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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
     Sissy Puddles Bondage Wetting Part 3 Femdom Mistress Threesome
    8 minutes
      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.  Oral Sex Pt 6 Sissy Sex Training Femdom Crossdresser
    12 minutes
      Oral Sex Pt 6 Sissy Sex Training Femdom Crossdresser - Sissy sex training part 6 - 
mutual oral sex - pussy licking & cock sucking

i make my sissy nuzzle and pleasure my pussy through my red satin panties before allowing her to taste my sex. You can see the growing wet spot as we get more and more sexual with each other.

this is a big moment for my sissy - she is going to loose her anal virginity to me today!

but first... She has to make me cum with her tongue!

i reward my little sissy with a teasing blow job, before reminding her that sissy cocks are for playing with and not fucking. If my sissy wants to get off, it will be with my strap-on cock firmly lodged in her ass.

i insist that from now on she must refer to her ass as her "sissy pussy" instead as I educate her about womanhood and female dominant sexual slavery.


for more sissy and femdom kinky videos, keep coming back to me at http://****aliceinsissyland**** and http://****aliceinbondageland****
     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.  Ballet Boots Jail Cell Pt 1 Hogtie Suspension Femdom
    16 minutes
      Ballet Boots Jail Cell Pt 1 Hogtie Suspension Femdom - “gumbi ******* around in ballet boots…”

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 even begins, I make sure to add spikes to the chastity device hidden under his sleek and sexy black rubber catsuit. The codpiece built into this suit allows me to ******* his cock and testicles as much as I want to without having to undress him from his latex encasement.

i particularly love the sexy purple and blue halter-top catsuit that I am wearing in this video. It bares just the right amount of skin and the hidden zipper allows me perfect access to my pussy when I want to pleasure myself (too bad my slave doesn’t get to enjoy it fully yet).

the spikes that line his cock ring mean that ever touch, every bit of arousal, ever ounce of lust is immediately and painfully punished. Gumbi is extraordinarily sensitive and responsive and I love tormenting him; torturing him until he whimpers, begs and even screams for me. Those of you who enjoy gag-talk will love our special language of grunts and growls because he isn’t getting out of his inflated rubber gag any time soon!

i ***** him to wear sky-high sexy high heel ballet boots for me, rendering him helpless to even stand up straight without assistance. There are so many layers of bondage in this scene! These shoes are so severe that they alone could assure inescapability if you locked them on with a matching pair of mitts… but these incredibly shoes are only the beginning of what I have in store for my lucky slave.

when I see how much he is turned on by being ****** to wear sexy shoes for me, I decide to tease him with my own sexy black high heeled pumps. These classic patent leather beauties are my favorite shoes both in and out of the dungeon. I crush his puny cock with the stiletto heel while he moans through the gag and then smother his face with my sexy latex covered ass. I finger my pussy and wipe my juices all over his face… knowing, the whole time, that every piece of pleasure that I give him is also increasing his pain against the spiked cock ring!

but I am still not satisfied with his level of helplessness, so I take it up a notch and put him into a highly specialized leather harness… suspending him securely in an elaborate hog tie! These buckles can’t be beat… especially once I render his hands helpless with inflatable latex mitts that lock down tight!

once he is blindfolded, mittened and dangling from the ceiling, I use his helpless body to pleasure myself and then ***** him into even more layers of bondage.


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

for more crossdressing and forcedfem, check out http://****aliceinsissyland****
     Cock Milking Pt 5 Ts Seduced By Femdom Couple Bisexual Threesome
    4 minutes
      Cock Milking Pt 5 Ts Seduced By Femdom Couple Bisexual Threesome - Tsamber seduced by couple
pt 5 ****** orgasms


ts amber continues to get more and more sensitive and aroused the more we play with her. Soon she is going to loose control and gush her sissy juices everywhere!

both of us have been fondling, pinching, stroking and probing her while she is tied up helplessly in the living room. Her moans have grown louder and louder and her sissy clitty is at maximum hardness. This is the perfect opportunity to take advantage of her.

i think she would do anything for release... Little does she know that we will not untie her simply because she has an orgasm. This is just the beginning of her night with us!


see more of my lifestyle femdom videos at http://****aliceinbondageland**** and http://****aliceinlatexland****  Sissy Pageant On Stage Group Femdom Judges Mistress Alice
    17 minutes
      Sissy Pageant On Stage Group Femdom Judges Mistress Alice - Domcon crossdressing pageant aliceinbondageland

the crossdressing pageant is an annual feature of domcon and one of the things I especially look forward to. I am a lover of gender bending in general but sissies in particular are always sure to arouse and delight my inner mischief.

this year we have a great group of contestants that give a glimpse into the variety of styles and goals held by cd/tvs. Some go glam, some go drag and some are just excited to be there in front of an audience in their panties and dresses... Something very rare and thrilling for most crossdressers.

this includes a great after-interview with the winner of the competition. I love her advice to aspiring crossdressers at home regarding bravery, confidence and “just going for it.” This was her first competition and her first crown, proving anything is possible when you put your mind to it.

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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 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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