he could have avoided this whole mess if he had only worn the one little slutty dress that I picked out for him in the first place. Now there is no escape and I won’t rest until he looks like a pretty pretty princess! since my slave always claims that “cleavage is his favorite part” of women, I also dress him in a lovely white bra with breast forms to fill out his blossoming girlish figure. “enforced” crossdressing movies are such a popular genre, but there is almost never any actual *****. They are more like “please, please, please crossdress me” movies. This is a real straight boy being punished, but aroused, by what I subject him to. I enjoy his confusion and distress as he begins to get hard, wearing panties against his will. i find a way to make him enjoy this pantied punishment. for more of my bondage adventures, visit http://****aliceinbondageland**** for weekly video updates, stories, photos and the chronicles of my kinky life!  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!
     Strapon Handjob Cumshot Breasts Part 3 Femdom Mistress Alice
    22 minutes    		  Strapon Handjob Cumshot Breasts Part 3 Femdom Mistress Alice - Superslut audition part 3 strapon handjob 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. i stretch him with my fingers before making sure my dick will fit in his face. 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 is opening up beneath my dildo, I flip him onto his back for some vigorous anal pounding. Let's see if I can fuck an orgasm out of him while stroking his hard cock.   Delivery Boy Pt 1 Caught Wearing Panties
    10 minutes    		  Delivery Boy Pt 1 Caught Wearing Panties - ********* delivery boy caught wearing panties - part 1 - “you are never going back to your old job again!” welcome to the wicked world of wildefyre. During my apprentice ship to this world-famous dominatrix, we specialized in immersive multiple day scenarios. What does that mean? It means we live out a 24/7 kinky disneyland fantasy masterpiece. You don’t know where the real ends and the glamour begins. the scene gradually becomes your real life… especially after the 3-day mark. Then the world we have created for you really starts to become your new truth on a deep psychological level! after months of emails and planning, all of paulette’s sissy clothing has arrived at our secure northern california facility. Most of these incredible crossdressing clothes are new in their original packaging, tags still attached. A wonderland of virginal pink, purple and red pvc, satin and lace panties, skirts, dresses and lingerie! why are these incredible clothes still sealed and unworn? “because,“ paulette told me, blushing, “there was no one to ***** me to wear them.” … so that is exactly what we are here to do. three dominant women (one of them behind the lens of our camera), three websites coming together at one remote facility, the ****** load of sissy clothes and one “unlucky” delivery boy. in this video you see our first in-person introduction to “paulette,” who has been taunting us like mad via email in preparation for this extended and specialized adventure. We have blurred paulette’s masculine face for privacy. After a few days with us, he will be unrecognizable anyway! he is a down on his luck delivery boy with an important document for the doctor that must be signed for in person. I convince him to put on special “protective” clothing before he is permitted entry into our state-of-the-art laboratory. Unfortunately, this customized pink protective gear will restrict his movement somewhat… but it is for his own safety! this is the moment of truth. He has no idea what is waiting for him but he knows that he has engineered his own doom. The mad dr wildefyre has been preparing a sissy wonderland behind those perfect swinging hospital doors. when we start to strip our new “patient,” we discover that he is already secretly wearing panties!!! it is too late for this delivery boy, now he must be committed to asylum diabolica! this is day 1 of 5 that paulette spent with us at the headquarters of http://****medicaltoys**** - days that would cause him to question his sexuality, his identity and, eventually, even his sanity. 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 of my friends at http://****seriousimages**** either. Thanks again guys! to see more of me, keep coming back to http://****aliceinbondageland**** for weekly updates, stories, blogs, videos, photos and real bondage adventures.
     Ass Fingering Pt 4 Sissy Sex Training Crossdresser Femdom
    12 minutes    		  Ass Fingering Pt 4 Sissy Sex Training Crossdresser Femdom - Sissy sex training part 4 - ass fingering a virgin my insistent probing slowly starts to open up monika's virgin ass and soon my whole finger is buried inside of her. i am going to teach monika to enjoy her little sissy pussy and it won't take long before she will learn to have orgasms from being fucked that way, by women's strap-ons and eventually even men's big hard real cocks. her sissy clitty cock is certainly massive and hard, too big to fit into her stolen panties, so I pull them aside to stroke it. the more I probe and stroke, the harder and more helplessly aroused my sissy sex trainee becomes. I think she will learn to enjoy her role as sex slave! ... Especially once I start leaving lipstick prints all over her hard cock and ***** her to pleasure my breasts! for more lifestyle femdom and sissy adventures, come join us at http://****aliceinbondageland**** and http://****aliceinsissyland****  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!
     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!  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.
     Footjob Cumshot Sissy Maid Part 3 Femdom Mistress Alice Bdsm
    26 minutes    		  Footjob Cumshot Sissy Maid Part 3 Femdom Mistress Alice Bdsm - Latex bondage footjob part 3 rubber cumshot aliceinbondageland ultimately, this is all about one thing... Winning my bet! another mistress claimed that footjobs were a myth and were not actually possible in real life. Tonight 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 have kept him locked up in chastity, getting more and more horny every day. Now he is ready to explode all over my feet, even if it means having to lick up the results!  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!
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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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