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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
     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****  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****
     Ts Seduced Into Bondage Full Movie Femdom Couple Threesome
    49 minutes
      Ts Seduced Into Bondage Full Movie Femdom Couple Threesome - Tsamber seduced by couple
full movie

we brought home a sexy tranny from a club in las vegas and couldn't resist teaming up on her as a couple. This is a sexy bondage seduction with a bisexual mtf shemale.

amber has very sensitive breasts, which we first bind with white rope... She enjoys the bondage so much that we tie the rest of her up before exploring the growing bulge in her panties.

how many orgasms can we coax from our captured slut in a single night?

what happens in vegas stays in vegas... Unless it is on video!


for more lifestyle femdom movies, keep coming back to http://****aliceinbondageland**** and http://****aliceinsissyland****  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.
     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!  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****

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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

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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

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      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

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      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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