Tag: Online sissy training

Sissy Slave Training Assignments Must Be Accomplished

sissy slave trainingI enjoy sissy slave training. Every hot bitch needs an obedient slave, right?  There are many types of sissies. All sorts of variations on a theme. Some want to suck cock. Others want to dress like a frilly girl. Some want to both suck cock and dress up. And some just want to serve. James wanted to serve me. He and I go way back to when I attended college. He became my first slave.

Although he appears to be in his 60s or older, he still enjoys being on his knees. Back in the day, I pegged his ass hard. He seems frailer than before. I guess that is part of the aging process. So, I knew I needed to go easy on him. Instead of pegging him, I turned him into my sissy maid. He had to entertain me and a few of my girlfriends. We all sported sexy, short dresses with no panties. No slave of mine refuses to eat pussy. It’s the first assignment in sissy maid training.

Sissy Slaves Must Clean Messy Cunts, Give Me Pedicures and Serve Me Drinks

And for an extra layer of humiliation for my sissy slave, we all had delicious cream pies for her. I put a bedazzled dog collar around her neck and lead her on a chain around the room to eat the sloppy pussies of all my hot friends. This sissy bitch knew the assignment. Won’t break any bones eating cum filled cunts.

Once our sissy maid slave washed our cunts clean, we made her give us each a pedicure while we talked about how much bigger and better black cock is compared to little flaccid white clit sticks like hers. She cleaned our cunts, painted our toes and served us drinks. My little slave had her work cut out for her that day, but she followed my instructions well. Oh, did I mention she did all this with a huge butt plug crammed up her asshole.

Don’t worry losers, I can provide online sissy training for you. But you better be a good cunt licker.

Mistress phone sex with your fav superior blonde!

Mistress phone sex I am the best at some dirty Mistress phone sex. All of you little sissy boys need a dominant superior woman in your life. It should be your dedication and honor in life to please a beautiful goddess like me. My little bitch boy Tate became obsessed with me once I started mesmerizing him with my sexy body. At first he was resisting his place as an inferior little sub boy; that was until he saw my big fat tits and pretty bald pussy. All he could think about was digging his head between my legs and lapping me up until I was squeaky clean. He knew that could entail him eating up a superior mans creamy load from my hot wet hole. 

Now Tate cannot get enough Phone domination sessions with me. I sent him some pictures and videos of me in the shower and he immediately went into his sub space and begged for more. I have trained him and turned him into he best little toilet boy too. As you could see, when I took those shower pics/vids I made sure to include some of me squirting out my piss everywhere. I knew he would be licking the phone as his precious little cock head began to drool pre-cum. You can be the perfect little sissy boy for me too; I just need you to lock up that cock and let yourself be pathetic!

Sissy Panties Show You Mistress Meadow Really Cares

You’d never tried sissy panties before. Your sissification started slow. It started with a lot of porn. The kinkier and dirtier the better. Just stroking your cock wasn’t enough. You needed something pushing up against your prostate to completely drain that horny cock. Even when you were inside of a cunt, you wanted something inside of your asshole. You couldn’t let anyone know about your dirty pegging fetish. You even started stroking your pegging porn in the bathroom at work, instead of at home. Too bad, as your boss, I can see all the activity happening on the company wifi.

sissy panties

Sissy Panties Make Pegging More Fun

I called you into my office at the end of the day. There was a strap-on, lube, and a pair of panties on my desk. I asked if you recognized these things. I could see your cock getting hard in your pants. You were too red in the face to answer. I started pulling off my blazer and dress and putting on the strap on. “Bend over.” All your dreams were coming true at once. All the blood was rushing to your cock while you stared at the thick strap bouncing between my legs.

You took your pants off and put the pink panties on. I bent you over my desk and rubbed the lube on the head of my dick.  I pulled your panties to the side and the plug you’d been wearing out of your asshole. Look at that. You came ready for me. Then, I rubbed some of that lube on your used asshole. My fingers slid in so easy and so did my dildo. You tried your best not to moan, but I was pounding the way you’d been dreaming of. All those pornos playing back in your head had your asshole twitching around my strap. Let me know when you’re ready to cum.

Forced sissy training with the best fag!

Forced sissy training My favorite thing is giving a pathetic bitch some hardcore Forced sissy training. My little fuck toy Natalie has turned into the best little slut for me. Not only has she learned to identify as the best sub bitch but she has also fully accepted her place in life. When we spend time together she knows that she is not a boy and not a person. She is a slave whore who will do whatever I want whenever I say so. That is why she is my perfect and most favorite prized possession!

Forced sissy trainingIt took a while to get the bitch to submit properly. At first Natalie was resisting her true fate as sissy fag; I had to adjust that very quickly. Soon after that she put on those Sissy panties, got big fat fake tits and laid on her back like the best little fuck toy. Now she is fully trained in every hole and she takes black dick better than so many of my other sissy’s. She did so well with her training; I actually let her help me break some of my other bitches. Her reward is getting to eat my pussy and taste my nice sweaty ass hole after a long day at work. I treat my property so good!

 

Sissy Phone Sex Includes Cuckolds, BBC Faggots, Panty Boys and Submissive Men

sissy phone sexI love sissy phone sex. However, I hate that so many guys call me because they just see a sexy mature woman they want to fuck. Sorry men, I do not fuck losers. I am a sissy trainer for a reason. As a former professional dominatrix, I like to be in control. In fact, I never give any man my power. I do not lie down for any man. And I do not give men who cannot read my page or understand they are on a specialty site what they want just because they paid to get off.

I cuckold men that stupid with big black cocks. I am also a BBC sissy trainer because I am a fan of tree trunk cocks. As a mom of three, I need something big inside my pussy. Plus, I do not want to date or remarry. My life is busy between motherhood, my phone sex line and real time sissies. I just use black men to get off, but I am not dating them.  I am not dating anyone. No time for relationships.

If You Call Me You Best Be a Sissy, a Cuckold, a Cocksucker or a Mommy’s Boy

But I have all the time in the world to shame pathetic tiny dick losers like Liam who call me to service them. Sorry, Liam. It does not work that way. I am a hot woman you cannot touch. Since he had a hard time accepting that, I pegged his ass. Threatened to expose him as a tiny dick loser who thinks women are here for him. Nope. Men are here for me. If you are not a sissy, a cuckold, a cock sucker or a mommy’s panty boy, you have no reason to call me.

Liam insisted on fucking me. He never hung up. He did not ask for a refund, so for being an obstinate asshole, I fucked his ass and his mouth, forcing him into submission. So, I was left with the impression that Liam my be a closeted sissy faggot who just needed forced into submission to feel better about himself. I understand not wanting to admit who you are to your wife, friends or co-workers, but as a sissy trainer who specializes in online sissy training, you should be able to admit it to me.

Don’t be an asshole like Liam. So, admit you want me to train you. Your secrets are safe with me.

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!  

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!

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