Tag: humiliation phone sex

Bad Girl Gets Pegged

Bad girls get pegged when they are under Mama Diana’s control with Sissy girl training. My naughty sissy slut slave soiled her pretty little panties while she was humping on a pillow. My little naughty slut was watching mommy Diana take some big cocks and couldn’t help grinding her clitty on her hump pillow. She went squirt in those pretty little pink panties and I made her keep them on while I moved the back of them aside. I had to punish her and peg that sweet little sissy girl pussy. She was whimpering because Mama Diana gives no mercy when bad girls make messes without permission. She was forcefully face fucked by one of those BBC’s that was fucking my milf ass. Yes she has a dirty mouth as well as a dirty bum bum. Sissy got  time out in the corner with no cleaning up because she was a dirty girl.

Sissy girl training

I made him my bitch

best sissy trainerI took a strong, successful man and made him my bitch. I broke him like a horse, slowly, carefully until he was completely incapable of doing anything without asking me for permission first. We met on a blind date and while he was handsome and clearly wealthy, there was just something about him that was off. He had a weakness in him that I could sense so I went about exploiting that weakness right away. That first night I had him on his knees begging me to fuck him with my giant strap on cock even though he had never attempted anything like that before. By the following week I had him dressed in women’s clothing sucking my lover’s cocks like a faggot. And just yesterday he went on his first out call appointment as a whore. I took that strong man and made him my bitch and that just proves that I can break anyone.

My Panties are Your Sissy Panties

sissy pantiesI sold a pair of my panties to a caller and now they are her sissy panties. She called me late last night after her clueless wife fell asleep and pranced around in them. She bought a pair of my pink silky panties. She sent me pictures and I laughed so hard. She is a big hairy boy and she was crammed into my pink panties like a sardine. Now do not misunderstand me. Her dick was NOT filling up my panties. She has the tiniest click stick. Her clitty would not fill up a pair of Barbie’s panties. She had a big old belly and a round rump making my panties look like dental floss.  She needed sissy phone humiliation and she got it. For a pathetic sissy like her, however, humiliation is not punishment. I knew what was, however. I made her shave her hairy chest. How can you be a sissy covered in hair? She is married and has long fought me over shaving her unseemly body hair because her wife would ask questions. I had pictures of her in my panties. I had her home number. I had her wife’s name and I had her address. I threatened to tell her wife what a naughty sissy she has been to get her in line, and I had pictures to prove it. Just the threat of blackmail made her get out the razor and take off that nasty hair. I could not trust my sissy, so I made her send me after photos. I almost pissed when I realized she really did shave her hairy body. She looked so much better in my panties then, but she still needs a makeover. When I am your sissy trainer, you listen to me. You give me information you do not realize I am saving for the first moment you step out of line. I am the best sissy trainer because I know how to handle disobedient sissies.

sissy phone

You want the best sissy trainer don’t you?

best sissy trainer“You want the best sissy trainer don’t you sissy?” I asked my latest little sissy whore and she just shyly shook her head yes while looking down at the floor. “Well if you want the best, you have to be prepared to work hard, now don’t you?” Sissy had nothing to say to that, she was far too embarrassed about how she reacted to having to suck her first dick. She was so rude to the poor man that was actually paying to get his dick sucked and I felt so bad for him that I almost did it myself! You all know that I don’t ever stoop to paid work like that I just collect money from the whores that do but this little whore was making me look bad. She refused to suck his cock until I got so mad that I threatened to drop her as a sissy. I told her that if she didn’t suck this poor man’s cock and give him his money’s worth that I would never see her again. She didn’t want that so finally, she sucked his dick. Once she started she was into it just like I knew she would be, she even swallowed all his cum too like a good girl.

Milk machine torment

sissy phone sex

I love seeing my heels against your face. Your little clitty is so hard when I’m rough with you. I have lots of fun toys. I want to tie your pretty little self up and hook you up to my milker. I want it to suck and tug on your little clitty and milk you dry! I love using my milking table. Strapping you in tight with all my restraints. Pulling out my fun little prostate vibrator and rubbing your p-spot while i have my milker turned to max, not letting it up as you cum over and over again begging me to stop. But you and i both know i won’t do it, i am gonna milk that little bitch cock dry until you beg and break down using that safe word.

Enjoy Cum Whenever You Want

Taboo phone chatI bet you are a cum eating little whore, aren’t you? Well, then you are going to love this! The one thing cum whores love is finding ways to enjoy cum whenever they want. Especially around others who are none the wiser. I do say cum should never go to waste and now no cum needs too. It is so simple! Simply take any cum and freeze it! You can mix in a little water and cum and make your own cum ice cubes. They look pretty much the same so no one would ever know. But you will know, won’t you? Now you can be a cum guzzling slut anytime you want and around people who don’t know what a little cum whore you are. Isn’t it so much more enjoyable to do naughty things right in the open?

Mistress Francis is Watching You

Mistress Phone SexSissy PantiesHey, my little sissy slut. You wearing your sissy panties like Mistress Francis told you to? You better be. Now let us play. I want you to pull now your panties and play with your little clitty. Rub it nice and soft and see if we can get that little thing to grow just a little. I can imagine you are moaning a little now, are you not? Ok now when your clitty starts to leak I need you to stop. Very good. Now go grab that big fat dildo from your toy drawer. Oh, that is big baby. Rub that little clitty leakage all over the tip, just like that. Now stick your sissy ass up in the air, spread your cheeks and ram it into your man pussy. Do not be gentle and do not go slow. I want you to force it in there. Yes, like that. I imagine you look so cute with your panties around your ankles, your clitty leaking and that big thick dildo sticking out of your man pussy. Now you little cock slut I want you to ride that dildo, taking it deep and fast. Keep going. I see your clitty leaking again and you are moaning so loud. Now stop. Oh, you look so sad. Did you really think that I would let you cum that easy? Of course, I would not. So, my little sissy boy, you put everything away and do not touch yourself again until Mistress Francis gives you permission. And remember no touching that little clitty either or I will know, and you will be punished.

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.