Category: Sissy Training Phone Sex

She was a good little sissy

sissy phone sexMy faggot fairy princess pleased me very much recently! He dressed all up for me; he wore the most adorable pink dress. All frilly, and girly just like the little princess bitch he is! I know this had to be the most humiliating thing he had ever done, but I’ve got the pictures to prove it! Like the little sissy boy he is, he walked around all day dressed up like a fairy princess, even with a sign to match. This made me laugh and laugh and laugh. He looked ridiculous – and I know he was beyond embarrassed and the reactions he received from other people were simply priceless! Oh how I love a sissy that will do anything I tell them to do… those one’s are the most fun. They are also the ones that I know get off more because when you listen to this Mistress I somehow make all your naughty dreams come true…just like him. I’m sure he shit himself during this whole thing, as he pranced about in the most public places like sears and the mall! Everyone was staring – what is this grown man doing dressed like a girl? A fairy faggot princess at that? Mothers covered their brat’s eyes, and men looked like they wanted to beat his ass – but everyone laughed. How could they not? How pathetic are you?! Best of all besides probably shitting himself he came several times throughout the day because even though he was completely humiliated he got to wear the clothes he wanted and transform into the sissy boy he is not so deep inside. But of course I didn’t let him clean this cum up till later so he had to deal with walking around with cum running down his leg all day! Ha! It was priceless…now I have to think of what to make him do next…

Shopping for a sissy bitch

adult phone chat parisGet in! We’re going shopping. I know you’ve been stealing things from my closet so it’s time to dress you up. We’re going to find the cutest clothes for my pet sissy. The mall is wonderful places to take you that way you get wear the clothes around. I want to stop at the fetish store to get a cute little collar for you. It’s going to have shiny gems and adore the name “BITCH” in the middle. Everyone is going to know you belong to me and you love dressing up for me! You love knowing what a little faggot you are, don’t you?
I can’t wait to pick out some pink little miniskirts for you. Oh! Victoria Secret has the best bras. You’re going to love it. We are going to need to get you fitted by a sales lady. Aw, babe. Don’t be embarrassed. You need to be proud that you’re my little sissy bitch. It’s not your fault you have a small clit and love to dress up. Do not worry, by the time we are done, everyone in town will know exactly what you are. My pathetic little clitty pet!

Cuckolding Phone Sex with a MILF, a Sexy Therapist and a Phone Sex Cockwhore Sissy

cuckolding phone sex Cuckolding phone sex is all my husband gets. I allow him to make the occasional call to a phone sex therapist such as Dr. G. She is a hot mature woman like myself who understands size matters. After a few phone therapy sessions with the lovely Dr. G, my husband seemed like a new man. He seemed t o have accepted his place as my black cock fluffer. I asked him about his therapy sessions and he informed me he is Dr. G’s phone sex cockwhore sissy. I wanted to meet his therapist. I have been trying for decades to make him a willing fluffer and sissy boy, but he has always fought me, resisted my demands for him to watch me get fucked by black men. I called up Dr. G, invited her over for some in home marriage counseling.

phone sex cockwhore sissyHoly smokes she was hot. I could see any man bowing to her whim, even a few women. She was on my side. She agreed that my 2 inch dick loser husband was not worthy to fuck me or any woman for that matter. When he saw two hot cock size queens together, he regressed and tried to fuck us. Dr. G and I both laughed, but she punished him with some tease and denial. She explained to him that the only thing that should ever cross his mind was how to be the best black cock sissy around for his wife. What pleases me is watching him suck big black cock and prancing around in a sissy maid outfit licking cum off the floor; not to mention sucking it out of my fuck holes.

humiliation phone sexDr. G informed him she was caging his little dick, which she did right in front of me. As part of his punishment for attempting to fuck me with a loser dick, she started caressing my big tits and playing with my wet pussy. Not sure what made me wetter: her hot body or my husband’s humiliation. His little clitty was hard and feeling the punishment of the chastity belt as his wife fucked his therapist with a strap on. Dr. G and I played for hours clit stick teasing my loser husband until he couldn’t take the pain anymore and promised me in front of her that he will never think about fucking hot women again. He promised to live his life as a sissy maid to get released from his cage. Dr. G was not quick to pronounce my worthless husband cured, however. She suggested long term therapy sessions for us both to make sure he is the best black cock fluffer and sissy maid his hot wife needs.

 

Text me for sissy domination phone sex

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I stabbed at your asshole with my stiff dick. You moaned out loud, arching up to receive me. I felt your sphincter relax and I slid inside. So fucking tight around my cock. I love ass virgins. Tonight had been our first date and you were fumbling like a nervous teen as you reached under my skirt. The look on your face was priceless. I thought you knew I was a shemale. Now, as you gripped my hard cock, you looked up at me. “I always wanted to suck a cock.” you whispered.
I smiled knowingly as I pushed your head down. I love sissy domination phone sex!! You gagged and drooled trying to inhale my big dick. Mmmm, I love me a good little closet queen. You sucked cock like a girl, whimpering as you bobbed up and down. I looked down to see you stroking your own cock. It was small and thin. Oh, the perfect candidate for training to be a bottom. I stroked your ass and smiled as you responded. l slid the tip of my finger into your tight rectum and began to finger fuck you. “Oh, please, ma’am, please fuck me. Teach me to please you.” you lisped. That was all it took. Such an easy little whore.
You screamed out loud with my first hard stroke. Taking your virginity had me so turned on. I wanted to treat you like shit and make you love it. I called you names. Fairy faggot, princess, and sissy, they just seemed to make you hornier. I was pounding you with full, hard thrusts, ripping your ass-pussy raw. “Harder, ” you moaned. That was enough to make me blast your sexy ass full of ladyboy sperm, just as your little dickie spurted onto the floor.

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Sissy cumslut humiliation phone sex with Miss China

sissy training phone sexWelcome to China Doll’s Parlor of Pleasure and Perversion where nothing is too bad. The pussy is young and tight and I am always happy to see you. How can I please you today, master? Maybe you like prostate massage or strap on play? Or maybe you wish to to become one of my girls. Now boys can be like girls. I offer training and Hot sissy cumslut humiliation phone sex for men who wish to have pussies.We bathe you, dress you up, make you pretty sissy and pimp you out to suck much cock. Pretty boys must be trained like girls. You must learn the art of giving pleasure to men. Balls must be shaved. No nasty body hair allowed. Panties only may be worn. First lesson involves being laughed at and forced to do degrading things. I have a list that you must complete to be accepted into the next session. My girls will help me with session two as you learn to suck cock properly and get fucked in the ass by me. Once asshole toughens and heals, We will set you up on dates. These dates will be clients of mine who will critique your performance. I only choose the best sissies for my elite club. You must be able to handle rough and dirty sex and beg for more.

Our final step is a shopping trip to buy you new girly clothes and sexy lingerie for your new job as a Massage Slut Sissy. Are you ready? I require strict and obedient compliance. Soon I will introduce you by your new name and you will be the girl you always wished you were.

Open that ass-pussy wide and prepare to get fucked as you see me being used below!!!

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Two is better than one

2 girl phone sexTwo girls to laugh at you? Two girls to humiliate your pathetic ass? That’s a dream come true for you, isn’t that right stupid sissy faggot? Your tiny fucking dick makes us laugh so hard, nothing like that could please us. That’s why you’re going to be forced (supposedly) to be a little sissy faggot and dress up like a pretty girl! Makeup is the start of it, earrings too. We’ll laugh as we torment you. You know if you want to be a girl you have to take cock like a girl and Anastasia and I have more than enough cock for you! Giant, fat cocks. Cocks that are going to stretch your ass so far – just like a girl does. You will take more than one cock at a time, slutty fucking sissy. You need one in your mouth and one in your ass. Now we’re really laughing at you. You’ll never be a superior woman like us, and you know you’re nothing but a fake man. We know you’re a sissy faggot and we’ll never let you live it down. No worries, we know that’s exactly how you like it anyway.

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Pathetic Lil Diaper Wearing Sissy

sissy phone sexLooksies here, it’s itty bitty baby faggot Michael fucking F. Pathetic little pansy. What can I do with you but laugh at you? You know that’s all you’re good for. That’s why you dress up in your wittle diapers with your paci – so fucking pathetic. Little diaper wearing baby needs attention, is that so? Hahahaha, what a loser! Such a lil diaper wearing fag, crying and begging for some attention from a superior woman like myself. She wants to be a big baby, I have no problem treating her that way. Babe’s gotta know nice and early how to behave, and that includes the humiliation you want. Hahaha, little sissy baby can’t resist dressing up, can’t resist being a whiny little brat in a crib. You get to be laughed at now, all my sissies can laugh at you cuz you’re even lower than them, sissy baby. You will get the most attention of all don’t you worry. Being made fun of by my sissies and me too? I bet you’re just dying to pee your diaper. But if you do you’re going to be known as a bad sissy and we don’t want that now do we? We’ll just keep laughing at you, hahaha – you pathetic little diaper sissy!

I Love You Sissy

adult phone chat sissyIt’s been so long since I blogged about our Sissy Fairy Faggot., but when I saw her pretty pictures I had to do it…

Sissy is all dressed up and looking fab for a day of shopping on the town. She feels so special in her heels with her jingly jangly bracelets and her big hoop earnings. Her dress showing off her fantastic legs and sexy sissy shape. She looks like a million bucks.

People laugh and stare while pointing at her and taking pictures. She is the center of attention every where she goes. Sissy is such an exhibitionist. She doesn’t mind the taunting and people making fun because she knows that these Sissy Days makes her Princess happy.

I dream that one day Sissy will be brave enough to walk into the office dressed in her pretty Sissy clothes and talking in her sweet Sissy voice. It would be great on Halloween so that no one had to know that in her heart this is her true self. Of course we would all know that this is our REAL Sissy and that the fake man they see every day is just an impostor.

On this special day, Sissy could lock herself in her office and call her Princess. I bet you anything that if she did this Princess would let Sissy squirty squirt tight there at her desk in her pretty dress with her coworkers just on the other side of the door!

What a momentous day that would be!sissy phone sex

It’s time to show off our site mascot again!

humiliation phone sexIt’s time to show all my cuckies and all my sissies the perfect example of a sissy fairy faggot! We have the house mascot Michael F…….shall I say her name? Hmm, I guess we’ll see. She loves to dress up for all of us, she is the ultimate panty wearing little bitch! She begs to wear soft pretty girl undies, but we all know you’re a fake man! I am going to make sure all my other sissies, and all my cuckies follow by your perfect sissy example. Dressing up to go out and show off your pretty legs and all you have is that itty bitty baby dickie of yours hiding in your sexy little panties of yours. Ha! Pathetic. I am even going to make my sissies into little poopy princesses just like you, oh yes, now everyone can know about your poopy princess dreams. Go ahead; pat that little ass of yours in your panties full of poo. So gross, but even more humiliating. Maybe the house mascot can also teach lessons on how to be a big dick sucker in her pretty blue dress and her pretty hoop earrings; I think that makes her the perfect cocksucker. And hoops that size make you an automatic whore. I don’t make the rules, but Sissy Michael Fra…… sure does put up a hard image to follow.

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Fairy faggots need sissy girl phone sex!

sissy phone sexSissy girl phone sex is what you’re looking for, aren’t I right little sissy fairy faggot? I know I am. It’s what you crave so desperately. You need someone to make fun of you, publicly shame you, humiliate you, transform you into the pretty whore you want to be. Prep your ass and mouth for some massive cocks and your body to turn you into the sissy slut you are! There’s nothing you can do, you can’t lie to me. I know you’re a naughty little girl dying to dress up in all my sexy clothes. I know your cock is itty bitty and oh so very small, and I know you crave to be turned into a girl. You need some makeup, some panties and a dress. A pretty wig and some earrings too. Look at this pretty whore, she sure looks ready to be fucked! My friends will agree, they’ve all got massive cocks, and you have no choice but to take them like you deserve, like you want and crave. There’s no small cocks for sissy whores like you!!!

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