Category: Online sissy training

Forced Sissy Training

Best sissy trainerSissy TJ hasn’t been following the rules as he should. He seems to think I should grant him plenty of hall passes. He has no idea what’s in store for him! Master Brielle doesn’t like being disobeyed and once I get my claws on him I am going to show him who his fucking Superior is!! Does he really think I am that kind, that I just have all the heart in the world to continue granting him passes for his disobedient behavior… Well that poor thing thought wrong! I am going to ram his fucking asshole so fucking hard during our next session! I will be force feeding him a big fat long double sided 24in cock!! Think he can break a record? Well we are going to find out! I am going to show that fucking slut no mercy! A real woman keeps her word and she obeys her superior; she serves her fucking King/Queen on a golden platter. It seems Sissy TJ has a lot to learn and if she continues to go down the path she is on she will meet the darkest side of her Master. I want to hear her choke, gag and drool.. Gasping for air as I ram her throat so hard. She will soon learn to sit with poise to obey her Master or she will be suffering severe consequences! Forever your Master whether you like it or not. You get what you signed up for. Now get down on your knees so I can show you what a real pussy looks like.

Sissy Panties Full of Cummies!

Sissy Panties

Your sissy panties are going to be soaked when I’m done with you! You are such a good sissy that Mistress is going to let you feel her superior pussy pressed up against your clitty! Only though the panties though as I don’t want you to get too spoiled. Giggles. As I grind back and forth making your itty bitty dickie will feel wet and sticky from my cunt juice you need to be worshiping me as the Goddess I am. I’ll even let you suck my toes while we scissor. pretty little slit so wet and sexy but no more for you! Get down and assume the position so I can spank your tush! The only sound I want to hear is the sound of you moaning and begging for BBC while I smack your rump! Right when When I think your man purse is ready for me to drop change in it, I’m going to go balls deep in you! Mistress is going to milk that prostate until your man pussy squirts! 

Breaking In New Pretty Little Sissy Bitch

I have a new pretty little sissy bitch since my perfect sissy has strayed and I wanted to show my new one how to be.

Sissy slave training

I bought the biggest two-sided dildo I could find. I bought some new sissy panties and bralette set with matching stockings. When my sissy walked in, she got naked right away I love watching her little clitty in between her legs excited to see me. I turned her around and spanked her ass and made her tell me who she belongs to. She got dressed in 6-inch heels and crawled to me. I spread my legs so my sissy slut could lick my cunt and get it wet for the strap on dildo I had for us. She did as she was asked and when I put it on, she was bent over spread open showing me that man pussy. As I pushed my strap-on deep in my new pretty little sissy the other side went deeper in my cunt. I started fucking her hard and deep making sure I used her so I can cum hard. I didn’t stop until I felt my body tense up, I started cumming hard. I pulled out of her now gappy man pussy and told her to stay that way until I was ready for more.  

Best Sissy Trainer

Best sissy trainerLet’s go shopping! I’ve turned Sissy cooper into the perfect slut. No matter what he will never be a woman so he will always come back crawling to me. He knows fairly well who his superior is! He aspires to be a woman much like myself, one with sass and a nice round ass. The kind of lady that turns every man’s head! Cock drawn to her without a mention. He’s learning how to suck cock like the perfect princess fuck slut that he is. We have been practicing his nice feminine moan. No man wants you grunting while giving him a blowjob. You are going to have to learn to squeal and let out musical moans to raise the hair on his body. What better way to learn than by the best sissy trainer out there. You can check my resume! Come find out for yourself. I don’t want an average Jane. I want an extravagant bitch who knows that a woman requires daily grooming. A dramatic style with one that stands out in every room. There is no competition!! We see no competition!! When I am through with her. She will have all the other sissies wishing they could be her. Manicures, pedicures and waxes from head to toe. Lace fronts and Jewels. Nobody said becoming a woman would be easy but for certain it isn’t impossible. Sissy Cooper will be one of a kind when we are through with sissy training!

Sissy Girl Training

sissy girl trainingLooking for sissy girl training? I love to train sissies. I am a mommy and a nurturing sissy trainer. I treat my sissies like my daughters. I dress them up frilly and pretty. And I teach them all the things they need to know to please men. I have a new real-time sissy. She found me through my daughter. He used to go to school with my daughter, but he dropped out before graduating because he was bullied. He was a femme boy then. Still is, but now he wants to transform. He plans on becoming a T-girl. She is saving up for a boob job, but in the meantime wants to work the truck stops and glory holes for money. My daughter brought her former schoolmate to me because she knew I was the best sissy trainer for the job. She was right too. I know how to turn a boy into a cock sucking princess. A few days with me as her trainer, Mark became Michelle. I did her makeup. I put her in a wig and some very pink and frilly clothes. I showed her how to walk like a woman. I showed her how to suck cock like one too. Such a pretty girl afterwards. She is a natural cock sucker. Honestly, one of the best I have trained to date. She took my big black dildo balls deep after the third try. It is 12 inches long. I knew where to get her maximum money for her skill set. The truck stop is full of black truckers in need of an eager mouth to drain their balls. When she became Michelle, she wanted big black cocks. So many sissies do. I am a BBC sissy trainer because I am a BBC slut. The bigger the better if you ask me. Same for Michelle. I took her to the truck stop last night and she made a couple thousand dollars just sucking on big black dicks. She will have her money for her boobs in no time with me as her trainer.

Sissy panties required!

sissy panties

I want to tell you about the first time I caught a sissy bitch wearing his sissy panties in public. I was a cheerleader when I was younger and he was a football player. His shirt rode up on the bus one day and I saw a peek of his frilly, pink thong! No one else noticed but I did so I snapped a quick picture. After the next game, I confronted him and told him that unless he wanted the whole team to find out, he better agree to be my little, sissy cum whore! I brought him back to my house and played dress up with him. I put him in a tight, slutty outfit and called my daddy and uncles into the room! It was so hot watching him get his virgin pussy hole used for the first time! I have so many stories about catching men wearing panties in public but that one always makes my little, slut trainer pussy wet!

 

My Boyfriends into sissy training

 

Best sissy trainerSo, My soon to be ex boyfriend has been having me give him anal. I haven’t got off much lately by his cock but something about seeing him look back at me while I fuck him deep in his asshole has really been making me weak lately. Recently I created an ad on craigslist since he loves anal so much. I dressed him up in a cute lavender teddy and invited about 6 dates over from online. You should have seen his face when he found out he was going to be serving his asshole to some real juicy throbbing cocks. He was so excited and so was I. I mean hello he’s working for me now. That asshole is paying bills around here. He is my new personal escort and he loves his new job. He gets to cream and slurp on cocks all day. I am sure he’d be doing this for free if I didn’t come up with this bright idea. I have this rule where they have to roll the money up and put it in his asshole. Then he has to waddle over to me and squat over the palm of my hand. I take the money out of him and squeeze a bottle of lube into his ass. He gets down on all fours and those men plow his ass with no mercy. We have been practicing his walk and talk. I want him to be as feminine as possible. So far we are trying out some strap-on tits…I have been thinking if he continues to make this much money he can get breast implants done professionally. Time will tell. He’s a well behaved sissy slut! My BFF everrr!

Sissy hypno and lessons

best sissy trainerHypno for Sissy Tj is all too much fun for me. Casting my special spell to sissy all over the world.
The best sissy trainer is a control freak. And as a sissy hypnotist I’m all about that control over my sissy subjects. Now sissy Tj is a bit of a BDSM freak with her spanking skirts and bondage gear ready for her to be disciplined. This sissy loves to be paddled and locked in chastity with the key thrown away! A very special encounter had Miss Tj buying an expandable butt plug for us to continue our lessons. Trust me I have this sissies clothing and toy inventory and i will dress sissy Tj up and have lessons of humiliation, public and self. And just some basic sexy things I need my controlled chastised and slutty sissy whore to do for me! Would you like to be added to the corral of sissy whores like my sexy and slutty Tj during Femboy training?

Swallow That Big Load

Domination Phone SexI love making my fucking sissies get on there knees and take the biggest fucking black cock they’ve ever seen. I make them open their mouth while he shoves his big fucking black cock all the way down their throat while I listen to them gag and choke on his cock. I love shoving their head down making them take the whole fucking cock telling them they are worthless fucking whores who deserve to be fucking sissies and take big cocks. I throw them on the bed and hold up their fucking legs and let him stretch out their little sissy shithole for their big fucking cock to fit in. I love to watch them pound into my fucking sissy while they lick their mistress sweet fucking pussy. I love riding my sissies little whore face while they are getting fucked in their tight shithole by a big fucking cock. Telling him to pound my fucking sissy harder and harder while I whip them all over making my fucking sissy cum all over their sissy hand. I love making my nasty fucking sissy bitches lick up their cum and swallow every bit like that cum slut they fucking are.

Sissy Punishment

Best sissy trainer

You were a bad boy! Get down there and start sucking on those daddy cocks. I hope you feel the humiliation of all these big black cocks watching your ass they take turns in between fucking your stupid little sissy faggot face and my pretty cunt. I am letting them fill me up full of their hot loads of cum so after I can make you lick it all up clean. When they are finally done and tired, I tie you down to the floor on your knees so you can not go anywhere or do anything until I say so! All you can do is bend over and lick. Now, start sucking all this cum from my pussy little bitch!