Category: Humiliation phone sex

Best Sissy Trainer Coraline is Part Phone Sex Therapist Too

best sissy trainingI am not so egotistical to say I am the best sissy trainer here, but I am one of the best. I think what makes me good is that I am equal parts sissy trainer, mom and phone sex therapist. There is no cookie cutter sissy caller. You must know how to listen to a sissy when she is talking. Some do not want cock, some are all about the cock. Some want sissy humiliation, others want encouragement and nurturing. Some like to dress up in frilly dresses and be exposed as sissy faggots. Yet others just want to wear panties and stay in the closet. A good sissy trainer does not treat all her sissies the same way. I am part sissy phone sex therapist. I listen to my sissies. I help devise a sissy plan that best fits them. Jake for example, lives in a rural city. He wants cock, but it is hard to get cock in a small town. It is also hard to dress up and go to glory holes when your town has no glory holes and everyone in town knows everybody else. I have been encouraging Jake to travel. He finally did and he called me from San Francisco the other night. He wanted some encouragement on where to begin. In a large city full of gay men, sissy faggots and all kinds of alternative folks, Jake could blend in. I sent him to a glory hole first. I found an adult bookstore near his hotel and instructed him to go there. I was with Jake the entire time. He wanted me to hear him suck his first real cock and I did. I was like a proud mama bear. My months of sissy training finally being put into practice. It was hot hearing Jake swallow cock after cock. I helped Jake get what he wanted out of the sissy life. His journey is just beginning, however. Maybe I can help you with your sissy journey too.

Gotcha Professor; A Sissy Phone Chat Roleplay That Will Make You Hard

Sissy Phone ChatSissy phone chat will suck you in when you are a cross-dressing faggot craving the penetration of a superior women’s strap-on. I know that when you admire a beautiful woman it is not the sexual desire of ravaging her body that plagues your mind. Instead, it is envy that pierces deep within your soul knowing that you, a man, just wish you could be in that pretty lady’s clothes. That is why whenever you show up at that college party, I can tell by the way you are looking at me, Professor, that you want to be naughty but not like all the other professors with their horny teacher’s assistants. 

It doesn’t take much convincing for you to take me back to your place. A single-person basement efficiency. You make good money working for the school, so why live in a dump like this place with thrift store furniture? I know it isn’t because of fancy clothes, because you would rather dress like a whore. However, the air smells of sweet perfume. Hookers. You do like to get your rocks off. You have no wife so it must be an embarrassing fetish that keeps you blowing your bullseye with women of the night. 

You lead the way to the bedroom showing me to the bed before excusing your way to the bathroom. Lingerie hangs ever so slightly from the top drawer of your dresser. Now I can’t help but snooze, stepping up to my red healed platform wearing feet and slowly and quietly pulling out that drawer. It brings a subtle giggle to my sexy lips. Panties, and lots of them. Some bras too. Inside the drawer was a variety of pretty panties all tangled up as if they were having an orgy of their own. You enter the room mid-conversation pausing, words stuck on your lips. Slowly I hold up a lacy pair of purple panties lined with a lilac silk pouch that would be against a pretty puss. 

It’s honestly adorable the way you stumble over your words slowly sulking closer to the ground. Your panties are still in my hand as I slowly walk your way. I reach down and lift your chin, ordering you to your knees. Gently I kiss your forehead and order you to dress up nice and pretty for me and you may get a reward. I order you to show me the rest of your toys, and of course, you do holding up a big 10-inch black strap-on dildo. I can hardly hold my excitement as you dress in your best lingerie. All the naughty nothings that I will be doing to you with this deep dick penetration of mine. I’ve got you now professor, you are mine all mine.

Sissy humiliation training Size Queen

Sissy humiliation training This sexy vixen delights in sissy humiliation training. You should all know by now that I’m a size queen mistress who keeps it as real as she can for you. It serves you no use for me to deceive you or make you feel better about your tragic disability. Besides, come to think of it, I’m the one who deserves pity. What am I expected to do with your tiny cock? Even the term “little” is praise. It’s more like to a guy clit. A disappearing micropenis. It’s pointless massaging or sucking it to get it hard since even hard, it’s a pitiful small pathetic pinky.

Sissy Humiliation Training for small dicks


If this big dick queen is going to devour a cock, it had better be a long, thick hunk of meat! Have you got it? No! I also don’t want to see you jerk your puny winky in front of me, foaming at the mouth and gyrating like you’re having a seizure. Disgusting!

Here’s what I do with guys with little dicks like yours. I dressed you in pink pantyhose and crotchless sissy panties with a little hole in the back for your male pussy. I tell all the Alpha males I know that I have a special sissy girl that needs her ass cherry popped for them to fuck. You should see all of them line up! They understand that if this huge dick lover is pimping out a sissy fag like you, you must be one of the worst losers. And they like assisting their favorite size queen and mistress phone sex in degrading and humiliating little dick sissies like you!

Just being honest! All sissy sluts and faggot prostitutes, unite! It’s time for you to come out of the closet, and I’m just the cunning whore who can bring you there. Nothing excites me more than preparing you to be the sissy girl of your fantasies. I also specialize in: spanking, pegging, sph, bisexuality, smoking, foot and shoe, and BBC, as well as chastity, bondage, humiliation, teasing, and denial! 

Mistress phone sex whore Remi

mistress phone sex

 

I found a cute, little sissy bitch in need of a hot, mistress phone sex trainer to teach him how to take dick! I could tell from the start that I was going to have to be mean to this little whore! He was already dressed up all girly and slutty with thigh highs and a sexy thong. He had a nice, thick buttplug popped in his sweet, tight fuck hole but that wasn’t enough. My sissies are bbc sluts so they have to be ready to take the biggest and fattest cocks. I made that little slut ride a huge, fat dildo and stretch his sissy pussy wide open! I kept telling him what a pathetic cum whore he was and laughing at him. He looked so desperate and sad, bouncing on a dildo and dribbling drops of precum everywhere. I noticed that whore was making a mess on the floor so I started slapping him around and demanding that he clean it up. I made him stop riding that fat fuck toy, take it out of his whore hole and use it to scoop up the sticky cum that was all over the floor. Then I made that little bitch lick and suck the dildo clean for me while I kept telling him what a little bitch he was and how I owned him. I had so much fun with my new slut and I can’t wait to make him take a real cock tonight!

Sissy Humiliation Training for Faggot White Boys

Sissy humiliation training is exactly with a little pathetic shrimp dick panty wearing bitch boi like you deserves. Let your new Mistress train you to be a good little nigger cock worshipping sissy faggot white boy.

Understand your place first and foremost. That is before me, Your Mistress and on your knees in panties. My desire is to make you a good cock sucker and I have a nice big black strap-on cock to train you on. As it is I would be ashamed to have you fail at being a good cock sucker for one on my black studs. So get that suction cup BBC dildo and start sucking it bitch.

The moment you are ready and able to really get sloppy with this cock is when I will be ready to train you on taking it in that sweet pussy of yours.

Sissy humiliation training

Femboy training for pathetic sissy whores

Femboy trainingFemboy training really gets me off. I like turning my sissy sluts into complete whores. I want you to call me Goddess Meadow, I’m a phone dominatrix who will teach you a hard lesson. I will put you in a cage like a dog and take out my switch and smack your pathetic clitty with it. That’s right whore. Take it. I watch you wiggle your hips as I continue to smack you hard, watching you squirm. I go ahead and put a device on your small cock in order to shock it for my own pleasure. I give you your favorite pair of sissy panties to wear and make you put them on from inside the cage. You’re humiliated as I invite all of my guy friends over. They laugh at your humiliated face. They look at me, the BBC sissy trainer, and I instruct them to take out their cocks and to start stroking them in order to get them hard. They do so and your eyes widen from inside the cage as you see how huge their cocks are. Be prepared to take it slut. I electrocute your penis because of your terrified look. I tell you that you’ll take it no matter how huge their cocks are. You will be used, fucked, and humiliated. This is going to be the best forced sissy training session you’ve ever had. I want you to put on a show for these men. I want you to show them how you like forced feminization. I go ahead and open the door to the cage, and watch you crawl out. I give you a pink dress to put on along with some sexy lingerie and stocking to put on underneath. I watch you prance around and dance for them. They laugh at you knowing that this femboy training session is really going to be a tough one for you…

Sissy phone sex confessions

Online sissy trainingWhen did you recognize it? Did you just realize this recently or had you known all along? Don’t pretend to be confused, you know exactly what I am talking about, don’t you? Don’t doubt yourself.. Yep, it’s the first thing that came to that slutty mind of yours. Maybe you are still having trouble accepting it.. You don’t like being called a faggot, in no way are you gay.. Right?

Even though you slip your penis into a pair of sissy panties nearly everyday.. Still nobody has a clue! Aren’t you so tired of hiding the truth? The first step is confessing.. Don’t worry I will clear that fog up for you. You come to me for acceptance.. You love the idea of a woman encouraging you to suck and slurp..

Sometimes you may even use the excuse you want me to enjoy myself, it’ll seem as if you are sacrificing me or your girlfriend to get our pussies stretched by a BBC.. Its safe to say, you only do that for your own personal pleasure.. You keep in mind when I orgasm all over his cock you can use the excuse of being a slave for me.. That’ll make it possible for you to clean his cock up of all my sweet juices.. Manipulation?Sissy slave training

In reality we both know, you want what’s inside his gusher.  You are hoping I get so aroused watching you drag your tongue up and down his cock that I enable you to bend over.. You want your man pussy to be loaded with the creamiest thickest cum load.. I guess that’s what I am here for… To be the one who tells you it’s okay that you are intensely attracted to big cocks.. Some men have big dicks and guys like you just have little ones!

It’s totally understandable, you want to find out what it feels like to have a real man’s dick in your hand ! Maybe even have a better understanding on why your “prude” girlfriend suddenly is a nymphomaniac when it comes to a big black dick.. its okay, want to see a magic trick? kneel down before me and watch my tight snatch swallow up an 11 inch dick.. Meanwhile, I want you down on your knees sucking my cunt juices off his balls and dragging your tongue up and down his cock as it slides in and out of me. It’s time for Online sissy training… WBMT offers the best Sissy slave training on the web!

Sissy slave training is what I do naturally

When you have been around enough sissy bitches like I have, Sissy slave training is natural. So when I was at a party and bumped into a wimpy boy I knew he could be trained easily. I looked in his eyes and called her a little slut. His eyes twinkled, I told him to get on his knees and kiss my feet. Once he did he became my new sissy. I told her that she would undress and crawl on all fours for the whole night. She became very obedient, I brought out a strap and I put it on. I made my sissy open her mouth and take my cock in her throat. She did and everyone watched as she got throat fucked. Her clitty leaked  for my strap cock in her mouth. She was so excited that I was able to rub my cock on her sissy pussy and have her push back on it. This started as Forced sissy training but it finished with me making her leak in front of everyone while I fucked her.

Sissy slave training

Sissy Panties: What color do you like wearing?

Sissy PantiesSissy panties always need to be worn when a pretty little plaything is in the presence of a hot young Princess like me. I can smell pathetic sissy losers in the air whenever a sissy faggot is well within range. Brainless sissys need to feel the silky panties against their little winky, it feels way better than fake men’s boxers. They can be so rough, a real puss needs panties after all. Catching a sissy wearing fake man clothes will result in caged punishment and withheld cum. There is nothing worse to a sissy bitch than knowing that he has to look and not touch. Why even push the envelope, put your panties on, and ring up the hot young mistress of your dreams? 

Sissy panties Randi Gets first cock

Sissy pantiesSissy panties Randi Gets first cock. I’m so excited. Mistress Zoey has a sexy Sissy Achievement Award to present tonight!! Dirty Little slut Randi in panties has sucked his first cock!
When I heard that Randi had her very own cock to suck for the first time My pussy just throbbed in time with my heartbeat!!!
Y’all know Randy right? The little baby dicked man who had a girl’s panties thrown at him, while she was visibly angry and still laughing. All because he had a wee little shrimp to Dickie poo! And while she was horny and he didn’t have the man meat to fill her up the way she needed to. Hell, I bet she even doubt that he would be able to rub her vagina walls!

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But This weekend I Got the best news during our Mistress phone sex! Randi took his little bubble ass over to the local gay club and picked him up a daddy to suck off! And not just one time either! Eight fucking times and his new daddy wants him to suck his boyfriend off too! But What makes this so great is Randi got a nice 8 inches of cock to suck off 8 different times. 8 for 8! Or is it 8 by 8? Randi is such a little bitch over the weekend he was texting and begging his new daddy to suck his cock every chance he got! All while in her sexy lacey panties. Panties that made gay daddy so turned on! 

💗 Sissy panties Randi Gets first cock 💋

The only thing is that the new gay daddy wants to fuck Sissy Randi’s ass and he is not ready to get his ass fucked by a real cock. Let alone 8 whole inches of man meat. But time will tell and the most important thing is that Sissy Randi has started her cock sucking cum eating Journey. She says it was the best-tasting cum that’s why she keeps going back! There are so many cocks out there just waiting for Sissy Randis in panties cum whore mouth!

So now for your award SIssy Randi! For the biggest and most cock sucking of your single first cock ever! The slut Randi gets her cock! 

Mistress Phone sex