Dark Cherry is back for one more scene as my "stunt Alice" bratty submissive in this fun clip. After a scolding, a spanking and some squirting orgasms for my damsel in distress, it is time for a treat. I don't pull her panties back up, instead choosing to leave her exposed to the cool air conditioning and our probing gaze so that she doesn't get any delusions of grandeur. She has to stew in her own orgasmic juices as further humiliation before our kinky playtime is officially over.

Being read to aloud while in bondage is evocative of our most helpless younger years and can be a nurturing aftercare experience. For the true bondage aficionado, it can also be a full scene on its own instead, as long as the bondage is truly inescapable.

Enjoy Chapter 3 of Alice in Wonderland by Lewis Carroll, read by Mistress AliceInBondageland. It features a Caucus Race and a mouse's Very Long Tail as well as a few lovely illustrations which I make sure to show to my captive (as long as she is being a good girl).

Once she's been punished with a little pain, then I will administer a little bit of pleasure too. As vulnerable as you feel being bent over my knee, the spread eagle bondage I put you in next will make you feel even MORE exposed.

Here's a fun ode to Alice In Wonderland featuring some fun lesbian cosplay, corporal punishment, roleplaying and a juicy squirting orgasmic finish! Our new Alice, aka DarkCherry, is impish, cute and a little bit bratty so she needs EXTRA spanking, tickling and teasing with my favorite vibrator!

If she is a good girl and cums nice and hard for me, I will reward her with special Lewis Carrol story time in bondage. It is extra fun to play with a woman and I relish the opportunity to play with an Alice fan. We share such a special fetish bond!

Our CBT slut has earned another treat after pampering us for an entire week. This scene is going to rock his world AND his testicles. We know how to hurt his balls juuuuuuuust right!

He gets hard at the mention of ball busting so Alexis starts to give him a coconut oil handjob as foreplay, rubbing her breasts all over his hardening cock to make sure the lube gets EVERYWHERE.

This is a high pressure threesome that isn't just about his pleasure. We want to harvest his juices through ball ball punching and CBT until he cums all over Alexis' tits! This is HER fetish, not his. It is his job to deliver the goods, no matter what I am doing to the rest of him.

Eventually we give him one hand free to see if he can manage to have an orgasm under extreme duress while beat the cum out of his balls with a bat!

One last humiliation for our special cuckold, he must worship her breasts by licking all of his cum off of them!

We keep piling on the abuse but he is SO HARD with no chemical assistance. CBT is the only fluffing this pain slut needs to be fully hard in the face of incredible torment.

With my bright red boxing gloves, I brutally work his sack over! They say it takes a spoon full of sugar to help the medicine go down, so Switch Alexis starts giving him a handjob while I continue to punch his balls.

I love how she sticks her tongue at him while I ruin his orgasm again and again, keeping him RIGHT on the edge while I beat his balls! Edging him to the brink of orgasm, alternating pleasure and pain. With enough tease and denial, I bet we can eventually BEAT the cum out of his balls!

Which of us will win? If he succeeds in staying hard despite the cbt and manages to get close to an orgasm, he gets a treat. Alexis will let him fuck her tits!

What would you do to earn a pearl necklace? She has small perky breasts and a huge cum fetish, so she is full of enthusiasm even though I am full of cruelty.

Since you can't be trusted not to soil your pretty princess bed, I am going to have to regress you every night and put you in bondage. I've got a giant pacifier for you to suck on. With that gag in place, crying helplessly will be your only option.

I don't want you to leak your sissy juices out of your full nappy overnight, so I also have a nice plastic cover to prevent any additional spillage even when you get SUPER full.

I immobilize you in bedtime bondage to prevent you from playing with your clitty. The absorbent layer turns into a slippery gel that little sissies can't resist using as lube. No wonder your sheets are always stained, you can't keep your hands off yourself unless you're tied up!

You were weaned too soon so we have to make up for lost breastfeeding time in our ANR (adult nursing relationship). I also enjoy your mouth for some facesitting pleasure before milking a load of your juices out as a special treat. Plenty of powder will help you stay dry overnight now that you've squirted for me.

I like you so much better as a girl...

Houseboy Aidan has to please a whole group of demanding women at the DomCon femdom convention without spilling his ash tray gag. All of them will be rating his performance and reporting back to his owner with a grade. He is desperate to gain their approval because it is his ass on the line!

Would you be terrified or aroused once surrounded by sexy women smoking cigarettes? I love how each woman has their own style, reflected in the cigarettes they choose and how they smoke them, ranging from thick cowboy-style hardpacks with harsh smoke to long slender menthol or cloves with graceful art deco style filters. Manaical Sofia, Cruel Vyra, Camilla Casanova and Ms Bettie Bondage team up with Mistress Alice behind the camera plus surprise guest Goddess Genesis eager to smoke her extra slim cigarettes in style!

It has been a great week so far, but the convention isn't over yet. There is still time for him to fuck up! He is off to a good start until we discover his secret weakness for tickling.

The women unanimously want to see him cry but his high pain tolerance means we might need to tickle him to tears. To add insult to injury, if he spills the ashes then he will have to EAT them. There is a lot at stake in this scene, how do you perform under pressure?

Some men would do ANYTHING to keep control of their sexuality, even if it means sacrificing all other freedoms. I hope you're comfortable in my special jail cell because you might be here for a long, long time. Aces are high but the Jokers are even higher! Have you ever been locked up for a MONTH before?

In my kinky private prison it is hard to tell which is worse, a cage on your cock or one around your whole body. How long will this new hand of cards keep you locked up?

Are you feeling lucky? Remember, my deck has EXTRA JOKERS in it!

I am auditioning new sidekicks but how will I settle the tie? Time to fight it out!

I LOVE A CHALLENGE!!! If they can get out the door, then they might get to go free...

Why restrict ourselves to "Ginger vs Mary Anne" when we can create the perfect combination of both??? I wore out my previous Harley Quinn, so it is time to create a new one. A better one. One that combines the best of both worlds. I have a sexy candidates from each archetype. Denali is as exotic and sexy as Bambi is devious beneath their faux innocence.

Denali vs Bambi, I don't know if one will come out on top or if it will be a race to the bottom for this pair of switchy lovers. They might just fuse together completely if given enough time and "encouragement." I strap them together in an extra large canvas strait jacket to "hug it out."

There can be only one winner, place your bets! Will their relationship survive this ordeal?

. . .

The Joker supervillain videos disturb people who are afraid of clowns and delight my fellow comic book femdom fans. I think this magnificence is worth it for the genuine STRUGGLING with sharp unscripted banter as Denali Winter and Bambi Belle get strapped together. Eventually, they will discover new levels of teamwork as they "become one" through extreme experiences like this.

Enjoy our special cosplay bonding activity! I love playing with couples!

DO YOU FEEL THE LOVE???

We've bonded over a mutual love of rubber fashion and she bought her first piece rubber clothing under my orders... now let's see if she enjoys it as much as I think she will!

Sissy Joy's Journal Entry:

Yum, I think Mistress Alice has started me down the path of becoming a rubber fetishist. She is leading me down the Rubber Rabbit Hole... My outfit for the day was minimal, an Israeli gas mask and unitard with complete access front to back in the groin."

I got to assist Mistress Alice and her friend Mistress Sofia with getting their latex shine using a hands-on, interactive, method by spraying the lube onto her dress, then rubbing down her body. It is useful body worship and feels amazing. Also, there's a power play dynamic at work, since one does not dare touch certain areas without permission.

After we were all shiny and lubed, time for some bondage! Mistress Alice put me in an intricate bondage web while Mistress Sofia was there tickling, pinching and slapping me.

Between being stuck to table, sliding in my own rubber suit, air regulated through a rubber mask, I was easily excitable at this point. Seeing Mistress Alice strut around like a stud, dick waving, was really more than enough visual stimulation. She mounted the table, and sat between my legs.

"My dick is bigger!" Mistress Alice taunted me. Seeing that I was literally dripping precum, she decided to use my own juices as lube. She made our cocks "kiss." I don't know what is worst, having her do this or the threat of forced bi hanging in the air. It's not a hard limit, but being fucked by a man for their amusement is a scary proposition.

"Are you ready for a real cock?" Mistress whispered not-so-sweet nothings as she tried to force her way into my ass. Mistress Sofia started to restrict my airflow, which caused me to control my breathing, the result, I found myself more than halfway impaled on Mistress Alice's cock immediately. She didn't need to be too forceful, I was already in an incredibly highly aroused state. One more hip thrust, and I was stuck with the entire shaft in my ass.

Did mention I had literally no slack to move up, or away from this fucking? All I could do was lie there and take whatever they dished out. A couple of deep thrusts and a teasing hand job had me racing towards an orgasm. Fear of a ruined orgasm still was in the back of head, which only added to my arousal.

"You better ask for permission before you cum!" Mistress Sofia reminded me. The handjob accelerated.

"Please, Mistress may I cum." I tried asking.

"What? Louder...."
"PLEASE PLEASE PLEASE may I cum, PLEASE MISTRESS!!!" or something, along those lines, I screamed. Mistress Sofia completely covered my airflow and Mistress Alice allowed me to finally have an orgasm. My cum, kept on flowing, and flowing, and flowing...

"You see this is why we choose chastity! Don't you want a mind blowing orgasm, instead of those half assed orgasms you get from wanking too much?" As a final act of dominance, Mistress Alice locked me back into chastity.

There's a tutorial piece at the end, showing you the various online keyholding methods Mistress uses and how a lockbox can be used as an economical remote option. All in all it was an amazing day filled with rubber!

When I found out that there was a glory hole at the local dungeon, I begged them to let me film there after hours. When my submissive used their safeword about sucking my stud's cock, I decided to turn it into a cuckolding scene instead!

With my little sub tied up helplessly, I'm going to show you that real femdoms do suck dick... but only when it is worthy! Even well hung bulls have to suffer for my amusement, so once he is rock hard and in my mouth, I start adding more and more cbt into the mix.

When and IF we choose to have oral sex with our submissive, we can still retain our dominance. To demonstrate this and reassure my favorite cock-sucking mistresses at home (who fear they are in the minority), here is a delightful behind the scenes video from the vault.

How much CBT can my mystery man handle? I won't let him pull out of the glory hole and run away now that I've got him by the balls! How about some ball punching and deep throating tonight? Sounds like fun to me!

You're lucky enough to get to watch what you can't have... but would you REALLY be able to handle this BALL-PUNCHING BLOWJOB???

It is Cruel Mistress Vyra's birthday and ALSO the middle of DomCon, the biggest gathering of lifestyle and professional femdoms in the world! Since she has impossibly long manicured fingernails, we are her "stunt fists" tonight, putting on a special show. Cricket Rose volunteered to push her personal boundaries and indulge our truly extreme vaginal insertions. Two of my favorite size queens, together at last!

Someone got excited and bragged about our plans online, so it didn't take long before more people started asking for permission to participate. There are so many dominants at a convention like this that, once there's a rumor of a gangbang, everyone wants in on the action!

How many fists can Cricket handle in one day?

Quinn Helix is first up to bat once Cricket is in rope bondage and her fist goes in with almost no resistance, as Mistress Vyra looks on. We organize the fisters from smallest to largest and it is a wild ride all the way to the finish line with Zoe Freshcut, Miss Fiona (aka Miss Freudian Slit), Denali Winter, Bambi Belle, ZombiePup, Sadie Synn and more, all taking turns stretching her pussy.

Cricked has a great time despite feeling like an airbag went off inside of her by the end of the night. We're giving a new meaning to the words "punch drunk" tonight at this kinky birthday party!

Wishes do come true!

Each one is exquisitely painted and sharpened to a sadistic point! Her incredible nails make cock and ball torture very PERSONAL in a whole new way! Her manicures are legendary and in this shoot they have special heat reactive color-changing nail polish!

I forgot to mention to my slave how mean my bbw friend can be, especially when taking someone to that primal place of guttural moaning, screaming and crying.

"It isn't THAT BAD, is it? Your dick is still attached and you're not bleeding yet." Our slave struggles but Vyra is relentless. "Its just the tip! Its just the tip, I swear!" she taunts him with the points of her claw-like nails. She inflicts intense nipple torture with plenty of cbt to keep him on the edge. The harder he gets, the more room there is for clamps on his dick!

All submissives need a good punishment sometimes, to remind them of their place and cleanse all those naughty thoughts! Mistress Vyra also gives a MEAN bare handed spanking while I opt for a good old fashioned caning.

The contrasting combination of the sleeveless feminine gown detailed in light pink embroidered lace flowers with the shiny black latex catsuit and rubber dollification hood turns me on SO MUCH. I love the juxtaposition of bridal virginal innocence with the inner sluttiness of my sissy rubber doll.

We shopped for this wedding gown in person in the San Francisco Bay Area and were treated with great respect when we were honest that the dress was for him. They were able to help select a lovely dress with a flattering fit and a cathedral length train. That kind of bravery should be rewarded!

However, I also want to make sure that my crossdressing rubber bride is like a virgin for her husband-to-be, so I make sure to lock her cock up in a black silicone chastity device. This way, I know FOR SURE that she will be a good girl until her wedding night.

Until then, we still have a lot of sissification shopping to do! I am going to take her out to the mall for matching shoes, a new wig and the perfect veil. I wonder how the saleswomen at the bridal boutiques will respond? She will also need something old and something new, something borrowed and something blue.

Is every transvestite bride this horny before their wedding?

Mistress Evadne is in her big armchair by the fire, ready for you to sit on her lap like our good little sissy girl. Since a sitting on a cock for the first time is such a special moment, we want to make sure you do it RIGHT. We wouldn't trust that special first time to just anyone, so let us guide and nurture you into the world of sexuality.

Our little Monika is clearly ready to blossom when we catch her playing with her clitty. We enjoy exploring her growing body together in this threesome. Evadne's rigid strapon driving into her might hurt at first, but soon she will learn to sit right down on our dicks and bounce like a good slut. We're going to raise our little sissy RIGHT.

"If you can take Mistress Evadne's whole cock in your virgin-tight sissy hole, then maybe I will reward you." It isn't often that a mistress gives a blowjob, but this is the kind of day that deserves a celebration. I've also found that a little oral pleasure can help make your first pegging a little easier to handle.

Remember, if you get close to cumming, you have to tell me! If you can get that dildo is balls-deep in your hole without crying, then I will let you cum all over my breasts and then suckle your juices off my nipples. They call it sissy milking for a reason! We wouldn't want those cummies to go to waste...

With every piece of feminizing clothing, I notice that my captive gets more and more aroused. I trace the edge of their secret hole through the layers of panties and suddenly they're writhing and moaning. Good thing I've already got them in bondage!

I pull each pair of panties to a different side in order to expose bitchboi's uncut clitty. The combination of different panty styles act like a cock ring made of lace!

There is a magical moment in this video when my sissy submissive starts wringing their hands with fear and excitement. I can tell they are aching to be filled up by the way they respond to the slightest tough. I sensitize them by more and more by running my fingernails up and down their inner thighs. Sometimes a light touch can cause more torment then a cruel lashing, but my sensuous side eventually gives way to sadism.

Clothespins are easy to find and inexpensive, it is also hard to permanently injure someone with them. Though they are easy to use and newbie-friendly to dominants, they can be VERY intense and painful for submissives, especially beginners like bitchboi.

Today, I am conducting an experiment! I found bamboo clothespins instead of the usual cheap wooden ones and I want to find out which style is more painful. They certainly feel harder and make a much more menacing clicking noise, but will they be more painful than the classic clamps? Let's find out!

The feeling of the blood rushing back to bitchboi's sensitive skin is like "pins and needles from hell" when I remove any clamps. Adding a vibrator makes it even more tortuous!

Unfortunately for them, the MEANEST part is when they come OFF...

Sometimes it isn't just a craving for oral penetration that drives kinky men, but an overwhelming need to put ALL of their holes to use. Anal penetration is often next on an explorer's list. Strap-on sex can provide some gratification or relief thanks to the reaction of the prostate glad to certain stimulus, including the possibility of being pleasurably milked! However, I am more intrigued by the forbidden holes and their arcane pleasures...

How do you feel about your urethra?

That precious, delicate, sensitive hole is not something that most men think about very often, unless they are lucky enough to have a piercing. It is also able to stretch to receive a specialized urethral sound. I have heard sounding described as everything between "burning pain" to "an orgasm in reverse" according to other patients. In this medical play threesome, my nurse and I are ready to stretch your holes in ways you might not have expected when you first woke up in our special hospital.

How would YOU react if a beautiful doctor prescribed this advanced CBT treatment ASAP?

My cameraguy won the first round of the Sub War so he gets locked into the Queening Chair. I strap cocks onto his face and chest so that we can enjoy different sized dick options.

I ride his face while sexy switch Alexis gives him a handjob. To make sure we're not being too easy on him, she uses the chains like a twisted cbt fleshlight to torment and arouse him to orgasm.

Will this break him or bring him to a new level of kink?

This is going to be a fun day! Since one of our models is feeling less-than-dominant, I give them a chance to fight among themselves to see who will be the most submissive. My cameraguy gets a chance to see if he can flip the scene with Alexis the switch.

First, I tie her up, then I tie him up. They're both horny and out to dominate each other for my amusement. WHO WILL WIN? Is having an orgasm "winning" or "losing" in this kinky game?

His secret weapon is using pleasure to distract her, since she can't hold on to the top for very long once she gets close to orgasm. This "race to the bottom" scene is magical because it is so erotic to watch Alexis struggle to hold her own and dominate her fellow submissive even with one hand tied behind her back AND while getting fucked...

Is this "topping from the middle" instead of topping from the bottom?

Would you want to be part of this subby sandwich?

Remember folks, SLUT is gender neutral!

They thought they could get away with shoddy henching. Sit and spin! Buttplugs, paddles and spankings for all of them!

Some of the henchies were more successful than others today but to teach them all a lesson, they all must be punished, one after another, in front of each other! Each slut has to watch the sluts before them suffer. Sometimes anticipation combined with imagination can be the most terrible of tortures. This kind of collective torment can be a good bonding experience.

If you are afraid of clowns, then you might want to skip this kinky homage to the Joker.

From now on, maybe they will keep each other on their best behavior? Unless one of them LIKES to be punished...

There are three categories in the Crossdressing Pageant:
- Gown/Catwalk
- Interview
- Talent Competition

If you don't have a prepared piece for your talent, you are "assigned" a talent, putting a condom onto a strapon using ONLY your mouth! I don't know which I like more, the well crafted performances or the enthusiastic sloppy blowjobs!

Judged by world famous femdoms including Porcelain Midnight, Goddess Fae Black, Mistress Ellen and more! I feel honored to be among them on this illustrious stage.

Each of our contestants has given careful thought and effort into crafting their look, perfecting their makeup and learning how to move in their stunning high heels. I appreciate their enthusiasm and their bravery as they put themselves on display in front of the BDSM community.

Some of them are beginners, others have been dressing up for their entire lives. Our pageant features a wide range of ages, styles and passability - all are welcome to join in the competition for the tittle of Miss DomCon LA.

As gender roles and expectations become more fluid, the focus on "passing" has shifted to a focus on being FABULOUS where everyone is accepted as a part of spectrum.

It is exciting to be living in a world where events like this can take place in the open and be celebrated by everyone!