1,509 results for sissy training

Bright Purple Panties

Sissy PantiesSlippery and filled with cum was the best way to describe my heavenly cunt when I let my prime big dicked sissy have his way with me earlier today. It was a reward for truly understanding his place, and having a very massive man meat with which I could treat myself. He was the model Sissy, I had to reward him, he called me goddess every time he had to speak up, he waited until I allowed him to talk, he begged me to take his money and didn’t look up from his feet until I let him. Most importantly, he had such a long needy dick hidden behind his bright purple panties! I couldn’t resist, wouldn’t have resisted even if I could, and he never broke character even as he pumped heaving loads of cum right into my greedy slut slit. That I had another less fortunate sissy on hand to eat it all out was just more evidence that it had to happen. I wonder if he’ll call again soon, because I’m really looking forward to another training session, and hopefully the lessons stuck because I’m looking forward to a sloppy wet and sticky reward even more.

Miracle


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Your balls are looking a bit too heavy for a girly boy like you, I think they’ll need some draining during some life changing Femboy training at my beck and call. I’m a professional sissy trainer and I never let a man leave without realizing his true nature deep inside as a tool for a greater man. We head to a dress shop on our first call and find something pretty and cute to dress them up in, something frilly and soft. If I don’t have the deep seated urge to pull them into my lap and brush their hair like a small girl then It’s not soft and pretty enough. I want to feel a little bad when jerking my new femboy for just how much I’m warping their world. I’m the Best sissy trainer and I’m at my best when I have another man with me to help train them on how to suck a cock after I slip some powder on those cheeks. One of my favorite moments is when a new sissy’s hands are balled on a man’s thighs, their sissy throat is filled to the brim and they’re choking on a thick stud cock from a real man as their new sissy throatfucking cumdump. I play with their straightened, smooth and silky hair and get a good grip so I can pull back their faces a little and show the man I brought in how their eyeliner drips down their face from the tears that come with a brutal facefucking. You’re not calling me to have a grand old time fucking my whore cunt and bragging to your friends about the night you had banging sluts, you’re calling me so you have to lie and pretend you didn’t spend last night being someone’s kinky fuck doll. You’re a girl now, and if you’re not ready to suck you’ll be ready to get fucked, there’s no way out of it once you’ve called me on your Sissy phone.

Ariana


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I used to be a man like you. No, really, I was! Don’t believe me? Thank you, that just shows how damn good at this I am. I’m a fucking model now, and it was all thanks to going through Femboy training and working my up to full trans. I realized who I was because of women like me, and decided I need to train others and accept that they really are women inside! You can’t deny it, you’re here because you feel it deep down. Well give me a call and let’s talk about it, let’s change you, make you who you were meant to be. I’ll do a sexy dance while I’m at it, tease you, justify my place here, but really this is about you not me. I’m training you, making you suck dick, lick cum off my toes, and eat out my pussy, all that’s absolutely essential to the process; but it’s not the fun part I love about Forced feminization! I love dressing you up! I love making you feel sexy, I love making you look in the mirror and see who you really are. If that means I need to indoctrinate you with some heavy training, you better believe I’ll get almost militant with my desire to fulfill your dreams. I’m a warrior meant to cut away the preconceived notions that you’re a man. I’m here to pick up a dildo and use it to carve away your inhibitions as a straight loser. I’ll shove it in your mouth, and you’ll be surprised to realize you absolutely love it. You want to suck it, you want to suck real cock! Then I’ll go find you a cock to suck. You can think of me more like your guide, because I’ve been there, and I know who you’re meant to be even if it takes Sissy hypno training. Sparkle for me ladies!

Mistress Phone Sex an Audition of Sissies

An audition of Sissy sluts was a special moment for my slave sluts. I bring in ten big bulls for this Mistress Phone Sex training session. And I have four of my promising sissy girls to show off their skills.

So this talent show was exciting to see these sluts compete. I seemed to have managed to start some real rivalry amongst of couple of sissy girls and they got into such a naughty cat fight. These trashy little sissy girls were having at each other. It was getting kind of hot and I had to put on my strap-on and start getting them to be good sluts for mistress.

Forcing the two apart and making them both busy themselves with that generous amount of black cock was the best thing for these two. I hope I taught them a good lesson making them both get fucked next to each other. A slut is a competitive little cock whore and that is what I train.

Mistress Phone Sex

Pretty-Pretty Penelopeen

Sissy girl training

 

If anyone has any doubts about the effectiveness of my sissy girl training, I have them check out my creamiest clitty creations to put their dirty little minds at ease.  I know what the fuck I’m doing and all of my emasculated minnies are the perfect proof of that.  

One of my finest pussy coveting pet projects is Pretty-Pretty Penelopeen.  When she came to me she was just plain ol’ Peter, a bench riding bitch for his school’s basketball team.  He was never really that good at anything, not just sports, so no one ever took him seriously.  Average in every way, he sought me out while looking for his true calling in life on the internet, as one does.  My ad caught his eye and, after a brief phone interview to make sure he had the testicular fortitude for my instruction, I decided he was worth my valuable time and effort.

Peter took every lesson I had for him to the next level, diligently working his way toward true femboydom even when I wasn’t around him.  I’d give him a simple makeup lesson, he’d return knowing how to perfectly contour or apply eyeliner.  I’d show him a couple of potential outfits and he would come back with bags full of dresses, lingerie and corsets so we could properly doll him up.  Peter was very serious about his sissy girl training from day one, tackling it with a fervor he never had for anything else in his humdrum life.

Now Penelopeen has left Peter far behind in the past.  That’s what I expect of each and every one of my wimpy women wannabes.  If you want to be a grade A+ certified sissy of mine, I suggest you emulate Pretty-Pretty Penelopeen.  If you think she’s a master at making her girly getups work, you should see how she handles a couple of rock hard cocks! That’s some  A+++ triple X action, for sure!

Sky


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“You’re here to awaken your inner Sissy but you’re not quite ready are you, you’re looking for Sissy hypno training to throw you over the edge and give you the justification you need to truly lose yourself to the pretty girl you are. It starts with a sound, and ends with you in a dress dancing for me and whatever boytoy I found to stuff your mouth with fat cock after you’ve given me your full trust. I don’t mean to brag but I have a whole coven of girls just like you, waiting to be fucked and used for my blissful fantasies. I’ll give you yours, I’ll make you pretty, I’ll dress you up in the sparkliest pair of pure Sissy panties I can find. Then, when you’re fully mine and under my hypnotic spell, I’ll make my desires come true and use you as a toy. I’ll use your tongue as a tool to get men who are here to fuck me ready, and when they’re done ruining this whore cunt of mine and filling it with cum, I’ll use your tongue as a shovel to get it all out and into your mouth. Your life before me, your wife, parents, children, they’re gone now. You’re mine, you have a new residence and it’s in my basement looking beautiful so the next guy can choose you to stuff and cum in. Oh, right, you probably wanted to hear about me! Well I’m a cruel, sadistic woman with a mean streak that never ends. My parents didn’t like me, my brothers used to fuck me, and my sisters were jealous that they weren’t fucking them. I learned to harness the negativity thrown towards me, I learned about the longer term impacts, learned psychology, and here I am using everything I learned to fully transform you! Enough about boring old me, I did all that specifically so this bouncy ass of mine could taunt you into giving yourself over for Sissy slave training so I can make you my slutty little whore forever.

Francine


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Sexual gratification isn’t something a Sissy girl training slut like you deserves, it’s not even something you’re going to get, it’s a fairytale I fully plan to utilize to tease you like a horse with a carrot on a rope or string. I’m a powerful goddess with the full power to tease you until you can’t take it anymore, and I fully plan to do everything in my divine power to torture you until you’re begging for a release that’ll never come even if you wait until the end of time. I hate you, I really do, and you need to know that from the word go or you’re going to be in a world of Phone domination suffering without a rope to pull yourself back from. I’ll be looking for every single opportunity I can to turn you into a pain slut because I love causing agony in weak sissy like you. I’ll punish you unfairly at the barest opportunity, I’ll punish you fairly when you’ve given me a real reason, and sometimes I’ll punish you because I haven’t punished you yet! That’s how much I want you to suffer at any given moment, if you won’t give me justification I’ll make my own and use it to scar you! I’ll hurt you and I’ll enjoy every moment of it. You’re here for that, aren’t you? Sissy hypno training cunts like you are a glutton for punishment and I’m a giving bitch ready to fulfill your obsessive, kinky desires. Well you know what? I don’t like that I’m helping you, I hate you remember? So I’ll just have to make it worse, and worse, and worse until you can’t take it anymore and your threshold has been reached. Then I’ll tip things further to make you suffer, and I’ll cum from your cries.

Alessandra


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““I put a spell on you, and now you’re my sissy slut.”

Sissy hypno training will be how I control you. The presence I exude is powerful enough that I know I won’t have to work very hard to have you under my grip and begging for more. Ever since I could remember, I gravitated toward the spotlight. It didn’t matter if it was the school play or the dance floor at clubs, I’ve always wanted all eyes on me and I’ve spared no effort to get them. As a girl, I enjoyed shopping and spending other people’s money, and that drive and lust for wealth has never faded for even a moment. I live for traveling worldwide and doing it on a Femboy training sissy’s dime. I never knew so many wealthy men could be so easily played to my tune, but here I am standing over a mountain of cash and fluttering my lashes for the next big money bags with a big enough cock to draw my interest and the credit card to keep it. My theory is that men with money forget about what used to matter, and don’t like being in control anymore. They yearn for a simpler time when they were told what to eat, when to eat, what to wear, what to suck and just how much to swallow before they pull back and let the last rope cover their cheek. They willingly hand everything over to me as long as I’ll make their decisions for them. I humiliate them, I drain them in every way, when I’m in a good enough mood I’ll even steal their cum as a prize. They want to forget it all and let a Forced feminization mistress run the show, so I give them what they want and take my place as their sigil of worship.
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Sub’s Tight Twat

Mistress phone sex

 

When it comes to being the world’s best mistress, Mistress K doesn’t discriminate.  I’ll take on any sub that needs an education in the masochistic ways of life, male, female, gay, straight, I take any person under my sick and twisted wing as long as they are serious about their slave training.  I’m a real humanitarian like that.

One of my favorite real girl slaves is really sweet and super shy so she just wants a little help breaking out her shell and unleashing her inner bad bitch.  She wants to be able to command any room that she walks into and understands that to gain control you must first lose control.  It’s always nice when a sub gets that into their dumb little heads before we start our lessons.

I started her out with what I thought was going to be an easy way to slowly work the skittish chick into her submissive role, simple strap down on her hands and knees for some doggystyle action, but it turns out that it hurts her to get fucked in that posititon and she put up just a bit of a fuss.  Of course Mistress K doesn’t stand for insubordination and let her know just how much of a bad girl she is with a pointed tongue shoved right into the little lovely’s asshole.  My spit mixed with a couple of fingers loosened her up enough for me to get my vibrator in there, which was just what she needed to propel her into a violent, shaking, squirt filled orgasm.

She isn’t ready to tackle a room full of horny pricks yet, but my new slave is well on her way to getting exactly what she wants.  Until then I’m going to have to keep loosening her pussy up a bit.

Mistress Phone Sex: I’m in Charge Loser

mistress phone sexMistress phone sex means I am in charge, and you obey me. It is funny how many men call a sissy trainer and expect me to be their bitch. Many men are stupid. I have this one bitch boy client I see in private. He comes to the house for cock sucking lessons and fem boy training. Yesterday, he acted like one of you clueless losers who sees a hot female and expects to fuck her. I do not fuck sissies. Never. Ever. I am not here for sexual encounters with men who have tiny click sticks. This client of mine has a micro penis like many of my callers. He is a femboy not a man, yet he tried to fuck me yesterday. I think his micro dick was doing the thinking for him. I am way too hot for a tiny dick. He thought because he pays me, he owns me. That mother fucker got a pegging that will have him walking funny for ions. Who does he think he is? He got a clitty hard on from the femboy training. No one else was around, so he thought he could fuck me. As if I would let a man in panties with a three-inch hard on fuck me? I flipped him over, grabbed my strapon and rammed it in his ass without warning. I had no time to wear it right because I needed to disarm him before he tried to worm me with his micro penis. He was begging for mercy, but he did not deserve it. I punish sissies who think they can fuck me. I fucked his asshole raw. I defeated him. He deserved it all too. I had zero compassion for his sore ass. I ended our contract. He begged me to take him back, apologized and tried to excuse his behavior. Bye Felecia. I kicked him to the curb. I will peg you too if you try to dominate the best sissy trainer too. I am in charge, not you. Never. Ever is a sissy in charge.