Category: Online sissy training

I found a lost sissy

“Bitch put these Sissy panties on” I say to you as I hand you a pair of panties. “You will quickly learn what your place in the world is” I say sternly. I found you at the lingerie store. You looked lost so I thought you were a husband shopping for his wife. But as soon as you spoke, I knew. You’re a bitch that needs to be trained. So, I gave you my card. “Come see me when you are ready to be trained” I say as I blow you a kiss and walk away.

You called me right away and came over. After you put your panties on, I pull my paddle out. “Bend over and show me your ass on those panties” I say while showing off my paddle. Your ass looks great, but it would look better rosey red. That’s when I started to paddle you hard. “Thank me for taking my time to train you and break you in” I instruct you to do as I paddle your ass. With a pathetic whimpering voice, you say “thank you mistress for putting me in my place and showing me, I need to be trained”.

That pleases me very much. Therefore, I pulled out my biggest toy. “A bitch in panties deserves to be fucked like a slut, that’s why panties like this are made. I pulled them down and I lubed up your man pussy. When I push my fingers inside you, your stiff clitty starts to leak. “Oh, you are ready now” I say, then I slam my cock toy deep in you. “Come on slut you know you need this cock fuck me back” I demand you to do.

Sissy panties

That’s when you start fucking me back. Soon you scream “Please let me cum”. “Fine bitch, show me you love your training,” I say. Finally, you got what you needed, and you are no longer lost, you are a sissy hoe and you started cumming hard. “Now clean up your mess” I instruct you to do.

Femboy training teatime is when the bussy’s are out

It’s Femboy training time,  my little sissy sluts. Get your bussy’s ready for Mommy’s special tea party. Ah, teatime, that special time of day when all of us Mistresses come together and bask in the glory of our sissy slaves. It’s a time for us to bond over our shared love of humiliating and degrading you pathetic little whores.Femboy trainingBut don’t be fooled, my cute little sissies. Teatime is not all sweets and cheery conversation. It’s when you show us how dedicated you really are.  If you want to impress me and my Mistress friends, you’ll have to put in some serious work. You see, we’re all filled up with cum, and it’s your job to make sure we’re squeaky clean.

While you are sucking us clean, your bussy will be pushed way past the limit. You will slide off those Sissy panties and feel our thick cocks pounding into you, as you clean out our holes. And trust me, you’ll be feeling the burn. That thick fucking cock streches you out beyond belief! I expect nothing but the best from my sissy slaves, and if you can’t handle the heat, then you don’t deserve to be in my presence. 

But don’t worry, my little whores. I’ll be there every step of the way, guiding you and pushing you to be the ultimate sissy slut. And when you’re really good, I might even let you submit to my favorite big black cocks, They love a pink sissy hole and show you no mercy. Serve your Phone dominatrix slut and don’t keep me waiting!

Forced sissy training with no mercy happens now

Forced sissy trainingForced sissy training from a mistress that has no mercy! Each time my fingers wrap around your cock, I feel its shivering hardness surrender to my touch. You can’t escape me, for I am the one who commands your transformation, the one who will strip you of your masculinity and mold you into the perfect woman you never knew you could be. Each step, each moment of this journey, will be filled with intense satisfaction and pain.

Tonight, as I soak myself in my bubble bath, I think of you bound to the bed, your hands restrained, your legs spread wide for me. I watch as the blade of the razor glides across your skin, removing every trace of your manhood. The steel feels cold, almost icy, against your sensitive skin, while my warm gaze burns into you. My voice is firm but gentle as I instruct you to keep still, to let me work my magic. Forced feminization is needed and welcomes, this much I know about you!

Forced sissy training from a mistress that has no mercy!

You whimper softly, your eyes widening in a mix of fear and arousal. But you know better than to resist. You’ve accepted your fate, willingly or not. And as the blade continues its merciless journey, I think about how transformed you’ll look, how beautiful you’ll be as she emerges from this ritual.My hands move on, spreading lather over your newly shaved skin. The suds glide effortlessly on the smooth surface, leaving a trail of fragrance that intoxicates you. You feel my power exuding from every pore, and you can’t help but submit to it completely.

Your mind wanders back to the night we first met, the night when everything changed. You were just another guy looking for a good time, but little did you know that our paths were about to cross. Femboy training you has to be one of my favorite pastimes. 

But, unlike any other encounter, this time, I had a secret weapon – the power to transform you, to reshape your very essence. And so, as I lay here in my bubble bath, I can’t help but smile as I think about the moment when I first realized that I held the key to rid you of all masculinity!

BBC Sissy Trainer Makes Peace

BBC Sissy TraineBeing a BBC Sissy Trainer has been rewarding and fun.  Getting some big black cock and training sissys  to take that big blaack cock is so fun.  Seeing their sses steteWell, let me tell you about one of my most memorable experiences with a sissy who wanted to be used like a little slut. Her name was Lily and she had the cutest feminine features despite being born male. She always dressed in skimpy outfits that accentuated her curves and hips, wearing makeup that made her look stunningly beautiful. The moment she saw me, she would light up like a Christmas tree and beg for my attention.

One night at a secluded club known for its kinkier activities, I spotted Lily As our passion reached its peak, I pulled out just enough to shoot my hot cum all over those beautiful tits she loved so much! She squealed in delight as it dribbled down between them before catching some on her tongue and swallowing greedily like the good little slut she was meant to be! It was an experience unlike any other – one filled with submission and pure sensual pleasure that left us both satisfied yet yearning for more.

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. 

 

Best sissy trainer for the summer 2024 Dildo Olympics!

Best sissy trainerBest sissy trainer for the summer 2024 Dildo Olympics! Paris, the city of love and sensual domination, is hosting this year’s Summer Olympics. My mind has been on a few of my favorite American sissies who need some training to bring home the gold in Dildo bouncing. I have the perfect ruffle Olympics themed sissy dresses with all the bells and whistles for you to put on a good show at the games. And the dildos we will be training you on run from six inches to over a foot long. The Winner of the medal is the sissy whore who can bounce the deepest and longest.

Of course there are other categories you will be judged on as well! I wouldn’t be the best sissy trainer if I didn’t have many rules for our American sissy athletes!  So, if you want to win, you better train hard and obey the rules. And don’t forget your sunscreen! 

Category and judging shall be held by me and a team of my favorite mistresses to see who can handle the long bounce. That’s the longest and deepest ass pussy drilling on several different kinds of Phallus of the judges choosing. 

The next event is the Best of show. We all want to see the best American Olympics summer outfits a sissy whore can wear. The Best sissy trainer with the sissy boi who performs the best will win the cash and the gold medal for her mistresses at the end of our games! Our sissies will compete and be judged on feminine appearance, grace and overall sluttiness and willingness to perform for her mistress!

Best sissy trainer for the summer 2024 Dildo Olympics!

The long jump will be in full sissy gear and six inch stilettos over a Pool of cum. The volunteers have all had our teammate sissy bitches drain cocks into a small pool. If I had enough time it would be Olympic sized, but a small plastic pool still holds 100’s of cumloads! 

Another event will be cocksucking. Every mistress will chose the biggest and thickest cocks for each mistress to have her sissy suck off using a stopwatch. This summer, games are going to be lit. Let’s start with our sissy slaves running that torch of faggot love across the country! Who will win the Gold!

Best sissy trainer

Sissy panties need to be ripped off that sissy ass

As a mistress sometimes you get in the mood to just rip some Sissy panties off and ram your strap toy in. I give you lots of training and always use my favorite bbc to break you in. Therefore, I grab my biggest strap. “Get on your knees,” I instruct you to do. After I lube my toy up, I rip your panties off. Right away your clitty twitches. “You are such a pathetic little slut” I grunt as I push deep in your sissy cunt. I start humping away at you and I could feel my start rubbing on my clit.

Sissy panties

The harder I fuck you the better it feels rubbing on your mistress clitty. “Fuck back at me like I trained you to do with big black cock” I demand of you. Since I have trained you well, you fuck back my cock strap hard. “Your sissy ass was made to be used by anything, look how well every inch of my strapcock disappears inside you. As my clitty gets rubbed by my toy, yours leak from the abuse your mistress is giving your manhunt. “Mistress can I please cum” you beg as I fuck you. I love seeing you squirm. Stopping you from cumming is one of my favorite tortures.

So, I just keep pounding you harder. The best way is to put my foot on your back and just ram you like I have had many bbc bulls do to you. “Mistress please let me orgasm” you beg squealing like a fuckpig. As I laugh, I tell you how pathetic you are and how fun it is to have you flopping underneath me. “Let your pathetic clitty make a big mess for you to clean up” I instruct. I watch as you limp up and explode all over the floor. “Now clean up the mess you have made, mistress needs your mouth” I say as I lay back and expose my wet cunty.