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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
     Panty Punishment Pt 2 Sissy Maid Punishment Crossdressing
    6 minutes
      Panty Punishment Pt 2 Sissy Maid Punishment Crossdressing - Crossdressing maid punishment - part 2
pressured into panties!


my lust for feminization is enough to turn my slave on… and confuse him a whole lot in the process. He has never crossdressed before, yet he finds it arousing.

since it turns me on, he cannot help but be turned on. The most difficult part about this scene is how my slave is unable to control his cock’s responses to my sissification.

i love embarrassing this slut by pointing out his arousal, constantly taunting and reminding him that he could have avoided this whole mess if he had only worn the one little slutty dress that I picked out for him in the first place. Now there is no escape and I won’t rest until he looks like a pretty pretty princess!

since my slave always claims that “cleavage is his favorite part” of women, I also dress him in a lovely white bra with breast forms to fill out his blossoming girlish figure.

“enforced” crossdressing movies are such a popular genre, but there is almost never any actual *****. They are more like “please, please, please crossdress me” movies. This is a real straight boy being punished, but aroused, by what I subject him to. I enjoy his confusion and distress as he begins to get hard, wearing panties against his will.

i find a way to make him enjoy this pantied punishment.



for more of my bondage adventures, visit http://****aliceinbondageland**** for weekly video updates, stories, photos and the chronicles of my kinky life!  Hypnotic Panties Pt 5 Sissy Panty Drawer Punishment Femdom
    5 minutes
      Hypnotic Panties Pt 5 Sissy Panty Drawer Punishment Femdom - Panty drawer pt 5
hypnotic feminized fate

this is a different kind of "bedtime story."

as my sissy boyfriend cuddles in bed with me, I describe the sexy fate that awaits him in the world of femininity.

i lull this slut-to-be into an aroused state describing all of the clothing I expect her to wear in order to be a good and proper **** for me.

it isn't just panties... Now I expect my slave to be dressed as a young **** for me 24/7. In time, with good behavior, I will allow her the thrill of sexy and grown up clothes, like a prom dress, corsets and garters.

for now, I expect my new "****" friend to enjoy the process of "blossoming" into a young woman under my training.



for more lifestyle femdom and transformation videos, come visit me at http://****aliceinsissyland**** and http://****aliceinbondageland****
     Femdom Footjob Rubber Bondage Full Movie Latex Sissy Maid Fetish
    53 minutes
      Femdom Footjob Rubber Bondage Full Movie Latex Sissy Maid Fetish - Latex bondage footjob full movie aliceinbondageland

today is all about winning my footjob bet!

another mistress claimed that footjobs were a myth and were not actually possible in real life. Today 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 keep him locked in chastity for weeks, getting more and more horny. Now he is ready to explode all over my feet, even if it means having to lick up the results! Mmmmm cum-sumption!

i dress him in a full rubber sissy maid uniform with latex seamed stockings, high heels, crotchless panties and gloves. We take turns polishing each other sensuously to tighten his chastity belt. Then, I lock him up with huge metal handcuffs, he is helpless before my feet!  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****
     Sissy Public Handjob Chastity Schoolgirl Uniform
    15 minutes
      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 ****!!!  Photo Slut Blackmail Collateral Pt 2 Ts Seduced Femdom Couple
    4 minutes
      Photo Slut Blackmail Collateral Pt 2 Ts Seduced Femdom Couple - Tsamber seduced by couple
pt 2 photo slut

we picked up this sexy ts in vegas and she is clearly ready for her close up!

once amber's sexy breasts are tied tightly in rope, her slutty side begins to come out. She flirts with both of us and with our camera so much that I can't resist taking erotic photos of her in our clutches.

i think she finds the caress of the camera's flash to be as sexy as our four hands and two mouths all over her... This scene brings her secret exhibitionist side out for all to see, from her heaving breasts and heavy breathing to the hardening bulge in her panties.

would a sexy situation like this bring out your inner camera slut?


for more lifestyle femdom videos, visit http://****aliceinbondageland**** - for more trans, crossdressing and gender play, check out 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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