Category: Mistress phone sex

I made that little bitch squirm

sissy phone sexLittle sissy bitches need lots of humiliation to really learn their place don’t you think? Even if they say they don’t like it they clearly do, their little clitties always get hard when I degrade them no matter how hard they cry. Well one of my little sissies tried to say that he never wanted to be humiliated, he said that this was a private thing can you believe that nonsense? So I forced him to dress up like a whore and  took him to the pool at a fancy country club and made him parade around in a bikini for everyone to see. He claimed that he hated all the people staring at him but his lil clit was poking out of his bikini bottom so that was a lie. I made him go to the private pool since he lied to me and back there I had all kinds of studs there to use him like that whore he was. I made sissy fluff them all up and even bent him over so they could fuck his lil pussy too, he claimed to hate it but I know better.

Be my sissy cuck

Sissy phone chatHere I am just laying on my bed & having super kinky sissy phone chat all night long with sissy cuck after sissy cuck! I just called up my big cock fuck buddy to come over to my house and fuck me so that my sissy cuck boys that I am training can hear me get fucked by his massive dick. My sissy cucks stroke their tiny peepees while they listen to their Goddess get shafted by thick long daddy cock! All of my pervy sissy cucks go above and beyond for their Mistress and always send a pretty tribute to purchase my sexy high heels so that they can fill them up with cum and fuck them as they envision it as my perfect pussy. Haha they can keep on dreaming because they will never get their filthy hands on this delicious body of mine, it’s reserved for big cocks only! My sissy cucks have the most devious & naughtiest imaginations and love being able to use my sexy stilettos as containers for their cum!

Sissy Phone Sex Fun

sissy phone sexSissy phone sex is the most fun a woman like me can have! I am amazed still that I have a job like this. I am a real-life sissy mom. I love turning men into the sissies they were meant to be. I also like talking to real sissies. I find it enjoyable to hear how other sissies have been raised and their experiences. Some sissies are for daddies and some are just for mommies! My two sissy boys are for both. I have raised them to take care of me sexually. They eat mommy’s pussy and ass. They take care of their sister too. They do the housework and help with our beauty. By that I mean they give us pedicures and manicures, even do our hair and make-up on date nights. My sissy boys also make money for my daughter and me. I pimp out their sissy holes to rich daddies who like young sissies. At a certain age you can’t tell the difference between boys and girls. A tight backdoor pussy feels the same as a front door one!  My pretty angels entertained a super wealthy daddy last night. He wanted them both and paid well for them both. Their sweet young holes got fucked for hours. They still have cum inside of them. Today, however, is about me and my daughter. My sissy boys are prepping to watch us get some big black cock. Sissies are so versatile. Are you a good sissy or do you need sissy training?

Sissy Tranny Bitch

Mistress phone sexI met a cute sissy tranny through another one of my sissy slut trainers. Donna had been training her for a few months and she wanted to test her sissy tranny with another strong Dominant. Arriving at Donna’s her sissy tranny was already in restraints with a very red ass. Donna had beat her ass for twenty minutes. Giggles that is exactly how many minutes I was late. Suzi had tears in her eyes and I felt my pussy tingle looking at her bright red ass. Donna had her thank me for being late and Suzi whimpered out the words. I patted her head as I walked past her. Donna and I were laughing at the worthless tranny before us. Donna got out her dildoes and toys and the fun began. Suzi took every strike we gave her across her flesh. Her ass opened up wide when we shoved the 13 thick inch blue dildo in. She took the whole thing. We lowered her restraints making her level with our soaking wet pussies. We both sprayed her with our cum and left her in her restraints while Donna and I were fucking each other.

Celebrate Your Independence Now

Now that the 4th of July has passed, you can do some of your own personal celebrating with the best sissy trainer Diana. I love my Sissy sluts and want to be a part of their celebrating of their own identity independence. Accepting your true feminine selves is a big step and once you feel the freedom it offers to be so accepting you can celebrate You! I am here to offer some guidance and a friendly ear for you to get some of the stress or tension off that comes with wanting to be different that what others expect of you. I am the nurturing mommy that can be here for you and I accept you as you are and I will help you be the best little cock sucker you can be and the best little sissy you desire to be.

Best sissy trainer

Sissy Training on the 4th

sissy trainingMen call me for sissy training all day long. I don’t know why women don’t want to have a sissy. I love it. Every woman should have their own sissy. They will do anything you ask or want. They make the perfect maids. My sissy boys are well trained by me, their mommy. I had a little 4th of July cookout this afternoon. My sissy boys were the ones serving drinks and food. They also doled out blowjobs and cunt licks. Whatever my guests needed, by sissy servers delivered. I have some demanding friends too. My sissy servers swallowed a lot of cock and ate several pussies too. My friends love coming to my house because they are guaranteed to have their needs met. I had my sissy twins dressed in French Maid outfits too. White stockings framed their asses and little clit sticks. Their skirts were very short, so every guest could see their goods. Some of the women got fucked by some black bulls I had on hand and my sissy boys were there for cleanup duty because they had the best sissy trainer. They had me, their mommy. Are you as good of a sissy as my twins?

Dominating Jerry’s Wallet

Phone dominationDomination phone sexMy sexy naughty lil’ friend Katelyn is my owner and I am her submissive cunt. Together we have phone domination over pathetic piggy Jerry and drain his fat fucking wallet. He loves us and how we are able to disappear & place him on hold while masturbating without telling him or giving him any sort of warning whatsoever. He does not deserve to know when the fuck we are pleasuring ourselves!  All we have to do is fill up our syringes full of meth and inject him with it and he will continue to let us disintegrate his bank account all day long. That’s all that Jerry is good for and all that Katelyn and I give a fuck about anyways! If you don’t benefit us in a lucrative manner then we don’t fucking want you! Our financial needs are all that matters. Plus, Katelyn and I are size queens and Jerry’s pathetic little cock is so fucking hilariously small. Haha! Her and I are constantly cracking up at how it twitches while it attempts to get hard for us as he strokes it like the pathetic little pay piggy that he is. We tied him up to the bed so that he was laying spread eagle with his tiny pee pee wannabe scrotum sack on display for everyone to see! Katelyn had a whole bag full of paper clips for us heat up and brand & tattoo his cock with so that everyone knew who the fuck he belonged to! We blindfolded his pathetic face so that he couldn’t see all the fun that Katelyn and I had while we dominated the fuck out of him. I shot up his pee pee hole with meth and made sure to unleash every last drop into his blood stream! Jerry loves that we deliberately force him to be intoxicated with drugs and under our sexually erotic spell. He is too much fun to use and abuse and we love having domination phone sex with him! 😉

I blackmailed him

sissy phone sexThis little sissy slut was coming to me for training but for whatever reason he was very resistant. He even threw away all of his girlie clothes and panties and all that, can you believe that nonsense?? Well I was tired of his bad behavior so I went to his house and made him dress up with all the clothes I brought with me. Then I took a whole bunch of pictures and told him that if he eve disobeyed me again that I would publish them all and make sure that everyone he knew saw them. Oh boy he was definitely ready to obey me then! He was freaking out and crying and begging me to keep the pictures a secret, it was hysterical! I just laughed at him and told him that I would do whatever I felt like doing so he better keep me happy or else. Well, he handed me a wad of cash, took me shopping and promised that he would keep me happy so for now I will keep those pics to myself. I wonder how long he will last before he pisses me off…

Lick my ass

Sissy slut hut

I went on a hot date with a guy who seemed almost perfect last night. Almost perfect until I got him back to my room and took his pants off and saw his little pathetic tiny dicky. When I saw the size of it, I just laughed. His face fell and he started to blush. He asked me if I still wanted to fuck, and I just laughed some more. I told him he could still make me cum and he could get himself off, but that I would never let something that tiny and pathetic into my pussy. I started pushing his head down between my legs and to my bare pussy. I commanded him to lick me and make me cum. Like a good sissy, he obeyed and started licking my wet cunt while I moaned and squirmed. I pushed his head even lower and made him start to lick my ass. This got him really going and he started stroking his little dick while he licked my ass and worshiped my hole. Soon I was cumming all over his face and he was cumming all over the front of his shirt.

Dickless Sissy with A Charged Up Ass Hole

online sissy trainingPatrick loves to be my dirty dick taking charged loads up his ass… My sissy loves positively charged cum loads in his ass. My pretty panty wearing crack smoking sissy la la. with a girlfriend who brings him hot fresh cum loads. I meant he can’t help but be a dirty dick lover.  A real BUG juice cum lover. He sliced two inches off his cock for me last night. He is the real fucking deal. His girlfriend only lets him lap cum from her sweet pussy. I don’t blame her. He is a dick mutilating cock sucker fag cock taker.  I just want to bend him over and have a 50 man gang bang his ass until he is a gaping bloody pulp.