Category: Humiliation phone sex

Naughty Mistress Phone Sex

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Every sissy needs Mistress phone sex with a woman like me. You all are just not capable of handling the process of being feminized by yourself. Most of you don’t even have a freaking clue where to start. You’ve never been a woman, so you are clueless. All you know right now is that you want to look pretty and get fucked by a fat cock. But if I asked you how we’d get that process started, you would just look at me and tell me that you have no idea. But that’s what I’m here for. I’ll transform you.

All you have to do is be obedient and do what I tell you to do. It’s really very simple. When I say shave something, you’ll shave it. I don’t care if you don’t want to, or you are afraid someone will notice. If you’re serious about being a sissy, you need to follow directions. If I tell you to buy several dildos in varying sizes so you can get used to sucking cock and being fucked, then that’s what you’ll do. Trust me, in the end, you’ll be glad that you picked a strict Mistress like me. You’ll be the best sissy around!

My Sissy Girl Loves Cocktober

Online Sissy Training

My little sissy girl loves online sissy training. She comes into my chat box, and sends me shopping links so I can pick out her new wardrobe. We’ll spend hours and hours on the phone just fantasizing about all the wild and sexy adventures we could have as Queen and Sissy handmaiden out in the wild of the American South. It’s Cocktober here in the States, so we dressed up in our finest lady clothes; sexy crotchless G-Strings, hers held her little clitty cage perfectly!

Sexy stockings and garter belts to bite into our thick fucking thighs. We were going to go play a game of guess who at the bar, so I made sure my humiliation phone sex addict was totally passable. Well, of course a sissy could never be as hot as me, but she got plenty of Cocktober participants eager to get her out of her panties, or even better (and as my Trainer Brain was hoping) sliding their throbby meat mallets down her delicate faggot throat. My favorite part of the trap is when they cut her out of her little sissy panties, and realize she’s only got one hole for them to shove their cocks in. Well, that never stops these True Blue American Boys, oh no. They get right up inside her little ass pussy while the Best Sissy Trainer (That’s me!) is filming it for her exposure. What a fucking holiday.

Humiliation Phone Sex

Let Me Dress You

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Aww look at you. Sitting in your bed in your wife’s panties watching hot shemale porn and stroking you cock. You say you aren’t a sissy faggot, but I say otherwise. I mean seriously. Who are you truly trying to fool? I have a perfect idea for you. I am going to train your pansy ass. Stand up, take off your wife’s panties and get your sorry ass over here. Now let me look in my closet for the perfect outfit for you.

Here. A pair of black fishnet thigh highs, a nylon lace black thong, a garter belt, and a black lace corset. Now don’t forget the stripper boots. Oh, my don’t you look nice. You like the feel of those panties on your cock and balls? I think you do. The little carrot is growing along with the wet spot on your panties. Turn around and let me check out your ass. It is so pale against your panties. I think you need a little color. Bend over and touch your toes. I pull out my paddle and paddle your ass to a nice shade of pink. That looks better already. Oh my, that wet spot is huge now. What to do with you next…

Daddy Cocks for the Sissies

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Aren’t I really the pretty girl who you work with? I noticed your sissy traits pretty quickly, especially when I caught you staring at my big black boyfriend! So I sent a pair of high-heeled boots to wear to work along with a butt plug and a note telling you to wear them both to work! I have a surprise! When you get to work you see me with my boyfriend and we drag you to the back to play! we take a look at your ass and laugh and shove that dick deeper down your throat. If it’s not in your mouth, I want it all in your little tight shit hole! We laugh as he spreads you open and force fucks you.

Sissy Panties

Sissy Panties

Domination is what I live for. It gives me such a thrill looking at the army of subservient sex slaves I have created. They are my own personal collection and they absolutely worship me. I am their Goddess and Commander. Anything I say they will do. Particularly, I am specialized in training sissies and they love the humiliation. I dress them up in pretty, lace sissy panties and laugh at their puny little cocks. It isn’t enough to satisfy a woman and they know it. They come to me for validation. During my last training session, I had a sissy boy practice fucking one of my other pets. Mistress Genesis is definitely a voyeur and I love having my slaves perform for me. When you’re ready to give yourself over to your Mistress, let me know. I am always eager for new slaves to join my army.

He doesn’t need A Magnum Condom

Humiliation phone sex

He’s not  even worthy of my attention. Do you know why I enjoy humiliation phone sex so much. Becasue men think they can try to fuck me woth a tiny dick. My last date was paying for dinner and a magnum condom fell out of his back pocket. I began laughing so hard right in the restaurant. He said to hush what was wrong with such a cherry red face. I know men with big dicks and this aint one!  When we got to the car I told him! “Your going to be a  little sissy slut in lipstick and high heels and suntan sheer to the waist pantyhose with no panties- in order for Everyone to clearly see how hard and wet she gets wearing pantyhose that constrain her dripping cock while continually teasing her sensitive member for viewing and denying her total release!

I know men who think they can fool a bitch like me, 

You are just submissive sissy and crave to be verbally degraded by a woman who is drawn to crossdressing sissy males and simultaneously turned on sexually by the way faggot cocksucker curious girls like you obey and beg for opportunities to please others while being teased and denied by Femdom Superiors who truly enjoy edging and edging slutty crossdressing bitches like you!

You need forced feminization in the worst way!

Be My ‘VIS’ Darling!

Femboy Training

My “VIS” meaning my Very Important Sissies pay extra to have a full day of shopping with their favorite trainer! I start the day with a bit of pampering, we go get our manicures and pedicures as well as some waxing and facials before getting a massage and going for a hair appointment. It is so fun to feel so well pampered before we go spend some serious money on our clothes and accessories. We go to the luxury boutiques and spend a small fortune on shoes, lingerie, corsets, nighties and robes before venturing over to buy some pretty ready-made dresses and outfits. Our last stop is a little couture boutique where we get fitted for a couple of gorgeous custom gowns because every sissy of mine needs to be pageant ready at a moment’s notice! Don’t you want to be my VIS Darling?

Sissy phone sex is only scratching the surface

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You might love sissy phone sex because it pushes you to be a good slut. It might encourage you to do all the things you wanted but never dared to do. I’m so ready to make you my cock sucking slut. I want you to be the biggest sissy slut around. You have to make me proud if you’re going to stay as a sissy pupil. I will show you how to snag the best big black cocks ever. It’s time to feminize you and make you a cum rag. It is all about a tight hole. When you bring that virgin asshole, know that it will be gaped and stretched and filled. It is only right I give you a fair warning. So now that you know, are you ready to take a dip into the sissy life? Cock will rule your headspace. I’m prepared to make you my cum loving cock sucking bitch. You will be touring all kinds of cities to find the best yummy black cocks around.

No Pussy For You

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Mistress Violet takes no shit from anyone and that includes her little sissy ass husband. So, let me tell you what I made that man do for me when he decided to try to touch me without asking. I have told you before I want no part of that tiny thing. That small cock is not worthy of such a fine pussy as mine.

While he was at work I prepared for his punishment. I called one of my best sissies over to help as I laid out all my toys and changed. I met that sack of shit at the door as he arrived wearing my strap on. I didn’t attach the big thick one because I already know he isn’t worthy of that either. I told him that he would now be punished for putting his hands-on Mistress Violet without permission. I ordered my sissy to take off my husbands’ clothes and attach the little bitty cock cage I had for him. My husband tried to back talk so I had sissy attach a ball gag really tight so I wouldn’t have to listen to his worthless chatter.

Sissy then led him to my chambers where a bright pink paddle lay on the bed. I bent my husband over the bed and paddled his ass until it was bright pink. Of course, his little clitty was dribbling so I scooped it up and rubbed it into his tight ass. I told him to buckle up because I was about to tear his sweet ass up. As I started to push in, I felt his ass start clinching so I pushed even harder. I took it deep and hard and fast. He blubbered like he didn’t like it but the mess he left under his cock cage told a different story.

Your BBC Sissy Trainer is Here

Middle aged men are all beginning to understand their need for BBC sissy trainer Diana. It’s ok to surrender to that craving for big black cock. I am here to guide you and assist in that realization.

The other day I was out shopping for lingerie and noticed this older man skimming through the panties so shyly. I then noticed how his gaze carried over to a big black dude that was with his wife. I knew right then and there what this guy was. He was just like you. He wanted to experience being taken by this big manly man like a little bitch. He wanted to be that white bitch with him.

That’s right this black man ad a sexy busty blonde wife that was certainly a slave to her mans cock. You know us gals dress for that cock and I know that’s what you wish for too!

BBC sissy trainer