Tag: Best sissy trainer

Best Sissy Trainer Addilyn Here to Steal Your Manhood

Best sissy trainer Addilyn is the woman that will steal any manliness left within you. You are not made to be manly. Look at yourself in the mirror. Take notice of your pathetically small little boy like. dare I even call it a penis… I mean just look at it!

Now take a look at a real man in his naked glory. Look at a real man with a flacid penis, see, even limp he is still bigger than you are hard. Now look at these big bulls plowing a woman in her pussy and ass. See that loser? Look at those hard throbbing fuck sticks!

Let’s make sure that we are becoming clear on your inability to man up… You will be taking part in my domination phone sex focused on feminization of you. You will be easy since you are already not manly enough to please a woman with that thing between your legs. I bet when I mentioned those big bulls fucking that woman you started to salivate and feel something tingly in that clitty.

Best Sissy Trainer

Let’s see if you are capable of cleaning a cunt that has been creampied. First you will put on some panties and watch that big bull dick fuck me. Look closely now and put your tongue out. Lick that dick as it slides out of my cunt. And don’t worry, once you manage to clean the sperm from Mistress’s cunt we will move on to the cock sucking.

Domination Phone Sex

Best sissy trainer gets you addicted

When you have been trained by the Best sissy trainer, you become a cum addict. All you think about is the next moment mistress Gypsy will use you to milk a BBC. Since I work with BBC trainers I will always keep you full of cum. I want you in your sissy uniform I have picked for you and on your knees waiting to serve us in any way. Tonight I wanted to have you dripping before you milked any cock. I love seeing what a good cum whore you are. We teased you by making you suck on each and everyone of our toes like they were dick you needed to milk. I made you lick my asshole while my BBC trainer friend put his toes inside your Sissy panties and teased your sissy pussy. That had your clitty hard, especially when he shoved his toes in your pussy. You start begging me to let you milk my BBC buddy. As I laugh, I open your mouth and guide your head on his thick long cock. Right away he face fucks you hard, making you gag and choke until you have tears flowing down your face. Your little clitty leaked through your panties and when he started filling your mouth up with thick yummy cum, your clitty squirted. That shows me you are an addict to the cock.

Best sissy trainer

Sissy Training is My Specialty, and So is Being a Loving Mommy

sissy trainingSissy training is my specialty, but I get a lot of mommy calls too. I guess you could call me a sissy mom. I have two trans sons. When I first started this job, my boys were schoolboys. Just young boys who liked to play dress up in mommy’s clothes and play with make-up. I knew then that they were special. I mean boys their age played with cars, Legos and trucks. They wanted to wear jeans and t-shirts. I let them be who they were. I think it is harmful to stifle a young one’s natural exploration to find out who he or she is. Most women are not as enlightened as me, though. I get all sorts of sissy phone sex callers who talk to me about how they were shamed and ridiculed, even punished by their parents when they got caught wearing mommy’s pretty things. Some of these men are pretty fucked up because their parents just did not understand.

I like to recreate the mothering experience with callers. Be that nurturing, loving, encouraging mother that they should have had. The kind of mother my boys have. My twins are living their lives in that in-between world that scares so many people these days. They go to an arts school where their creativity  can blossom. They go to a school where they can wear dresses and makeup to school daily. They have friends. They have boyfriends. They thrive socially. Regular school was not so welcoming, but I recognized that immediately and switched their schools. What mother does not want her offspring to thrive? When they are 18, they can decide if they want to have sex reassignment surgery, or become trans girls. Whatever they choose, I will support because that it what a good parent does. They support their offspring. And the best sissy trainer supports you. Nurtures you, encourages you and only punishes you in order to train you properly.  Mommy is waiting for you boys.

His first Sissy training session went well

Sissy trainingThere is a new sissy in town and he’s going to be squeezing his little link into his first pair of Sissy panties! He was at work when his asshole started feeling all slimy, he couldn’t help the tingly sensation that ran through his body.. He needed a fix, even if that meant in the parking lot of his place of employment.. Risky business! He took his 15 and called me up from the back seat of his compact car..

He didn’t have any toys so we settled with his fingers! He slicked his tips up by slurping and sucking them, like they were a fat cock.. Then smacked the excess saliva that he scooped up from his chin onto his manhole.. The windows of his car were not tinted but they did naturally fog after a while of his huffing from the sensational fuck he was giving himself; while I whispered humiliating things into his ear.. He or should I say she?

Anyway, the faggot is aware of his position.. Not every call will he get off; sometimes he may even just have to sit back and listen to me breathe.. I mean whatever it takes to talk to a hottie, you couldn’t stand a chance with in reality! uhh, the good in fantasy, huh? haha, Sissy training has only just begun, we went shopping for some fun stuff..

So far we’ve gotten a clear 7.3in soft realistic dildo to gag his bussy with and a plus size contrast lace mesh slip with a matching thong… It’s even got a satin bow that sits right between his knockers. I can’t wait until it arrives so I can show the world that a Sexy BBW does exist.. His juicy phat ass is going to look amazing sucking up a g string.. He has never had his man hole stretched with anything besides his finger.. Lucky him, I am the sexy bitch who’s going to break him in. Welcome bitch, You’ve got yourself the Best sissy trainer on the net, Good taste!

OMG! You Just Woke Up as an Anime Girl!

Sissy training audio

 

In this listening session, all you need to do is sit back, relax and listen to the sound of my words. 

You slowly wake up and stretch, ready to get washed up and dressed. As you get up, you notice your body feels different than usual. You look down to see what is going on and you see a massive pair of tits on your chest. You run to the bathroom, desperate to see if someone has pulled a prank on you as your giant tits bounce up and down with each step. With one glance, you realize that you have been transformed into a beautiful anime girl. You have big bouncing boobs that jiggle when you breathe, a tight slim waist, and a nice round ass. You are ultimately feminine, beautiful and fuckable. You walk out of the house with your night clothes on, consisting of only a see-through white tank top and tiny shorts, and you capture the attention of all the men in the neighborhood. Seeing you in this outfit makes their cocks hard and they rush after you. You try to go back inside, but it’s too late. They have already grabbed you and started ripping your clothes off. 

You can’t fight back as they fuck you every which way. They stuff their cocks in your pussy and your ass, something you have not experienced before. Your new virginity does not matter to these men as they use you as a cock sleeve. One of the men starts playing with your tits, squeezing them and bouncing them up and down. No need for that as the men behind you are pounding you so hard your tits bounce on their own. Open wide! An army of big cocks are ready to force themselves down your tiny throat. 

Sissy Gurl Mistress phone sex

Mistress Phone sex

 Nothing gets my sweet MIstress phone sex pussy off more than making fun of soft bitches like you! Laughing and teasing your ass for being such a limp dick little sissy cock loving faggot.  I had so much fun the other day with you confessing to me how much of a sissy faggot you are. 

Zoey Knows you couldn’t wait to tell your Daddy all about me when he got home today. I heard all about how he surprised you with a super cute new outfit to wear for him and we had a couple of his daughter’s friends come over and laugh and make fun of you while he bent that tight ass over and made you whine like a little whore as he pounded you in my brand new short, tight mini dress. And I got even more turned on as the girls laughed and called sissy la-la a cock loving little faggot when his Daddy put her on her knees and blasted a weeks-long load he was saving up, all over that femme face.

There you are dressed up like a whore in a tight pink little mini dress, with a wet, throbbing, gaping, freshly fucked asshole, completely covered in cum, with three of the hottest little sluts laughing at your ass calling sissy all kinds of names, putting slut girl in her place, as a submissive, crossdressing, little cock whore. Thank you Sissy fag boy for letting me take your confessions and sharing my love for cock. I just wish one day I could be right there watching and laughing at you whining like a slut from getting pounded by a stud’s big cock! Thank you for allowing this Phone dominatrix to work you over SIssy Gurl! 

Calling All Sissy Girl Training Applicants!

Online Sissy Training

I don’t just train any curious faggot that comes into my chat, I train only the best sissy girl training applicants! I’m an exclusive online sissy trainer and I demand your utmost devotion to our training sessions. When you are mine, I will make you the best little sissy panties slut that you can be! I’ll have you strutting your stuff in high heels and kinky lingerie in no time! I’ll own all those perfect bimbo fuck holes so only the best cock will do when it comes to fucking my pretty sissies. You’ll have a great time shopping for clothes and cock with me and when we are out and about, you’ll be on display like my perfect little sissy cock tease! Mistress phone sex is just the beginning! We will find some hard BBC to please and make a game out of who can take that big dick the deepest! You will love having Mistress Raine as your best sissy trainer BFF!

Humiliation Phone Sex: ON your knees like a little bitch!

Humiliation Phone SexLet’s play a game little dick, one of humiliation phone sex roleplay fun. We will pretend I am the prison warden and you are the little punk prison bitch meant to be sodomized at my will. That means you will have to be a good little snot and obey each and every command I give you or your back pussy is going to be beaten to fuck by lots of thick studly man meat. I’m sure the thought of you being gangbanged by that many studs makes your widdle dicky twitch a little in excitement anyway. 

You can start by worshipping the ground and the sexy heels I walk on. On your hands and knees put that pretty little ass in the air for all the prison guys to look at and cat all. Kiss my heels. Suck on my heel like it was a cock that you were trying to bring pleasure to. Kiss up my legs wrapping your thighs around my heel so I can step on your pathetic bean bags while you thank me. You are lucky to serve my perfect hot young body. 

Service my perfect ass hole. Perhaps if you are lucky I might place a toot on your tongue. Men would line up to lick my anus and you are doing it for a chore. Let me use your tongue like a dick fucking you deep inside my ass. Lord knows it does more for me than your worthless little dick does. If you are a good little worthless worm you can lick my ass hole while one of my prison studs services my dripping wet cunt. We may even laugh as I drown you in my squirting pussy juices from fucking his perfect cock. No cumming for you of course otherwise you take my stud next time.

 

Forced Sissy Training With A Goddess Will Show Your True Colors!

Forced Sissy Training

I love training my sissies and dressing them up in all sorts of sexy and slutty outfits. Making them wear slutty dresses and super slutty make-up and super high, high heels is only part of the joys of sissy training though. The rest is all about who we get to join in on our naughty fun together. I always have a ton of guy friends willing to break a new sissy in.

Or we could go to the club to break in the new sissy pussy. Knowing full well that your erect clit is only that, a clit not a cock. Maybe I’ll even put it in a little chastity cage so you won’t be able to touch it, just simply enjoy being fucked and squirt while that enormous cock pounds your pussy hard. Let me watch as it drips in excitement, and you get stuffed full of cocks.

I have both shemale friends and male friends who would both be open to popping your cherry my love. And you’ll love every fucking second of being used like the sex puppet you are. You’re my little sex doll that I get to make over and dress up then have fucked silly. I want you fucked so good that you call me for more, longing to be a better sissy than before.

My online sissy training will leave you drained and squirting like no tomorrow. So get in line and pick your favorite dress and we will have some naughty fucking fun.

Forced feminization for sissy whores

Forced feminization

Forced feminization is for sissy whores. You’ve never dressed up like a sissy whore before? Well, I’ll rebuild you from the concrete dust and up. I’m going to take away everything that you’ve ever stood for as a man. I undress you and force you onto the floor, my heels digging into your should blade. I’m your new phone dominatrix and whatever I say goes from now on. I’m going to force you into some extreme sissy girl training. I pull out my favorite pair of sexy lingerie see through, now sissy panties, and put them on you. I dress you up in a training bra, and some sexy 6-inch-high heels to go along with it. Those look so sexy on you! I force you to prance around in that sexy lingerie. I then put a frilly dress on you and tell you that you had better wear that outfit for my guests that are to arrive soon or else I will push you to the breaking point in this sissy humiliation training session. Sissy slave training is what I do best I tell you as I lay down a huge dildo on the bed, I inform you that my guests are coming equipped with strap ons and that we are all going to have so much fun with you. I hear the doorbell ring… Are you ready for what I have instore for you?