Category: Humiliation phone sex

Forced Sissy Training Femdom Sessions

Forced sissy training is what this young man got. I found this young man sneaking around the back of my place where my bedroom window is. It seems he found himself some good jerk off material in watching me. He has been positioning himself under my window and watching me undress and masturbate. Some nights he got lucky and got a hot porn movie to himself. Me taking three big black cocks for a couple of hours. We fucked and we fucked good and long. I heard him outside and made him bring his sweet candy ass in. I found this to be my best friends son. She has told me he has been being weird lately and now I know. I decided that he needed to put on my panties, some stockings and even a bra for me. I painted his lips and told him he was officially my Bitch and I would train him to be right. I let him know that he was going to be forced to please dick and that meant to dress for that dick too. He was to come to my place nightly and come in the front door. He is to dress in whatever women’s clothing I leave out on my bed for him and he was to be prepared to be a part of the show. I trained him to suck that BBC and yeah, it was forced at first. Soon enough I knew he would come around and be the big dick sucking tramp he is currently.

Forced Sissy Training

Humiliation Phone Sex Gone Wild With Remi & ZOey

humiliation phone sexRemi And I had the pleasure of Giving the sexiest and best Humiliation phone sex to date. Now Remi Might look the sweet innocent little bombshell but she is a master of humiliating guys and gave me a run for my money recently.  Remi Has no Patience for men who aren’t hung like a fucking horse. ????And I Enjoy the biggest of black cock, so we put two and two together to make a pathetic little shrimp dick explode for us! We had this Bodybuilder who was cursed with a small little weenie that he hid in his underwear since before Highschool. I don’t know about you but if you shower with underwear in the locker room you have a little something to hide! Well, Remi and I descended on this confession and had our Macho man with the little hot dog kiss and suck our feet and Then brought in the big guns. Tall, handsome, well-hung men that even in their underwear couldn’t contain the girth of those cocks. Remi giggled and was just a tad mean ????as she made our small cock victim suck and slobber all over enormous cocks. Our small-dicked man enjoyed our laughter and comments about his lack of penis size. We rubbed our feet all over his face and made him worship us like the best sissy trainer duo we are! Come and get your humiliation on!????best sissy trainer

Sissy Phone Sex with Your Wife and Mistress

sissy phone sexSissy phone sex is still popular. Maybe even more so than ever. Last night, I had a real treat. One of my regular sissy girls called me with his wife. Most of my callers are in the closet. On the outside no one knows they like sucking cock and wearing panties. This sissy was busted by his wife riding her dildo when she came home unexpectedly from work one day. At first, she was disgusted. She thought perhaps she married a fag. I am not saying she didn’t. The jury is still out on that one lol. She just needed time to adjust to the fact that her husband was a cross dressing sissy. The more she thought about it the more she realized having a sissy is the best accessory a dominant woman can possess. We share sissy slave training duties with him. Until last night, I had never spoken to her. In fact, I thought it was likely my sissy lied or embellished about her involvement in his training. Turns out he was being truthful. She is furloughed from work until this virus has quelled some. That means more time on her hands to play with her sissy husband. We took turns last night shaming and humiliating his little clitty. I enjoyed sharing him with his wife. She pegged him too. I knew that was real because I could hear the whimpers. Made me wonder if when he is fucking his back door pussy with a dildo on our calls, if he is really doing it. He never sounded like that on the phone lol. My guess is my sissy bitch is sitting on an inner tube today. A sissy can never have enough mistresses in his life. Although online sissy training is all some sissies can have, the best scenario is a phone mistress and a real-life mistress. Together two sissy trainers can create the best sissy ever. 

Such an eager little pet… at first

best sissy trainerMy newest pet was an eager little whore for sure, he messaged me all the time and begged for my company like a little puppy begging for a treat. He practically humped the computer when he was looking at my pictures and he obeyed my every command. But here lately he has been missing in action and I am very disappointed. This little beta boy bitch needs to remember who his Master is and that is ME! I don’t care about his wife, I don’t care that she is cheating on him, that is her right and he needs to deal with that. All I care about is that he continue to worship me as I should be worshiped and if he is going to be a slacker in that regard I will drop him as a pet and leave him with no Master at all. Is that what you want my little beta bitch? You have disappointed me, do not let it happen again or the consequences will be harsh!

Can you handle me?

best sissy trainer Don’t be afraid to get naughty in the bedroom. I understand sometimes you have urges to do very freaky things with men. I want you to embrace that. I adore sissies. I take them under my wing and train them to become confident trannies. You will get excellent help with finding young handsome and well hung men to fuck. I have experience with cuckolding. I will make sure you have proper coaching I’m the bedroom. With my help you will taking more dick than ever before. And with so much options of handsome men to choose from you will stay quite busy. Come start your training today. I will put you on your way to becoming the sexy femme you always wanted to become. Its my dream to have a full client list of sissies and trannies that can say I was the one who inspired them to explore with sex more and take dick like a gay porn star. Let’s explore together.

Heavenly Temptation

Best sissy trainer I am ready to give you your training. You said you want to learn how to be more feminine and seduce men in the bedroom. Well I can do that for you. You will enjoy sucking the large cocks of the the men I bring to you. You will feel so sexy in a bra and panties while being fucked from behind. I know many handsome men with large cocks that can make you there little sissy servant. Is it your dream to be the center of attention in a room full of hot guys. Well if I bring over three hung gentleman. And tell them you are the hot tranny they want to fuck. Can you handle the dick there giving to you. You will have maybe one or two cocks on your ass at the same time while your gagging on some huge throbbing dick. Sound like something your interested in? Well I can’t wait to get started.

My Newest Bimbo Is Ready To Play

Sissy slave trainingFinally, my little slut is almost ready to join my collection of ultimate bimbos. Only my best mindless cock drones can be considered for this special elite group of sluts. It’s time for a little inspection. My bimbo whore took time getting into this tight red dress that nicely accents her ass and new tits beach ball size tits. I thought those would be wonderful for a cock craving bimbo to have another spot to shove cocks into. Mmm, very full red lips, perfect for shoveling cock into that cum hungry mouth. Let’s bend this whore over, nice red thong with the tiny package tucked away barely noticeable. Little pussy, a little tight and clean but certainly fuckable. Oh and nice and smooth, oh these legs are perfect. I know what my little whore wants more than anything though and that is cock. But not just any cock, big large cock that only the best whores can really handle. That is what will be little Bimbo Jess’s final test to see if she is ready to be the perfect fuck doll and accepted into the elite ranks of the best bimbo’s around. I picked out the biggest black cock I could find for this special occasion. Leading him into the room my hand grasping his thick 14-inch cock. So tempting to enjoy this big cock all for myself but I have self-control, unlike this Bimbo slut who from the moment she saw such a cock got on her knees and opened wide. A promising start. I watched as she masterfully licked and sucked that big black cock completely hard, then started taking it down her throat with little effort, working her hands down the rest of his shaft. Her focus is 100% on his cock. He finally decided he wanted more from this slut and pulled her up and bent her over. Ripping off the frilly red thong shoved his big back cock into her tight bimbo pussy. Making her scream loudly with pleasure as she pushed back up against it, determined and greedy to get that big black cock completely inside her. She didn’t stop until she felt his big black head swell up and explode his load of hot cum in her sissy pussy filling her up. Like a true whore, the first thing she asked for was for more.

Sissies Need Humiliation Phone Sex

Humiliation phone sex

Humiliation phone sex sessions are a naughty sissy’s worst nightmare, or biggest rush. Look at this Sissy! She is so pretty and I think she needs to suck a lot of cock so she can get some fake titty implants. She looks pathetic with those stick on tits. I think Sammy needs to be teased more because those things are meant to stay covered. Look at them! They don’t even match her skin tone. I know how badly Sammy wants real tit implants so she can be a pretty girl. How do you feel about my idea to make her whore herself out for guys to use? I personally think she needs to start working it for free. She needs to visit glory holes and suck dick. Cover those titties up with pretty lingerie and wear some silky stockings. Once this sweet sissy looks pretty with the whore red lipstick on then we will see about her earning those big breasts she so desires to have. Sammy has a nice physique and pretty face so she is a easy one to transform. I am the best sissy trainer for Sammy and she is such a good student for me. I directed her to buy some toys and lingerie to assist her along in her sissification and she will be reporting back to me with all pictures of her shopping.

Best Sissy Trainer

I Have a Dildo For Your Man Pussy But You Have to Earn It

Mistress Phone Sex

Look what I have for you little sissy boy. A big thick dildo. Know what I am going to do to you with it? I know what you would like for me to do with it, but you are going to have to earn it first. I am going to sit right here on the edge of the bed and watch as you get this strapping big dick stud ready for me. You suck him nice and hard and take his dick in deep. I will let you keep going until you can taste the precum and then I will take him away from you. You can watch as I spread my legs and this fat cock fucks my bald juicy pussy and pumps it full of his warm yummy cum. When we are done, I will let you lick his cock clean, do not forget the balls love. Nice. Now come here and clean out my pussy, getting every last drop of that cum out of me. Oh, my sweet sissy you have done so well. Now pull down your sissy panties and let Mistress Violet ram this big fat dildo deep inside your man pussy. Let me hear my little cock slut moan as I fuck your man pussy with it.

Cock Sucking With Carmalita

best sissy trainer I am ready to dominate you. Can you handle the intense training you will endure? I am going to turn you into my punishment sissy whore. If you can’t take the humilation then maybe you aren’t up for the challenge. I am going to bring over my freinds with the big black cocks. Don’t disappoint them. I want you to take it in the ass while your sucking them off. They all have been waiting for that sissy boy I’ve been telling them about. They get hard just seeing you dressed up in women’s underwear and you pull the panties to the side when you bend over to get fucked in that tight booty hole. I just might have to use my strap on with you myself. I know your just the easiest sissy to control. So eager to please the teacher but I’m not going easy on you. I expect you to fuck all three of those men tonight. And no complaining that they are rough with you. ????