Category: Sissy phone chat

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

Mistress K’s Sadistic Sissy Show

Sissy slave training

Hey, perverts! It’s Mistress K, the top sissy slave trainer torturing my sissy girls till they cream all over.

I love making them get all dressed up in their tiny dresses and heels, then watching as I knock the bottom of my cunt out of them. They squirm and scream like little girls as I brutally dominate them.Feel their tiny hands trembling as they clean out my swollen pussy with their tongues and fingers. I make them lick every inch of me until they’re drenched in my juices. Then they clean their own hard cocks with their hands and mouths, getting them rock hard again so they can beat this swollen pussy once more.

No mercy here—my sissy girls learn to love the pain, to crave the humiliation. I spank them until their little asses are red and sore, then make them eat my cum while I thrust into their mouths.They beg for more, but I always give them a taste of their own medicine. Watch as they cry and squirm under my command, their bodies quivering with desire and fear.I strip them down again and make them dress up in new outfits each time—tiny skirts, frilly blouses, and sparkly shoes. Then I take my big, fat dildo and shove it deep into their tight little asses, making them scream in agony.

Afterwards, they clean me up again, their tongues lapping at my pussy until it’s dripping clean. Then they lick their own hard cocks, getting them ready for the next round of torture.I love watching them squirm and beg, their bodies covered in sweat and my cum. They’re my slaves, my toys, and I’ll keep torturing them until they cream all over like little puppies.

Come on, boys—watch the show. See the sissy girls squirming and begging for mercy. Watch them clean my pussy and their own cocks, getting ready for the next round of brutal torture.

 

Sissy Phone Chat Prepares You For Strap-Ons

sissy phone chat

 

Time for sissy phone chat because you’re standing in front of the mirror dressed up so pretty for me. I’m the only one who knows your secret. It wasn’t hard to figure out. I knew exactly what the deal was when I let you come over that night. I knew that I would end up putting a pair of panties on you and fucking your boy pussy until you cried for me to stop. Oh poor baby! Did that hurt? Too fucking bad because real men are going to fuck your little ass until it bleeds ands you can’t walk the next day. So , you’re going to stand up straight , stick out your little titties and walk in those mother fucking stilettos like you’re on a runway in Milan bitch! Switch those fucking hips, that’s right. I don’t give a fuck how much your feet or asshole hurt, never show it! Lift up your skirt and let’s see how your clittie is doing all locked up. Perfect, this joke of a human Christmas ornament never should touched a woman, much less tried to fuck her pussy. Now you know you are the pussy though. Get on your knees for mistress. Time to fuck you until you beg slut.

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.

Best Sissy Trainer Enroll Today

best sissy training

I looked over at Tony, his eyes wide with excitement as he watched me strip down to nothing but my lacy pink lingerie. “You ready for this, Tony? Because today, I’m going to be the best sissy trainer and teach you how to be the best licking sissy there is.”

I walked over to the mats in the gym, “Let’s start by you coming over on your knees to lick my plump chocolate cunt,” Tony knelt behind me and began to tentatively lick my folds. His tongue exploring every inch of my pussy. I reached back and grabbed his head, pulling him closer to me. “That’s it, Tony. “Suck my clit like a good little sissy.” He did it, his tongue flicking against my clit. “Don’t stop!!!” Just as I was about to cum, I pulled away.

“Not yet, sissy,” I said, “First, I want you to suck on my nipples like a dollbaby.” He started to suck. As he sucked on my nipples, I reached down and started to play with my pussy. “Fuck, Tony, you’re making me so fucking horny I’m going to cum Don’t stop, Tony. Don’t stop.” I couldn’t stop all of my creamy cum flowing all over the bed.

 I pushed Tony away, “Good job, babygirl,” “Can we do it again?” he asked.

“Of course, sweetcunt,” I said. “But first, you need to clean up.” “Go clean yourself up, and then we’ll continue your training.”  I had turned Tony into my sweetbitch. A bitchwhore to play with and tease and train. “Come back here, sissyboy.” “what would you like me to do for you?” he asked. “It’s time for your next lesson, sissy, and this time, I want you to fuck me with your strap-on.” Yes, sissy,” he said.

This was going to be a fun training course.

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.

Sissy girl class.

Sissy girl training

 

Sissy girl training. I’ve been around the porn industry for a long time. Now I’m a sissy trainer and teach ladies how to be little whores like me. I constantly look for men for them to practice on and today it’s you.

You have an incredible 9 inch cock and my sissy’s could learn a thing or two from you. You’re more than happy to volunteer yourself for this experience.

Each girl has their session with you but today we have group. You’re on a table surrounded by us. Your cock is already rock hard as you sit there with your pants off. My first girl bends down and starts sucking on the head of your big cock while another slut strokes your shaft.  I’m directing them on what to do. They go soft and slow at first, then she deep throats your dick. Gagging on your 9 incher, your so close to exploding but they stop.

Another whore in training get’s on top of you and sit’s on your cock. As she’s grinding you another hottie sit’s next to you and grabs your hand. She sticks it in her wet pussy and makes you finger fuck her. Your finger is far up her snatch while your fucking. The harder she bounces on you, the harder you pull on that clit. This class is getting hot!

She’s riding you hard and your about to implode far up her cunt for this class project. Once you pull out, your cum right in her face, down to her tits.

 

 

Sissy Boot Camp: Mistress Tamika’s Femdom Workshop

Mistress phone sex

Greetings, little perverts! Mistress Tamika here, running my sissy training academy. Get ready for some extreme makeovers and some hardcore lessons.

My sissy girls are the prettiest of the bunch, and I’m on a mission to make them even more fabulous. Interesting in becoming the ultimate sissy?

First on the agenda: throat training. We’ve got to get those delicate little throats prepared for the cock onslaught that awaits them. Deepthroating is an art, and I’m the master archaeologist. I’ll teach these sissies how to take every inch, stretching their throats to new, glorious heights. But that’s not all, my BBC buddies are hungry for some tight ass. We’ll stretch those sissy buttholes wide open, making way for some intense anal action.My sissies will learn to crave the feel of a big, black cock splitting them apart. They’ll be begging for more, their little asses telephone dialing for an upgraded model. I’ll turn these sissies into the ultimate cock confession bears—that’s right, on their knees, ready to swallow every delicious inch. So, potential sissy recruits, if you’re eager to join this reckless crew, Mistress Tamika will welcome you with open arms.

Disobey, and you’ll be begging for mercy—which I might just grant, if you’re lucky.

Now, who’s up for some sissy shenanigans?

Sissy panties gonna get wrecked by my super strap on

Sissy pantiesSissy panties gonna get wrecked  by the most superior strap on! As I slip into my stilettos and adjust my tight latex dress, I hear a whimper from the other side of the door, and I know my first slave of the day has arrived. I open the door to reveal a trembling sissy, dressed in nothing but a lacy thong and a pair of high heels. I can see the fear and excitement in their eyes as they gaze upon me, their mistress.

I grab the sissy by the collar and pull them into the dungeon, throwing them to the ground. “Beg for it, slave,” I command, as I towering over them in my heels. The sissy hesitates for a moment before stammering out a plea for me to dominate them.

I waste no time in pulling out my strap-on, the thick rubber glistening in the dim light. The sissy’s eyes widen as they see it, and I can see their slutty mouth drooling over it. I grab the sissy by the hips and roughly pull them onto their hands and knees, their bare ass now exposed and vulnerable to my touch.

I tease the sissy with the tip of my strap-on, rubbing it up and down their slit before finally plunging it deep inside them. The sissy cries out as I begin to thrust, my hips slapping against their ass with each stroke. I can feel their tight sissy hole clenching around me, trying to resist but ultimately submitting to my power. Sissy slave training is forever, slut! There’s no going back and you are going to suck my strap on, so you can taste your bussy juices and remember your place!

 

Let me humiliate you a little

Humiliation phone sex

Humiliation phone sex. You’re always the dominant one. You love shoving your cock in all my holes when we fuck and I always pleasure you, swallowing your jizz every time. I love being the submissive one, I want to turn the tables tonight. It’s my turn to play and you’re going to let me. I’ve been wondering about you and your desires to be fucked by a man. I also think you’ve been cheating on me with a man, so prove me wrong you don’t like it.

I demand that you take off all your clothes. I force you into a cute dress, panties and a bra. You’re going to be my bitch tonight and you don’t put up a fight. I put makeup on you and do your hair, you’re looking pretty, like a little faggot. All your dominant masculine self is gone. I want to fuck the shit out of you the same controlling way as you do to me.

There you are, laying there all dressed up begging me not to do anything. I put my strap-on on and bent you over. Lubed myself up good.  You’re nervous and and slightly humiliated.

I spread your legs wide open, pull down your panties, and gently push the head of my strap on cock in your asshole.  I rub it all over your balls, pegging your taint. I’ve got a nice hold on your hips and again slowly start to fuck your butthole. In and out. You’re whining and moaning asking me to stop. You tell me you’ve only just fantasized about big black dick but never cheated on me.

I flip you on your back, spread your legs, and fuck you again. While I’m on top looking down at you my pussy is soaking wet just watching your face, all this control is going to make my cunt explode.