1,509 results for sissy training

Francis



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“I may look like a sweet little southern belle but don’t let that fool you, I will put you into forced sissy training. I will take every aspect of maleness from you and replace it with frilly girly things. You will wax your entire body until you are smooth as a baby’s bottom. You will put that little clitty dick of yours in soft silk panties, preferably thongs. Your nice smooth legs will be covered in thigh high panty hose complete with a matching garter belt and corseted bra. I will take those awful lips of yours and make them plump cock sucking lips with a pretty shade of lipstick. We will cover those nasty feet with beautiful high heels and complete the look with a matching purse. I will put you in a nice black dress that will hug your forced curves. We will paint your face with the most exquisite makeup and put a wonderful girly wig on your head. Once we make you appear to be a beautiful feminine creature, our training begins. I will teach you how to give blowjobs, how to fuck and how to keep me happy.
If you please me, I will allow you to silently watch me fuck big hard cocks until they cum. You will then lick me and their cocks totally clean like the sissy slut you will have become. However, if you displease me then I will be forced to paddle that panty covered ass of yours until it is a nice shade of red to match your lipstick. If your cock gets hard during this paddling, I will have no choice but to paddle that little clitty of yours until tears pour down your face causing your makeup to run. If you want to be the best little sissy bitch there is then you give me a call for some sissy training. I will be waiting…….
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Dakota


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Hello sweeties I am Mistress Dakota. I adore all sissies and their cute and sometimes wild fantasies. To some this whole unique world of frills and thrills is merely a fantasy and others it’s a lifestyle. I embrace you all. No two sissies are alike, everyone has their own unique traits that make them special. Let’s uncover yours, what make you worthy of my time and care tonight? As your mistress I expect honesty and full submission to my orders and assignments. For your sissy training to be successful it requires dedication and determination. You will at times get frustrated and at times be on the brink of purging. That’s normal, I understand but instead of falling into continued bad habits put on a pair of panties and be a big girl. Let me help guide you on a path of freedom and self-expression. Whether you are the prim and proper girly-girl or a lustful cock-craving whore, I will be waiting to guide you. To coerce you, and at times force you to be the feminine creature that hides within you. My style is sweet, sensual but firm when needed. I do not submit to anyone but myself so don’t even try. The burly manly man routine will not work on me, I will chew you up and spit you out into a pair of nylon panties and thigh boots and expose all your insecurities. Do not cross me unless you are willing to pay the price. Remember be good my pets and Mistress will spoil you pretty, be bad and you will have to accept my wrath. Much love and kisses!

Coraline


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I love sissy phone sex!  I am the mommy to two twin sissy boys and one sissy trainer girl. My boys were not like other boys. I knew that from a young age, so did their older sister. They didn’t have the normal relationship with mommy’s panties that many boys do. They were not jacking off in my panties. They were wearing them and not just at home either. I got called to the principal’s office more than once because my school boys were wearing pink panties under their Catholic boy school uniforms. They got in trouble for sucking cock too. My husband was livid. He didn’t want anything to do with two little fag boys. I am their mommy. I am a nurturing mommy too, so I kicked my husband to the curb and with the aid of my daughter we have raised two little sissy faggot boys. The best sissy faggots in the mid-west! I enjoy online sissy training with men like my boys. Sissies need to be taught how to dress, how to suck cock, how to serve their sissy trainers, how to accept sissy humiliation and how to accept their girly lives. You don’t have to pretend to be masculine with me. I can see your true self, just like I did with my boys. Mommy wants to help you be the best sissy you can be.

Bailee



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I may look sweet and innocent but this young teen whore knows exactly how to dominate little sissy whores. My dream is to have a harem of sissy fuck toys for me and my big dick boyfriends to dominate and play with together! This young slut graduated from evil cock training babysitter to a full blown sissy training dome. Young whores aren’t as fun to play with, unlike sissy fucking fags. After all, how hot would it be to have a tiny young teen whore and her thick cock black boyfriends humiliate your little dicklet? I would love to get you on your hands ands knees in the frilliest faggy dresses! My specialty is cock training those sissy bitch mouths and stretching out those sissy fag-holes until they are gaped and dripping cum! I may look innocent, but trust me, your ass will belong to me. <3

Forced feminization get your fucking ass in those panties.

          Forced feminization get your fucking ass in those panties. Don’t whine you sniveling little bitch. Do as you are fucking told. Namely you are nothing. You are not a fucking sissy until I say you are.

          You will be dressed to nines in feminine wear. Fight me if you dare. In the long run you will be beaten down. You to be sure will beg for mercy. Have mercy? Sorry ran out.

          Most notably is the fact that I don’t give a fuck about you. That is after all not my concern. Not your momma, mommy, mother, none of those fucking names. She pampered your ass. Fuck that shit.

          You will be wearing those panties. Right now, they are not Sissy panties, but they will be. Namely, the training that you will be forced into will make you into a sissy fucking bitch whore that will do as you’re told.

          No amount of humiliation will be too much. Tell me what a worthless and pathetic sniveling whiney fucking cunt whore you are. Fucking do it, bitch. In fact, you need to make me believe. Quickly now before I put your ass on the market.

          Sooner or later that ass of your will be ripped apart and on the market. Then you will plead to have balls drained into your cunt. Turning you into the sissy fucking whore that is easily sold.

          All in all you then thank me for forcing you into the feminization all starting with the panties.

Forced feminization

Mistress phone sex whore Remi

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You could be the perfect, cum eating panty slave as long as you’re willing to submit to your mistress phone sex trainer and do everything you’re told. We already know that you’re a cum loving faggot or else you wouldn’t be here, teasing your tiny clittie and reading about hot sluts training little femboy bitches like you! See that pathetic, stiff prick sticking straight out in front of you? That sad, tiny thing is the reason you’re a bitch instead of a man. That little clit is the reason that you need to be turned out as a sissy whore! I’ve trained plenty of faggy sluts just like you so let’s get right down to it! I have the perfect pair of training panties for you to put on. Some cute, pink lace ones with a thick and girthy butt plug built right in! That’ll help prep that pretty pussy of yours for the giant pole that I’ll be wallowing you out with. Go ahead and put them on while I’m getting my huge fuck toy strapped on and ready to plow that tight he-pussy! Training a new panty bitch starts with teaching you how to suck dick like a pro so get on your knees and open that cock worshiping, fuck hole you call a mouth. My studs are lined up are ready to fuck your pretty mouth and blast big loads of cum right down your throat so be a good bitch and do as they tell you. Close your eyes and feel that first fat mushroom head in your mouth. Slobber all over it until the little strings of drool are dripping down your chin while it’s thrusting in and out of your mouth! When I pull back on your leash, tightening your collar and making you choke up on those cocks your throating, just know that my 12 inch strap-on cock is about to be plunged right into that sweet, virgin he-cunt! I can’t wait to make you my little bitch! Hurry up and call me so we can get started!

Forced Feminization as Punishment for Naughty Little One

When time outs stopped working, I started using forced feminization as punishment for my naught little one. It started with making you stand in front of a mirror in a pair of panties. Then pig tails and skirts. Now you’re a full blown little sissy. You went out without doing your chores fist, you were out past curfew and you didn’t call home. I don’t know who you think you are, but I know you’re my little fag. You just need to be reminded. I drag you to your bedroom where your punishment outfit is already set out on your bed.

Maid Training Begins Now!

Take everything off. You blush but do as I say. You still get so embarrassed getting naked in front of me. But you almost seemed excited to put on the slutty maid costume I laid out for you. The last thing I handed you was a white pair of crotchless panties. Then I told you to go stand in front of the mirror and raise your skirt. You should be humiliated. But your clitty starts to grow. It looks like you need to be feminized further. You stand there while I go and grab some toys.

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You’re not allowed to have a cock when you’re being punished. I return to my little maid faggot with a vibrator and a cage. I stand behind you. My big tits are on your back and I’m lifting up your sissy clit. I press the vibrator to your swollen balls. Your cock is throbbing in my hand immediately. I don’t stroke. I just squeeze while the vibrato drives you crazy. Then I let go of your faggot fuck stick and push two fingers into your ass instead. You shoot a load of cum. I clasp the cage around your limp clit and start your timeout timer with you covered in cum.

Adult phone chat lines take all the sissies.

Adult phone chat lines           Adult phone chat lines take all the sissies.  Now, listen up you sissified fucking little bitch whore. I am not your friend. Not your mommy. All things considered I am exactly what you need. Your fucking trainer. That is why I am the best. You will not get any sentimental crap from me. Lay down the law. Otherwise, there is punishment.

          To be sure you have that thought that if I whine, she will relent and let me call her mommy. Fuck that shit. You are the sissy bitch whore. It must be remembered; I am in charge. Not you. Namely what I say goes. To sum up you disobey, and I will be even means.

As the Best sissy trainer, I do take all the sissies.

          That is to say, you will be trained to be as I choose you to be. In fact, if I want you to be a slave for fucking huge white cocks you will be. If it is black so, be it. Making you into a feminine bitch whore that takes anything is a choice.

          Obviously, I will consider what you like if you request appropriately. No fucking whining. It is Mistress. Every time you make a mistake you will be humiliated. Laughed at. To be sure I will make you cry.

          By all means, bury your face in those manicured hands. It matters not on the face for your ass will be in the air getting fucked in that sissy fucking ass of yours. Cry all you want. It is your party.

          It’s your coming out party after all. To point out that the mascara running just affirms what bitch whore you really are. With this in mind all that is left is to decide what kind of sissy little scank am I going to turn you into? Obviously, it will involve the Sissy humiliation training.

Taboo phone chat covering every naughty blasphemy.

         Taboo phone chat covering every naughty blasphemy. From the training of you as the best fucking sissy around to the lover of cock. After all you know what they say about man lying with man. Let us be blasphemous. The taboo of the unknown.  

           To point out that it really is known but we will leave it as the unknown. Forcing you to your knees. Bow before the BBC. As shown above the BBC enters the pussy. Already slick and wet. Taboo phone chat           You have your pussy slick and wet? Better be or the one cock will be two. The first will get sucked on by you. Shh…we mustn’t talk about it. It will all happen in the monastery. Get a novice to give you, his cock. You will praise that cock. Sucking on it. Hauk tah it. Watch as I fuck the novice. His big black cock fucking me, getting it slicker for your pussy.

          Your Phone domination begins and ends with me. You will explore every taboo possible. I will force you too. In summary you will beg for mercy, as I take you through blasphemy, the unspeakable, and sissification. There is a time when you will want to beg for repentance.

           None will be forthcoming. No, you are doomed, and you will stay doomed. Brother, sister, mom, and especially your father will be taking you.

Forced feminization for my daddy with Blackmail

Forced feminization Forced feminization sneaks up on you.  At first, it’s subtle. Then, it gets stronger and stronger. Before you know it, you’re a full-fledged sissy. A dare by a couple of friends in college has you wearing nylons and a dress while you chug a keg. But something clicks in your little sissy brain and suddenly you have a secret sissy clothing stash. Years of a trunk hidden in the basement conceals your secret shame of crossdressing. By the time your daughter finds it you’re getting sloppy and she looks up the stairs and sees the bottom of your ankle clad in pantyhose as you dance your way across the landing. 

Forced feminization for my daddy with Blackmail

You’re not so little girl is impressed by your collection. Once upon a time she was shocked and scared of having a pops who dressed like a woman. But now she just wants to use it against you. Perhaps you shouldn’t have taken her car keys away. But now here I come with a handful of outfits. When you return from work today, a nice sexy white outfit will be laid out while I sit cross-legged in your bed with all of my evidence. I found some play girls and a box of anal toys in the chest as well! Well daddy it’s time to play dress up for me.

Oh! Yea!  I have busted you and now whenever mommy works long shifts you’re going to be a sissified princess for me. My first real life sissy girl training is on my own pops! Cum be my second mommy and let me get my hands on your and bring you to your knees for me and my friends!  I can’t wait to make you my toy and show you how much fun I can be! Unless I should go get mommy and a couple of your co-workers and let your fem secret out to the world??? The choice is yours daddy, now make it quick!

Domination Skills for me start early with the discovery of my daddies sissy panties and clothing!