Category: Sissy maid stories

Small dick humiliation for that lil dicky in your pants!

Small dick humiliation

Small dick humiliation for that lil dicky in your pants! It’s your hot and cruel mistress, Lena, here to talk about something that always brings me amusement and satisfaction – small dicks. That’s right, gentlemen (or should I say, sissies?), I am here to tell you why having a tiny dick is something you should be deeply ashamed of!

Let me just start by saying that I know what I’m talking about. Being a professional dominatrix for years has exposed me to all sorts of penis sizes, and let me tell you, I have yet to see something as laughable as a microscopic cock. So when I come across a slave with a small dick, I can’t help but cackle with glee. I mean, what kind of man are you with that little stub between your legs? I have seen small before, but yours is just fucking pathetic.

But what really makes me burst with laughter is when you actually have the audacity to pull out that tiny thing and attempt to act like a man. Oh, sweetie, far from it. You are better off getting that pathetic excuse of a penis turned inside out and transformed into a sweet little pussy. Yes, that’s right, I said it – I will turn your cock into a pussy. Because let’s face it, you are nothing but a sissy in disguise.

So be prepared, my little sissy slaves, for some intense humiliation. I will not hold back on the insults and degradation – I will make sure you understand just how worthless and insignificant your little dicky truly is. And as for those who think they can handle it, get ready for an intense ride with your mistress Lena. I will fuck you hard and leave you begging for more – because that’s what a true dominatrix does, and I am a sexy, powerful, and confident one.

So there you have it, my dear slaves – a little dose of reality for those of you with tiny dicks. You are nothing but insignificant pussies in disguise, and I will make sure you never forget that. So if you are ready to submit to your hot mean mistress Lena and embrace your true identity as a sissy, then come and let me show you your true purpose!

Sexy babe gets paid to make you suck cock and wear her panties

When a Sexy babe like me has a cuckold sugar daddy who likes being my dress up barbie doll, I have fun dressing you up fun on the weekends. First you come over and right away I take my panties off. “Put them on” I demand of you. That’s because I know you like to wear my sexy panties. Especially mine because they have my pussy sent on them.

Sexy babe

“Don’t they feel good on your clitty?” I ask as you hand me my allowance over. We have a guest coming over. Once he arrives, I can see you checking him out while your ass wiggles in my girly panties. “Since my makeup is too sexy, you will fluff up his cock for me” I say while filing my nails a bit. Therefore, you get on your knees and start sucking cock. You suck it like a nasty whore who is making money. 

But instead, you pay me to dress you up like a slut and make you suck cock. As soon as I see his mouth leaking with precum, I slam my pussy on his dick. “Watch as I make every inch of his dick disappear into my pussy” I say as I bounce up and down on his dick. Your mouth waters even more and I laugh and say, “sorry you wish it were your pussy he was fucking?”. You nod your head and that is when I grab it and shove it close to his ass.

“Lick his asshole and milk his prostate into my pussy” I moan out. Therefore, you lick away and I can tell he is loving it because he starts fucking me even hard. Then my pussy tightened up and I started squirting all over your face. “I’m about to nut keep licking my asshole bitch” he said as I felt his cock start to pump inside me. You then spent the rest of the night cleaning the cum off his dick and my cunt. Even the cum that dripped down my Sexy legs. You got to watch me fuck and you clean up the mess like a good cuckold sissy maid.

Sissy Humiliation Training for My Slutty Sub

Sexy Dominatrix Mercy Give You Sissy Humiliation Training 

Are you ready for another round of sissy humiliation training? I know how much you like your cock ignored and to be forced onto your knees for me. Come on, pet. Get on your knees for your Goddess and my pretty strap on. We’re going to start our little play date with you admitting to me the truth. You’re going to tell me what a pathetic little slut you are. You’re going to open that sissy fag mouth and stick out your tongue. Beg me to fuck your face. You will thank me by slobbering on my cock until you suffocate. 

sissy humiliation

That dick better be dripping because it’s going into that tight sissy cock milker next. Your sexy dominatrix is going to fuck you until you squirt for me. Your man pussy has been filled so many times, but you have never been drilled by my thick shecock. And I’m not going to be gentle. Tiny pricked little fags like you deserve to be broken in. And I will fuck you. Hard and fast. I want to hear you whimper like a slut for me.

Small Dick Humiliation for Your Tiny Sissy Clitty 

If you don’t scream like a little bitch you might need to be reminded of what makes you one. You can blame that tiny little prick for this small dick humiliation. I love wrapping two fingers around that worthless little clit and tugging. You’re going to whimper like a botch in heat or I won’t allow your pathetic little excuse of a cock to drain itself of cum. I want you to beg me to let you cum. It’s hilarious that your cock can still fit in the palm of my hand when your balls are so full and throbbing. That’s why you’re my little sissy cock holster. How else could I make use of your worthless little clitty. 

Sissy Maid Stories Made Rebeccas Shaved Wet Pussy Tingle

The sissy maid stories I have for you, oh they will last for daysl You became my sissy faggot maid because you were pathetic and desperate for a woman’s attention. You saw an ad I posted online, offering a position as a personal maid for a wealthy and dominant woman like myself.

Sissy maid stories

You didn’t realize that the job entailed more than just cleaning and cooking; it involved being my plaything whenever I desired. You were just happy to be in my company, because well duh, who wouldn’t be? Your pathetic ass was like a little puppy in heat showing up on my porch that day.

I led you to a room filled with maid outfits, all designed to accentuate your feminine curves and make you look like the worthless cock you are. I chose the shortest skirt and tightest top, knowing it would showcase your pathetic little cock and balls.

I then proceeded to humiliate you in every way possible. I made you call me “Mistress” and refer to yourself as “my sissy faggot maid.” I made you beg for permission to breathe, let alone serve me. And when I finally allowed you to start cleaning, I made you clean with your hands and knees, just like the little slut you are. I even made you use my toothbrush to clean the toilet, knowing how much it would disgust you.

As my sissy maid, you’re responsible for much more than just cleaning. You’re also expected to dress me, do my hair, and apply my makeup. You’ll learn how to walk in high heels and strut your stuff like a true diva. And of course, there’s the occasional “special” task, where I’ll force you to suck my dildo or let me fuck your pathetic little ass. Whatever hole I want! Sometimes with other dicks not just my dildos, although I catch you on break sucking those too because you just want to be a faggot so very bad!

You’re so desperate for my attention that you’ll do anything I ask, no matter how degrading. And the best part is, you actually enjoy it. You’re a natural-born sissy, and I’m just helping you embrace your true self.

So, my sissy faggot maid, get back to work. There’s still so much for you to learn, and I’m looking forward to seeing just how far you’re willing to go to please your Mistress. Remember, your only purpose in life is to serve and entertain me, and if you ever forget that, I’ll make sure to remind you in the most small dick humiliation as possible.

Cum on boobs is what you will clean up

When I get Cum on boobs, I call my favorite sissy bitch. He loves the taste of nut and that is why I have him always come over to clean me up. When I know I will be having a fun night of fucking my sissy bitch comes right over. “First I want you to fluff him for me,” I said teasingly. “My lipstick is too expensive for me to be sucking cock. Then right away he got on his knees in front of my fuck buddy and started slurping on his cock.

Cum on boobs

“You were hungry for cock today, but you won’t get his nut yet” I said laughing. Then I pulled my panties off and spread my legs. “Lick my ass and cunt, make it wet for his cock”. Since I love getting my ass licked, I make my sissy bitch lick it for me. That’s because I have an Ass fetish. “Wiggle your tongue” I say as I push my ass on his mouth even more. As soon as my cunt was leaking, I slammed my wet pussy on my playmate’s cock.

“Lick his ass lick i make you lick mine” I moan out as I ride his dick. When he was about to cum, I jumped off his ready to explode dick. Then he started spraying my tits with his big load. “Now clean my tits” I say to my sissy bitch friend. Just like that he starts licking the cum off my boobs. Once I was all clean my playmate was ready to fuck again but I wasn’t going to use my pussy. I was going to use my sissy bitch maid’s pussy. 

Forced crossdressing will help you embrace your inner feline

Forced crossdressing Most men try to blame me for Forced crossdressing but I know that’s exactly what they came for… Guys want me to dress them up like sleazy sluts so they can join me for a girl’s night out. They know hot girls have more fun and I am a black cock magnet! Black men just can’t keep their eyes off of me and Sissy white boys would do anything to get the attention I receive. Well, my latest slave slut is a guy I was once dating… He is a subscriber to my camgirl account so he knows firsthand of my great service of Big black superior cocks.

He catfished me… He sent me photoshopped pictures of himself with a huge dong…

I mean the depths this loser went just to get a taste of my Shaved wet pussy. He is so good at oral I didn’t think twice the first few times he came over and enjoyed my sweet pussy.. It was when my foot brushed up against his cock through his denims that I noticed he wasn’t packing what he said he was… I didn’t say a word, instead, I waited for him to get in the shower and barged into the bathroom while he was butterball naked.

To my finding, he was standing in front of the bathroom mirror with my bra and panties on… When he turned his face I noticed my sheer pink lipstick coating his lips. I wanted to be upset but I couldn’t help but burst out laughing.. He dropped to his knees and begged to be me! Well, that was the first night I dressed him up as a Sexy babe and we took on the night together… Now, he takes cock in his sissyholes and gives me all the money he makes.

What a good sissy slave slut he is.

Sissy humiliation Mistress Rebecca Trains To Take that BBC

Sissy humiliationSissy humiliation brings out my Femdom side and boy do I love the feeling my pussy gets when it tingles thinking about those sissy’s! I absolutely adore seeing those sissy boys all dolled up by their mistresses. It starts with your panties, they love the way they feel around their little cocks, huh? Then your clothes, all your slutty little outfits they graduate into wearing. The way they strut around in their heels and skirts is just too damn cute! And when it comes time for me to give them my big black cock? Well, let’s just say that nothing gets me going quite like the sight of a beautiful woman taking what she wants from her man. Or from her man turned sissy.

I love how pathetic they are as they take my huge dick deep inside them. They moan and whimper like little bitches while I pound away at their tight ass pussies. Their eyes roll back into their heads as if begging for mercy but really craving more of of the hard dildo strapped onto me, pounding them over and over. It makes me feel so powerful having these sissies under my control as I fuck the shit out of them. Making them suck the dildo like a real cock, completely degrading them calling them names like a “faggot” or “cocksucker”

The sound effects coming outta these pretty mouths… “Ungh!” *slurp*  The way they shake and quiver under my relentless thrusts… It’s like watching a live porn show unfold right before me. And when I finally cum inside them? Oh, honey! That’s when things get really good. They groan in ecstasy mixed with humiliation as hot sticky loads fill up every crevice of their feminine bodies – proof positive that only someone like me could ever truly satisfy them after being transformed into these beautiful creatures by their dominatrixes .

And let’s face it – who doesn’t love seeing those pretty little lips wrapped around a big black cock after you’ve had your way with them?

Sissy maid training is the gift that keeps giving.

Sissy maid trainingSissy maid training makes you more female overall and creates a better life for a lowly beta. Why be the bottom of the barrel fuck when you can be sought after? Your mistress always has your best interests at heart. First, let’s get some things out of the way, shall we? You no longer have any say over your body. So now you dont have to think about sex, clothes, or trying to fit in anywhere. The only place you fit in is where I say.

Be forced into a female role

The fewer decisions you have to make the better. You will be spending your free time obsessing over your training.  Starting with sissy porn meant to keep you in the perfect state of mind.  You will learn to worship me and anything else that I deem worthy. I will mold you into the perfect sissy slave.

Sissy maid training betas into fembois

Next, you will learn to love being degraded for every masculine thing you have ever tried to be. Shaving is now for complete hair removal. You cock is now a clit and can only cum when I say. It was too small to be called a dick anyway. Therefore, I have no understanding of why you are crying. Small dick humiliation turns into sweet, clitty cummies before too long.  You will learn to crave my approval and adoration. Your only purpose in life is to worship me and make me happy. You are nothing but a toy for my amusement.

Small dick Humiliation get’s Lena’s pussy dripping!

Small dick humiliation

Small dick humiliation gets Lena’s pussy so wet! I love picking on your little clitty baby boo! I will make you look so pretty. I will dress you in the sweetest outfits my little princess! Just imagine you will wear a sexy pink ruffled dress, princess sleeve of course, white lacy panties, white lace stockings and of course shiny black Mayjanes.

 My goodness, you will look so sweet. However, you will owe me for this special treatment. My home is very messy and I need you to deep clean every corner of the house. I have a proper maid uniform and you of course have to wear your cock cage. That is a good sissy slut, get all the dirt from behind my couch. Looks like you missed spot and I am very disappointed. Lick it up little slut, and make sure to get it real clean. You owe me so much money for all of those beautiful princess dress and nice outings. Now, my bathroom is very dirty. You need to make sure that toilet is sparkling or there will be serious consequences. 

Well, look there an almost perfectly clean toilet. I told you if it was not sparkling there would be consequences. I am very disappointed in you, I guess you are too much of a sissy whore to be good at anything! You just can’t help yourself can you? Look even your little clitty is oozing everywhere, you are making such a fucking mess! You better do what I say of the punishment will be worse! I want you to stick you head all the way in to lick the toilet bowel. Lick my crusted shit clean because you deserve the ultimate sissy humiliation!

 

Sissy humiliation and My VIPS

sissy humiliation

Taking things to a whole new level recently with sissy humiliation and a wonderful caller who I fell in love with instantly.  His sissy little voice was so ready to please.  I loved hearing him talk about my favorite topic, pleasing me in every way.  I had to tell him our rules being one of my VIP sissy’s.  We will take things to the extreme as my VIP sissy.  What do you mean exactly.

I want the humiliation to sting for my VIPS.  I want to know your biggest fears and expose them.  Some call it evil,  I call it making your pussy wet.  I know what I’m doing, don’t second guess me.  I dont do things out of spite, I do things after finding out what will get to you the most.  For this sissy, he wanted me to expose him secretly to everyone in his life. So I decided that I would do just that.  I started taking notes throughout the call. Here was the plan I came up with.

This is what this sissy expressed would humiliate him and what he wanted so no, I won’t go exposing everyone else. But the plan we came up with was I would write a letter to his landlord for him. Let his landlord know that he was a sissy and we would be calling him by his sissy name from now on, let’s just say that name is Becky.  So I told his landlord we need to change the name on the lease to Becky. I got in touch with more at his apartment complex so we could have them walk by his window and laugh at him while he was changing into his sissy outfits.

I also contacted his ex wife and told her the divorce agreement would need to be changed.  The person she divorced no longer exists. Becky needs to be on the agreement instead. I also let her know Becky would be leaving all her money to me because I controlled him finances now.  Some may say this was unnecessary but I know what my sissys want, trust me.  I would never do it otherwise.  The way Becky’s little pussy creamed up over all this, it was amazing. Wet wet is the nickame I gave my little sissy girl.

I plan on sending my little wet wet sissy some panties from her favorite therapist, dirty and used of course.  And we even talked about getting tattoos for each other to represent our sissy/sissy dominatrix relationship.  I only take on a few select VIPS as my services book up fast, but just a little taste of something different we do for phone humiliation for my very special sissy clients.