Category: Sissy training

Best Sissy Trainer Addilyn Has The Best Seductive Ways

“Yes Mistress” is How You Will Respond to Me, Always, as I am the Best Sissy Trainer for your desires. Shall we begin?

“Start with the silk stockings I sent you. Feel how they glide up your legs, turning your skin into something soft, something feminine,” I instruct you. Now, As you pull on the fine, sheer stockings, entice in the feeling and tingling sensation these feminine staples bring you.

Best Sissy Trainer

“Now, the garter belt,” one we both picked out from the online shop. First, fasten it around your waist, (the clips snapping onto the stockings with a soft click ). “Feel how it defines your shape, how it makes you feel more like the sissy I’m molding you into.”

Next the lace panties, so delicate and constricting in all the right ways followed. As they hug your hips, the fabric a constant reminder of your submission  to my desires. It’s Now time to slip into the matching bra. That one with the satin cups which press against your chest, symbolizing your new identity.

Best Sissy Trainer Addilyn : Seductive Mistress in Control

Meanwhile, “Go to the mirror, darling. So that you may see how beautiful you’re becoming for me,” Mistress Phone Sex Goddess Addilyn commands.  There you stand in front of the mirror. Undoubtably A reflection appears, as a  blend of your old self with the emerging feminine beauty of my crafting.

Mistress Phone Sex

“Now, let’s make you even prettier. Apply the makeup slowly, let it be an act of devotion,” I guided. First the foundation, feeling it blend into your skin like a second layer. Followed by a blush making those cheeks glow. Then the mascara to lengthen your lashes offering up a doe-like innocence.

Finally apply the lipstick – a deep, luscious red – coating your lips. Essentially making them feel plump and inviting. Inviting for that cock they long to wrap around. And inviting for the lips you long to kiss…

“See how your lips look now, perfect for pleasing,” I whispered. “Now, put on the dress, the one with the floral pattern. Feel how it sways with each of your movements.”

Return to the mirror my Sissy and take in today’s transformation. Now that you are adorned for pleasing a man, your next task is to pleasure a cock.

Sissy panties

Sissy Humiliation Training I Enjoy and I Inflict on Unruly Sissies

sissy humiliation trainingAlthough I am a nurturer and a sensual dominatrix, I still enjoy sissy humiliation training. Some of you sissy boys just appear so pathetic that I must shame you. And give you humiliating tasks. Josh came over yesterday. My sons were at a friend’s house for a sleepover and were not due home until tonight. No school this week for the Thanksgiving break. So, I took advantage of the time that they were gone. My daughter returns home for college today too for her Fall break.

Josh is an interesting sissy. Sassy and resistant to ideas and orders. If you are a sissy on or off the phone, you need to listen to your sissy trainer. We are in control. Not you. So, Josh needed broken in like a puppy I house train. Not sure what kind of sissy training he received before me, but he did not want to wear pink. He did not want to suck cock. And he did not want to clean my house. This mother fucking sissy thought he could fuck me. Nope, nada, not happening. Sissy trainers never fuck their sissies.

Sissy Trainers are In Charge, Always. Sissies are Our Slaves.

So, I blackmailed Josh into doing humiliating tasks. It began with him cleaning the toilets in my home with nothing but his tongue wearing one of my thongs. He also had to clean my asshole with his tongue. And I made him eat my creampie. One of my black studs filled me up not an hour before Josh arrived. And boy did this sissy bitch hate that. But I had enough embarrassing photos of him that I promised to show his family and his boss if he did not follow my orders.

I pegged this sissy mercilessly too. For over an hour, without lube, I plowed his sissy asshole Made that bitch plead for mercy. I think the pegging did the trick. Suddenly, he started saying yes goddess, please goddess and following my instructions. I am a sissy trainer, but I am a real time and phone dominatrix too. If you book an appointment with me or call me, you must submit to me.

The Sissy Symphony

Mistress phone sex

Hello, my little sissies! I’m Mistress K, the dominatrix who transforms pathetic males into exquisite sissy slaves. My sissy training is legendary, and my girls are the epitome of perfection.

I’ve got a house full of the best-dressed sissies, each more feminine and submissive than the last. They hungry for cock and crave the feeling of being dominated.

I indulge in humiliation, making these sissies my personal cock pardon my French but these girls swallow strive to be the best cum buckets around. I train their little mouths to suck every last drop of man juice, milking every inch of these poor chumps’ cocks.

They’re dressed to kill in the finest lingerie, their puckered asses ready for a good pounding. I punishing them and reward them, teaching them to love the taste of cock and the feel of a strap-on up their useless hole send them to new heights of pleasure moaning in ecstasy Their makeup is always flawless, even when they’re on their knees taking loads of hot cum. Cum that belongs to ME!

I’m the mistress of their dreams, and their little sissy hearts beat faster at my command. Obeying my every word, these sissies are my cock-sucking army, and together, we reign supreme.

Sissification is an art, and I’m the master painter. My canvas is their willing bodies, and the results are breathtaking. They’re my sissy slaves, and I, Mistress K, will never be satisfied.

Phone dominatrix Zoey loves cosplay and ass play!

Phone dominatrixPhone dominatrix Zoey loves cosplay and ass play! Mine, yours, any ass will do. If I am asking you to take it up that ass, I’m doing the same. Also, I assure you, as a little Anime loving slut, I know all the sexiest outfits and sexual positions to get your ass fucked good. Dress up time is only good if you are able to get some good dick out of it!

I took my newest sissy on a convention tour. He has so much competition, but still looked like a diamond. I was on the hunt for sissy eaters who frequented these events. Little nerdy gay boys always need a good big hard cock.   I made sure to find him a big dick and take him home with me. Last year, my sissy pet became mine. And I have crafted him into a well-behaved fuck machine. You know, he has been my little sissy bitch ever since. He loves it when I treat him like the slutty little whore he is.

Phone dominatrix Zoey loves cosplay and ass play!

Anyway, this piece of artwork in a man’s body must have been seven feet tall. A true man who needed to fuck me and my pet! A large cock popped out of his pants and we both went to work to see if natural woman or sissy bitch was better at cock sucking!  In the end, me and my pet both got our stocks off.  And the man left with his cock drained. My pet was sad that his Sissy panties and tights were torn. But any excuse for shopping is a good one. Especially if fucking a big hard cock is involved!

Sissy training with Miss Remi

sissy training

Sissy training calls are my favorite! I’m a sweet but dominant slut trainer and I’m here to be your mistress. I’m excited to be the one that teaches you everything there is to know about being a slutty, bimbo bitch! I have a hot, little sissy bitch on the phone with me right now and I’m making him suck dick at a glory hole and swallow up thick cum loads as we speak. You should hear the way he’s throating it and moaning like a slut! He started out where you are now. He was once just a shy “man” calling a kinky mistress slut with a secret fantasy. Now he’s on his knees with his panties pulled down, taking a hard cock deep in his throat and getting ready to have his he-pussy reamed by another. It gets my whore cunnie soaking wet when I hear one of my trained sluts gagging on cock and slurping up big loads of cum. So many of my panty loving callers say that they’re willing to suck dick for me but few of them are actually brave enough. Don’t worry if you’re one of my shy girls. We can still have fun by dressing you up in frilly, pretty lingerie and making you prance around like a little princess slut. You’re going to be riding a fat fuck toy and telling me what a little sissy bitch faggot you are. I might let you rub the front of your panties and tease your bitch clittie if you bounce on that dick hard enough. I hope you’re not one of my shy sissies though. I want to play with a bold panty slut bitch that isn’t afraid to go out and suck a fat dick and swallow up some cum for his mistress! Show me you have what it takes to be one of my little panty sluts.

 

Phone Dominatrix stories with Diana

Phone Dominatrix

The first time I knew I was a sissy trainer was the time I caught my step brother in my room. He was wearing my panties and bra, parading around like a little femboy he is. So decided to make him one of my first sissy’s I’ve ever trained.

First, had him kneel before me. I used the “I’m gonna tell mom” line to make him do as I pleased for the time I had him. Had him lick the folds of my flower garden. Just to make sure those seed he was gonna plant had a moist place to go.

Once I had my mind rocked by his tongue, I decided that I really wanted his ass after that. Of course he protested because it was “gay” to take one in the ass. However I reminded him about the fact that he was my bitch femboy sissy now. And would learn to like it.

So, don the strap on I did.

Took him a bit to get used to having a 10 inch silicon fuck stick in his cock holster of a sissy hole. However, he began to rock back into it. And I know he had the tip of my rubber dick just rubbing up against his anal bead.

He blew his load everywhere. All over himself and the sheets. Had him clean up that mess with his sissy mouth as he’s gonna get used to taking cum like that.

However, he does get to wear my good lingerie now. Such a good sissy

Bailee’s Bitch

Sissy training

Sissy training site is where I met you when you told me how bad you wanted to be a sexy sissy and begged me to train you.This was going to be a piece of cake.First thing we are going to do is get you a full body wax so your body is soft smooth and lady like.Next we go shop for all your pretty panties bras and lingerie.followed by a trip to my favorite sex store Steamy topixxx to get your practice cocks butt plugs and clitty cage, I think I will get a new strap-on to stick in that tight little ass. Last stop is the drugstore to pick up some makeup to make my sissy slut all pretty. When we get back to my place I run you a hot bubble bath with aromatherapy candles burning to relax you and prepare you for what’s in store. Once you’re all clean and relaxed we go to the vanity and get you all made up and pretty, finally time to put your sexy lingerie on, a fire engine red one piece with matching garter and thigh high fishnet stockings. You look like a new sissy slut,your turning your mistress on, get over here I stand unbuckling my robe to reveal my long strap on it has a vibrating bullet that fits snug on my pussy so whenever it moves it strokes my clit,Like a good little sissy boy you stuff my strap in your fucking mouth trying to fit all 10 inches in your slutty mouth like a good boy,pulling you up by your hair I bend you over and unsnap your teddy,spread your ass cheeks nice and wide squirting lube on your tight asshole then teasing it with the head,sliding inside you inch by inch stroking that ass nice and slow until I can fit all of the strap inside your faggot ass.Stroking  your clit stick while I hammer your tight ass, your girly moans fill the room as i stroke harder and faster I tell you to squirt for me as I slap your firm ass causing you to explode all over your pretty red teddy.

Mistress K’s Bait and switch

Humiliation phone sex

Hello, my powerless pinberries! Mistress K here, ready to doomed your inadequate scams.

I’ll start by shoving this massive black dildo in your face—that’s right, your nosey deserves it. Then, I’ll cage that useless little peckermouse of yours.As I tease and deny your pathetic excuse for a penis, I want you to imagine having a real man. A man with a let’s call it a clitty. I’ll strap on this Big Black Cock and impale you on it. Your tiny Mizoram won’t know what hit it. Penis envy, anyone? While you’re drooling over my strap-on, I’ll make you worship and adore it like the Forum Posting princess you dream to be. But remember, it’s your loss, not mine. I’ll just sit back, chuckle, and stroke my creamy pearl as you cringe in humiliation. Cock cages are your new accessory, and your puny pride will wither even further. It’s a good thing I’m here to keep your microscopic penis in check.

So, keep admiring—and envying—from afar. That’s your destiny, little man.

Domination Phone Sex With Peace and Her Sluts

I love domination phone sex! The feeling of complete control and dominance over someone who is willing to submit to my every whim and desire. Watching them squirm in embarrassment as I degrade them with vile language and demeaning comments, all while knowing that they are powerless to stop me from doing so. It’s exhilarating to see the transformation from a masculine individual into a submissive sissy slut, groveling at my feet for attention and affection. Knowing that I hold the key to their ultimate humiliation turns me on immensely, pushing me closer towards climax each time I verbally abuse them further.

I love seeing the fear in their eyes when I mention anal training or introducing them to new forms of sexual pleasure such as strap-ons or pegging. The sound of their voice trembling as they beg for mercy only serves to fuel my fire, making me want more from them. It’s a rush like no other, knowing that with just a few words, I can reduce someone so strong and confident into nothing but a pathetic sissy slut who craves cock and ass play.

I also enjoy dressing up my sissies in feminine clothing, watching them struggle with heels and makeup application while maintaining their composure around others who might not understand what’s happening behind closed doors. The sight of men wearing lingerie or tight dresses never gets old; it’s proof positive that I have complete control over their lives now.

The power dynamic between us is what really gets me off – they are completely dependent on me for guidance and acceptance while simultaneously hating themselves for enjoying the degradation so much. It’s this juxtaposition of emotions that drives me wild – both parties getting off on something taboo yet irresistible at the same time!Domination Phone Sex

Sissy Panties Barely Hide Your Big Sissy Cock

sissy panties

Underneath every pair of cum soaked sissy panties there’s a surprise. Not every sissy has a tiny, shriveled up microcock. Every once in a while I get a hung sissy whore who wants to feel her she-dick slapping her stomach while she gets fucked. It would be a shame to waste so many inches of hard cock, so I give those sissies a special opportunity to make me happy. I let my fuck toy slide his cock in me while he gets fucked by the biggest cock I can find.

You can start earning it by getting on your knees and licking this cunt. Your sissy joystick slips out of those panties and starts hanging between your legs. My Bull friend notices that sissy clit and exposed asshole. He pushes his tongue in that sissy pussy and pumps that she cock. Your clit starts leaking all over the floor. You’re no different from a pathetic little whore horny for a big cock. You just get the pleasure of making your mistress cum too.

Special Sissy Girl Training For Hung Whores

You’re between my thighs. I’ve just slid your sissy cock into my pussy. I love the pathetic moan you make when you’re soaking your cock in this wet cunt. Then my Bull pushes his thick dick into that freshly licked fuck hole. He pushes your she-cock even deeper inside of my pussy. You’re smothered between his hard pumping cock and my big tits.

You start begging me to cum and I start humiliating and degrading you. Reminding you that you’re my little fuck toy and you’re not allowed to finish until I give you permission. Your pathetic pleading gets louder the longer we fuck you. It’s music to a phone dominatrix’s ears. I cum all over your sissy dick. Then I pull your cock out of my cunt and pump it for you while you get fucked. I’m holding your neck and your cock when I tell you you’re finally allowed to cum.