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PHOTOS AND VIDEOS AS OF WEDNESDAY FEBRUARY 19, 2020: 527 GALLERIES 12,630 IMAGES 1155 VIDEOS
GALLERIES:
Click to display videos only
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001 - 020021 - 040041 - 060061 - 080081 - 100
101 - 120121 - 140141 - 160161 - 180181 - 200
201 - 220221 - 240241 - 260261 - 280281 - 300
301 - 320321 - 340341 - 360361 - 380381 - 400
401 - 420421 - 440441 - 460461 - 480481 - 500
501 - 520521 - 540

NEW! VIDEO  STEFFY THE RUBBERDOLL BUNNY - LATEX CROSSDRESSING PINUP ICON

GALLERY: 256 / DATE: 19 Feb, 20 / IMAGES: 72 / VIDEOS: 2

"Many crossdressers secretly want to be the iconic Bunny because she is the ultimate symbol of western femininity." That is what Steffy the Rubberdoll claims because she has longed to be one of the sexy, sophisticated Bunnies since she was a young sissy first exploring the adult side of newspaper stands.

Come behind the scenes with me as I take the infamous "Steffy the Rubber Doll" from drab to fab in layers of inflatable rubber.

My friends describe this shoot as a "magical transformation" because of the profound way Steffy's shape and body language go from very masculine to incredibly feminine once she is a fully encased rubber doll.

This iconic feminizing costume is a closely guarded secret by the Playboy company but, in the 1980's, Steffy bought copies of leaked documents from a club that was closing. This costume was made using the actual patterns of the classic Bunny uniform including the corset, bow, cuffs, collar and name ribbon.

Steffy has also been training using a vintage book featuring comportment lessons for bunnies as well as bunny hop dance instructions.

She is now as real and as accurate as Playboy bunny cosplay can get while still hiding her secret, a hardening girl cock under her curve-causing Bermuda shorts!

Her inflatable ass, hips and tits round out this rubber costume. Steffy made every piece of this detailed outfit by hand out of latex in her kinky workshop. It took a lot of work, some bribery, practice and plenty of research to bring her dream fully to life but her persistence paid off.

This costume turns heads even at the most accomplished fetish events all over the world!

VIDEO  FAIRY FLYING LESSONS - SISSY HUMILIATION BONDAGE HANDJOB

GALLERY: 581 / DATE: 3 Feb, 20 / IMAGES: 13 / VIDEOS: 2

Ringing their sissy button on one side and milking their clitty on the other, Pinky doesn't stand a chance now that they can't close their legs!Every fairy needs to learn how to fly and I am just the mistress to give them a special first flying lesson!

Partial suspension bondage holds this sissy slut right where I want them, leaving them helpless to resist while I tickle their back door. The added anal stimulation on top of Pinky's helplessness and humiliation makes them immediately beg for mercy and also beg for an orgasm.

When I finally give them permission to cum, Pinky shoots their sissy juices hard enough to drench me and I make sure they lick up every drop! Our first bondage fairy flight test is a success!

VIDEO  PINKY THE SISSY - COSTUME PARTY FASHION SHOW FEMINIZATION

GALLERY: 580 / DATE: 27 Jan, 20 / IMAGES: 28 / VIDEOS: 2

Pinky is nervous about going out in public while fully crossdressed but it is easier to obey me when I am wearing garters and triggering their lingerie fetish. My kinky kitty costume makes it extra hard to resist. Costume parties are always a good excuse to get out and about all dressed up in fetish gear.

We try on different outfits, getting silkier, kinkier and more and more feminine along the way until Pinky is wearing a bright pink babydoll dress out of their deepest fantasies and scariest, most erotic nightmares.

Their special sissy sheath panties don't hide anything, the open tip emphasizes Pinky's rock hard erection every time the silky satin rubs against their tender skin. Once combined with the eight strap girdle style garter belt that I bully them into wearing, their crossdressed fate is truly sealed.

Snapping each garter strap drives them insane with lust, adding extra layers of sissification humiliation to the plight of Pinky! Now they will do ANYTHING for me...

VIDEO  DOMCON LA 2019 FEMDOM LEGENDS PANEL - TALL TALES AND MORE

GALLERY: 579 / DATE: 20 Jan, 20 / IMAGES: 4 / VIDEOS: 2

Here is something truly unique for my dedicated fans of femdom!

Welcome to the sexy inner circle of DomCon Los Angeles! These legendary women spill their tantalizing secrets at the "tall tales of professional dommes" storytelling panel.

Moderated by Tara Indiana and featuring Mistress Ellen, The Baroness, Domina Angelina, Snow Mercy, Elena DeLuca and Hannah Hunt, our group is generously hosted by the DomCon fetish convention.

This special event brings together five generations of mistresses for a hilariously honest romp down memory lane, fostering a closer relationship between the lifestyle and professional worlds of female domination. Stick around for the fascinating Q&A followup!

VIDEO  LOS ANGELES FEMDOM CONVENTION INTERVIEWS

GALLERY: 578 / DATE: 13 Jan, 20 / IMAGES: 17 / VIDEOS: 3

Registration for the next DomCon Los Angeles is already beginning!
Come join lifestyle and professional mistresses from all over the world at this unique gathering in California.

VIDEO  PINK BEARD SISSY HAIR DYE GENDERQUEER FEMINIZATION MAKEOVER

GALLERY: 287 / DATE: 6 Jan, 20 / IMAGES: 77 / VIDEOS: 3

Today Denali and I are fulfilling our long-time fantasy - DYING someone's BEARD BRIGHT PINK. I love hardcore sissy humiliation this is feminization that you can't just wash off!

First, the painful bleaching process. We decide her carpet should match the drapes and bleach her pubic hair. Denali is a trained hair professional - be very careful attempting this unique form of cbt at home!

Dove Inanna has a deviant take on life, liberty and the pursuit of gender freedom. There are a lot of buzzwords we could use: fey, fairy, radical faery, genderqueer, genderfuck, gender warrior, etc but ultimately she is just too slutty for one gender, or even two.

We joke that her safeword is YES. Innana subverts traditional gender in every way. As the blonde and pink chemistry takes effect, she embraces her taboo bimbo side.

Once we are done, there is no hiding the PINK SISSY SLUT side to her personality, it is PERMANENT!!!

VIDEO  MAD HATTER SMOKING CATERPILLAR WONDERLAND TRANSFORMATION

GALLERY: 577 / DATE: 30 Dec, 19 / IMAGES: 37 / VIDEOS: 2

Breathe deeply of my special smokey essence, Mad Hatter! Soon you will be TRANSFORMED into my special kinky Caterpillar!

VIDEO  DECK THE BALLS PART 2 - KINKY XMAS TREE NIPPLE CLAMP ORNAMENTS

GALLERY: 198 / DATE: 25 Dec, 19 / IMAGES: 18 / VIDEOS: 2

We brighten our season with a sleigh full of kinky tease and denial!

It is time to play my favorite holiday game - DECORATE THE SLAVE!!!

Daisy Ducati and I dress him up in lights and bows as our kinky xxxmas tree, humiliating and teasing him the whole time. Painful nipple clamps make great ornaments in all kinds of inappropriate places! Since cannot move, we slap and bind his horny cock and balls. He is completely helpless, but at least he is decorative!

He is not allowed to have an orgasm yet, instead we torture him with two hitatchi magic wands until he has a near-meltdown. We edge him right to the brink and back several times to emphasize his helplessness as he struggles in festive bondage.

No cum till Christmas!!!

VIDEO  BAD SANTA - PUT MISTRESS ALICE BACK ON THE NICE LIST

GALLERY: 576 / DATE: 23 Dec, 19 / IMAGES: 11 / VIDEOS: 3

Santa Gets Punished - A Holiday Episode
Time to jingle Santa's bells because I didn't get what I wanted for xxxmas last year!

Before a lump of coal became the traditional gift to bad little submissives, Santa's brother (The Krampus!) would deliver a bundle of sticks or a switch. That was a sign that you had been NAUGHTY and deserved a BEATING instead of a present!

This year it was Santa who was naughty, he put me on the wrong list! It is time to show him my favorite "stick" - a custom wooden paddle from Sadie Synn. I will keep Santa Claus chained up and tormented in my soundproof dungeon until he puts me back on the NICE list. This year I want it ALL for XXXmas!

Mrs Claus has the keys to his Santa Sack so he doesn't get a happy "delivery" to look forward to. Though his cock is protected by the chastity device, it leaves his balls extremely vulnerable to cbt!

Amidst all the begging, pleading and pain, Santa drives a hard bargain. In order to get back onto the nice list, I am going to have to let him go and also grant an orgasm to one of my chastity submissives. Think of it as a special Bondageland Christmas Miracle!

How should I decide WHICH submissive gets the elusive orgasm, though?

VIDEO  DECK THE BALLS PART 1 - SPANKING AND STRAP-ON CHRISTMAS HUMILIATION

GALLERY: 197 / DATE: 20 Dec, 19 / IMAGES: 17 / VIDEOS: 2

How does a naughty boy get back on Santa's "Good Boy" list? With PUNISHMENT of course!

This sub must atone for a whole year of being naughty to avoid getting coal in his Christmas Stocking.

Tis the season for a bubbly elf named Daisy Ducati to help with the extensive spanking, strapping, flogging and humiliation that will redeem or slave just in time for the holidays!

When spankings are not enough punishment, it is time for some massive strap-on penetration to make him penitent!

Our sub screams, grunts and growls through our onslaught like a wild animal, desperate to get back into Santa's good graces in time for some xxxmas presents. I stretch his ass out with my fingers before tagging in Mistress Daisy Ducati with a big enough dick to make him regret misbehaving.

Maybe his sore ass and balls will give him inspiration when writing his New Year's resolutions?

VIDEO  LET IT SNOW - XXXMAS CBT FEMDOM BALL BUSTING BONDAGE

GALLERY: 277 / DATE: 13 Dec, 19 / IMAGES: 22 / VIDEOS: 1

I don't have a Christmas Tree this year so it is time to celebrate by decorating a sub with lights and ornaments. Bondage and bdsm can be festive as well as fun!

The weather report told us there was a 100% chance of snow... but we haven't seen a single flurry.

Snow is a rare treat in this part of the world and I was looking forward to it. Now the hours have worn on with only icy rain to show for our vigil. It would be the perfect thing to complete our cozy xxxmas celebrations at the "Friendly Little Dungeon" but the Portland rain has stubbornly refused to freeze.

Since I had such good luck with the "rain dance" calling down lightning in Dallas, it is time for some femdom-style snow magic! Even without spells, it is nice to have some entertainment while we wait for the temperature and flakes to drop. The Mistress of the house encourages us to liven things up while she drinks hot chocolate and watches me pummel her slave.

How about some holiday CBT shenanigans?
I jingle his ball with flogging, spanking, kicking and a very painful handjob.

Will the snow fall before we lose our holiday spirit? Tune in to find out!

VIDEO  CROSSDRESSING PAGEANT - DOMCON LOS ANGELES 2017 CONVENTION

GALLERY: 575 / DATE: 4 Dec, 19 / IMAGES: 32 / VIDEOS: 2

Would you be quaking in your high heels if you had to get up on stage while fully feminized to perform in front of a live femdom audience?

Things get especially kinky during the "talent" portion of the competition - my favorite part!The judges are extra harsh this year. Mistress Ellen, Goddess Fae and Miss Fruedian Slit enjoy putting all of the Miss DomCon LA candidates to the test. I hope our lucky contestants remembered to bribe them.

It takes a village to give a makeover and none of us were born knowing how to put on cosmetics or walk in high heels. Everyone deserves recognition for their bravery and accomplishments but there can be only one WINNER.

Come strut your stuff on our stage again in May (Los Angeles) and October (New Orleans) plus the Mx Crossdressing Club competition in San Francisco!

VIDEO  HOW A FEMDOM STUFFS A SUBBY - ANALLY FUCKED BY FOOD

GALLERY: 260 / DATE: 28 Nov, 19 / IMAGES: 25 / VIDEOS: 2

This shoot is a classic example of what happens when a good idea gets completely out of control.

Late, late at night in Las Vegas, Nevada our crew stopped at a Supermarket. What began as a joke turned into a humiliating dare against our vegan cameragimp. We decide he really needs to LOVE his vegetables!!!

We buy 6 enema kits, carrots, cucumbers and zucchini. We make him scour the produce section for every phallic vegetable we could find. Some turn out more suitable for insertion then others.

The best part is making him go through the checkout stand with our assortment of incriminating goodies. With an almost-straight-face, the sexy checkout clerk winked and asked, "Business or pleasure?"

"BOTH." Our good little vegan boy blushed but didn't miss a beat.

The scene that follows is hillarious, humiliating and a lot of fun. There was also a surprising amount of pleasure in it. Apparently there is something to that ancient trope of using vegetables for sex toys.

I like to call this "How a FemDom Tosses A Salad."


VIDEO  HOT TUB CHASTITY CBT FOOTJOB - FEMDOM FOURSOME

GALLERY: 574 / DATE: 18 Nov, 19 / IMAGES: 29 / VIDEOS: 3

Floating.
Overwhelmed.
Bathed in warmth.
Covered in women's feet.

Can you tell which foot belongs to which femdom? Most will hurt you but some of us might make you feel very, very good! Each is unique in shape, toe length, arch height and pedicure polish colors.

When you are locked in chastity, even CBT starts to look like fun if it means you will be released for any length of time. ZombiePup has been suffering inside their cage long enough to beg and plead for the keys beautifully. I like the idea of reprogramming submissives to share my foot fetish and this is an excellent opportunity to further their foursome training by including Mistress Freudian Slit and Cricket Rose.

In the warm weightlessness of the hot tub, we enjoy a wild chastity footjob captured with my underwater camera. Make sure your locks are safe for submersion before attempting something like this, unless you want them to rust shut!


VIDEO  ALL THREE HOLES - HAPPY BIRTHDAY YOU GET A CHANCE AT AN ORGASM

GALLERY: 573 / DATE: 11 Nov, 19 / IMAGES: 35 / VIDEOS: 3

Happy birthday! You get a CHANCE at an orgasm!

Locked into the blindfolded hood, YourSissyJoy must grope through a chalice full of almost identical keyrings to draw out her own chastity key! If she wins, Joy gets a treat but each time she chooses the wrong keys, it is time for a punishment instead!

Every incorrect draw from the chalice increases YourSissyJoy's peril, adding a dozen locks, cruel nipple clamps and a ball gag to her torment in the metal bondage. All this playtime and chastity has pushed her right to the edge. Even after all that, Joy still has to draw her own key from the chalice in order to win a chance to orgasm!

This shoot was brought to you by the power of ALL THREE HOLES.

Welcome to my depraved triple penetration scene! Some of you were confused when I first announced this video, wondering "what is the third hole?" The first two are obvious, I could tell immediately which fans have the kinkiest imaginations and which of you refuse to contemplate the possibility of urethral sounding.

Depending on how the sounds are used and how big they are, I can make this incredibly painful or more like "an orgasm in reverse!" Always remember to use sterile lube for this kind of invasive playtime and follow up with cranberry juice! I change my gloves frequently in this scene, enjoying extra opportunities to snap the medical rubber onto my hands.

Don't confuse "winning" an orgasm with earning one, this sissy has worked hard behind the scenes for an opportunity to get unlocked, regardless of the consequences. An "opportunity" for an orgasm is also not a guaranteed one. Sounding has a way of stealing or ruining orgasms because they are so overwhelming. This scene itself is a reward. My attention is a reward, even when it is cruel.

Let's find out if YourSissyJoy can take this... It won't be long before you will learn to crave sounding with even bigger toys!

VIDEO  BITCH BOY - SISSY VIRGIN IN PANTIES GETS IT IN THE ASS

GALLERY: 268 / DATE: 4 Nov, 19 / IMAGES: 21 / VIDEOS: 2

Sometimes a virgin ass is a hot commodity and other times it is more like a liability.

Bitchboi has the perfect nickname for someone about to be bent over for the first time. Will this bitch be able to TAKE IT?

He is so nervous! He sent me lots of revealing photos via fetlife while we flirted but reality is a little scarier. I bet I can help him open up with plenty of bondage and prolonged teasing. Gradually, his ass starts to open up for my hands and toys and he gives up that booty cherry to me.

If I collect enough virginity points, I get to redeem them for prizes!

Bitchboi eventually earns a special treat by being a sweet, submissive little sissy bitch and following all of my orders to the letter. He even went out in public to buy multiple pairs of pretty pink panties for his close up. Those panties are getting tighter and tighter the more we play.

Since I like the way the panties look on his bulging sissy cock, I leave them on for a forced bondage orgasm using my powerful hitatchi magic wand vibrator. Cum looks SO COOL squishing out through multiple pairs of panties!

Even all the layers of tight silky fabric couldn't prevent this sissy slave from blowing a huge load for me.

VIDEO  PUMPKIN FUCKER HALLOWEEN HUMILIATION - CHASTITY TRAINING FEMDOM THREESOME

GALLERY: 266 / DATE: 25 Oct, 19 / IMAGES: 39 / VIDEOS: 2

I made a bet with a fellow femdom that, with enough chastity, almost anything can be FUCKABLE. For example these pumpkins, emblematic of the season, can be made into a fucktoy with some creative carving.

I scoured the globe to find a submissive able to rise to this unusual challenge. It took 10 days of chastity in the new Holy Trainer v2 device before that pumpkin's curves started to look very sexy to my crossdressing rubber slut Stephanie.

Mistress Denali Winter joins me in this special pumpkin carving Halloween humiliation video.

Our sissy slave is wearing a sexy rubber catsuit, which lets us enjoy the sploshing mess of the pumpkin guts as we carve a kinky jack-o-lantern and a sexy jack-off-o-lantern too!

Will our slave win the bet and manage to have an orgasm in this festive, but unlikely, fuck toy or will he be locked back up until it is time to "stuff" the Thanksgiving turkey?

HAPPY HALLOWEEN FROM www.AliceInBondageLand.com!!!

VIDEO  PUBLIC PONY PLAY IN THE PARK - FEMDOM BDSM ALAMO SQUARE

GALLERY: 275 / DATE: 14 Oct, 19 / IMAGES: 51 / VIDEOS: 3

Join us for some funny looks, lots of photos and some scandalized tourists in this public pony play scene!

If you watched the 1980's sitcom "Full House" then you will recognize the famous view of the iconic "Painted Ladies" Victorian houses overlooking the park in this exclusive San Francisco neighborhood. We are out for a ride in the unseasonably beautiful weather at one of the biggest, famous and most picturesque public parks in the city, Alamo Square.

Tindala is such a brave exhibitionist pony to go outside in full fetish gear! I think of this as a kind of "positive publicity" or kinky outreach. San Francisco natives and tourists alike take it all in stride as we put this pony through her paces literally and figuratively.

Broad daylight femdom pony play bondage - maybe we should offer rides on the Embarcadero next?

It is hard to keep a human pony in a tiny apartment, they need regular exercising and physical challenges!

VIDEO  SISSY PRISONERS VS FEMDOM GUARDS - ENHANCED INTERROGATION JAIL

GALLERY: 572 / DATE: 9 Oct, 19 / IMAGES: 23 / VIDEOS: 3

"Which one of you perverts has been stealing desserts from the commissary?"

"Have you been trading those treats for depraved sex acts with your fellow inmates? The sadistic femdom guards of my special sissy prison are going to torment the truth out of you!"

We know it is someone from the sissy cell block. The only solution is to interrogate EVERYONE using PAIN to motivate snitching. You can hear peals of cruel laughter all the way from the guard shack if you listen carefully, we've been betting on which of you will crack first.

Bambi watches and delivers orders from their fortified location over the crackling loud speaker while Denali and I get our hands dirty roughing them up.

When intimidation alone doesn't lead to an immediate confession, we make them kneel on rice. The first to confess gets to stand up and MIGHT get leniency!

"Is this the meanest thing we've ever done to you?" Minute by minute the pain of kneeling on the hard kernels on the cruel concrete takes its toll.When they say yes, we add spanking and caning with a metal rod.

"Do you miss the rice yet?" We taunt them as they cry.

"A clenched asshole is a sure sign of a guilty conscience!" Time for a body cavity search to get to the bottom of this mystery!

VIDEO  DOMCON NEW ORLEANS - MISTRESS GROUP PHOTO 2018

GALLERY: 571 / DATE: 23 Sep, 19 / IMAGES: 15 / VIDEOS: 2

Just when you thought DomCon couldn't get any more wild... they've added New Orleans!

Featuring some of the most experienced lifestyle and professional femdoms in the world, we push the limits in otherwise unshockable New Orleans. We have enormous artistic freedom when it comes to fetish wear in the streets because it is "another day on Bourbon Street."

This year DomCon New Orleans runs October 10-13th 2019. Be sure to check out my Crossdressing Pageant, Sunday at 12:30 on the main stage! Come enjoy classes, play parties and kinky adventures in the Big Easy. We even get our own parade!

Here's a time lapse of the 2018 DomCon NOLA Special Guests - can you spot your favorite mistress in the video?

GALLERIES:
Click to display videos only
Click to display all galleries
001 - 020021 - 040041 - 060061 - 080081 - 100
101 - 120121 - 140141 - 160161 - 180181 - 200
201 - 220221 - 240241 - 260261 - 280281 - 300
301 - 320321 - 340341 - 360361 - 380381 - 400
401 - 420421 - 440441 - 460461 - 480481 - 500
501 - 520521 - 540