Category: Sissy humiliation training

Forced Sissy Training Will Turn Your Clitty Into A Waterhose!

Forced sissy training

You know what I love more than anything in the world, online sissy training. It is so fucking hot, and I love every minute of it. Forcing a grown man to submit to you and beg for that pretty, pretty, pink dress with a bow on it is all worth the wait. It is so satisfying to get a man who love dressing up and knee highs and heels as much as I do, it’s so refreshing!

Seeing a grown man in one of my princess dresses getting all dolled up is so sweet I can’t express how much I truly enjoy my job! Not to mention all the pussy popping fun we have! Taking these men out to have their pussies broken in by a big strong bull is all the more fun! I love to see a strong, built, rock-hard man at work, pounding that pussy until my ladies scream and squirt.

Watching as they work their rock-hard dicks into those tight little holes makes my pussy drip. So, I have a little more fun by pleasuring myself while watching you get fucked. It’s a win-win situation. We both get to cum ion the end, and cum hard we do! We fuck just as hard as we play and that’s really saying something.

My pussy is just as soaked and cum-filled as yours by the time we are all done. So, lets make it even more interesting with me sitting on your face, why the hell not? It’s so much fun making you my princess!

Sissy phone sex with me turns even straight men into sissies

Sissy phone sexMy pathetic faggot little jizz mopper got his throat pounded today. I had him assume the Loser position as soon as his big juicy dick walked through the door. It was time for Sissy slave training and all I wanted to do was sit back and have my nails filed while watching him humiliate himself on my Onlyfans.. Before he got the excitement of getting his face fucked I had him stroke his teenie dick and imagine he was stroking my black friends big cock.. He dreams of actually having a cock the size that dangled in his face..

His worthless clit was helplessly precumming while being taunted with a mouth watering dick in his face.. I finally instructed him to latch on to the tip with no hands and swallow up every inch of that 13 inch cock.. Do it, Do it was all he heard as his eyes lit up and he drooled. I sat a shot glass on his peenie while it jumped for joy! I knew for certain just the feeling of that big black dick hitting his tonsils while I denied him a prostate milking would make him squirt. I drizzled his cum all over that big veiny glistening black cock and made him slurp his own nut up. All my OnlyFan subscribers acknowledge me as the Best sissy trainer. I have sluts lined up willing to pay any and everything just for a seat next to me.. Without even knowing what Mistress will have in mind.

They watch daily as I humiliate men with a micro peen for personal pleasure. It gets me so hot and my pussy so moist to chastise the weak. Men are mules; they feed off of my hypnotic energy! Anal stretching wasn’t an option for him; the only thing he was going to have up his ass was the frozen butt plug that I stuffed to melt in his ass. Goosebumps filled his body as he wiggled his ass, his version of pleading to allow access.. That was just too bad for my sissy fag, the only thing he was allowed to do was jerk it and eat it like a good slave boy. I whipped my clit on camera while he was in the background on all fours.. A thick creamy load filled his throat, a nice thick creamy treat for my naughty sissy boy. If I am not actively humiliating, I have sluts witnessing during Sissy phone sex where I humiliate and feminize all sorts of men. 

Humiliation phone sex

Humiliation phone sex

Sissies call us all the time wanting Humiliation phone sex but most can’t handle it. Their shallow little egos say one thing and their mouths say another thing. But it’s few and far between who can leave their egos at the door. But that’s what I demand of my subs. No less than complete submission. You will be on your knees doing my bidding. I won’t tolerate any excuses. Worship my cunt if you think you’re worthy because I am the judge and the jury and if you don’t perform up to par then you will be punished. There is not space for weakness in my world and I require you to lick hard and make my cunt wetter than I’ve ever imagined. Are you up for the challenge

Sissy Slave Training With A Goddess!

Sissy Slave Training Emerson

Are you craving to be treated like the true sissy you are? Ready to be my slave, I knew you were. After all, only a true sissy would want to be recruited for sissy slave training. That’s right, you heard me right, training to become the best and utter most beautiful sissy in the world, says me of course. I will train you to become the best sissy you can be.

I only have one wish and that’s for you to become either the sluttiest version of yourself, or the most beautiful pretty, princess you can be. I will dress you up and I will flaunt you all around town while you watch me take all of this cock. But I’ll only start them out, these cocks are all for you, my loves. I want them to prob and stretch those perfect pussies of yours and to make that little clitty of your squirt all over the place.

Seeing how hard your clitty gets and how swollen with all that yummy cum is so satisfying. I absolutely lose my shit when I see you and hear you explode and squirt all over the place for me. It is so delicious I can’t help but clap for you and be proud of the slut you have become. But I can also clap for the sissies that love to dress up and be pampered and paraded around town, teasing all the men making them so jealous. Let me spoil you like you deserve, my love, I promise you will love every minute!

Sissy Panties for Loli w/Heaven

 

When Heaven and I put you in sissy panties you fucking know it. Lolipop came to be used one morning asking if we could help her get all dressed up and fuck her butt with our handy dandy sissy strap-ons. We already know how Lolli likes his deep-complected Mistresses. And Heaven is that Bittersweet Candy that Sissy men like Lolipop can’t get enough of. The way she just pounced on a Femboy had me so fucking hot. This Sexy Black lady definitely knows how to put white men in panties, frillies, and slutty BDSM outfits. I shouldn’t have been surprised, I almost volunteered myself to ride that big black dick she had swinging and ready for Lolli! 

sissy panties

Not That Lollipop the sissy needs Forced feminization, but as hard as Heaven was putting her through the hoops, I knew that she meant business. It’s so majestic to watch another mistress find a new slut and take control of her sissy boi ass like no other. Both of us took turns dressing our slut up and fucking her butt pussy. I just love pulling those panties to the side under her spanking skirt and finding out that she is now off of her period and she can not only take our big dongs, but she is ready to meet Heaven BF and mY black bull for some good ass sex. We even picked out a new toy for Our slut and she is going to Write Heavens Name on it and send pics with her ass full of her new dildo! Always a pleasure to introduce company sissy sluts to a new mistress!Forced Feminization

Full-fledged Sissy training means serving all of my desires!

Sissy trainingSissy boys are my favorite, I think I get off knowing I have control over a man wearing my panties! Bending you over and watching your lashes bat from the pressure of my 13 inch strap on makes Mistress so horny and wet… Especially when you beg me for the man that sits there watching me humiliate you while he’s stroking his big dick that you are drooling over. You know that big dick wants you gaping and easy to slip into. Your ass is under my control now! I have you post ads and set up dates where you and I have a mutual agreement.. I get 80 percent and your take home is 20 percent paired with a creamy load drooling out of your cock craving hole..

Your cum filled Sissy panties, I have you wear around town under your sexy outfit.. Doesn’t it make you feel so naughty knowing your undies are full of cream.. When we get back home I have you slip out of your panties and suck the crotch while you bare another round. If you are on your best behavior I may just rub your clit while you get mounted causing you to squirt and piss at the same time.. Those are the best orgasms aren’t they? A hard pegging and huge cumload from a glistening big black cock for you to clean when he is through is the perfect treat for you!

You love being a faggot for me and I love offering you Sissy slave training.. Fucking a sissy boy anally while you surrender is everything a mistress dreams of… I get down on my knees and teach you how to properly swallow up every inch of a big thick hard dick.. Teaching you how to be the best sissy slut you can be! If you don’t do well after training I will put you in chastity to enslave, humiliate, tease and deny you any sort of pleasure for weeks.. I will selfishly take his cock and make you watch as I drain his balls inside of my sweet pink hole..This can all be avoided as long as you know how to follow instructions! You and I both know Sissy training is to be taken seriously. Do not waste any of mistresses time or you will be paying in consequences. 

Sissy Training On and Off the Phone Gives Me Sissy Mom Pride

sissy trainingI love sissy training. In fact, I have a sissy’s dream closest. It is full of vintage and modern lingerie, pretty dresses, all kinds of underwear, stockings and high heels. My daughter and I are a sissy trainer duo. We share custody of a few sissies. One more recently, is a friend of hers from high school. He was born in the wrong body. I knew it before he did. She is living her best life as a sissy now thanks to my daughter and I. He works from home doing computer graphics, so no one cares if he looks like a pretty girl while he works. I know most of my sissies cannot be out about who they are. Sissy phone sex is the best they can aspire to. But when I get my hands on a sissy without a care in the world, I go all out. My daughter and I took our sissy to this road stop sex shop. They are all over the highways on the east coast. It was a Lion’s Den. Maybe you have heard of them, or even been inside one. Many of them have glory holes. They attract a lot of truckers who honestly do not give a fuck who is sucking their cock. My girl and I dressed up our shared sissy. She is only 19, like my daughter, so I knew she would be popular. Tight holes, soft skin and pretty lips. I dressed her up in a pretty pink dress. Not frilly, but slinkier. I was going for the lot lizard / hooker vibe. My daughter did her hair and makeup. I oversaw the wardrobe. We took our pretty girl to get some cock at the Lion’s Den where she was the belle of the ball. She sucked over 20 cocks. My girl and I had some femboy training pride because our girl swallowed every drop too. She even took cock in her back door sissy hole and made her clitty squirt. I was a proud sissy mom. Think you can make me that proud?

 

Femboy training sometimes requires a gentle touch.

Femboy trainingIt was raining out where this femboy training master lives, and while my pussy was in need of a good pumping and cumming, I felt the need to head around the back of my house and walk a little instead. I’d find a man soon after I got back, was what I thought. In fact, I called one while I walked, told him to show up at my house for a hot ride. Then I ran into a cute girl on the path, she was in torn clothing, drenched from the water, and her soft skin really stood out to me. I was gonna pass her by, she really wasn’t my problem even if I did feel sympathetic, that was until I noticed the cock. “Are you a guy?” I couldn’t help but ask, and at the shake of her head, I knew I’d found a sissy who would worship me very easily. “Come on.” I turned back. “Let’s get you cleaned up and clothed.”

One of the best decisions I’ve ever made. That’s a loyal sissy, doesn’t ever question me, I’ve had her lick my toes in front of visitors dozens of times just to prove she’s obedient to a fault. And when I’m feeling froggy, I have someone ready to lick me to a messy orgasm on the spot!

Sissy Training With Goddess Emerson Will Leave You All Dolled Up!

Sissy Training Emerson

Online sissy training is my absolute favorite! Sissy training in general is amazing, but the fact that I can turn one man into his true self from hundreds of miles away makes my pussy sopping wet! Just thinking about all of the “men” out there who crave the touch of a Goddess like me makes me excited. You know who you are, and you know exactly what you crave.

Its only natural that you come crawling to me and call me up asking and begging for me to make you into your perfect slutty or princess self. I can either turn you into a big and beautiful princess of a woman, or I can break you down and make you into the whore you were born to be. Leaving all of your whore holes fucked and filled with that oh so creamy delicious cum you crave. This is all simply with my voice over that phone, of course.

So, what’s it going to be? Are you a pretty, pretty, pink princess? Do you long for me to dress you in the finest of finery and drag you to only the best places in the world? Or do you crave the rush of not knowing who is fucking you and filling all of your whore holes? Either way, I am the woman for the job, and I love making you into your true self. It gives me a rush and makes my pussy drip in excitement whenever I am able to turn my latest masterpiece into its truest form.

Sissy humiliation training fun with Miss Remi

sissy humiliation training

Are you a secret sissy in need of some dick? I could train you to be the perfect cum dump slut! My favorite thing to do is to teach men how to be girly, sissy bitches! I just had a kinky cum slut call me for some sissy humiliation training over the phone. He sent me some pictures of his pathetic, little dick which showed me why he’s a sissy bitch in the first place. I laughed my ass off and told him to go hide that tiny thing behind some pretty panties. There’s nothing a sexy slut like me hates more than having to look at a mini dickie like that! I made him put on a tight, little dress and go out to find a fat cock to take. I had him stay on the phone while he walked around the bar, dressed up like a whore. He was telling everyone what a little panty slut, bitch he is and how badly he wanted to take a fat dick for the first time. I made him walk around, flashing his panties at different people and humiliating himself until he found a hot, older Daddy with a giant bbc. From there, I made him stay on the phone with me while he gave up his virgin, sissy pussy to that massive fuck rod. I could hear him slurping and gagging and I got so turned on! I could hear the sound of his panties being ripped and torn off of him and then I could hear him moaning while his slut hole was being stretched for the first time ever! I’m getting so wet thinking about how he was screaming and moaning for that fat dick to cum for him! Call me so we can talk about my sissy sluts or you can become my next cum lover whore!