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  • Delivery Boy Pt 1
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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
      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.  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.
     Pov Caught Stealing Panties Femdom Confrontation Masturbation
    18 minutes
      Pov Caught Stealing Panties Femdom Confrontation Masturbation - Caught stealing panties - full movie - pov femdom confrontation


from now on, you will be buying panties for both of us and I am throwing away all of your boxers!

that's right, only frilly panties for my little panty slut from now on!!!

i walk you through your future as my little panty slut before I ***** you to masturbate with my dirty panties from last night... I can't resist playing with myself, fingering my pussy while I watch you stroke your cock. I'm turning you into my perfect little sissy slut.

a delicious dressing down and lingerie show from your mistress alice...

for more of my videos, visit http://****aliceinbondageland****

for more crossdressing and genderplay, check out 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!
     Rubber Sissy Maid Uniform Part 1 Femdom Mistress Dressup Latex
    14 minutes
      Rubber Sissy Maid Uniform Part 1 Femdom Mistress Dressup Latex - Latex bondage footjob part 1 rubber sissy maid uniform aliceinbondageland

the more I play with this slave's nipples, the more his cock bulges against the chastity cage. The customized bright pink lock matches my special key and proves he has kept his chastity intact without release for a very long time.

we are in for a day of fun! We have been friends for a while, so I know all of his bondage and fetish "buttons."

panties first! That is my favorite rule when it comes to crossdressing and they are even more fun when they are made out of rubber!

next we outfit him in the sexy sissy maid uniform, complete with apron, latex seamed stockings, opera gloves and sexy high heeled shoes!  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!

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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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      Sissy Puddles Bondage Wetting Part 3 Femdom Mistress Threesome

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