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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!

    Random Alice In SissyLand Clips more
     Sissy Shower Drinking Femdom Mistress Outdoor Rubber Latex Kink
    5 minutes
      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.  Crossdressing Asylum Heavy Bondage For Transport Full Movie
    31 minutes
      Crossdressing Asylum Heavy Bondage For Transport Full Movie - This incredible movie has some intense gear... And all of it is pink!

it also features a fully functional jail cell, strait jacket and a bevy of 3 dominant, sadistic women all ganging up on a poor cowboy... Who is about to be stripped of his boots and put into thigh highs!

... Before being put into "cold storage" at asylum diabolica... Cold steel storage.

the gear in this video has to be seen to be believed!

for more videos, visit me at http://****aliceinbondageland****

for more gender play, check out http://****aliceinsissyland****
     Cock Sucking Sissy Pt 3 Amy Arrival Makeover Threesome Femdom
    7 minutes
      Cock Sucking Sissy Pt 3 Amy Arrival Makeover Threesome Femdom - Sissyamy arrival part 3 - cock sucking with mmesuzanne

madame suzanne weilds a dick like no woman I have ever met!

she has absolute confidence, total control and knows what she likes!

sissyamy has only been in san francisco for an hour, but she is about to get a serious lesson in cock sucking from my best friend with a big cock.

but is madame suzanne's strap-on too large for this newbie sissy submissive? She loves the sound of ******* as spit runs down her sissy's chin. She is demanding, relentless and ruthless.

one way or another, we are going to stuff every inch of our dildoes into this loaner-submissive. We're going to ship her back to mistress sindee sore, stretched and smiling!

... But first we need to stretch out her mouth properly!

join us at http://****aliceinbondageland**** for more authentic femdom video adventures.  Dino Dick Giant Strapon Fucking Mistress Aliceinbondageland
    33 minutes
      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.
     Puddles The Sissy Full Movie Wet Mistress Showers Outdoor
    27 minutes
      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!  Strapon Cherry Popping Pt 7 Sissy Sex Training Femdom Crossdres
    11 minutes
      Strapon Cherry Popping Pt 7 Sissy Sex Training Femdom Crossdres - Sissy sex training part 7 - 
strap on cherry popping

it is the moment of truth - time for little sissy monika to loose her anal virginity to my big, hard strap-on cock.

i love how her sissy clitty twitches as I show my slave the big toy that will soon be buried in her booty. You can hear my friend taking a few photos in the back ground. This is a big moment that is worth sharing with the world.

after all, you only loose your virginity once!

monika kisses and sucks my strap-on dick so that I know she is ready to be a real slut for me. Watch how hard she cums once I plunge into her tight little hole!

my sissy sex slave is about to be fully trained!


for more lifestyle femdom and real life sissy videos, join me at http://****aliceinsissyland**** and http://****aliceinbondageland****

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    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

    Public Rubber Sissy Palace Of Fine Arts San Francisco Femdom

    $5.99

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      Sissy Public Handjob Chastity Schoolgirl Uniform

    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

    Chastity Check Part 1 Sissy Femdom Mistress Threesome

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      Puddles The Sissy Full Movie Wet Mistress Showers Outdoor

    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

    Dino Dick Giant Strapon Fucking Mistress Aliceinbondageland

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      Strapon Handjob Cumshot Breasts Part 3 Femdom Mistress Alice

    Strapon Handjob Cumshot Breasts Part 3 Femdom Mistress Alice

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      Cbt Super Slut Part 2 Femdom Mistress Tease Denial Bondage Bdsm

    Cbt Super Slut Part 2 Femdom Mistress Tease Denial Bondage Bdsm

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      Nipple Worship Part 1 Super Slut Femdom Mistress Bdsm

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      Super Slut Sissy Pegging Strapon Full Movie Strapon Femdom

    Super Slut Sissy Pegging Strapon Full Movie Strapon Femdom

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      Behind The Scenes Rubber Fetish Latex Interview Dress Up

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