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  • Delivery Boy Pt 1
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  • Crossdressing
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  • Ruffle Worship
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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.
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     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****  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 ****!!!
     Chastity Breasts Lingerie Pt 2 Sissy Amy Makeover Threesome
    16 minutes    		  Chastity Breasts Lingerie Pt 2 Sissy Amy Makeover Threesome - Sissyamy arrival part 2 - chastity belt, breastforms & lingerie suzanne and I enjoy putting our long-term captive into an "access denied" chastity belt. sissyamy forbidden from touching male clothing and her pesky male genitals must be safely tucked away as well! This custom chastity belt makes sure that orgasm is impossible for our slave, while at the same time presenting a nice smooth "feminine" profile. the unique guards on this chastity belt make sure that cutting the locks is impossible. Since only key is safely nestled in my cleavage, sissyamy must helplessly comply with our sadistic crossdressing fantasies if "she" ever wants to jack off again! i especially enjoy how powerful the breastforms are in transforming sissyamy from a dude to a damsel in distress. With a little chest shaving and see-through lingerie it is impossible to tell that those beautiful breasts aren't really hers. They even feel real! We just can't keep our hands off her tits throughout this whole scene. thigh high nylon stockings, panties, high heels and even a tightly-laced corset all add to her feminization dream... Or is it a nightmare? join us at http://****aliceinbondageland**** for more authentic femdom video 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!
     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!  Pov Td Mistress Alice Talking Dirty Vibrator Masturbation
    25 minutes    		  Pov Td Mistress Alice Talking Dirty Vibrator Masturbation - Pov true desires masturbation full movie aliceinbondageland welcome to the true desires femdom fantasy retreat weekend. For 3 days and nights 9 dominant women enslave 10 submissive men for what feels like eternity of full time bdsm service. the men are being kept naked and in chastity for our pleasure while serving us, but now that it is evening they are all locked into kennels for the night. The mistresses have gone to bed but I am still wide awake and horny. something about the thought of those 9 men in chastity eagerly waiting downstairs in their cages makes me sooo wet... Since they cannot masturbate, I decide to give myself one orgasm for each of my weekend servants. i told them exactly what I was going to do after locking up their cages. I wonder if they can hear my moans echoing through the dungeon. maitresse renee certainly does and catches me masturbating at the end of this fun, *********** pov video with a twist.
     Spanking Sissy Pt 7 Panty Drawer Punishment Femdom Cd
    4 minutes    		  Spanking Sissy Pt 7 Panty Drawer Punishment Femdom Cd - Panty drawer pt 7 spanking punishment i am seducing my sissy boyfriend into wearing panties full time! while I describe the various kinds of sexy little **** dress up clothes I expect from now on, she gets so distracted and turned on that she starts humping my leg like a naughty little puppy! this kind of behavior is inexcusable and must be punished with a swift spanking! i won't stop until my sissy's ass cheeks are as pink as her stolen panties! come see more of my videos at http://****aliceinbondageland**** and http://****aliceinsissyland****  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!
     Stinky Panties Pt 1 Panty Drawer Punishment Sissy Femdom
    4 minutes    		  Stinky Panties Pt 1 Panty Drawer Punishment Sissy Femdom - Panty drawer punishment pt 1 stinky panties punishment i know my boyfriend has been secretly wearing my clothing while I am out of the house, the furtive glances and tell-tale stretching of my favorite panties hinted at his naughty behavior... But until now I was missing the proof. i bought a gadget on the internet that would set off a silent alarm when my panty drawer was opened. i told my slave that I was going to a tea party, but instead secretly waited downstairs. I knew my slut would give in to dark, secret desire, it was only a matter of time. He simply can not resist the siren call of my panty drawer... watch me spring this trap and catch my sissy boyfriend rifling through my panty drawer! How should I punish this transgression? Definetely stinky panties? this is the culmination of your biggest fantasy... And your worst nightmare, to be caught red handed??? check out more videos and genderplay at http://****aliceinbondageland**** and http://****aliceinsissyland****  Make Over Male To Female Pt 1 Sissy Amy Arrival Femdom Threesome
    11 minutes    		  Make Over Male To Female Pt 1 Sissy Amy Arrival Femdom Threesome - Sissyamy arrival part 1 - stripped of masculinity makeover mistress sindee's slave has arrived for three days of advanced training and ****** feminization... but this slave has arrived in a deplorable state, wearing masculine clothes - a button up dress shirt, slacks and a smile. This just won't do... As long as sissyamy is my slave, she will not be allowed to even touch men's clothes. We throw her masculine clothes in the trash to prove our point. now the real feminization can begin! Time for a makeup makeover! slutty red lipstick and sultry shadowed eyes makes her look much sexier. Now she is ready to be dressed up in a chastity belt and sexy lingerie! join us at http://****aliceinbondageland**** for more lifestyle femdom and sissy movies.
     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.  Cum In My Dirty Panties Pt 2 Mutual Masturbation Femdom Pov
    10 minutes    		  Cum In My Dirty Panties Pt 2 Mutual Masturbation Femdom Pov - Caught stealing panties - part 2 masturbating together with my panties i know you covet my dirty panties. when I am done fingering my pussy through these sheer pink panties, they will be the freshest ones you have ever sniffed! so go ahead, take my dirty black lace panties out of the hamper. I know you have been wanting to... Put them on while I watch and masturbate! if you manage to please me, perhaps I will let you have these wet, smelly, panties right off of my body when I am done! If I really want to prepare these panties for my sniffing slut, I should get as turned on as possible while wearing them... It arouses me even more when I can see your reaction. so, show me your hard cock, barely restrained in black lace. I want to see how turned on you are for me and my panties! see more of my real-life femdom video adventures at http://****aliceinbondageland**** for more crossdressing and genderplay, check out 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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