Tag: Forced sissy training

She Is So Obedient

mistress phone sex

I had the most perfect sissy call the other day. So obedient and so submissive. Willing to do anything and everything with just my command. Allowing me to dress her anyway I see fit. Never offering her opinion for anything. Understand that she is to please me without question. Dressing in frilly sissy skirts and hot sexy heels and stockings. A big thick butt plug pushed deep inside her pussy. Her little clitty contained with the smallest of cages. Teasing and tormenting her with her favorite shemale porn. Watching the grimace on her face as the cage prongs stick to her swelling clitty. Trying to contain her excitement but failing. Small droplets of precum leak and I laugh. That will get you punished you faggot. She calmly walks over and bends over my knee, pulling her panties down and exposing the jeweled butt plug. I am not even going to remove it for the punishment. I admire her pale white cheeks knowing they will soon be a crimson red. I start the paddling. One cheek, then the next cheek. Back and forth over and over. She never asks me to stop. Her ass is bright red with white patches. Her clitty is swollen and painful as I reach my hand back for the final blow.

Best Sissy Trainer Loves New Toys

Best Sissy TrainerI see I have a new brat to tame tonight don’t I? Your pretty girlfriend sent you in here right? Oh yes, she’s lovely indeed! I got to have some fun with her this afternoon and sucked her pussy as she told me all about you! hahaha! Quite the screamer too. She said you were nothing but a little pansy bitch just waiting to become who you really are. So, are you ready to become the sissy you deserve to be so you can stop disappointing that sexy girl of yours? Get on your knees! Crawl naked on the floor for me on all floors! Those pink panties are laid out just for you little faggot. Try them on and come out to meet some new friends!

Forced Sissy Training 4 my bro

forced sissy trainingIt’s only a matter of time before I give my brother some forced sissy training. He is a smaller sized guy who already looks a little effeminate to me. All through highschool girls asked me if he as gay. I would say that I didn’t know. But the more I learned about life, and sissy training. I began to suspect he was very much like our father. Is being a sissy inherited? I always noticed panties, stockings and bras going missing. I would get into a fight with my mother that my father was yanking his cock to my underwear. She would punish daddy until she told me that she was satisfied it wasn’t him. It really dawned on me one early Saturday morning. I hear the sound of a vibe coming through the walls between me and my brother’s room. I decided to creep next door and see what was going on. And as I turned the doorknob and slide in his room, I was rewarded with my brother on his hands and knees teasing his butthole with my Vibe! He didn’t even notice I was there! “Keep it.” I giggled. He was so embarrassed telling me it wasn’t was it looked like and that he wasn’t gay! “I know you’re not, you’re a sissy,” I said with enthusiasm. My brother still denies that he needs sissy girl training, but we shall see. I love forced play of a sissy whore!

Punishing My Sissy Cum Slave

Sissy pantiesMy sissy slut Cassidy pissed me off the other day. She disobeyed her mistress and removed her plug before I gave her permission. To make matters worse she didn’t even use her mouth to clean it like I like all my sissies to do. She was nervous her wife might find out about it. Just for that I locked her little clitty up in an extra small cock cage and made her wear her pink frilly sissy panties home to her wife. I also put my inflatable ass spreader in her and filled it all the way up. For good measure, I made her suck on a cum ice cube on the way home too. I want her breath to smell of fresh cum when she goes home to kiss her wife.  I hate it when I have to punish my cum sluts but this mistress doesn’t take kindly to disobedience. This little sissy will learn to understand that her wife is not the one she needs to be afraid of. 

 

Taboo Phone Chat Gets Dark For Bad Sissies!

Taboo Phone Chat

All sissies get to endure my taboo phone chat role play when they misbehave and my dark side comes crawling out of the depths. I will bend them over a breeding bench, and have a huge fourteen inch fuck machine come in to act out my rape fantasies on their little assholes. Meanwhile, they’re being force fed hot cum straight from my Cum Cow farm, and I’m torturing their poor little clitty. Consider it your second circumcision but this time, it’s going to fucking hurt a lot worse. Let’s shave off that last inch or two, and leave you with a flat little piss hole! Go on, get the grinder so I can end what’s left of your “boyhood” before we forget you ever had balls for good. Oh your balls! Yes, those come away next. Let me get my sewing scissors.

Mistress phone sex with Miss Remi

mistress phone sex

 

Mistress phone sex is my favorite way to have fun! I love telling stories about what I do with my sissy bitches. Last night, one of my favorite little, sissy sluts came over to see me for some kinky play time with his favorite mistress. I had a date planned but this sissy bitch is such a good cock sucker and such a cum thirsty, little whore that I just had to use his slutty mouth. I had him suck and stroke my date’s fat cock until it was rock hard and throbbing for me. I got so turned on watching his throat getting fucked so hard! He watched me ride that massive, fat fuck rod until I drained my date’s balls into my hot cunnie. My little cum slut  was begging me to lick up that creamy load but I made him wait. I wanted to feel that creampie drip out of my hot pussy while he cleaned my date’s cock off with his dirty whore mouth. I even got a hot video of my cum slut, sissy bitch licking my pussy clean while my date pumped him full of cum! I’m going to be watching that while I wait on my phone to ring.

Get Dressed

 

mistress phone sex

Time for a pool party baby. I am having some friends over and you and my hubby are going to be the entertainment and pool faggots. Go on into the room and I have laid out the sweetest little slutty maid outfit for you. A hot short, pleated skirt with matching corset, a black thong, breastplate and black thigh highs and heels. Oh, and I put a pretty Christmas tree butt plug beside it too. Make sure you push that all the way into your pussy babe. Then put on your lip gloss and get out here.

Oh, my look at you two. Perfect femboys. Now get to work. You know what to do. Grab your trays and make sure everyone gets their drinks and appetizers and whatever else they want too. Oh, and don’t forget the poppers, you know how much my friends love those. Come closer. I whisper in your ear that your mouths and man pussies are available too. Don’t disappoint me and don’t embarrass me. As I sit back and sip my drink I marvel at my party. Then I see you both performing lovely.

My hubby on his knees sucking a big black cock, which he loves. Practically worshiping it. I can only imagine the little clitty leakage occurring as he devours it. You? Well, you are bent over the table. Skirt pulled up and taking a big thick dick in your tight pussy as you also suck a cock in your mouth. You both look marvelous. I could use another faggot for my party. Do you think you have what it takes?

BBC Sissy Trainer Heaven

BBC sissy trainer My little sissy cum sluts are trained to be the perfect BBC cum whores just like their sexy Mistress. I put my sissy on a leash and caged up his tiny clitty. Mistress Heaven has a surprise for this sissy slut. “I have a surprise for you that I know you’re gonna love my beautiful sissy,” I told her. Before she could ask any questions, I commanded that she open her big mouth nice and wide. I completed her slutty leather outfit with a new toy, a slave punishment mouth gag with nipple clamps. Her pretty red lips looked so plump and sexy in her new toy. “Assume the position” I instructed. My obedient sissy slut bent down and got on all fours. I pulled out my next surprise, a huge hollow tunnel butt plug. I inserted it into her tight sissy asshole. She whined and tensed up. “You better get used to the feeling of having your tight little man pussy stretched open babe. All good sissy pussies are always wide open and ready to be used at any given moment.” That’s when I brought in my final surprise a BBC friend of mine who just happens to love breaking in new sissy sluts. “You’re going to be the best sissy and lick my sweet pussy while my friend fucks your boy pussy with his giant black cock,” I smiled. I spread my legs for my sissy as my friend rammed his cock into my sissy’s hollow asshole. My pretty sissy obeyed my instructions while her tight ass got used and fucked. She sucked my wet pussy as my friend’s massive cock filled her juicy, stretched out man pussy with hot sticky BBC nut sauce. “Let my beautiful cum whore clean you all up, friend,” I told him. My friend nodded and pulled his hard, shiny cock from my sissy’s wet asshole. He removed the mouth gag and replaced it with his BBC. “I want that dick all cleaned up, sissy,” I directed. “You’re going to be a BBC pro by the time I’m all finished with you,” I smirked.

Mistress Phone Sex Cum Eating Training

Something I always wanted a guy to do for me was to eat his own cum. I love cum eating phone sex calls. Well, I am perverse to know that I could really make a guy eat his own seed. Like a straight guy. You will be all worked up and excited and I would force you to lick that semen up off your fingers before the feeling goes away. You will do it for me. You will be my submissive cum eater and I will be your Mistress. Lay back and listen to the sound of my voice. I will taunt and tease that jizz from your sexual member. You will have to instantly put your fingers to your mouth and eat that semen. This is how you prove to me that you are my slave. A good slave does what his Mistress wants. That is the power I have. I make you eat your cum. If you don’t follow through you will get two more chances. You fail all three and I am not going to be bothered with you anymore. So that is my first requirement for my slaves. I may request you buy a dildo or a cage and we will then carry on from there. But first things first. The cum eating initiation into servitude to me.

Mistress Phone sex

The Best Sissy Trainer for Christmas

best sissy trainerGive yourself the best sissy trainer for Christmas. The holidays are right around the corner, and you deserve something for yourself right? It can even be our secret. I have plenty of closeted sissy boys. Most of my sissy callers and clients are married with respectable jobs where imagine is important. What happens with us during our time together, stays between us. Unless you piss me off of course. I have a private sissy client I see in real-time. I have known him for over a decade. He was my divorce attorney. One of the best in the industry. I saw something in him. He knew what I did. At that time in my life, I was not doing sissy phone sex yet. I was a dominatrix. My ex-husband was trying to blackmail me into getting custody of our offspring. I knew if he got custody, he would send our sissy boys to some alternative conditioning school where they could not be themselves, so I hired the best lawyer. He became one of my first sissies. We have had a decade relationship, but he recently tried to black mail me into free training. Like that shit is going to fly. He had no power over me. Being a sissy trainer is not illegal. My sons are trans, and young teen boys, no one can take them away from me. He was trying to black mail the wrong woman. I have nothing to lose, but he has everything to lose. I sent him an email of him in frilly pink dresses and bonnets getting spanked and sucking cock. Over 10 years together, I had a ton of photos. I told him one push of a button and I would send them to his firm, the American Bar association and his wife. I am severing my relationship with him too. I mean you cannot blackmail woman who is providing you with sissy training and not expect her not to fight back. I am a nurturing and sweet sissy trainer, until you cross a line. Then you will pray you had never met me.