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    All content on this site is Role Playing Fantasy only.
    All content is consensual and is acted out by models of legal age.

    Most Recent Alice In SissyLand Videos! more
     Public Rubber Sissy Palace Of Fine Arts San Francisco Femdom
    19 minutes

    2015-01-07
      Public Rubber Sissy Palace Of Fine Arts San Francisco Femdom - Today daisy ducati and mistress denali winter join me for a devious artistic adventure as we ***** sissy stephanie out into the public spotlight! A little bondage keeps her in line and gives the tourists something to talk about. I think she secretly enjoys all the attention in her ultra-short purple sissy maid uniform!

someone started a rumor among the tour buses that we were a famous band here to shoot an album cover. It turned out to be the perfect "cover story" for anything that we wanted to do!

the palace of fine arts is my favorite iconic san francisco tourist destination!

the "ruins" were manufactured on an epic scale for a world's fair by an artist who fervently believed that americans were at a cultural disadvantage compared to europeans, who were constantly surrounded by stonework reminders that bigger and better civilizations have come and gone before them.


when I was new to kink, it was a famous image of fetish diva midori taken by steve diet godde here that took my breath away and made me realize I loved rubber as more then just clothing. I love rubber as a fetish.

it is perfect latex weather for a romp through the most beautiful park in the city!

for more movies putting fun back into femdom, join us at http://****aliceinbondageland****  Sissy Public Handjob Chastity Schoolgirl Uniform
    15 minutes

    2014-10-05
      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 ****!!!
     Sissy Shower Drinking Femdom Mistress Outdoor Rubber Latex Kink
    5 minutes

    2014-09-28
      Sissy Shower Drinking Femdom Mistress Outdoor Rubber Latex Kink - Puddles the sissy bonus scene 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 enjoy taking advantage of their 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.

earlier, we soaked our sissy in the center of a puddle but we cannot be sure if he ingested any of our nectar or not. Time for a funnel in this "bonus" threesome drinking scene featuring both mistress minax as a special femdom guest star.  Sissy Puddles Bondage Wetting Part 3 Femdom Mistress Threesome
    8 minutes

    2014-09-21
      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.
     Puddles Sissy Wet Bondage Part 2 Outdoor Femdom Rubber Threesome
    12 minutes

    2014-09-14
      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.  Chastity Check Part 1 Sissy Femdom Mistress Threesome
    6 minutes

    2014-09-07
      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!
     Puddles The Sissy Full Movie Wet Mistress Showers Outdoor
    27 minutes

    2014-08-31
      Puddles The Sissy Full Movie Wet Mistress Showers Outdoor - Puddles the sissy full movie sd aliceinbondageland

puddles is an extra-kinky sissy with a "thirst" for exotic degradations.

we share taboo fantasies about watersports paired with inescapable bondage so I know it is going to be a good day to stay hydrated. Time to add latex fetish clothing, a sissy maid uniform and also time to invite a friend over for maximum mischief!

mistress minax joins me for a soggy day in the sun, featuring the famous serious bondage "deck cell" for our wet fantasies. We can just hose him down once we are done with him!

after all, no one has "perfect" aim! We are very glad that rubber is waterproof!  Record Setting Strapon Anal Part 2 Mistress Femdom Bondage
    19 minutes

    2014-08-24
      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!
     Chastity Panties Strapon Slave Part 1 Femdom Mistress Alice
    15 minutes

    2014-08-17
      Chastity Panties Strapon Slave Part 1 Femdom Mistress Alice - Footsub giant strapon part 1 bondage chastity aliceinbondageland

we have so much in common that it was just a matter of time before I put footsub on camera for some kinky confessions and movie mischief! Both of us love ass play, and have deep appreciation for sexy feet and boots.

the cb series of plastic chastity devices are famous, but he's one of the rare few who have dared to try the pa5000 device because it requires a prince albert genital piercing in order to secure your sexuality.

footsub's series of piercings lets me attach rope bondage to some very "personal" rigging points as I tie him down for some deep anal probing using the "dino dick."  Dino Dick Giant Strapon Fucking Mistress Aliceinbondageland
    33 minutes

    2014-08-10
      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.

    Random Alice In SissyLand Clips more
     Cbt Super Slut Part 2 Femdom Mistress Tease Denial Bondage Bdsm
    10 minutes
      Cbt Super Slut Part 2 Femdom Mistress Tease Denial Bondage Bdsm - Superslut audition part 2 cbt aliceinbondageland

my superslut is getting super horny! His cock sprang to attention as soon as his lips touched my breasts and now I need to keep him tied up for obedience enforcement!

the only thing that would make his hard cock look sexier is a pair of panties. His cock seems to get bigger and bigger when I dress it up in pretty pink lace panties. Even when I start slapping his cock and balls, it stays hard and proud.

i bind his feet so he cannot protect his balls by closing his legs. Then the real cbt begins! With slaps from my riding crop, pinching, slapping, scratching and squeezing, I explore just how much his balls can take. I think he likes it... Superslut is living up to his name!  Handjob Extended Cut Pt 6 Femdom Bisexual Threesome Tgirl Ts
    9 minutes
      Handjob Extended Cut Pt 6 Femdom Bisexual Threesome Tgirl Ts - Tsamber seduced by couple
pt 6 handjob chair tie extended version

this bonus version is extra long with plenty of hot handjob footage!

her cock is already getting hard again and I noticed that there wasn't a lot of fluid involved with her first orgasm. I am convinced that this ts is still full of cum and I intend to milk it out of her one way or another!

we tie tsamber securely to the throne and continue playing with her through the night...

join me at http://****aliceinbondageland**** for more femdom movies.
     Nylon Foot Fetish Pt 8 Panty Drawer Punishment Sissy Femdom
    11 minutes
      Nylon Foot Fetish Pt 8 Panty Drawer Punishment Sissy Femdom - Panty drawer pt 8
nylon foot fetish


i can't resist my sissy boyfriend's legs and feet while they are encased in sexy thigh-high nylon stockings.

i set out to punish my sissy for poking around in my panties but all of the talking dirty about lingerie, panties and strap-on sex has me very worked up. I can't resist nibbling on "her" sexy toes and showing her just how to please my breasts with her stocking-clad feet. No scripts in this video, this is how my sissy and I talk dirty to each other privately, between kisses and grinding panties against each other.

there is more to crossdressing then just a "panty fetish." that is only the beginning of a lifetime of frilly lace, bright colors and sexy textures for my sissy sweetheart.

someday we will look back on this day as the beginning of blossoming womanhood... Or we will if I have anything to say about it. I like my boyfriend much better as a ****!


for more authentic lifestyle femdom videos, check out my websites, http://****aliceinbondageland**** and http://****aliceinsissyland****   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.
     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****  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.

    Welcome to Alice In SissyLand
    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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      Public Rubber Sissy Palace Of Fine Arts San Francisco Femdom

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      Sissy Public Handjob Chastity Schoolgirl Uniform

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      Sissy Shower Drinking Femdom Mistress Outdoor Rubber Latex Kink

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      Sissy Puddles Bondage Wetting Part 3 Femdom Mistress Threesome

    Sissy Puddles Bondage Wetting Part 3 Femdom Mistress Threesome

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      Puddles Sissy Wet Bondage Part 2 Outdoor Femdom Rubber Threesome

    Puddles Sissy Wet Bondage Part 2 Outdoor Femdom Rubber Threesome

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      Chastity Check Part 1 Sissy Femdom Mistress Threesome

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      Puddles The Sissy Full Movie Wet Mistress Showers Outdoor

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      Record Setting Strapon Anal Part 2 Mistress Femdom Bondage

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      Chastity Panties Strapon Slave Part 1 Femdom Mistress Alice

    Chastity Panties Strapon Slave Part 1 Femdom Mistress Alice

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      Dino Dick Giant Strapon Fucking Mistress Aliceinbondageland

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      Strapon Handjob Cumshot Breasts Part 3 Femdom Mistress Alice

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      Nipple Worship Part 1 Super Slut Femdom Mistress Bdsm

    Nipple Worship Part 1 Super Slut Femdom Mistress Bdsm

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      Super Slut Sissy Pegging Strapon Full Movie Strapon Femdom

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