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  • Delivery Boy Pt 1
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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
     Otk Spanking Pt 1 Sissy Sex Training Femdom Crossdresser
    10 minutes
      Otk Spanking Pt 1 Sissy Sex Training Femdom Crossdresser - Sissy sex training part 1 - 
otk spanking

when I come home unexpectedly early, I catch my sissy boyfriend dressed up in my clothes and jacking off! He's wearing my favorite pink rose print sundress and is wearing my favorite pair of pink satin panties.

leave it to a sissy to steal the girliest clothes in my wardrobe!

instead of interrupting her masturbation right away, I decide to spy on monika for a little while and wait until she's fully erect and as turned on as possible. Then, I barge through the door.

i was only gone for twenty minutes and already she's dressed up like a prissy sissy and jacking off without permission!

i make monika show off her pantied hard-on before punishing her with an over the knee spanking... So that she learns what happens to naughty little ***** when they play with themselves without permission.

my love of spanking discipline is obvious as I correct my sissy's behavior the old fashioned way!


for more lifestyle femdom and sissy training videos, come join me at http://****aliceinbondageland**** and http://****aliceinsissyland****  Locked Into Lace Pt 2 Caught Wearing Panties
    15 minutes
      Locked Into Lace Pt 2 Caught Wearing Panties - Caught wearing panties -
part 2: locked into lace

we discover that our ********* delivery boy is secretly wearing panties! Dr. Wildefyre wastes no time in bringing out even more sexy, pink, frilly and feminine costumes! Our frilly captive has no idea what is in store for him or if he will ever be permitted to return to his day job again!

so there can be “no going back” we cut off all of his drab masculine clothing. Now he can only wear what we choose to dress him in! He has no choice but to endure layers of ruffles!

the other ladies and I re-dress him “appropriately” in a sexy pink satin camisole, edged with luscious black lace. The doctor insists that we must padlock the clothing onto our new patient, so that he cannot escape. He continues to protest and bargain with us to escape our clutches but to no avail. This sexy feminine outfit has little rings in the bra straps that are just the right size for our pink locks!

so we ***** this poor delivery boy into yet another layer, locking him in lace
… before we double panty him.

we are this poor delivery boy’s last stop of the day. I know that no one will miss him over the weekend. By the time monday rolls around, that life will be a fading memory. By then, “paulette” will have become our perfect pantied pet… permanently!

mistress wildefyre is an incredibly sexy dominant woman. She is an expert at harnessing and controlling the male impulse… as well as an expert in altering it to suit our twisted needs.

for those of you who secretly crave ****** crossdressing, our mocking laughter and eager encouragement will echo in your ears and haunt your dreams. Just think, this could be you!

this is day one of 5 days that paulette spent with us at the headquarters of http://****medicaltoys**** under 24/7 lock and key at the hands of 3 dominant, sadistic women.

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 and expertise of my friends at http://****seriousimages**** either. Thanks again guys, you have the best toys!

to see more of me, keep coming back to http://****aliceinbondageland**** for weekly updates, stories, blogs, videos, photos and real bondage adventures.
     Your Own Panties Pt 4 Sissy Panty Drawer Punishment Femdom
    3 minutes
      Your Own Panties Pt 4 Sissy Panty Drawer Punishment Femdom - Panty drawer pt 4
your own special panties

if I would have known it was you going through my panty drawer, you would get something very different for christmas this year, sweetheart.

in fact, there is this delicious pink frilly pair of panties down at the lingerie store, you know that trashy stripper place downtown... I think you would look great in the pink fishnets too. Why not get a frilly pink babydoll dress while we're at it?

oh honey, let's go shopping for matching panties!


for more lifestyle femdom videos with heart, passion and perversion, come visit me at http://****aliceinsissyland**** and http://****aliceinbondageland****  Jail Cell Suspension Bondage Pt 2 Cbt Rubber In Ballet Boots
    10 minutes
      Jail Cell Suspension Bondage Pt 2 Cbt  Rubber In Ballet Boots - “gumbi ******* around in ballet boots… part 2”

now that my slave is helplessly suspended from the ceiling of this custom jail cell, I am ready to take the bondage (and the latex) to the next level. I begin by adding a heavy rubber hood with a built in rebreather. Some people also call it a “breath bag.” This will dramatically reduce the amount of oxygen he gets, rendering him even more dizzy and helpless as he dangles above the floor for me… trussed up in head to toe latex, incredible sky-high ballet boots and tight leather straps! He is completely immobilized for my pleasure and amusement (plus my *****-ment).

i don’t even bother to remove his under hood - which still has an inflatable gag and blindfold in place. Now the layers are getting tighter and tighter. Do the walls feel like they are closing in, yet?

gumbi is a very special slave, with an insatiable love for latex and heavy rubber bondage… as well as for severe cock and ball ******* (cbt for those of you who are acronym fetishists).

before our play began, I made sure to add spikes to the chastity device hidden under his sleek and sexy black rubber catsuit!

i particularly enjoy his helpless, blind, deaf and dumb state in this video. I love caressing him through the layers of rubber, especially how our lubed-up latex encased bodies slide erotically against one another. I also enjoy emphasizing his helplessness as he dangles weightlessly. However, the fun really begins when I tear off his latex codpiece to reveal his hardening cock in its spiked sheath!

“look at how fucking turned on you are!” I exclaim, revealing his substantial member. He moans helplessly as I examine my growing target, squeezing it, testing it against the chastity device (in this case a “gates of hell” with added spiked rings). The more aroused he gets, the more he suffers for me. The harder his cock gets, the more he suffers for his lust!

… and then I start to add the weighted clamps to his cock and balls!

… and then a vibrator to make him even more turned on and sensitive beneath those spikes!

this gives me a great idea, so I add yet another layer of cbt bondage and lace his whole cock (still in the gates of hell) into another layer of spiked agony. Now his whole cock belongs to me - in layers of painful bondage.

i love the close-ups of his cock stretched tightly against the laces… and I especially enjoy the way I can swing him back and forth using the weights attached to his balls as a very intense, intimate leash.


see more videos, photos, blogs and stories at ****aliceinbondageland****

for more forcedfem and crossdressing videos, check out http://****aliceinsissyland****

i've also set aside all of my cbt play for you heavy enthusiasts over at http://****aliceincbtland****

now you can find whatever side of my femdom universe that you are looking for!
     Sissy Maid Rubber Polishing Part 2 Mistress Femdom Rubber
    13 minutes
      Sissy Maid Rubber Polishing Part 2 Mistress Femdom Rubber - Latex bondage footjob part 2 rubber polish metal bondage aliceinbondageland

putting on the rubber clothing is just the beginning of the fun.

as true fetishists know, polishing the latex to a mirrored shine is an important aspect of the kinky rubberizing ritual.

mistress aliceinbondageland discusses the pros and cons of using lube or polish to treat your rubber stylishly and without a mess while she transforms her crossdressing sissy maid into a glossy fetish object.

then it is time for mistress to get a polish that will tighten her sissy's chastity belt. When a sissy gets grabby, it is time for more bondage using massive metal handcuffs!  Nylon Foot Fetish Pt 8 Panty Drawer Punishment Sissy Femdom
    11 minutes
      Nylon Foot Fetish Pt 8 Panty Drawer Punishment Sissy Femdom - Panty drawer pt 8
nylon foot fetish


i can't resist my sissy boyfriend's legs and feet while they are encased in sexy thigh-high nylon stockings.

i set out to punish my sissy for poking around in my panties but all of the talking dirty about lingerie, panties and strap-on sex has me very worked up. I can't resist nibbling on "her" sexy toes and showing her just how to please my breasts with her stocking-clad feet. No scripts in this video, this is how my sissy and I talk dirty to each other privately, between kisses and grinding panties against each other.

there is more to crossdressing then just a "panty fetish." that is only the beginning of a lifetime of frilly lace, bright colors and sexy textures for my sissy sweetheart.

someday we will look back on this day as the beginning of blossoming womanhood... Or we will if I have anything to say about it. I like my boyfriend much better as a ****!


for more authentic lifestyle femdom videos, check out my websites, 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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      Sissy Puddles Bondage Wetting Part 3 Femdom Mistress Threesome

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