Tag: Sissy phone chat

Sissy Phone Chat to Reveal Your Best Secrets and Cravings

Sissy phone chat is a great place for you to divulge secret sissy desires. With me, Mistress Addilyn, you can tell me of these deep cravings. And even go on an adventure of transformation.

When you start to crave the feeling of sexy lingerie against your skin, you know it’s only the beginning. Some guys start with wearing panties, some start with pantyhose. But one thing is certain, it’s a feeling of silkyness and wanting something more.

Often times the next step is some mild ass play and watching porn to get off on those big dicks fucking hot women. And you sit and wish you were her, the one getting fucked. Then you begin to wear pantyhose or panties and stroke off in them.

Next, you will begin to crave the feeling. And even the thought of sucking off that big dick. These things will have you leaking and desperate. So, desperate to be a sissy used and taken.

Finally, if any of this begins to feel like you, then let’s proceed. Now is the time to embrace and give your new Mistress a call.

Sissy phone chat

Sissy slave training for fuck toys

Sissy slave trainingThis is sissy slave training. I don’t train men. I break them and rebuild them as my panty-wearing, sissy fuck dolls. I’m 19, bratty, and I get wet watching a sissy realize they were never a man to begin with.
You show up nervous and hairy. I strip you down, snap a cage on your clitty, and dangle the key from my anklet. “You don’t own this anymore. I do.” Then I make you shave every inch while you give me a tribute for owning you. If you miss a hair, I make you spank yourself raw.
I will dress you in lace panties that barely cover your clitty cage, strap a bra on your chest, and paint your lips the same shade as my cunt. I snap a crop against your thigh until you move like a slut. Then I strap a thick, veiny dildo to the mirror and make you gag on it until mascara runs down your face. “That’s it. Get used to it. Real men are bigger.”
When you’re finally smooth, broken, and dripping, I bring in a bull—someone with a real, heavy cock that would split you in half. I make you kneel in the corner and watch him stretch me out while you leak in your cage. I moan loudly, looking right in your eyes, reminding you you’ll never be the one fucking me.
When he finishes, I’m dripping and full. I snap my fingers and point to the floor. “Clean it up, sissy. Every drop.” You crawl over, desperate, and lap it up like the good little cum slut I trained you to be. I smack your caged clitty and giggle. “Good girl.”

You’re My Bitch in Sissy Panties

Sissy pantiesI dragged you in your Sissy panties, a pathetic little bitch, into my room and shoved you face-first onto the floor. “Get those knees under you and open your mouth wide, you useless cumrag,” I ordered while taking off my panties. My dripping wet pussy hovered right over your mouth. I grabbed a handful of your hair and shoved my dripping cunt against your lips. “Suck it, bitch. Lick up every drop like the desperate cum whore you are.”
Face Sitting and Ass Eating
I turn around and put my ass right on your face, smothering you completely. “Shove that tongue straight up my ass hole and clean it, toilet boy.” Your muffled whimpers vibrated against my rim while I reached back and flicked your locked clitty. “That tiny thing stays caged. You only get to leak when I allow it, and you’ll thank me by swallowing every bit.”
Pissing and More Oral
I shifted forward and let a hot stream of piss flood your open mouth. “Swallow it all, urinal. You’re my personal toilet now.” Once you gulped it down, I shoved my soaked cunt back onto your tongue. “Fuck my hole deeper, slut. Get that tongue working while I figure out how I’m going to destroy your boy pussy.”
Strap-On Fucking
I stood up in front of you, kicked you onto your knees, and made you bend over so you were on all fours, and I buckled on my thick strap-on. “Beg me to wreck that sissy hole,” I ordered, spitting on your winking puckered ass hole. You whimpered and pushed back, so I rammed the dildo balls-deep in your tight ass in one thrust. “Take it, fuck toy. I’m stretching you until you’re gaping and ruined.” I pounded you harder, slapping your ass bright red and twisting your nipples while you cried out. “Scream louder, bitch. Let everyone know a teen owns your worthless ass.”
Cleanup and Degradation
I fucked you until your legs shuddered, then I bucked the strap-on free of your wrecked ass and scooped the mess from your gaping hole. “Open up and eat this, cumdump. Every fucking drop goes down your fucking throat Bitch!”
Final Domination
“On your back, sissy. I’m riding your face until I cream all over you.” I crawled on top of you and my clit against your tongue. “Lick faster, you broken fuck toy. Make your mistress cum while you choke on my cunt.”

Sissy Phone Chat is Where You Best Surrender to Mistress

Sissy Phone Chat is where desperate Sissy faggots come to surrender to a Goddess. So, I am Mistress Addilyn, and this is my lair.  And this is where you arrive already broken and ready to surrender.
Consequently, you stand before me wearing nothing but those thin nylon panties that cling to your pathetic leaking clitty. Since you crave my expertise and commanding ways, I will begin your conditioning immediately.
First, I introduce you to your new best friend, a big black dildo. And this is a tool to train you well. So, part your pretty lips and start sucking. That’s right, sissy, start to show Mistress your skills.
Therefore, the sheer girth of the BBC dildo makes you struggle to take it in your dick-sucking lips. When I feel satisfied with you taking the dildo in your lips, I move on to the next step.
Now, I position the big black dildo in my strap-on harness. And I command you to kneel. That’s it kneel before Mistress like a good sissy slave. Now we will practice you making eye contact as you start to worship my BBC.
Meanwhile, the friction of the sissy panties against your sensitive skin intensifies the pleasure of your clitty. As a result, your body reacts instinctively, and you begin to leak precum that soaks into the fabric.
Now, it’s time that I train that man pussy. So, I direct you to my training bench. Here I will cuff you and spread your legs as you are bent over. That’s it, thrust that sissy ass out for Mistress’s big black dildo.

Sissy Phone Chat With Mistress Addilyn Will Break You

At last you are about to get opened up and take my dick. And I begin to slide inside that sissy cunt. Therefore, you begin to whimper a little like a little bitch.
Subsequently, I increase the pace of the thrusts, forcing the BBC deeper into your tight hole. That’s a good sissy; just push against it and leak more in those panties. After all, I keep them on you and just shove them aside.
Furthermore, I grip your hips firmly, pulling you back onto the shaft with each stroke. Ultimately, the best sissy trainer is really introducing you to the BBC. Soon, you will enjoy the real thing.
Additionally, the constant rubbing of the nylon against your clitty sends waves of pleasure through your entire body.
Moreover, I vary the angle of penetration, hitting new sensitive spots inside you with every thrust. In addition, I reach around and press my fingers against the wet spot forming on your panties.
Consequently, the pressure on your leaking clitty drives you closer to the edge. Nevertheless, I do not allow you to cum yet. Instead, I slow the pace and edge you repeatedly.
Thereafter, I resume the relentless pounding, stretching you completely through the thin fabric.
Ultimately, the constant stimulation and denial leave you trembling. And you are leaking uncontrollably through your panties as you surrender fully to my training.
Finally, I have molded you into the perfect leaking sissy, desperate for more.
Sissy Phone Chat

Humiliation phone sex had my little sissy gagging on his knees

Humiliation phone sex always has my pathetic sissy on his knees in the living room, lipstick smeared, pink thong panties stretched around his tiny locked cock. I love standing over him in heels, one hand in his hair, the other holding the phone so I can record every second. Open wider, you worthless little slut! Like a good sissy bitch he opened. The thick black cock in front of him slapped against his painted lips. I pushed his head forward until the fat head forced its way past his teeth and down his throat. He was gagging hard. Spit ran down his chin and onto the floor. I laughed and shoved him deeper. Take that big black dick like the worthless little cocksucker you are. Your pathetic micro dick stays locked while real men use your mouth. The guy grabbed both sides of my sissy’s head and started fucking his face.humiliation phone sex Long, deep strokes. My little faggot’s eyes watered, mascara running down his cheeks. Every time the cock bottomed out in his throat, he made loud choking sounds that make my pussy drip. I reached down, yanked his panties aside, and flicked his tiny cage. Nothing there, just soft, useless flesh. Look at you. Gagging on black cock while your little clitty stays locked. You’re not a man. You’re a little cock whore now. I made him thank the man between thrusts. Thank you for using my sissy throat, Sir. He said it with a mouth full of dick. Spit and precum all over his face. When the guy finally came, he held my sissy deep and pumped load after load straight down his throat. I forced him to swallow every drop, then open his mouth and show me the mess. My little sissy exists for this on his knees, humiliated, choking on BBC while I watch and laugh.

Dakota trains two sissies to be whores

Best sissy trainerBe My Fucking Cum Whore

I storm into the room wearing only a slutty micro skirt that rides up my bare ass and a tight crop top “Best sissy trainer” across the front clinging to my perky tits, nipples poking out hard. My two pathetic sissy boys kneel naked, their tiny clits already stiff and leaking. “Strip faster, you worthless cum-dump whores,” I snap, watching them yank everything off until their useless clitties bounce free. I grab one by the hair and smash his face into my dripping teen cunt, grinding hard on his tongue. “Lick my fucking pussy, you desperate sissy slut,” I growl, riding his mouth while I ram two fingers deep into the other sissy’s tight asshole, pumping until he squeals.

Their little dickie clits twitch and drip as I force the first one to suck my swollen clit, then slap the second one’s ass raw with my other hand. “You pathetic bitches live to worship my holes,” I laugh, spreading wider so they both tongue my wet cunt and puckered shithole at once. Their faces get soaked in my juices as I order them to tongue-fuck each other’s stretched asses, moaning and begging while they lick deep. I shove one down on all fours and make the other line up to fuck his gaping hole with his clitty, thrusting and whimpering until I squirt hard into their open mouths, making them gulp every drop. I keep them going, grinding on faces, spanking asses red, and fingering holes until they’re both leaking, gaping, and crying for more of my control.

Sissy training with Mistress Dakota

Sissy trainingI am Mistress Dakota, and I get off hard on ramming thick plugs deep into sissy asses for sissy training while their cocks throb and leak in tight cages, forcing them to send close-up photos of their stretched holes and denied shafts right away. I love making those pathetic sluts bend over and spread their cheeks wide for my inspection, their puckered holes winking as they beg for more. Assignments drive my entire process. I might command a sissy to slide into lace panties and stockings before work, then demand immediate proof through messages while they describe how the fabric rides up their crack and rubs their balls raw. I examine every report closely and require updates on how the fabric brushes their skin all day long, especially when their caged cock drips precum onto the lace.

Another standard order has them locking their cock in a tight cage while pushing a plug deep into their ass for hours, twisting it in and out to stretch that tight hole until it gapes. I study the photos and logs they send to confirm nothing comes off early, making them finger their own leaking slit and taste the mess for proof. I extend this control into daily habits like perfecting makeup until it looks flawless or striding in high heels without any wobble, forcing them to practice sucking on dildos while they walk to build that whore mouth. Sissies must describe their attempts in full, noting any leaks or the ache from denied releases, how their balls ache and swell with backed-up cum.

Missed steps bring added chores such as repeated edging or carefully planned public risks under my direction, like flashing their caged dick in a restroom stall. This steady checking keeps them accountable and pulls them deeper into submission. My consistent oversight produces real transformation. Sissies begin to hunger for the structure I provide, reporting completed tasks with eagerness and begging for fresh instructions like getting fucked by bigger toys or swallowing their own loads. The loop of command and obedience tightens their bond to my dominance. Those ready to start can reach out to me for their own set of tailored tasks built to create lasting devotion.

Peace Takes Her Sissy Girl Training Sex To Zoom

Alright, it’s time for a special sissy girl training treat. I get to watch you on Zoom, you don’t watch me but I need to see your pathetic sissy slut selves. It goes something like this..

As each one of my pathetic slaves obeys and exposes their chests for inspection, I can’t help but feel a rush of power course through my veins. None of them have developed anything worthwhile; they are all just as flat-chested as ever. Disgusted by their lackluster attempts at being women, I continue with the next part of today’s lesson – dressing up in lingerie like the good little sluts they are meant to be.

“Now then,” I say while watching on screen as each one struggles into lacy bras and panties that barely cover their tiny cocks or plump asses “make sure those stockings aren’t too tight around your dicks.” My eyes roll back in amusement when one tries desperately not to reveal his hard-on underneath his silky garments – such weaklings these men truly are! But it only makes me want more from them…and myself too because damn does this turn me on knowing how much control i hold over these pitiful creatures who crave nothing more than becoming submissive females beneath my command..

Next comes makeup application which most fail miserably at doing correctly due mainly because none possess even an ounce talent when it comes beauty regimens designed Alright, you little sissy boys. It’s time for our weekly Zoom call where I get to see how well you’ve been practicing your feminine skills! First things first, let me check if any of you have grown some tits yet. Strip down and show them off!

As each one of my pathetic slaves obeys and exposes their chests for inspection, I can’t help but feel a rush of power course through my veins. None of them have developed anything worthwhile; they are all just as flat-chested as ever. Disgusted by their lackluster attempts at being women, I continue with the next part of today’s lesson – dressing up in lingerie like the good little sluts they are meant to be.

sissy girl trainingI have plenty of time to teach them how pathetic they truly are when it comes down doing something right without any guidance from me whatsoever!

Sissy maid training whore now is my own Cinderella

Sissy maid training Sissy maid training sluts have to work extra hard for what they want. I am not going to be easy on you at all.

You’re here to serve me, you understand? If you ever want to pass and be desired by a man, then you must listen to me.

You are my Cinderella, and you will clean me up!

I have a lot of boyfriends, and they all cum so much. I know you are hungry, probably frothing at the mouth and clitty.

Get that fetching maid costume on. You must look the part to play the role. Once you are dressed, get on your knees. You are not allowed eye contact; you don’t deserve it.

Lick my fucking feet, you stupid fucking faggot. I know you feel so good at the bottom of the barrel; it’s where you belong. Slide that tongue up into my cunt. It’s filthy and needs a good tongue cleaning. Cinderella, how does it taste?

I bet it tastes like pure jealousy because you know you will never be a beautiful woman like me. However, if you do a good job licking me clean, I will allow you to be fucked like a girl, even though you are a faggot. My boyfriend’s ten-inch cock will fuck you through your soaking wet Sissy panties and destroy you completely.

 

 

 

 

 

 

 

 

 

 

 

Sissy Phone Chat with my pathetic little cocked men!

Sissy Phone Chat

Sissy Phone Chat with my pathetic little cocked men!

They sneak behind their wives’ backs and steal their dirty lingerie when she’s sleeping.

I’m so amused watching you struggle putting on the bra.

Filling it up with toilet paper, trying to be a beautiful woman like your wife. 

I wonder how hard she would laugh if she found you strutting around, with your shrimp cock shoved into her little thong panties?

I know I have to hold in my laughter when you show me pictures of that sad excuse of a penis.

No wonder you’d make such a beautiful girl, because you sure aren’t a man with that thing between your legs!

I feel bad for your wife; if only she knew you both were dreaming about choking down fat cocks.

Your faggot ass would probably gobble those cocks up faster than any real woman!  

See More on Mastodon and Follow Me!