Category: Humiliation phone sex

Sissy’s Sinful Initiation

Mistress phone sex

 

My new sissy boy was eager to please, and I, his mistress, was ready to mold him into the perfect little slut. But first, he needed some thorough training.

I had him meet me in the seediest part of town, an alley known for its seedy reputation. Perfect for some kinky, public play.

As he entered, nervous and unsure, I pushed him up against the wall and asserted my dominance. “You’re mine now, sissy,” I purred, grinding my crotch against his face.I made him strip, enjoying his shy attempts at undressing. Once he stood before me naked, I examining his body, noting his softness.

“Kneel,” I commanded, and he obeyed, his knees hitting the ground with a thud. Good.

I began with some oral training. “Lick my cunt, sissy,” I ordered, spreading my legs. He obliged, his tongue trembling as it circled my moist lips. I moaned in delight, guiding his head with my hands.Then, I wanted to test his limits, so I grabbed a dildo from my bag of tricks. Sissy boys should know how to take it like a man—or better.

I pressed the toy against his virgin ass, and he squirmed, letting out a high-pitched whine. “Take it, my pretty little sissy,” I encouraged, slowly thrusting the dildo in and out, stretching him.

I revealed my strap-on, a monster of a cock that would test his limits. And oh, did he struggle as I mounted him, but I rode him hard, showing him the ways of true submission.Sissy soon learned to take my whole length, and I rewarded him with a lesson in sensitivity—a slap across his face for his efforts.

“You’re doing well, my little whore,” I praised, as he sobbed and moaned, his makeup running down his cheeks.

This sissy had potential. And so, I continued his training, whipping out my collection of toys and fantasies—his limits would be pushed, and his soul would be mine.

Taboo phone chat covering every naughty blasphemy.

         Taboo phone chat covering every naughty blasphemy. From the training of you as the best fucking sissy around to the lover of cock. After all you know what they say about man lying with man. Let us be blasphemous. The taboo of the unknown.  

           To point out that it really is known but we will leave it as the unknown. Forcing you to your knees. Bow before the BBC. As shown above the BBC enters the pussy. Already slick and wet. Taboo phone chat           You have your pussy slick and wet? Better be or the one cock will be two. The first will get sucked on by you. Shh…we mustn’t talk about it. It will all happen in the monastery. Get a novice to give you, his cock. You will praise that cock. Sucking on it. Hauk tah it. Watch as I fuck the novice. His big black cock fucking me, getting it slicker for your pussy.

          Your Phone domination begins and ends with me. You will explore every taboo possible. I will force you too. In summary you will beg for mercy, as I take you through blasphemy, the unspeakable, and sissification. There is a time when you will want to beg for repentance.

           None will be forthcoming. No, you are doomed, and you will stay doomed. Brother, sister, mom, and especially your father will be taking you.

Sissy phone sex with Miss Remi

sissy phone sex

Sissy phone sex Mistress Remi is going shopping today! I’m going to get lots of pretty panties, bras and other sexy lingerie for my little bitches to wear tonight. Call and tell me your sizes so I can grab something for your slutty ass to wear too. We’ll have a girl’s night and get all dressed up in cute outfits. I’ll do our hair and makeup and then call some guys over. I know a few sexy bbc studs that are aching to destroy a tight, virgin boy pussy! When I have a room full of the prettiest and most well trained girly sluts, I’m going to bring in my team of bull-studs and let them go crazy on those sissy bitch, whores. I’ll let them rip the panties and stockings off of those faggy hoes like they’re opening Christmas presents! I expect my sissy bitch girls to take those giant cocks just like we practiced when I was fucking their mouths and he-pussies with my strap-on. Remember your training and do what Miss Remi taught you. Relax your jaw and take that huge cum cannon down your throat inch by inch until you feel those big, cum filled balls slapping up against your chin. I know you’ll be gagging and choking but you better not stop throating and gagging on that big dick until you feel it throbbing and you can taste his cum! I need you to suck the first load out so that he’ll last a long time when I bend you over, hold your cheeks open and offer him your sweet, boy pussy. I’m just about ready to leave for the mall so you better hurry up and call me so we can talk about what kind of panties and bra you want me to dress you in!  

Depraved Domination: A Sissy’s Descent into Humiliation

 

David, my pathetic little sissy, needed a strong hand to keep him in check. His weak demeanor and submissive nature were an itch I had to scratch. Bound and gaged, he was mine to dominate as I pleased, and oh, did I please myself!

I started with some light torture, ensuring his compliance. A little pain never hurt anyone, and the way David whimpered only egged me on. I ran my fingers along his body, savoring the shivers that rack his frame. He was mine to control, and the power was an aphrodisiac like no other.

I made him beg for my touch, pleading for release. But David wouldn’t find any until I was good and ready. The humiliation etched across his face only deepened my desire. I owned him, body and soul, and the thought of it made me drip with anticipation.

My fingers explored his sensitive spots, and his helpless moans encouraged my every filthy desire. I’d make him suck my fingers clean, like a good little sissy. The sight of him on his knees, eyes downcast, was a sight to behold.

I mounted his useless frame and rode him rough, making sure to remind him of his place. And the whole time, David took it—the submissive little worm!

This is our little secret. David’s too scared to ever admit what a filthy, submissive sissy he is, and I intend to keep it that way…

Mistress has spoken!

Sissy humiliation training with my favorite gonner fag!

Sissy humiliation trainingMy anonymous little sissy fag loves our Sissy humiliation training sessions whenever he is free to chat and get nasty. It has been a while since we talked so tonight was such a fucking ride. My little faggy boy went shopping and bought the sluttiest outfits to show off for me. We obsessed and gooned over the biggest black cocks we could find while he showed off his amazing cock sucking skills. During our time together he showed me his lovely BBC toy which shot out massive loads of thick and creamy cum. His handsome faggot face looked lovely covered in that hot messy seed!

Over the past few months I have been helping him become the best sissy version of himself. I am so proud of the progress he has made during his Femboy training time. My sweet little cucky boy has shown an ample amount of new fantasies that he has been obsessing over for quite some time. I watched him lay back in his chair while he stroked that hard little dick of his; my pussy was drooling with anticipation. He started detailing some personal information about his girlfriend being obsessed over her EX’s huge cock. My little fag boy was gooning so hard as he told me how much he loved thinking about his girl being dicked down by a big dick. It turned him on even more because it was her EX whom she has already fucked many times before him!

Your Phone dominatrix has a sissy hole you need to suck

Sasha your Phone dominatrix is waiting for you.You need some  tough love baby. I know your hole is hungry for BBC. Go ahead, do a bump and let out your sissy. Who cares if your girlfriends out? I don’t.Phone dominatrix

I want you to show me  just how dedicated you are to your new life as my sissy whore. And what better way to prove your devotion than by tasting the sweet nectar from another one of my sissy sluts?

I think you aren’t ready yet for fat black cock, you crave it, think about it all the time to humiliate you but you gotta show me. I have another Sissy whore that also wants her life ruined. I would turn me on so much if you cleaned out her hole for me.

Don’t be shy, she’s a little sissy whore just like you, and I’m sure she’ll love every second of it. I need more of you whores under my control so I can go on a nice vacation. I will be sure to run your account dry but at least your clitty will be nice and sticky.

Believe me, you need a lot of Forced sissy training, which means you do anything I say. Show me how obedient and thirsty for sissy humiliation you really are. And trust me, if you impress me, I might just consider letting you service some of the best black cocks.

You see, Sasha, sissification isn’t just about dressing up in pretty clothes and prancing around like a princess. No, no, my dear, it’s about embracing your true nature as a submissive sissy slut who loves to serve and pleasure cock. 

 

Panty-Balled Princess: A Sissy’s lesson

Sissy training

You’re a lucky, lucky bastard, about to embark on a journey of pure, unadulterated degeneracy. And trust me, it’s gonna make you cream your pants.

Imagine a delicate little thing, a sissy slut dressed in pretty pink panties, soft as a newborn’s butt. This sissy’s got a cute, round ass that’s just begging to be spanked, and a panty-clad crotch that’s dripping with need. Sound delicious?

This mistress has been put on this earth for one reason only: to make you her own personal plaything. And boy, do I love it. My good sissy girls, ready to serve, with a little twerking ass that’s a joy to behold.

I’m talking ass cheeks that spill out of those panties, just begging to be pulled apart and dominated. Go on, imagine yourself as my Slave,  My friends with massive black cocks taking you from behind and preparing to turn your sissy ass into his personal cumdumpster.

Oh, he’s a desperate one, facing you now with a faint glaze of pre-cum marking the outline of his cock. Yeah, he’s ready—ready to be humiliated, used, and abused. That’s the way he likes it.

But will this sissy get the attention he craves? Only after he’s earned it. So bend him over, smack that ass, and prepare for a twisted journey of sissy domination.

Enjoy the ride, you nasty pervert, as this Mistress is about to show you the time of your life. And remember, she’s always ready for another round—with a true cumslut, just how I like ’em.

Sissy Humiliation Exposing For Being a Sissy Whore

One of my sissy sluts, we will call him Roger loves humiliation phone sex. He is an personal trainer by day, sissy by night.  A lot or masculine pressure builds up. I know a lof of my callers can relate and the sissy life is somewhat of an escape.  Roger loves being a little faggot and calling me to expose what a sissy he really is.  Dressed in a mini skirt that wouldn’t cover most normal size cocks, but his tiny one fits under quite well under the tiny skirt with some room to go.  You would not think you were looking at a man looking at him in this outfit.

No hair to be found on his smooth ass, I know there are some big cocks that would love to have that ass and pound that like the little whore he is.  He uses the butt plug to train his ass because he craves getting huge cock. He fantasizes about his girls exes who have porn size dicks.  Watching porn where he can watch his girl get fucked by these big cocks. Knowing she would never make a movie with his tic-tak size cock and put it online.

The world however will know that the woman he loves takes huge thick cock in her cunt and cums all over big dicks because of those videos online.  She gets filled up so nicely in these videos and the bliss on her face,  keeps RogersHumiliation phone sex dick oozing pre-cum every day.  She will never look like that with him but maybe he can get more big dicks in him so he can come close to feeling the feeling his girlfriend felt with those big hard cocks.

He’s such a good little sissy faggot, becoming more of one each day.

Sissy phone sex mistress Remi

sissy phone sex

Miss Remi the sissy phone sex mistress will be downtown all night for the 4th, pimping out my sissy whores from this cheap hotel room. I’ve already listed each of these little panty boy bitches on every fag site I could think of. Now I just have to wait while different men show up and pay me to ram their cocks into these little bitches. I’m a young but experienced Mistress who loves to sell my newly trained sissy bitches and watch them show off their new cock sucking and dick riding abilities! Imagine a petite, blonde princess mistress in a room full of girly men, dressed up like trashy hookers. Tonight my cum craving whores are dressed to please and priced to move! We’ve already had a few dozen guys in and out of this room and I’ve made a fat stack of cash off of these cock swallowing sluts. We’ve had a nonstop parade of men with hard, throbbing cocks knocking at our door! I have the wallowed out, sissy bitches with cum spewing from their stretched cunnies, to prove it! I call dibs on all of the bbc studs, but of course I let my favorite panty boy bitch lick my pussy juice off of them after I’m done with them. I want to talk to more sissy bitch men while I’m watching these sluts get their he-cunnies gaped and creamed all night! I want you wearing your pretty, fag panties for me so that I can make you stroke your tiny clittie and tell me how badly you wish it were you here getting fucked by a bbc stud right in front of me. The sound of girly men whining and whimpering when a giant, hard dick gets shoved up inside of his pussy for the first time is my favorite sound ever so, get ready to moan for me like a good, little bitch! 

Mistress Phone Sex With Mistress Peace and Her Little Sluts

I love some Mistress Phone Sex making little sissy’s like you my little whores. You’re such a pathetic little sissy slut, aren’t you? I can tell by the way you beg for my attention that you crave to be humiliated and degraded. Well, let me oblige your filthy desires. First of all, I want you to know that your cock is absolutely worthless. It’s so small and pathetic; it couldn’t even find its way into a woman if it tried. In fact, it’s more like a tiny clitty than anything else! And don’t even think about trying to please me with it – because trust me, honey, you can’t!

Now then… since your cock is completely useless for satisfying a real woman like me… maybe we should focus on something else? Like how good of a cocksucker you are? Hmmm? Let me see what kind of skills this little faggot has in that department. Take out your dildo from wherever the hell you keep it hidden away and start sucking on it right now! Show Mistress Peace just how much of an expert sissy slut cocksucker you really are!

As I listen to the disgusting sounds coming through the phone line as my sissy boy worships his own dildo in front of everyone around him (because why not embarrass yourself even further), I can already imagine what kind of sexy lingerie would look best on him today. Maybe some lacy black stockings paired with high heels or maybe even oneMistress phone sex