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    All content on this site is Role Playing Fantasy only.
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    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
     Panty Drawer Sissy Punishment Handjob Full Movie Femdom
    46 minutes
      Panty Drawer Sissy Punishment Handjob Full Movie Femdom - Panty drawer punishment full movie

i catch my sissy boyfriend riffling through my panty drawer and decide that this means he is ready for full feminization. 24/7 girly clothes for him from now on.

in order to make him ready for his new life as my girlfriend, I ***** him to smell my stinky gym panties, even sucking my nipple through their soggy crotch.

he confesses that is not just about panties, but that he is helplessly devoted to all things feminine. Corsets, gloves, garter belts, stockings, the works.

my poor sissy gets so turned on and confused during our talks about sexy clothing that I have to punish "her" with a severe spanking. Clearly her training can't progress until I teach her to sexually submit to a truly dominant woman.

this movie has a sexy real life dynamic and a very happy ending.


for more lifestyle femdom and ****** feminization videos with heart and passion, come visit me at http://****aliceinsissyland**** and http://****aliceinbondageland****  Dominatrix Convention Mistress Aliceinbondageland Femdom
    38 minutes
      Dominatrix Convention Mistress Aliceinbondageland Femdom - Domcon documentary aliceinbondageland

welcome to domconla 2013, the world’s largest gathering of lifestyle and professional female dominants. 

dominatrixes from all over the world come together to share skills, experiences and mischief. The eye candy is incredible and the contests, classes and vendor hall is also worth enjoying.

join the crew of ****aliceinbondageland**** as we explore and document this unique event as well as the people, artists and inventors that make it possible.
     Nipple Worship Part 1 Super Slut Femdom Mistress Bdsm
    10 minutes
      Nipple Worship Part 1 Super Slut Femdom Mistress Bdsm - Superslut audition part 1 breast worship aliceinbondageland

i met superslut online and we immediately hit it off when we saw each other in person. He has bragged about his anal capacity and kink level. Only time and testing will tell if he was exaggerating or not.

he has a delightfully spankable ass, but I want some pleasure from him before I have my way with his ass. If he's lucky, I will  have my way with his balls for some cbt.

superslut worships my breasts, nibbling and sucking my nipples while I moan. Then he gets more bondage! I can tell he enjoys pleasuring me in his bondage, because his cock gets harder and harder, leaking precum everywhere. More bondage is always my answer to escalate a fun scene to the next level!  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****
     Sissys First Rubber Dress Public Shopping Femdom Mistress
    4 minutes
      Sissys First Rubber Dress Public Shopping Femdom Mistress - Domcon thelatexstore bobbies first rubber dress aliceinbondageland

bobbie felt left out as we all got ready for the annual latex social, so it was time for my sweet crossdressing slave to have a latex dress of her own. The latex store helps us pick out a fabulous dress for her in a complimentary color that matches me without copying or clashing and we get all dressed up. Mistress jaguar from mexico city is there to meet us at the latex social and bobbie can’t stop smiling now that she is in latex panties and a long sleeve dress. She seems particularly hypnotized by the way our breasts bounce in rubber. I think we have sparked a new lifelong fetish!

join us at http://****aliceinbondageland**** for more movies putting fun back into femdom!  Handjob Cumshot Pt 9 Sissy Panty Drawer Punishment Femdom
    1 minutes
      Handjob Cumshot Pt 9 Sissy Panty Drawer Punishment Femdom - Panty drawer pt 9
happy endings


i've been teasing and tormenting my sissy boyfriend ever since I came home early and caught him in the act of going through my panty drawer. He was even dressed up in my lingerie with a pretty little sundress on!

after an hour of talking dirty and planning his permanently pantied future, we are both incredibly worked up...

however, if my sissy is to truly be my girlfriend from now on, we can't have sex the way that we used to. My sissy will have to learn how to give up control of her cock and sexuality to a stronger, more powerful, superior woman. From now on, I decide when, and if, she will have an orgasm.

fortunately, I am feeling merciful after terrorizing and teasing my poor sissy for hours. Maybe she has earned a reward?

the way to a sissy's heart is through her panties, after all... Especially when those panties are creamy!


for more authentic femdom videos and lifestyle bdsm explorations, check me out at http://****aliceinbondageland**** and http://****aliceinsissyland****

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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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