Category: Femboy training

A Day At The Pool

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We went shopping for some hot sexy swimwear the other day along with some other hot summer sissy items. I handed her the bag and told her I would see her pansy ass at my pool at noon on Wednesday and not to disappoint me or there would be repercussions. In the bag was a thong bikini, a thick sparkly butt plug, hooker heels and a coupon for a complete wax. I wasn’t sure if she would show but sure enough at 5 until noon she walked through the gate. Slutty and confident in her hooker heels she walked over to me. I smiled and told her to bend over. I put my hand on her ass and pushed my hand between her ass cheeks. As instructed that butt plug was inserted nice and firm. I smiled at her and told her to sit beside me. I had her strut her hot ass self through out the day and then I told her I had a surprise waiting at home. We walked into my door and standing by my bedroom were two tall thick men. She smiled as I told her to get them ready for me. Like a slut she walked over, got on her knees and blew them rock-hard.

Sissy Panties Play Party – Caught!

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What in the BBC fuck do you think you’re doing? You and I are both aware that this is not even close to the first time that I have walked in on you wearing a pair of my soiled panties, with another pair nearly attached to your nose as you sniff up every little splash of juice my ass and pussy have left inside them. You were wearing the best pair of nylons I own, stroking your cock with my silky, black stockings.

And you’ve been playing in my make up!? Why the fuck do you smell just like my French Whore perfume? Are you a little sissy faggot, really? Honey you have to be honest with me me about anything and everything. If you’re wanting to learn exactly how to take big black cock, I’ll help and train you! You won’t take that cock only only down your throat but up your little fuck hole, I’m more than happy to assist.

You and I both know that I am the Queen of sissy trainers, that I will force you to be my sissy now that I’ve caught you in your little panty play party. You just love being a pathetic little sissy don’t you? You wanted me to catch you all dressed up, playing in your little panty party, didn’t you? You wanted me to absolutely violate you didn’t you? Grab my big black strap on. It’s time for a cock size session.
Sissy Girl Training

What makes that clitty twitch and throb?

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My spidey sense is my sissy radar. I know when there’s a sissy around. I have tunnel vision and can spot one a mile away. I don’t care how macho you may try to act. Those sissy tendencies scream out loud. Others may not even blink at some of your subtle sissy ways, but I, on the other hand, and am an expert, and I can make you my sissy bitch willing to scream it out at the top of his lungs. Don’t believe me? Well, let’s test my theory out. By the end of a session, you will be begging me to keep you as a sissy student. Not many have the pleasure of sissification by the best online sissy training princess, so if you can manage to make me happy, count your lucky stars.

BJ Throat Training!

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Open up wide! It’s your turn to try swallowing down massive black cocks for me. I know you want to just be the perfect little sissy and it’s so hard when your tiny clitty is so achey. That’s why we had to put it in that bright pink cage honey. We can’t risk you letting that leaky goo out, now can we?

Now fix your lipstick, and swallow all eleven inches of that cock straight down your throat right now! No talking back, just gagging on massive black dicks. Cock size training is part of the gig sweetie, and I’ll fucking force you if I have to. I take worthless fag husbands and turn them into perfectly useful sissy cum dumps! There are three holes I use on a sissy, and yes i mean three!

If you get too leaky, you’ll need a little sounding to even you out. What’s sounding? Oh, it’s when I take a rod and shove it up your piss hole. Then, I like to electro stimulate those balls and make sure you get ooey and gooey. It’s time for a prostate exam, and I’m setting you up for failure because I will punish you if you cum!

Mistress Phone Sex

Let’s Go Dress Shopping

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You know what I did today baby? I took my little sissy boy dress shopping. I gave her a bubble bath and had her put on some sweet-smelling lotion. Then I had her come into my room so I could show her what I had picked out for her to wear. Her eyes sparkled as I showed her the pretty pink dress with cherries embroidered throughout, a pair of pink nylon panties and matching bra, a pair of white cotton tights and a pair of Mary Janes. She put on her panties, and I fastened her bra and pulled the dress over her head. I buttoned the cherry shaped buttons and tied the big pink bow in the back. Then I put on her tights and fastened her shoes. I had her stand up and look in the mirror. She was so pleased with herself and smiled as I handed her a matching purse. Then we went shopping. We tried on lots of dresses and then when we went to put on her original dress, I stopped her. Told her to stand in her panties, tights, bra and Mary Janes. One of my friends came in the room and pulled out his big thick cock and started jerking off. When he was about to blow his load, I had her pull her panties out so my friend could fill her panties with his warm load. Then I pulled her panties back up and smushed it all around her, got her dressed and left the mall. Sweet little sissy had cum running down her tights. Such a slut.

Reminded Of How Worthless You Are

sissy phone sexHave you been a good boy with your little cock stuck between your legs and cowering before your mistress? I hope so! You and your worthless dick have earned a good punish fuck from a bbc! Get on your knees and start to worship me. I want you to thank me for all the cocks, punishments and worthless orgasms I have given you. You are a real man faggot for other cocks aren’t you? You have had all this sissy boy training to become the perfect cock sucking faggot that you deserve to be! You deserve to be on your knees serving your mistress and all of her bbc friends for you to take and swallow down your throat and to also take in your ass!

Using My Stinger

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Mistress Gypsy gets very excited when she knows her good sissy slut is ready for a ball busting session. I had him dress up in a tight short dress with no panties and heels. I thought about how I would torture him and his little cock which I like to call his big clit. I got a shocking wand I like calling my stinger and I love using my stinger on him. I made sure he knew to stand still as I squeezed and pulled his big clit as I used my stinger on his balls. Then I made him squat on the ground as I used my stinger on his asshole, I made sure to pull and pinch his balls at the same time. It got my cunt excited and wet so I made sure to sit on his face and use his tongue on my pussy and asshole while I played with my clit. It felt so good I used my stinger on his big clit and tiny balls, I started squirting all in his mouth and made him take every drop. He did good on our session maybe next time I will reward him.  

Sissy Jay

Forced feminizationEvery Man with a small penis needs a little Forced feminization and Sissy Jay loves coming over to play with me and my boyfriends. See he is a bit shy when it comes to the ladies and I always know its him when he hits my cyber chat with.. “Is..Is this the way to the… small boys room?” It’s true my little sissy has a little pecker that makes him want to be a bonafide female. An easy target for a girl who loves to mess with men who have no dick and are so shy when it comes to talking with women. 

Little sissy Jay was at the bar scoping out women, but it’s not what you think. I knew from that look he didn’t just desire to get laid by a sexy bitch, but he wanted to be a sexy bitch. Now my girl who was helping me pick a guy or two for us to fuck while we were having some drinks elbowed me hard and said “Oh My fucking god, that’s my brother!”, as she pointed to him. I made a little pecker sign with my hands and said ”You don’t mean your “little” brother?”  

He saw me and  I could tell he was bright red and tried to make a quick exit, but we stopped him at the door and decided to walk him to his car. 

“I just think it’s so sexy when a man has a cute little cock Jay, why don’t you come to my place and we can play dress up?” The Fun part is during our Femboy training Jay the sissy fag loves getting all pretty and doing sexy twirls and admoring her new look. And is never one to turn down learning how to serve bull cock with me or his sister!femboy training

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Looking for Sissy Phone Sex?

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Looking for sissy phone sex? You are in the right place because I am a sissy trainer. I started my adult career as a professional mistress. I have a dungeon room with a closet full of BDSM equipment. After Craigslist closed its adult personals, I moved to Back Pages to advertise my services, but then they got shut down by the government. I was SOL for advertising my dominatrix services. I still had many regulars, but I wanted more money. That is when I became a sissy trainer and joined this site.  While I was busy being a professional dominatrix, my twin boys were becoming sissies and I did not realize it at first. I never noticed panties disappearing. Eventually, I caught on and felt badly that I missed some sissy training opportunities. I made up for it. I understand older men discovering they have a sissy side and needing to keep it covert because of family and work. That is why I do online training. But with my boys, there was no need to not let them thrive as their true selves.  I sent them to the performing arts school where they would fit in better. I helped them dress. I get them dresses and skirts. They wear panties too. At their school, they are accepted as femboys. They suck cock. They take boys to school dances. They live their lives as girls mostly. Once I found out they were sissies, I used all my knowledge to help them transition to their new world. I got them their first cocks. A sissy trainer also knows plenty of men who will let boys and men suck on their cocks. Since I started as an online sissy trainer, I have learned more from my callers that helps me with my sissy boys. If you are a full-time sissy or just a part-time one, online sissy training can help you. I can help you.

Mistress Marissa Ball Buster

sissy trainingMaking you my ball busting slave makes your mistress Marissa super wet and excited! I have been dreaming up of the perfect plan on what to do and how to torture your worthless and useless body that you have no right to even call yourself a man. Because all you are is a worthless sissy bitch boy who needs to be put in your place with some cock and ball torture techniques. Making sissy loser like you is what fills me with happiness to see you groping your own crotch after sending a high kick in my stilettos straight to your tiny dick! How do those balls fell in your stomach now sissy girl? After this session, you won’t have that pathetic cock anymore!